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4+ Bedroom Anna Maria and Bradenton Vacation Rentals

Lovely Five Bedroom Vacation Home With Private Pool & Spa [Check Pricing & Availability]


  • Home/Villa (#879152)
  • Platinum (5 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Beach Vacation Rental - Beach Front Condo - Sleeps 8 [Check Pricing & Availability]


  • Condo (#4655)
  • Platinum (5 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 3 Bathrooms
  • $3995/week - $5495/week

Luxury Holmes Beach 4 Bedroom Rental Walk to the Beach [Check Pricing & Availability]


  • Home/Villa (#4645)
  • Platinum (5 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms
  • $3295/week - $4795/week

7 Bedroom Vacation Home Rental on Anna Maria Island - Sleeps 15 [Check Pricing & Availability]


  • Home/Villa (#6705)
  • Platinum (5 Stars)
  • 7 Bedrooms, 10 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Rental Located at the North End of Anna Maria [Check Pricing & Availability]

Dining area seats ten

  • Home/Villa (#880727)
  • Platinum (5 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 3 Bathrooms

[Check Pricing & Availability]

One minute walk to beach

  • Home/Villa (#888119)
  • Platinum (5 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

Holmes Beach Vacation - Brand New Six Bedroom Luxury Home Within a One- Two Minute Stroll to the Beach [Check Pricing & Availability]


  • Home/Villa (#15296)
  • Platinum (5 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 3 Bathrooms

Holmes Beach Vacation - the Ultimate Luxury Family Vacation Home [Check Pricing & Availability]

Holmes Beach rental home sleeps 18!

  • Home/Villa (#15297)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 10 Beds, Sleeps 12+
  • 5 Bathrooms

Eight Bedroom Anna Maria Vacation Home on Holmes Beach [Check Pricing & Availability]

Holmes Beach, Florida vacation home

  • Home/Villa (#5437)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 10 Beds, Sleeps 12+
  • 5 Bathrooms

Anna Maria Rentals [Check Pricing & Availability]


  • Home/Villa (#878607)
  • Platinum (5 Stars)
  • 7 Bedrooms, 8 Beds, Sleeps 12+
  • 5 Bathrooms

Anna Maria Close to Beach Vacation Home With Pool 5 Bedrooms [Check Pricing & Availability]

Fishing Pier

  • Home/Villa (#877225)
  • Platinum (5 Stars)
  • 5 Bedrooms, 10 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island Luxury Beach Vacation Home 4 Bedrooms [Check Pricing & Availability]

Rear View of this Anna Maria Luxury Rental

  • Home/Villa (#877239)
  • Platinum (5 Stars)
  • 4 Bedrooms, 9 Beds, Sleeps 12+
  • 4 Bathrooms
  • $5295/week - $8495/week

Anna Maria Vacation Rental Home 5 Bedrooms Sleeps 12 [Check Pricing & Availability]


  • Home/Villa (#877292)
  • Platinum (5 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 3 Bathrooms
  • $5995/week - $10,400/wk

Six Bedroom Luxury Beach House on Anna Marias Holmes Beach [Check Pricing & Availability]


  • Home/Villa (#877320)
  • Platinum (5 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 4 Bathrooms

Holmes Beach Rental Home Offers 6 Bedrooms and Sleeps 16 [Check Pricing & Availability]

Front view of property

  • Home/Villa (#877542)
  • Platinum (5 Stars)
  • 6 Bedrooms, 10 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island Rental Four Bedrooms [Check Pricing & Availability]

Holmes Beach rental sleeps 10

  • Condo (#877553)
  • Platinum (5 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 10
  • 4 Bathrooms
  • $4695/week - $5395/week

Holmes Beach Vacation Rental Is a One Minute Stroll to the Beach and Sleeps 16 [Check Pricing & Availability]


  • Home/Villa (#877610)
  • Platinum (5 Stars)
  • 6 Bedrooms, 10 Beds, Sleeps 12+
  • 5 Bathrooms
  • $7,000/week - $11,400/wk

Anna Maria Island Rental Home 6 Bedrooms Sleeps 12 [Check Pricing & Availability]


  • Home/Villa (#877611)
  • Platinum (5 Stars)
  • 6 Bedrooms, 10 Beds, Sleeps 12+
  • 3 Bathrooms
  • $5000/week - $13995/wk

Holmes Beach Rental Home With Classic Island Style [Check Pricing & Availability]

Luxury Anna Maria Rental Villa Flanked by Palms

  • Home/Villa (#877625)
  • Platinum (5 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $4795/week - $ /week

Island Rentals Anna Maria Island 9 Bedrooms [Check Pricing & Availability]


  • Home/Villa (#877706)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 12+ Beds, Sleeps 12+
  • 6 Bathrooms

Anna Maria Vacation Rental Sleeps 8 [Check Pricing & Availability]


  • Home/Villa (#877731)
  • Platinum (5 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 8
  • 3 Bathrooms

Holmes Beach Vacation Home - Sleeps 12+ - Short Walk to Beach [Check Pricing & Availability]

Rear view of property

  • Home/Villa (#880361)
  • Platinum (5 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 4 Bathrooms
  • $6732/week - $8200/week

Anna Maria Vacation Rental Home [Check Pricing & Availability]


  • Home/Villa (#877910)
  • Platinum (5 Stars)
  • 5 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms

Holmes Beach Vacation Rental-Pool-Sleeps 14 [Check Pricing & Availability]

Anna Maria Island

  • Home/Villa (#878785)
  • Platinum (5 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms
  • $4786/week - $8900/week

Holmes Beach 6 Bedroom Rental Home - Walk to Beach - Private Pool [Check Pricing & Availability]

Private pool

  • Home/Villa (#879660)
  • Platinum (5 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 5 Bathrooms

Anna Maria Rental Short 2-3 Minute Stroll to the Gulf Beach [Check Pricing & Availability]

Great vacation home for rent in Holmes Beach, Florida

  • Home/Villa (#880514)
  • Platinum (5 Stars)
  • 6 Bedrooms, 11 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island Vacation Rental Home 6 Bedrooms [Check Pricing & Availability]

Exterior view

  • Home/Villa (#880515)
  • Platinum (5 Stars)
  • 6 Bedrooms, 11 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island Vacation Rental Home 6 Bedrooms [Check Pricing & Availability]


  • Home/Villa (#880516)
  • Platinum (5 Stars)
  • 6 Bedrooms, 1 Bed, Sleeps 12+
  • 1 Bathroom

Anna Maria Island Vacation Rental Home Boat Lift [Check Pricing & Availability]

Private hot tub

  • Home/Villa (#880990)
  • Platinum (5 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 8
  • 3 Bathrooms
  • $14995/mnth - $17995/mnth

Holmes Beach Rental Home- Private Pool & Spa- 6 Bedroom-Sleeps 16 [Check Pricing & Availability]

Holmes Beach, Florida rental home with short walk to beach

  • Home/Villa (#881914)
  • Platinum (5 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 6 Bathrooms

Six Total Bedrooms Grand Estate Home Drive to Beach [Check Pricing & Availability]


  • Home/Villa (#882432)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 6 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Vacation Rental -Pool & Spa -One Minute Walk to Beach [Check Pricing & Availability]

Swim up table

  • Home/Villa (#882473)
  • Platinum (5 Stars)
  • 5 Bedrooms, 9 Beds, Sleeps 12+
  • 4 Bathrooms

Private Pool & Spa -Holmes Beach Rental -Close to Beach-Sleeps 20 [Check Pricing & Availability]


  • Home/Villa (#882848)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 12+ Beds, Sleeps 12+
  • 6 Bathrooms

Five Bedroom Home With Private Pool and Canal Views - Sleeps 12 [Check Pricing & Availability]


  • Home/Villa (#883950)
  • Platinum (5 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 5 Bathrooms

5 Bedroom Home in Anna Maria Walk to Beach Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#885437)
  • Platinum (5 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Rental With North-end Location Just Steps to Pine Ave [Check Pricing & Availability]


  • Home/Villa (#883247)
  • Platinum (5 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 9
  • 3 Bathrooms
  • $3795/week - $4195/week

Luxury 4 Bedroom Home With Heated Pool & Spa Two Blocks to Beach [Check Pricing & Availability]

Private heated pool and spa

  • Home/Villa (#883494)
  • Platinum (5 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 4 Bathrooms
  • $5495/week - $7595/week

Gulf & Bay View Home -2 Minutes Walk to Beach -Private Pool & Spa [Check Pricing & Availability]


  • Home/Villa (#883935)
  • Platinum (5 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Vacation Home - Sleeps 12 - Short Walk to Beach [Check Pricing & Availability]

Beautiful vacation home in Anna Maria, Florida

  • Home/Villa (#884147)
  • Platinum (5 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 12+
  • 3 Bathrooms
  • $3395/week - $4995/week

Bradenton Beach Bay Front Rental Home -Walk to Beach -Sleeps 18 [Check Pricing & Availability]


  • Home/Villa (#884281)
  • Platinum (5 Stars)
  • 7 Bedrooms, 10 Beds, Sleeps 12+
  • 5 Bathrooms

Bay Beach Front Home in Anna Maria - Private Pool - 4 Bedrooms [Check Pricing & Availability]

Bay front rental home in Anna Maria, Florida

  • Home/Villa (#884338)
  • Platinum (5 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms

Anna Maria Beach Front Vacation Rental Home - 6 Bedrooms - Sandy Beach - Full Gulf Views [Check Pricing & Availability]

Chairs on the Balcony

  • Home/Villa (#885039)
  • Platinum (5 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms
  • $8000.00/week - $18000/wk

Gulf & Bay View Home in Holmes Beach Sleeps 20 Walk to Beach [Check Pricing & Availability]

Poolside Lounging Area

  • Home/Villa (#885512)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 11 Beds, Sleeps 12+
  • 7 Bathrooms

Anna Maria Island Vacation Home With Private Pool & Spa - Short Walk to Beach [Check Pricing & Availability]

Gulf View from Property

  • Home/Villa (#885793)
  • Platinum (5 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 4 Bathrooms

Luxury Gulf Front Holmes Beach Vacation Rental - 4 Bedrooms - Sleeps 8 [Check Pricing & Availability]

Aerial View

  • Home/Villa (#886860)
  • Platinum (5 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 4 Bathrooms

Gulf & Bay View Rental Home in Bradenton Beach Sleeps 24 Walk to Beach [Check Pricing & Availability]


  • Home/Villa (#887364)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 12+ Beds, Sleeps 12+
  • 10+ Bathrooms

[Check Pricing & Availability]

New Villa painted in Ocean Blue Tones

  • Home/Villa (#887459)
  • Platinum (5 Stars)
  • 5 Bedrooms, 1 Bed, Sleeps 10
  • 3 Bathrooms

Bay View Home in Anna Maria Private Pool Boat Dock & Lift [Check Pricing & Availability]

Aerial View

  • Home/Villa (#887696)
  • Platinum (5 Stars)
  • 6 Bedrooms, 10 Beds, Sleeps 12+
  • 3 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#887973)
  • Platinum (5 Stars)
  • 8+ Bedrooms, 12+ Beds, Sleeps 12+
  • 6 Bathrooms

[Check Pricing & Availability]

Stunning Interior Kitchen

  • Home/Villa (#889083)
  • Platinum (5 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 4 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#890179)
  • Platinum (5 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 1 Bathroom

Gulf View Home for Rent With Beach Across the Street in Anna Maria - Pool & Spa [Check Pricing & Availability]

Exterior View

  • Home/Villa (#891909)
  • Platinum (5 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 10
  • 4 Bathrooms

Holmes Beach Luxury 4 Bedrooms Home With Private Heated Pool [Check Pricing & Availability]

Relax at your Anna Maria Rental

  • Home/Villa (#879498)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 2 Bathrooms
  • $2595/week - $7995/week

Anna Maria Island Vacation Rental - 3 Bedrooms [Check Pricing & Availability]


  • Home/Villa (#879298)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 2 Bathrooms

4 Bedroom Rental Home Anna Maria Holmes Beach [Check Pricing & Availability]

Master bedroom with king bed

  • Home/Villa (#879678)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 2 Bathrooms
  • $3495/week - $4795/week

Steps to Beach Home With Heated Pool & Spa in Holmes Beach [Check Pricing & Availability]

Outdoor furniture on pool deck

  • Home/Villa (#884567)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 4 Bathrooms

Anna Maria Island Vacation Rental - Sleeps 8 [Check Pricing & Availability]


  • Home/Villa (#879164)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 4 Bathrooms

Anna Maria Island Rental Four Bedroom [Check Pricing & Availability]


  • Home/Villa (#879184)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 11
  • 4 Bathrooms
  • $2195/week - $3395/week

AMI Rental 4 Bedroom With Den Elevator Home Pool Boat Dock Sleeps 12 [Check Pricing & Availability]


  • Home/Villa (#5157)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 5 Bathrooms
  • $3300.00/week - $11000/wk

Walk to Beach Rental Duplex Pool & Spa [Check Pricing & Availability]

Poolside Lounge Chairs

  • Home/Villa (#885740)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms

Anna Maria Island Vacation Home - Sleeps 10 [Check Pricing & Availability]

Anna Maria Vacation Rental Home

  • Home/Villa (#879862)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Holmes Beach Vacation Rental West of Gulf Drive [Check Pricing & Availability]

Poolside porch with table set

  • Home/Villa (#15256)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $2195/week - $4795/week

Holmes Beach - Gulf Front Luxury Villa - Sleeps 8 - Private Pool [Check Pricing & Availability]

Holmes Beach rental with Gulf view

  • Home/Villa (#15252)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 4 Bathrooms
  • $3495/week - $4495/week

Holmes Beach Vacation Rental With Pool - 5 Bedrooms - Sleeps 10 [Check Pricing & Availability]

Walk to Beach

  • Home/Villa (#15184)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Holmes Beach Vacation Rental Sleeps up to 16 Guests [Check Pricing & Availability]


  • Home/Villa (#15264)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Holmes Beach Vacation Rental - 5 Bedrooms - Sleeps 12 - Private Pool [Check Pricing & Availability]

Tiki bar

  • Home/Villa (#878727)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 3 Bathrooms

Anna Maria Vacation Island Rental 4 Bedrooms Sleeps 14 [Check Pricing & Availability]

Sandy beach

  • Home/Villa (#15223)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 2 Bathrooms
  • $2295/week - $4395/week

Anna Maria Vacation Rental 4 Bedrooms Sleeps 8 [Check Pricing & Availability]


  • Home/Villa (#15221)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 3
  • 2 Bathrooms
  • $3500/week - $2795/week

Gorgeous Vacation Home With Pool in Holmes Beach [Check Pricing & Availability]

Rental home with private pool & hot tub in Holmes Beach, Florida

  • Home/Villa (#15135)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms

Holmes Beach Vacation Rental - Six Bedroom Home Rental on Anna Maria Island [Check Pricing & Availability]


  • Home/Villa (#6675)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Vacation Anna Maria Island in Style [Check Pricing & Availability]


  • Home/Villa (#6683)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms

Bradenton Beach Home Rental With Private Heated Pool Spa & BBQ Grill [Check Pricing & Availability]

Exterior View

  • Home/Villa (#884971)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Vacation Rental - Sleeps 8 - Private Pool - 1 Min Walk to Beach [Check Pricing & Availability]


  • Home/Villa (#879954)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 4 Bathrooms
  • $3295/week - $3695/week

Anna Maria Island Rental 4 Bedrooms Pool Close to Beach [Check Pricing & Availability]

Etxerior View

  • Home/Villa (#4659)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms
  • $3495/week - $6500/week

Bay View Rental Home in Anna Maria Across From Bay Beach Sleeps 10 [Check Pricing & Availability]

Kitchen & Dining Area with Bay View

  • Home/Villa (#878435)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 4 Bathrooms

Anna Maria Home for Rent - Sleeps 10 - Sandy Beach [Check Pricing & Availability]

Anna maria house on Beach

  • Home/Villa (#879993)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms
  • $5495/week - $6495/week

Four Bedroom Anna Maria Beach Cottage [Check Pricing & Availability]

Poolside table set

  • Home/Villa (#6712)
  • Gold (4 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 12+
  • 2 Bathrooms
  • $2795/week - $3995/week

Charming Ground Level Vacation Home With Heated Pool & Jacuzzi [Check Pricing & Availability]

Anna mara Villa

  • Home/Villa (#881888)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $3195/week - $3495/week

Holmes Beach Rental Private Duplex 4 Bedrooms [Check Pricing & Availability]

Dining Table at Pool

  • Home/Villa (#880943)
  • Gold (4 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 6
  • 2 Bathrooms
  • $2500 /week - $3500/week

Anna Maria Rental 6 Bedrooms Pool Boat Dock Close to Beach [Check Pricing & Availability]

Canal Front Home with Pool in Anna Maria, Florida

  • Home/Villa (#6769)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 5 Bathrooms

Anna Maria Beach Rental 5 Bedrooms Boat Dock & Lift Pool [Check Pricing & Availability]


  • Home/Villa (#6770)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 5 Bathrooms

Holmes Beach Vacation Villa With Heated Pool [Check Pricing & Availability]

Holmes Beach vacation villa

  • Home/Villa (#6026)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $3995/week - $6495/week

Vacation Rental in Anna Maria 4 Bedrooms Water Views [Check Pricing & Availability]

Private Pool

  • Home/Villa (#4639)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms

Anna Maria Island Beach Vacation Rentals [Check Pricing & Availability]

Vacation Anna Maria Island wiht a pool

  • Home/Villa (#879270)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 5 Bathrooms

Just 2 Minutes Stroll to the Beach [Check Pricing & Availability]


  • Home/Villa (#4635)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 9
  • 4 Bathrooms
  • $2695/week - $3895/week

Anna Maria Vacation Rentals 4 Bedroom [Check Pricing & Availability]

Anna Maria Island Four bedroom rental Sleeps 10 - North End

  • Home/Villa (#6956)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 2 Bathrooms
  • $2495/week - $3995/week

Holmes Beach Vacation Rental Sleeps 12 [Check Pricing & Availability]


  • Home/Villa (#6965)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 3 Bathrooms

Spectacular 6 Bedroom Anna Maria Vacation Home [Check Pricing & Availability]

Luxury Six bedroom Anna Maria Villa

  • Home/Villa (#15109)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 3 Bathrooms
  • $4495/week - $8500/week

Anna Maria Vacation Rental Five Bedrooms Sleeps 12+ [Check Pricing & Availability]

Pool Area

  • Home/Villa (#15005)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 3 Bathrooms

Anna Maria Island Rentals 6 Bedroom Home Sleeps 12+ [Check Pricing & Availability]

Outside View of Property

  • Home/Villa (#15008)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 5 Bathrooms

Anna Maria Island Vacation Rental - Sleeps 8 [Check Pricing & Availability]


  • Home/Villa (#879299)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $5695/week - $7995/week

Anna Maria Island Vacation Rental - Sleeps 8 [Check Pricing & Availability]

Rear View with Private Pool

  • Home/Villa (#879300)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $5695/week - $7995/week

Anna Maria Island Rental 5 Bedrooms Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#7700)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island FL 4 Bedroom Rental Home [Check Pricing & Availability]


  • Home/Villa (#7705)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 3 Bathrooms
  • $2295/week - $2964/week

Anna Maria Island Rental Vacation 4 Bedroom Home With Pool [Check Pricing & Availability]

Living Room with Fireplace and Doors to Deck

  • Home/Villa (#7706)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms
  • $3495/week - $4695/week

Rental Anna Maria Island 5 Bedroom Home [Check Pricing & Availability]


  • Home/Villa (#7707)
  • Gold (4 Stars)
  • 5 Bedrooms, 11 Beds, Sleeps 12+
  • 3 Bathrooms
  • $4500/week - $7000/week

Anna Maria Island FL 4 Bedroom Luxury Rental [Check Pricing & Availability]

Breakfast Bar

  • Home/Villa (#7710)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $3495/week - $4195/week

Rental Anna Maria Island 4 Bedrooms Boat Dock Pool [Check Pricing & Availability]

Dining area seats six

  • Home/Villa (#7716)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 3 Bathrooms
  • $2795/week - $3995/week

Anna Maria Island Rental - 4 Bedrooms - Private Pool - Wonderful Bay Views [Check Pricing & Availability]

Open Plan Living Area

  • Home/Villa (#7726)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 2 Bathrooms

Anna Maria Vacation Rental - 4 Bedrooms - Sleep 11 [Check Pricing & Availability]

Rear view of property

  • Home/Villa (#878717)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 11
  • 4 Bathrooms
  • $2595/week - $3595/week

[Check Pricing & Availability]


  • Home/Villa (#887972)
  • Gold (4 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 10
  • 3 Bathrooms

Four Bedroom Rentals With Pool on Anna Maria [Check Pricing & Availability]

Lagoon swimming pool

  • Home/Villa (#7912)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2800.00/week - $4195/week

Anna Maria Vacation Rental 4 Bedroom Home Private Pool [Check Pricing & Availability]

Outside view of Anna Maria Vacation Home

  • Home/Villa (#7976)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $1295/week - $1995/week

Four Bedroom Anna Maria Vacation Rentals [Check Pricing & Availability]


  • Home/Villa (#7962)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 3 Bathrooms
  • $3995/week - $4295/week

Luxury Holmes Beach Vacation Rental - 4 Bedroom Walk to the Gulf [Check Pricing & Availability]

Holmes Beach Rental

  • Home/Villa (#8092)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 9
  • 2 Bathrooms
  • $2995/week - $3795/week

Anna Maria Island Vacation Rentals . Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#879151)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 3 Bathrooms

Luxury Canal Front Four Bedroom Home With Heated Pool [Check Pricing & Availability]

Boat dock

  • Home/Villa (#882843)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms

Holmes Beach Luxury Rental Sleeps 10 [Check Pricing & Availability]


  • Home/Villa (#3953)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 12+
  • 3 Bathrooms
  • $2895/week - $3495/week

Holmes Beach Rental - Pool - Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#878738)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

4 Bedroom 2 Bath Holmes Beach Vacation Rental With Pool Table Boat Dock Short Walk to Beach [Check Pricing & Availability]


  • Home/Villa (#3955)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 2 Bathrooms
  • $4195/week - $ /week

Anna Maria Island Rental 4 Bedrooms Boat Dock [Check Pricing & Availability]

Anna Maria rental home

  • Home/Villa (#3956)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms
  • $3995/week - $4495/week

Anna Maria Island Vacation Rental 4 Bedrooms Pool [Check Pricing & Availability]


  • Home/Villa (#3957)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms
  • $3395/week - $3695/week

Anna Maria Vacation Home 4 Bedrooms Pool Fishing Dock [Check Pricing & Availability]


  • Home/Villa (#3959)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $2695/week - $3445/week

Anna Maria Island Vacation Rental 5 Bedrooms Private Pool [Check Pricing & Availability]

Exterior view

  • Home/Villa (#3963)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 2 Bathrooms

Holmes Beach Rental Duplex-Sleeps 23 [Check Pricing & Availability]


  • Home/Villa (#6051)
  • Gold (4 Stars)
  • 8+ Bedrooms, 12+ Beds, Sleeps 12+
  • 6 Bathrooms

Ituated [Check Pricing & Availability]

Private pool

  • Home/Villa (#6052)
  • Gold (4 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 12+
  • 3 Bathrooms
  • $1995/week - $3195/week

Anna Maria Island Vacation Rental - Sleeps 10 [Check Pricing & Availability]

Full kitchen with island & breakfast bar

  • Home/Villa (#879878)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms
  • $7025/week - $9235/week

Six Bedroom Holmes Beach Vacation Rental [Check Pricing & Availability]


  • Home/Villa (#6664)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms
  • $5150/week - $8400/week

Anna Maria 6 Bedroom Home Heated Pool [Check Pricing & Availability]

Gulf view from deck

  • Home/Villa (#5676)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 5 Bathrooms

Holmes Beach Vacation Rental 4 Bedroom With Pool [Check Pricing & Availability]

Excellent vacation home in Holmes Beach, Florida

  • Home/Villa (#5542)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 8
  • 3 Bathrooms
  • $2195/week - $2995/week

Holmes Beach Villa Rental With Boat Dock- Pool and No Hot Tub [Check Pricing & Availability]


  • Home/Villa (#5440)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2495/week - $2695/week

Five Bedroom Homes Beach Island Home Anna Maria [Check Pricing & Availability]


  • Home/Villa (#5464)
  • Gold (4 Stars)
  • 5 Bedrooms, 4 Beds, Sleeps 12+
  • 3 Bathrooms
  • $4390/week - $8850/week

Anna Maria Vacation Villa 6 Bedrooms Heated Pool Hot Tub [Check Pricing & Availability]

Large pool at Anna Maria six bedrom villa rental

  • Home/Villa (#5337)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 4 Bathrooms

Six Bedroom Holmes Beach Vacation Rental on Anna Maria Island [Check Pricing & Availability]

Exterior view of home with garage

  • Home/Villa (#5338)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 3 Bathrooms

5 Bedroom-5 Bath Home HEATED POOL Dock and Block to Beach [Check Pricing & Availability]

Bay front vacation home

  • Home/Villa (#5212)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 10
  • 5 Bathrooms

Five Bedroom Holmes Beach Rental Home [Check Pricing & Availability]

Holmes Beach, Florida Vacation Home with Private Pool

  • Home/Villa (#5494)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Luxury Holmes Beach Villa on Anna Maria. [Check Pricing & Availability]

Private heated swimming pool with waterfall

  • Home/Villa (#6076)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Six Bedroom Luxury Vacation Home on Anna Maria Island. [Check Pricing & Availability]


  • Home/Villa (#876481)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Five Bedroom Anna Maria Home for Rent Pool Hot Tub and Boat Dock [Check Pricing & Availability]


  • Home/Villa (#876516)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms

Anna Maria 4 Bedroom Rentals- Homes - Pools [Check Pricing & Availability]

Lush tropical landscaping surrounding the pool

  • Home/Villa (#876682)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $3995/week - $4795/week

Anna Maria Vacation Rental - 4 Bedrooms - Sleeps 10 - Private Pool [Check Pricing & Availability]

Private heated pool & hot tub

  • Home/Villa (#879655)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms
  • $3295/week - $4495/week

Anna Maria Island Rentals [Check Pricing & Availability]

Anna Maria Island four Bedrooms and Pool & Hot Tub

  • Home/Villa (#878610)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms
  • $2995/week - $3495/week

Anna Maria Vacation Island Rentals [Check Pricing & Availability]

Private pool

  • Home/Villa (#878611)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2995/week - $3495/week

Holmes Beach Rental Home 5 Bedrooms [Check Pricing & Availability]

Private pool & hot tub

  • Home/Villa (#880949)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island Luxury Beach Rental 4 Bedrooms Sleeps 8 [Check Pricing & Availability]

Hot tub

  • Home/Villa (#877108)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2995/week - $3995/week

Enjoy a Private Beach From This 5 Bedroom Anna Maria Vacation Home [Check Pricing & Availability]

Enclosed porch with comfortable furniture

  • Home/Villa (#877111)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms
  • $6995/week - $8495/week

This Is a Bright Beautiful Anna Maria Vacation Rental With Great Amenities [Check Pricing & Availability]


  • Home/Villa (#877113)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 4 Bathrooms
  • $3195/week - $3995/week

Holmes Beach Rental Home - Private Pool - 2 Blocks to Beach [Check Pricing & Availability]

Vacation home in Holmes Beach,Florida

  • Home/Villa (#877114)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms
  • $2795/week - $3795/week

New Ground Level Vacation Rental Home on Anna Maria Island [Check Pricing & Availability]

Excellent rental home in Holmes Beach, Florida

  • Home/Villa (#877118)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 4 Bathrooms
  • $2695/week - $3995/week

Anna Maria Vacation Rental Bay Front Six Bedrooms Sleeps 18 [Check Pricing & Availability]

Private pool

  • Home/Villa (#877123)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Bay Beach Front Home in Anna Maria Walk to Gulf Beach [Check Pricing & Availability]

Bay Beach Front Home in Anna Maria, Florida

  • Home/Villa (#877130)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 3 Bathrooms

Anna Maria Island Beach Rental 6 Bedrooms Sleeps 17 [Check Pricing & Availability]

Bayfront Luxury Sleep 17 on Anna Maria Isand Vacation Rental

  • Home/Villa (#877153)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 4 Bathrooms

Sleep 10 Comfortably in This 4 Bedroom Anna Maria Vacation Rental [Check Pricing & Availability]


  • Home/Villa (#877193)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms
  • $4195/week - $4995/week

Canal Front Vacation Home in Holmes Beach Private Heated Pool [Check Pricing & Availability]

Canalside Home with Private Pool in Holmes Beach, Florida

  • Home/Villa (#877196)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 4 Bathrooms

Sleep 8 in Comfort in This Holmes Beach Vacation Home [Check Pricing & Availability]

Magnificent rental home in Holmes Beach, Florida

  • Home/Villa (#877197)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 2 Bathrooms
  • $2695/week - $ /week

Sleep 12 Comfortably in This New Holmes Beach Vacation Rental Home [Check Pricing & Availability]

Roof top deck with diningt

  • Home/Villa (#877198)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 3 Bathrooms
  • $6495/week - $8995/week

Holmes Beach Vacation Rental -Sleeps 10 - Just Steps to the Beach [Check Pricing & Availability]

Poolside table set

  • Home/Villa (#877234)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms

Close to Beach Home With Heated Pool & Spa in Anna Maria [Check Pricing & Availability]

Close to beach home with heated pool & spa in Anna Maria, Florida

  • Home/Villa (#885014)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 9
  • 2 Bathrooms

Anna Maria Island Beach Vacation Rental 4 Bedrooms Sleeps 10 [Check Pricing & Availability]

pnly  4 blocks to the beach

  • Home/Villa (#877241)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms
  • $2795/week - $4995/week

Anna Maria Island Beach Vacation Rental 4 Bedrooms Sleeps 10 [Check Pricing & Availability]

Outside View of Anna Maria Island Rental

  • Home/Villa (#877244)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 3 Bathrooms
  • $1795/week - $2195/week

Anna Maria Island Rentas 4 Bedrooms Sleeps 8 [Check Pricing & Availability]

Anna Maria, Florida vacation home with private pool

  • Home/Villa (#877253)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2595/week - $2795/week

Holmes Beach Rental Home That Sleeps up to 14 People [Check Pricing & Availability]


  • Home/Villa (#877271)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Holmes Beach Home Rental Close to the Beach [Check Pricing & Availability]

Excellent vacation home in Holmes Beach, Florida

  • Home/Villa (#877417)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $2695/week - $2995/week

Holmes Beach Vacation Home Close to the Beach - Great Location [Check Pricing & Availability]

Designer decorated home rental in Holmes Beach, Florida

  • Home/Villa (#877418)
  • Gold (4 Stars)
  • 4 Bedrooms, 3 Beds, Sleeps 6
  • 2 Bathrooms

Anna Maria Island Rental 5 Bedrooms Sleeps 12+ [Check Pricing & Availability]

Anna Maria rental home with a private pool

  • Home/Villa (#877471)
  • Gold (4 Stars)
  • 5 Bedrooms, 9 Beds, Sleeps 12+
  • 3 Bathrooms

New Holmes Beach Rental Home Has 4 Bedrooms and Sleeps 8 [Check Pricing & Availability]


  • Home/Villa (#877528)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2195/week - $3195/week

Holmes Beach Five Bedroom Rental Home Walk to Beach [Check Pricing & Availability]

Exterior View

  • Home/Villa (#877629)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Holmes Beach Vacation Rental 4 Bedrooms [Check Pricing & Availability]

Beachside Vacation Home in Holmes Beach, Florida

  • Home/Villa (#877640)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 2 Bathrooms

Northern Anna Maria Rental Two Houses to the Beach [Check Pricing & Availability]


  • Home/Villa (#883606)
  • Gold (4 Stars)
  • 5 Bedrooms, 1 Bed, Sleeps 1
  • 3 Bathrooms

Anna Maria Island Vacation Rentals [Check Pricing & Availability]

Magnificent vacation home in Holmes Beach, Florida

  • Home/Villa (#877743)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms

Anna Maria Vacation Rental Home Close to Beach [Check Pricing & Availability]

Dining area

  • Home/Villa (#877890)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

Recently Re-done and Updated Anna Maria Island Vacation Home Rental [Check Pricing & Availability]

Private pool

  • Home/Villa (#878068)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 3 Bathrooms

One Block to Beach Vacation Home in Anna Maria Private Heated Pool [Check Pricing & Availability]

Anna Maria, Florida Vacation Home with Heated Pool

  • Home/Villa (#878125)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms
  • $2995/week - $ /week

Beautiful 4 Bedroom Holmes Beach Vacation Rental - Sleeps 8 [Check Pricing & Availability]

FRONT OF HOUSE

  • Home/Villa (#878176)
  • Gold (4 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 8
  • 3 Bathrooms
  • $3195/week - $4995/week

Holmes Beach Vacation Rental Private Pool One Block to Beach [Check Pricing & Availability]


  • Home/Villa (#878682)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 2 Bathrooms
  • $3195/week - $3495/week

Holmes Beach Vacation Rental - 4 Bedroom With Private Heated Pool and Hot Tub - Sleeps 10 [Check Pricing & Availability]


  • Home/Villa (#878683)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $2395/week - $3295/week

Anna Maria Island Vacation Rental - 4 Bedroom- 5 Houses to Beach [Check Pricing & Availability]

Anna Maria, Florida vacation home with private pool

  • Home/Villa (#878687)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 4 Bathrooms
  • $2195/week - $3095/week

Holmes Beach Vacation Rental - Five Bedrooms - Sleeps 10 Guests - Heated Pool [Check Pricing & Availability]


  • Home/Villa (#878703)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $2695/week - $ /week

Anna Maria Island Vacation Rental on Pine Ave [Check Pricing & Availability]

View from balcony

  • Home/Villa (#878737)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $2995/week - $3495/week

Holmes Beach Rentals Just a Block From the Beach [Check Pricing & Availability]


  • Home/Villa (#878783)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 2 Bathrooms
  • $2495/week - $2995/week

Holmes Beach Rental - Sleeps 10 - Gulf View [Check Pricing & Availability]

 Luxury Anna Maria Island Beach House rental with Pool

  • Home/Villa (#878787)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 4 Bathrooms
  • $4495/week - $7595/week

Anna Maria Island Vacation Rental Home [Check Pricing & Availability]

Anna Maria Beach Rental Seeps 9

  • Home/Villa (#879842)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2895/week - $3195/week

Anna Maria Island Rental Home - Sleeps 8 [Check Pricing & Availability]

Sleep 8 Rental on Anna Maria Island

  • Home/Villa (#880207)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $4495/week - $4795/week

Anna Maria Vacation Renta Sleeps 14 [Check Pricing & Availability]

Front view of home with garage

  • Home/Villa (#880861)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island Beach Rental 4 Bedrooms [Check Pricing & Availability]


  • Home/Villa (#880871)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $2995/week - $3495/week

Anna Maria Vacation Sleeps 14 Views of the Gulf [Check Pricing & Availability]


  • Home/Villa (#880874)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Gulf & Bay View Home in Bradenton Beach-30 Seconds Walk to Beach [Check Pricing & Availability]


  • Home/Villa (#880903)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 3 Bathrooms

Anna Maria Island Vacation Rental 4 Bedrooms [Check Pricing & Availability]


  • Home/Villa (#880931)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $3995/week - $4495/week

Anna Maria Island Rental Located on the Prestigious Northern End [Check Pricing & Availability]

Open Plan Kitchen

  • Home/Villa (#880994)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 2 Bathrooms
  • $2695/week - $4995/week

Anna Maria Vacation Rental Home Sleeps 8 [Check Pricing & Availability]

Lagoon pool

  • Home/Villa (#881001)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#890308)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

Anna Maria Close to Beach Vacation Home With Pool 4 Bedrooms [Check Pricing & Availability]

Master Bedroom has King Bed

  • Home/Villa (#881012)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms

4 Bedroom Anna Maria Vacation Rental Home [Check Pricing & Availability]

Anna Maria, Florida vacation home with private pol

  • Home/Villa (#881029)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $1995/week - $2900/week

Anna Maria Island Vacation Rental Sleeps 10 Guests [Check Pricing & Availability]


  • Home/Villa (#881260)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $2500/week - $6000/week

Anna Maria Island Vacation Rental Home [Check Pricing & Availability]

Exterior of Rental home with Landscaped Front Entrance and Palms

  • Home/Villa (#881337)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 3 Bathrooms
  • $1800/week - $3600/week

Canal Front Home With Boat Dock & Pool in Holmes Beach. [Check Pricing & Availability]


  • Home/Villa (#881523)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 11
  • 3 Bathrooms

Anna Maria Vacation Rental-Canal Front-Heated Pool & Boat Dock [Check Pricing & Availability]

Pool deck with outdoor chairs

  • Home/Villa (#881548)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 9
  • 3 Bathrooms
  • $2795/week - $4195/week

Bay & Gulf View Rental Home in Bradenton Beach- Sleeps 12 [Check Pricing & Availability]

Gulf & bay view rental home in Bradenton Beach, Florida

  • Home/Villa (#881947)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 4 Bathrooms

Vacation Home in Anna Maria- Private Pool & Hot Tub -Sleeps 16 [Check Pricing & Availability]


  • Home/Villa (#881948)
  • Gold (4 Stars)
  • 5 Bedrooms, 11 Beds, Sleeps 12+
  • 3 Bathrooms

Bradenton Beach - 4 Bedroom Vacation Rental - Private Heated Pool [Check Pricing & Availability]


  • Home/Villa (#887187)
  • Gold (4 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 8
  • 4 Bathrooms

Anna Maria Vacation Home - 4 Bedroom - Sleeps 10 [Check Pricing & Availability]


  • Home/Villa (#882108)
  • Gold (4 Stars)
  • 4 Bedrooms, 2 Beds, Sleeps 10
  • 2 Bathrooms

Holmes Beach Rental Home- Private Pool - 3 Min Walk to Beach [Check Pricing & Availability]

Private Pool Home for rent on Anna Maria

  • Home/Villa (#882326)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $3795/week - $5500/week

Bay View Vacation Home in Anna Maria - Beach Across the Street [Check Pricing & Availability]

Dining area seats ten

  • Home/Villa (#882468)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 4 Bathrooms

Anna Maria Vacation Home - Pool & Spa - Walk to Beach - Sleeps 20 [Check Pricing & Availability]


  • Home/Villa (#882489)
  • Gold (4 Stars)
  • 8+ Bedrooms, 11 Beds, Sleeps 12+
  • 6 Bathrooms
  • $8000/week - $12,400/wk

Holmes Beach Vacation Home - Two Blocks to Beach [Check Pricing & Availability]


  • Home/Villa (#882787)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 3 Bathrooms

Holmes Beach Vacation Home - Private Pool - Walk to Beach [Check Pricing & Availability]

Fully equipped kitchen

  • Home/Villa (#883234)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms

One Block to Beach Home in Holmes Beach Private Pool Sleeps 10 [Check Pricing & Availability]


  • Home/Villa (#885026)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Gulf Side Vacation Home in Holmes Beach - 5 Bedroom Multi Family [Check Pricing & Availability]


  • Home/Villa (#883939)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Stunning and Spacious 5 Bedroom and 2 1-2 Bath for a Whole Family [Check Pricing & Availability]

Stunning House Exterior

  • Home/Villa (#883896)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 10
  • 2 Bathrooms

Great Six Bedroom Home With Private Pool & Spa - [Check Pricing & Availability]

Holmes Beach, Florida Vacation Home Close to Beach

  • Home/Villa (#883722)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms
  • $5295/week - $7900/week

One House to Beach Home for Rent in Holmes Beach [Check Pricing & Availability]

One House to Beach Home with Pool in Holmes Beach, Florida

  • Home/Villa (#885089)
  • Gold (4 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 10
  • 3 Bathrooms

Large and Spacious Home With Private Pool and Spa Sleeps 12 [Check Pricing & Availability]

Walk to Beach Rentals on Anna Maria

  • Home/Villa (#883895)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 4 Bathrooms

Close to Beach Home With Private Pool & Hot Tub [Check Pricing & Availability]


  • Home/Villa (#883940)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 2 Bathrooms

One Block to Beach Rental Home With Pool in Holmes Beach [Check Pricing & Availability]


  • Home/Villa (#884525)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms
  • $4500/week - $7900/week

Wonderful Four Bedroom Home With Private Pool - Walk to Beach [Check Pricing & Availability]

Private heated pool with hot tub and swim-up table

  • Home/Villa (#884561)
  • Gold (4 Stars)
  • 4 Bedrooms, 10 Beds, Sleeps 10
  • 3 Bathrooms
  • $3495/week - $5495/week

Private Four Bedroom Single Family Vacation Home - Walk to Beach [Check Pricing & Availability]

Expansive Poolside Deck

  • Home/Villa (#884735)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 4 Bathrooms

Anna Maria Vacation Duplex - Heated Pool Short Walk to Beach [Check Pricing & Availability]


  • Home/Villa (#886963)
  • Gold (4 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 8
  • 3 Bathrooms

Luxury Anna Maria Island Vacation Home - 5 Bedrooms Plus Den [Check Pricing & Availability]


  • Home/Villa (#886962)
  • Gold (4 Stars)
  • 5 Bedrooms, 1 Bed, Sleeps 11
  • 4 Bathrooms

Canal Front Rental Home With Private Pool in Anna Maria [Check Pricing & Availability]

Rear view of property

  • Home/Villa (#884843)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 2 Bathrooms

One Block Home to Beach Home With Pool in Holmes Beach [Check Pricing & Availability]

Front View

  • Home/Villa (#885075)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Vacation Home With Pool -Sleeps 8 - Short Walk to Beach [Check Pricing & Availability]

Beach access

  • Home/Villa (#884935)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

Anna Maria Vacation Rental Close to Beach Pool & Spa Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#884958)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms
  • $5500/week - $6500/week

Gulf & Bay View Home for Rent in Bradenton Beach - Sleeps 16 [Check Pricing & Availability]

Beach on Anna Maria Island

  • Home/Villa (#884965)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 5 Bathrooms

Bay to Beach Rental Home Private Pool 8 Bedrooms Sleeps 22 [Check Pricing & Availability]

Bay to beach home for rent in Bradenton Beach, Florida

  • Home/Villa (#885000)
  • Gold (4 Stars)
  • 8+ Bedrooms, 12+ Beds, Sleeps 12+
  • 8 Bathrooms

Canalside Home With Pool & Boat Dock in Anna Maria [Check Pricing & Availability]


  • Home/Villa (#885034)
  • Gold (4 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 12+
  • 3 Bathrooms

Canal Front Vacation Home in Anna Maria - Walk to Beach - Boat Dock [Check Pricing & Availability]

Outdoor Furniture

  • Home/Villa (#885200)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 11
  • 4 Bathrooms

Two Blocks to Beach & One Block to Bay Home With Outdoor Spa in Bradenton Beach [Check Pricing & Availability]

Two Blocks to Beach & One Block to Bay Home in Bradenton Beach, Florida

  • Home/Villa (#885257)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 10
  • 3 Bathrooms

Close to Beach Beautiful Home for Rent - Sleeps 10 [Check Pricing & Availability]

Dining Area

  • Home/Villa (#885261)
  • Gold (4 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 10
  • 2 Bathrooms

One House to Beach Vacation Rental in Holmes Beach Pool & Spa [Check Pricing & Availability]


  • Home/Villa (#885302)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 4 Bathrooms

Holmes Beach Vacation Rental Half Block to Beach 4 Bedrooms [Check Pricing & Availability]


  • Home/Villa (#885303)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $3900/week - $5300/week

Beautiful Island Home - Walk to Be Beach With No Street to Cross! [Check Pricing & Availability]

Private Pool

  • Home/Villa (#885409)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 2 Bathrooms

Walk to Beach Home With Private Pool in Anna Maria Sleeps 11+ [Check Pricing & Availability]

Kitchen Bar Seats Four

  • Home/Villa (#885449)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

Close to Beach Home in Anna Maria Pool Sleeps 12+ [Check Pricing & Availability]

Living Room

  • Home/Villa (#885492)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 5 Bathrooms

Canal Front Home in Anna Maria One Block to Beach Pool & Dock [Check Pricing & Availability]

Private Pool

  • Home/Villa (#885511)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 5 Bathrooms

Beautiful Home Rental With Pool & Spa Only Two Blocks From Beach [Check Pricing & Availability]


  • Home/Villa (#885514)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 12+
  • 2 Bathrooms

One Block to Beach Home in Holmes Beach Pool & Spa [Check Pricing & Availability]

One Block to Beach Home in Holmes Beach, Florida

  • Home/Villa (#885561)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms

Holmes Beach Home for Rent Only One Block to Beach [Check Pricing & Availability]


  • Home/Villa (#885567)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms

Newly Constructed Luxury Home - Short Walk to Beach - Sleeps 20! [Check Pricing & Availability]


  • Home/Villa (#885721)
  • Gold (4 Stars)
  • 7 Bedrooms, 11 Beds, Sleeps 12+
  • 7 Bathrooms

Close to Beach Home With Pool & Spa Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#885722)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Partial Gulf View Home in Anna Maria Walk to Beach Sleeps 14 [Check Pricing & Availability]

Well Stocked Kitchen with Breakfast Bar

  • Home/Villa (#885797)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Close to Beach Vacation Home in Holmes Beach Private Pool [Check Pricing & Availability]


  • Home/Villa (#885813)
  • Gold (4 Stars)
  • 5 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms

One Block to Beach & Gulf View Rental Home in Holmes Beach [Check Pricing & Availability]

Living Room

  • Home/Villa (#885830)
  • Gold (4 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Bradenton Beach Vacation Home - Sleeps 16 - Short Walk to Beach [Check Pricing & Availability]

Anna Maria Duplex Villa

  • Home/Villa (#885852)
  • Gold (4 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Lovely Holmes Beach Rental Only Short Walk to Beach Shops and Restaurants [Check Pricing & Availability]


  • Home/Villa (#885868)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $3300/week - $5500/night

Walk to Beach Rental Duplex in Holmes Beach Private Pool & Spa [Check Pricing & Availability]


  • Home/Villa (#885867)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

Anna Maria Island & Holmes Beach Home 99665 [Check Pricing & Availability]


  • Home/Villa (#886469)
  • Gold (4 Stars)
  • 5 Bedrooms, 1 Bed, Sleeps 12+
  • 5 Bathrooms

Canal Front Home in Anna Maria Pool & Dock Walk to Beach [Check Pricing & Availability]

Canal Front Home in Anna Maria, Florida

  • Home/Villa (#886505)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms

Bay Front Vacation Rental in Anna Maria - Four Bedrooms With Pool and Spa [Check Pricing & Availability]

Private Beach Access

  • Home/Villa (#887159)
  • Gold (4 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 1
  • 4 Bathrooms
  • $6500/week - $8500/week

Holmes Beach Vacation Rental Private Pool - Steps to the Beach - Sleeps 10 [Check Pricing & Availability]

View from Deck of Holmes Beach Vacation Rental

  • Home/Villa (#887161)
  • Gold (4 Stars)
  • 5 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms

Anna Maria Vacation Rental - Luxury Pool Home - Sleeps 10 [Check Pricing & Availability]

Dining & Kitchen Area

  • Home/Villa (#887170)
  • Gold (4 Stars)
  • 5 Bedrooms, 1 Bed, Sleeps 10
  • 4 Bathrooms
  • $5495/week - $8000/week

[Check Pricing & Availability]

Anna Maria Villa with out door pool

  • Home/Villa (#887258)
  • Gold (4 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 1
  • 3 Bathrooms

Five Bedroom Rental Home in Holmes Beach Private Pool & Spa [Check Pricing & Availability]


  • Home/Villa (#887365)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 5 Bathrooms

[Check Pricing & Availability]

Anna Maria Rental is half a block from the beach

  • Home/Villa (#887385)
  • Gold (4 Stars)
  • 6 Bedrooms, 1 Bed, Sleeps 12+
  • 3 Bathrooms

[Check Pricing & Availability]

Beach Directly Across the Street

  • Home/Villa (#887388)
  • Gold (4 Stars)
  • 6 Bedrooms, 1 Bed, Sleeps 12+
  • 1 Bathroom

Less Than One Block to Beach Resort in Holmes Beach 5 Bedrooms Sleeps 18 [Check Pricing & Availability]

One Block to Beach Resort with Pool in Holmes Beach, Florida

  • Condo (#887432)
  • Gold (4 Stars)
  • 5 Bedrooms, 5 Beds, Sleeps 12+
  • 5 Bathrooms

[Check Pricing & Availability]

Luxury Anna Maria Vacation Rental

  • Home/Villa (#887466)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 9
  • 4 Bathrooms

[Check Pricing & Availability]


  • Gold (4 Stars)
  • 8+ Bedrooms, 1 Bed, Sleeps 12+
  • 1 Bathroom

[Check Pricing & Availability]


  • Home/Villa (#887974)
  • Gold (4 Stars)
  • 6 Bedrooms, 9 Beds, Sleeps 12+
  • 4 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#888060)
  • Gold (4 Stars)
  • 4 Bedrooms, 1 Bed, Sleeps 12+
  • 3 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#888061)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 5 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#888062)
  • Gold (4 Stars)
  • 7 Bedrooms, 9 Beds, Sleeps 12+
  • 6 Bathrooms

Gulf & Bay View Vacation Rental in Bradenton Beach Sleeps 14 [Check Pricing & Availability]

Gulf & Bay View Vacation Home in Bradenton Beach, Florida

  • Home/Villa (#888583)
  • Gold (4 Stars)
  • 7 Bedrooms, 8 Beds, Sleeps 12+
  • 7 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#888592)
  • Gold (4 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 3 Bathrooms

Walk to Beach Vacation Rental With Private Pool in Anna Maria [Check Pricing & Availability]

Private Pool

  • Home/Villa (#888847)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 9
  • 2 Bathrooms

[Check Pricing & Availability]

Walk to Beaches on Anna Maria

  • Home/Villa (#890002)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

[Check Pricing & Availability]


  • Condo (#890176)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 12+
  • 2 Bathrooms

Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#890228)
  • Gold (4 Stars)
  • 5 Bedrooms, 10 Beds, Sleeps 12+
  • 3 Bathrooms

[Check Pricing & Availability]

Canalside Private Pool & Spa

  • Home/Villa (#890231)
  • Gold (4 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms

Walk to Beach Vacation Rental With Pool & Spa in Holmes Beach [Check Pricing & Availability]

Wall Mounted Flat Screen TV in Living Area

  • Home/Villa (#890232)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 3 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#890297)
  • Gold (4 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Two Blocks to Beach Home in Anna Maria Private Pool [Check Pricing & Availability]

Fully Stocked Kitchen

  • Home/Villa (#890376)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 4 Bathrooms

7 Bedroom Lake Front Home in Bradenton - Sleeps 14 [Check Pricing & Availability]


  • Home/Villa (#890379)
  • Gold (4 Stars)
  • 7 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

[Check Pricing & Availability]

Golf Course View Vacation Rental with Private Pool

  • Home/Villa (#890463)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 12+
  • 3 Bathrooms

[Check Pricing & Availability]

Well Stocked Kitchen

  • Home/Villa (#890465)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 3 Bathrooms

[Check Pricing & Availability]

Living Room with Pool & Golf Course View

  • Home/Villa (#890470)
  • Gold (4 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 10
  • 6 Bathrooms

[Check Pricing & Availability]

Master Bedroom with King Bed

  • Home/Villa (#890486)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 4 Bathrooms

[Check Pricing & Availability]

Dining Room for 8

  • Home/Villa (#890489)
  • Gold (4 Stars)
  • 5 Bedrooms, 4 Beds, Sleeps 10
  • 3 Bathrooms

[Check Pricing & Availability]

Caged Pool

  • Home/Villa (#890497)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 2 Bathrooms

[Check Pricing & Availability]

Exterior View of Property

  • Home/Villa (#890499)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 5 Bathrooms

Four Bedroom Vacation Home in Holmes Beach Private Pool & Spa [Check Pricing & Availability]

Short Walk to Beach Home with Pool in Holmes Beach, Florida

  • Home/Villa (#891582)
  • Gold (4 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 8
  • 4 Bathrooms

[Check Pricing & Availability]

Twin Bedroom

  • Home/Villa (#891712)
  • Gold (4 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

Holmes Beach Rental Home With Pool & Spa 2 Blocks to Beach [Check Pricing & Availability]

Two Blocks to Beach Home for Rent in Holmes Beach, Florida

  • Home/Villa (#892154)
  • Gold (4 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 4 Bathrooms

P [Check Pricing & Availability]

Vacation Anna Maria Island in style

  • Home/Villa (#15250)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms
  • $2145/week - $2495/week

Florida Beach Vacation Rental [Check Pricing & Availability]


  • Home/Villa (#15231)
  • Silver (3 Stars)
  • 5 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms

Private Home Just Steps to the Pristine Gulf of Mexico Beaches [Check Pricing & Availability]


  • Home/Villa (#15207)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms
  • $2895/week - $2995/week

Holmes Beach Vacation Rental With Four Bedrooms [Check Pricing & Availability]

Holmes Beach, Florida rental home with shared pool

  • Home/Villa (#15277)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 9
  • 3 Bathrooms
  • $2495/week - $1995/week

Anna Maria Holmes Beach 5 Bedroom 4 Bath Canal Front Home. [Check Pricing & Availability]

Private Pool

  • Home/Villa (#6768)
  • Silver (3 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 4 Bathrooms

Five Bedroom Five Bathroom Holmes Beach Vacation Home [Check Pricing & Availability]

Poolside table set

  • Home/Villa (#6776)
  • Silver (3 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 5 Bathrooms

Gulf Front Rental Home in Anna Maria - 4 Bedrooms [Check Pricing & Availability]


  • Home/Villa (#6957)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 2 Bathrooms

Vacation Rentals Anna Maria Island [Check Pricing & Availability]

Anna Maria Island Beaches

  • Home/Villa (#6962)
  • Silver (3 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 10
  • 3 Bathrooms
  • $1795/week - $2495/week

Rentals Anna Maria Island 4 Bedroom Beach Front Vacation Home [Check Pricing & Availability]

Anna Maria Vacation Rental, Porch Over-looking Beach

  • Home/Villa (#7713)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 4 Bathrooms
  • $2195/week - $3495/week

Anna Maria Rental Duplex - 5 Bedrooms - Sleeps 14 - Private Pool [Check Pricing & Availability]

Value Rental On Anna Maria with 5 Bedrooms and Pool

  • Home/Villa (#7805)
  • Silver (3 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Rental Home 4 Bedrooms Views of Gulf [Check Pricing & Availability]


  • Home/Villa (#7840)
  • Silver (3 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 12+
  • 2 Bathrooms
  • $1781/week - $3495/week

Holmes Beach Condos Close to the Beaches [Check Pricing & Availability]


  • Condo (#7822)
  • Silver (3 Stars)
  • 8+ Bedrooms, 12+ Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Rental Four Bedroom Close to Beach [Check Pricing & Availability]

Balcony sitting area

  • Condo (#7850)
  • Silver (3 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 4 Bathrooms
  • $1592/week - $1970/week

Inexpensive Condo Rentals Anna Maria Island. [Check Pricing & Availability]


  • Condo (#7877)
  • Silver (3 Stars)
  • 8+ Bedrooms, 7 Beds, Sleeps 12+
  • 6 Bathrooms

Vacation Rentals on Anna Maria Islands Homes Beach [Check Pricing & Availability]

Walk to Beach

  • Home/Villa (#7905)
  • Silver (3 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 12+
  • 4 Bathrooms
  • $2495/week - $2995/week

Pet Friendly Beach House [Check Pricing & Availability]

Beach front balcony

  • Home/Villa (#7968)
  • Silver (3 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 12+
  • 3 Bathrooms

Villa Rentals Close to Beach on Anna Maria Island [Check Pricing & Availability]


  • Home/Villa (#7935)
  • Silver (3 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 4 Bathrooms
  • $2995/week - $3695/week

Holmes Beach Vacation Rental Duplex - Stroll to the Beach [Check Pricing & Availability]

Private Pool

  • Home/Villa (#7945)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 11
  • 2 Bathrooms

High Quality Holmes Beach Vacation Rental [Check Pricing & Availability]

2 blocks to Anna Maria Beach

  • Home/Villa (#3952)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms
  • $2795/week - $3495/week

Anna Maria 4 Bedroom-3.5 Bath Home - Heated Pool - 1 Block to the Beach [Check Pricing & Availability]


  • Home/Villa (#3954)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $2495/week - $3695/week

Anna Maria Island Vacation Rental Home 4 Bedrooms Spa and Pool [Check Pricing & Availability]


  • Home/Villa (#3958)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms
  • $3495/week - $4595/week

Anna Maria Vacation Rentals 4 Bedrooms Pool Close to Beach [Check Pricing & Availability]

Front view of Anna Maria, Florida rental home

  • Condo (#5855)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 3 Bathrooms

Anna Maria Rental Private Pool Dock 4 Bedroom Vacation Home [Check Pricing & Availability]

Outdoor table set

  • Home/Villa (#5541)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms
  • $2695/week - $2995/week

Four Bed Anna Maria Holmes Beach Rental [Check Pricing & Availability]

Great Value Rental Anna Maria Island Sleeps 10

  • Home/Villa (#5788)
  • Silver (3 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 10
  • 3 Bathrooms
  • $3495/week - $2695/week

Anna Maria Island Beach Rental 5 Bedrooms Sleeps 10 [Check Pricing & Availability]


  • Home/Villa (#876537)
  • Silver (3 Stars)
  • 5 Bedrooms, 8 Beds, Sleeps 10
  • 3 Bathrooms

Anna Maria Island Beach Rental 4 Bedrooms Short Walk to Beach [Check Pricing & Availability]

Water View

  • Home/Villa (#879235)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 1
  • 3 Bathrooms
  • $2400/week - $2800/week

Anna Maria Island Rental 4 Bedrooms Sleeps 8 [Check Pricing & Availability]

Private pool

  • Home/Villa (#877419)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 2 Bathrooms

Holmes Beach Rental Duplex With Beautiful Bay Views [Check Pricing & Availability]

Swimming pool & hot tub

  • Home/Villa (#877600)
  • Silver (3 Stars)
  • 4 Bedrooms, 3 Beds, Sleeps 12+
  • 4 Bathrooms
  • $3995/week - $4495/week

Luxury Holmes Beach Rental Home Sleeps 15 People and Is Less Than a Block to the Beach [Check Pricing & Availability]

Anna Maria Island

  • Home/Villa (#877646)
  • Silver (3 Stars)
  • 6 Bedrooms, 7 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Vacatio Rentals [Check Pricing & Availability]

Anna Maria rentals

  • Home/Villa (#877929)
  • Silver (3 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 9
  • 3 Bathrooms
  • $1595/week - $2595/week

Holmes Beach Rental - 4 Bedrooms - Sleeps 8 - With Heated Pool [Check Pricing & Availability]


  • Condo (#878685)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $4695/month - $6495/month

Holmes Beach Rental With Heated Pool - 4 Bedrooms Sleeps 12 [Check Pricing & Availability]

Anna Maria 4 Bedrm Rental Home- 100 Yards to Beach-

  • Home/Villa (#878706)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 12+
  • 3 Bathrooms

Anna Maria Island Vacation Rental Sleeps 12 [Check Pricing & Availability]

Pool

  • Home/Villa (#878735)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 12+
  • 3 Bathrooms
  • $1995/week - $2595/week

Anna Maria Island Rental [Check Pricing & Availability]

Anna Maria Rental Home Sleeps Eight (8)

  • Home/Villa (#878840)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 1 Bathroom
  • $2995/week - $2795/week

Anna Maria Island Rental - 6 Bedrooms [Check Pricing & Availability]

Anna Maria vacation home

  • Home/Villa (#879659)
  • Silver (3 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria Island Vacation Home [Check Pricing & Availability]

Fully equipped kitchen

  • Home/Villa (#879868)
  • Silver (3 Stars)
  • 6 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Anna Maria 5 Bedroom Vacation Rental [Check Pricing & Availability]


  • Home/Villa (#881116)
  • Silver (3 Stars)
  • 5 Bedrooms, 6 Beds, Sleeps 10
  • 3 Bathrooms

4 Bedroom Anna Maria Island Rental Home With Pool at North End [Check Pricing & Availability]


  • Home/Villa (#881023)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 3 Bathrooms
  • $3400/week - $2900/week

Great Home for Rent in Anna Maria - 3 Houses to Sandy Beach [Check Pricing & Availability]


  • Home/Villa (#881622)
  • Silver (3 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 2 Bathrooms
  • $3995/week - $3795/week

Holmes Beach 3 Unit Complex With Pool- Close to Beach - Sleeps 18 [Check Pricing & Availability]

Two houses from the beach

  • Home/Villa (#881920)
  • Silver (3 Stars)
  • 4 Bedrooms, 8 Beds, Sleeps 12+
  • 4 Bathrooms

Ground Level Four Bedroom Vacation Rental Anna Maria Island [Check Pricing & Availability]

One block to beach home in Anna Maria, Florida

  • Home/Villa (#883952)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms

Bradenton Beach Bay Front Multifamily-1 Block to Beach-Sleeps 14 [Check Pricing & Availability]

Bradenton Beach, Florida

  • Home/Villa (#885036)
  • Silver (3 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 3 Bathrooms

Spacious Vacation Home Rental in Bradenton Beach - Sleeps 16 [Check Pricing & Availability]

Anna Maria Island six bedroom vacation rental Steps to Bradenton Beach

  • Home/Villa (#884332)
  • Silver (3 Stars)
  • 6 Bedrooms, 10 Beds, Sleeps 12+
  • 4 Bathrooms

Gulf Front Multi Family for Rent - 4 Bedrooms - Sleeps 16 [Check Pricing & Availability]

Outdoor dining area

  • Condo (#884791)
  • Silver (3 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 12+
  • 4 Bathrooms
  • $5495/week - $7995/week

Steps to Beach Complex in Holmes Beach - 7 Bedrooms Sleeps 24 [Check Pricing & Availability]

Steps to beach rental complex in Holmes Beach, Florida

  • Condo (#884826)
  • Silver (3 Stars)
  • 7 Bedrooms, 10 Beds, Sleeps 12+
  • 6 Bathrooms

Four Bedroom Home With Private Pool and Only One Block From Beach [Check Pricing & Availability]

Cozy home with private pool in Anna Maria, Florida

  • Home/Villa (#884829)
  • Silver (3 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 9
  • 2 Bathrooms

Four Bedroom Home With Private Heated Pool - One Block to Beach [Check Pricing & Availability]

Home exterior

  • Home/Villa (#885003)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

Four Bedroom Home Rental With Private Pool Walk to Beach [Check Pricing & Availability]

outdoor pool

  • Home/Villa (#885107)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms
  • $2495/week - $4195/week

Walk to Beach Vacation Home in Anna Maria 5 Bedrooms Sleeps 14 [Check Pricing & Availability]

Master Bedroom has King Bed

  • Home/Villa (#885126)
  • Silver (3 Stars)
  • 5 Bedrooms, 10 Beds, Sleeps 12+
  • 4 Bathrooms

Beautiful on Beach Large Home With Pool in Holmes Beach [Check Pricing & Availability]


  • Home/Villa (#885249)
  • Silver (3 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 10
  • 5 Bathrooms

Beautiful One House Away From Beach Duplex for Rent in Anna Maria [Check Pricing & Availability]

Kitchen and Dining Area

  • Home/Villa (#885372)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 8
  • 4 Bathrooms

Holmes Beach Rental Home Partial View & Walk to Beach [Check Pricing & Availability]

Walk to Beach Home with Pool in Holmes Beach, Florida

  • Home/Villa (#885411)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 10
  • 4 Bathrooms

Holmes Beach Vacation Rental - 2 Units - Sleeps 12 [Check Pricing & Availability]

Exterior View Anna Maria Rental

  • Condo (#887208)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 12+
  • 4 Bathrooms

Holmes Beach Vacation Rental With Beach Across the Street [Check Pricing & Availability]

Holmes Beach, Florida Rental Condo with Beach Across the Street

  • Condo (#887402)
  • Silver (3 Stars)
  • 4 Bedrooms, 6 Beds, Sleeps 12+
  • 2 Bathrooms

5 Bedroom Vacation Home in Bradenton Private Pool Sleeps 14 [Check Pricing & Availability]

Five Bedroom Home For Rent on Anna Maria Island

  • Home/Villa (#887429)
  • Silver (3 Stars)
  • 5 Bedrooms, 7 Beds, Sleeps 12+
  • 3 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#889271)
  • Silver (3 Stars)
  • 4 Bedrooms, 5 Beds, Sleeps 8
  • 3 Bathrooms

[Check Pricing & Availability]


  • Home/Villa (#890296)
  • Silver (3 Stars)
  • 5 Bedrooms, 5 Beds, Sleeps 10
  • 4 Bathrooms

Affordable Pet Friendly Holmes Beach Rental With Pool [Check Pricing & Availability]

Pool View from Balcony

  • Condo (#6014)
  • Bronze (2 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 2 Bathrooms

Beach Front Home in Anna Maria 4 Bedrooms Sleeps 8-10 [Check Pricing & Availability]

Beach Front Rental Home in Anna Maria, Florida

  • Home/Villa (#881065)
  • Bronze (2 Stars)
  • 4 Bedrooms, 7 Beds, Sleeps 10
  • 2 Bathrooms

Bay Front Condo in for Rent in Bradenton [Check Pricing & Availability]

Bay Front Condo for Rent in Bradenton, Florida

  • Condo (#885053)
  • Bronze (2 Stars)
  • 4 Bedrooms, 4 Beds, Sleeps 8
  • 2 Bathrooms
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Anna Maria