738 Rentals: Anna Maria Island & Holmes BeachGold

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Get help finding your rental: 941.900.4552

Luxury Three Bedroom Rental With a Private Outdoor Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom Rental Two Blocks from Bean Point

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Luxury Vacation Rental Home 8 Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

The Ultimate Bayside Vacation Retreat Boat Dock

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 19
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Island & Holmes Beach Home 878132

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

3 Bedroom Canal View Home Anna Maria

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Home with Private Pool and Three Great Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Bradenton Beach 3 Bedroom Vacation Duplex Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Only Three Houses To Beach Luxury Anna Maria Rental Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Bradenton Beach Rental Home with Pool Sleeps 10

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Vacation Rental Bayfront 4 Bedroom Home Plus Den

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 5 Bathrooms

Stunning Anna Maria Vacation Home with the BEST LARGE POOL

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria 5 Bedroom Vacation Rental Private Pool WOW Rental

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury Vacation Rental Pool Gulf View Top Rental

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Three Bedroom Great Interior Decor

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Beautiful Luxury Vacation Home 3 Bedrooms Sleeps 6 Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom Luxury Anna Maria Rental Close To The Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Beautiful 3 Bedroom Home With Amazing Outdoor Escape

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Cottage Steps from World Class Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island 4 bedroom Canal Front Rental Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury Home Rental - Canal- North End - 5 Bedroom

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Holmes Beach Luxury Vacation Home Sleeps 10 Stroll To Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Island 3 Bedroom Vacation Rental with Pool Peeks of Gulf

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Three bedroom Vacation Condo Full Gulf View

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria 7 Bedroom Private Pool Vacation Beach Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 7 Bedrooms
  • 7 Bathrooms

Large Anna Maria Vacation Rental Home with Six Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Luxury Anna Maria Vacation Home Sleeps 8 Private Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury 6 Bedroom Rental - Best Rental Home Award

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 15
  • 6 Bedrooms
  • 4 Bathrooms

Holmes Beach Four Bedroom Vacation Pool Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Four Bedroom 3 Bath Rental A Few Homes Back from Gulf

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Great Anna Maria Vacation Beach Home with Pool - Sleeps 10

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

North Island Vacation Home With Beach Across Street 4 Bedrm

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Island Vacation Beach Villa 4 Bedrooms Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Beach House for Rent Best On The Island with Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Vacation Rental Sleeps Six Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria 7 Bedroom Vacation Rental Sleeps 16 Private Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 4 Bathrooms

Luxury Anna Maria Vacation Rental 4 Bedrooms Plus Den

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Beachfront Luxury Vacation Home on Holmes Beach Sleeps 6

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Coastal Anna Maria Island Vacation Pool Home Walk to Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Luxury Beachfront Anna Maria Island 3 Bedroom Cottage

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

What An Amazing Anna Maria Island Vacation Home Available

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Walk to Beach Vacation Duplex on Holmes Beach PRIVATE Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Four Bedroom Rental on Anna Maria Island Sleeps Eight

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Luxury Holmes Beach Vacation Home with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Three Great Bedroom Rental has Boat Dock Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Located on the Much Coveted North End Of Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria 5 Bedroom Rental Sleeps 12 Guests - Gulf Views

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

New 4 bedroom Anna Maria rental WHOLE DUPLEX

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Six Bedroom Villa Just 100ft to Sandy Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Luxury Vacation Home 6 Bedrooms Anna Maria Island Sleeps 12

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

Prestigious Elegant Three Bedroom Anna Maria Vacation Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

5 bedroom North Anna Maria Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury Six Bedroom Home With Breathtaking Views

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

Anna Maria Island Right on Sand Rental

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Luxurious 5 Bedroom North Anna Maria Island Vacation Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 5 Bedrooms
  • 3 Bathrooms

Private Luxury Home Anna Maria Island Home for Rent

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

One House Back from the Beach A 30 Second Walk to Sand!

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Villa With Pool & Entertaining Area

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Holmes Beach 3 Bedroom Rental Only One Block to Beach Access

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Great Four Bedroom Pool Home in Holmes Beach Sleeps Eight

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Private Vacation Rental with Boat Dock Three Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Two Bedroom Anna Maria Town Home will Accommodate Four.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Beachfront 4 Bedroom Vacation Pool Home Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Anna Maria 2 Bedroom Vacation Home - Five Houses from Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

North End Anna Maria Rental Sleeps 8 Private Heated Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Canal front 5 Bedroom Vacation Rental Ground One Level Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Private Pool Vacation Home Close to Beaches

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island North End Vacation Home 3 Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria 4 Bedroom Pool Home 1.5 Blocks to the Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Four Bedroom Vacation Home Sleeps 8 Private Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Islands Most Amazing Vacation Rental Waterfront

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

A Rare Anna Maria Island Three Bedroom Villa on the Beach

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Three bedroom Vacation Rental with Pool on Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Four Bedroom Rental that Sleeps 8 on Anna Maria Island.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Super Anna Maria Island Vacation Rental with Four Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Beachfront Anna Maria Island Beach House Vacation Rental

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 13
  • 5 Bedrooms
  • 3 Bathrooms

Stunning Beachfront 4 Bedroom Luxury Vacation Home With Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

2 Bedroom Vacation Home Rental- Views of Gulf 2.5 Bathrooms

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Island 5 Bedroom Vacation Rental Incredible Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Luxury Vacation Rental with Pool Steps to Gulf Beaches

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Holmes Beach Victorian Style Large Heated Pool 3 Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

3 Bedroom Holmes Beach Vacation Rental Sleeps 6 Walk to Beaches

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Luxury 6 Bedroom Vacation Home 450ft to beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Three Bedroom Vacation Rental Luxury Pool Home Holmes Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Luxury Vacation Home 2 Bedrooms Sleeps 4

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Private Pool Rental Available Now

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Lovely Vacation Home with Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Beach House for Rent- Sleeps 6 Guests on Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria Island Cottage with Pool Sleeps Nine

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island luxury Vacation Rental Four Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria 3 Bedroom Vacation Rental Pool Sleeps 6

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom Rental Home on Anna Maria with Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Vacation Cottages for Rent

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Six Bedroom Luxury Vacation Rental - Private Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 3 Bathrooms

5 Star Luxury Rental on Anna Maria Sleeps 16 With Gulf Views

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

Anna Maria Island Vacation Home Sleeps 8 Short Walk to Beach

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Luxury 6 Bedroom Anna Maria Home with Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Beautiful 4 Bedroom Home with Dock on Bimini Bay

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

One of the top Four Bedroom Rentals in Anna Maria Sleeps 10

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

4 Bedroom Rental with a Private Pool Coastal Decor.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Charming Pool Home for Rent on Anna Maria Sleeps 8 Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Sleep 10 Vacation Rental Steps from Beaches

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

6 Bedroom No Roads to Cross to Beach Anna Maria Rental

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Anna Maria 6 Bedroom Bayfront Luxury Home - Pool & Boat Dock

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

50 STEPS TO BEACH Anna Maria 6 Bedroom Pool Rental Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Pool Home with Boat Dock on Anna Maria Island.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Eight Bedroom Luxury Vacation Home with Pool on Anna Maria

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 5 Bathrooms

Anna Maria Island Rental Home with 4 Bedrooms 3.5 Bathrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Stunning Anna Maria 5 Bedroom 4 Bathroom Home Close to Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Rental 6 Bedroom With Boat Dock & Pool Sleeps 14

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 4 Bathrooms

Five Bedroom Rental with Boat Dock and One Block to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Lovely Five Bedroom Beach Vacation Rental on Holmes Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Tropical Grounds 3 Bedroom Vacation Rental Duplex with Pool!

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Five Bedroom Vacation Rental Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Island Luxury Pool Vacation Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Luxury 4 Bedroom Plus 2 Lofts Anna Maria Cottage Sleeps 14

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 4 Bedrooms
  • 6 Bathrooms

Holmes Beach 3 Bedroom Vacation Rental Home - Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Six Bedroom Anna Maria Rental - Peeks of The Gulf of Mexico

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Only A Three Min Walk to Beach From this Anna maria Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Holmes Beach villa West of Gulf Dr Luxury 1 Block to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

North Anna Maria Island Vacation Rental Close to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Bean Point Vacation Home Sleeps 8 - Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Villa for Rent- Pool- Sleeps 9

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Holmes Beach Vacation Rental Home 3 Bedrooms Sleeps 6 Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Villa 3 Bedrooms Plus Den Pool Rental in Anna Maria

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury Canal Front Pool Home Short Walk To Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria Value Priced Pool Vacation Rental Home 3 Bedrooms

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Rental 4 Bedrooms & Pool 3 Houses from Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Three Bedroom Vacation Beach House

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Rental Luxury All The Way Ground Level 4 Bedroom 4 Bath

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria Home Four Bedrooms and Pool - 90 Steps to Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

North End of Anna Maria West of Gulf Drive 90 Steps to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Three Bedroom Vacation Rental With Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria West of Gulf Drive Five Bedroom Pool Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

6 houses to beach with this Anna Maria Island Rental

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Luxury Beach Rental 4 Bedrooms Sleeps 8

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Lovely Views & Pool North Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Lovely 4 Bedroom North End of Anna Maria

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Family Home with Private Pool Sleeps 10 Guests Pet Friendly

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

One of the Best 5 Bedroom Homes on Anna Maria with Boat Dock

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Anna Maria Four Bedroom Beachfront Rental with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Vacation Rental on Anna Maria Island with 4 Bedrooms

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria 4 Bedroom Rental One of the Closest to the Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Holmes Beach Vacation Rental Tropical Landscaping

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Waterfront Luxury Anna Maria Rental 3 Minute Walk to Beaches

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 6 Bedrooms
  • 4 Bathrooms

Beachfront Home Attached Apartment 4 Bedroom Rental

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Bayfront Luxury Home Sleeps 17 - Six Bedrooms

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 4 Bathrooms

Three Bedroom Home With Private Pool In Anna Maria

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Vacation Rental 5 Bedrooms Sleeps 10 Private Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Luxury Three Bed Accommodation Bay Beachfront

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Pool Home Blocks from Rod and Reel Anna Maria

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Five Bedroom Rental - Rarely Look This Great!

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Anna Maria Vacation Rental 4 Bedroom

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Four Bedroom Close to Beach Private Pool in North Anna Maria

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria - Most Beautiful Vacation Stroll to the Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Spacious Vacation Home with Four bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Island Beach Vacation Rental with 4 Bedrooms Anna Maria

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

North End Anna Maria Vacation Rental with Pool Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Rental Three Bedroom Sleeps 6 Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Holmes Beach Luxury Vacation Pool Home Sleeps 14

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Five Bedroom Anna Maria Home with Water Slide Pool & Views

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

3 bedroom 3 bath private pool Anna Maria Island rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Luxury Anna Maria Vacation Rental Sleeps 6 Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria 4 Bedroom Luxury Family Vacation Rental Pool Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Renovated Historic Home 3 Bedrooms

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island Four Bedroom Vacation Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

One of Anna Maria Island Most Popular 4 bedroom Pool Homes

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria Island Five Bedroom Rental Home - SLEEPS 12

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Anna Maria Island Luxury Vacation Rental Home with Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria 6 Bedroom Luxury Vacation Rental Home - Sleeps 12

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Two Bedroom Vacation Cottage 3 min Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Anna Maria Six Bedroom Vacation Weekly Rental Sleeps 12

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Anna Maria Island Luxury Vacation Rental with Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Six Bedroom Vacation Rentals on Anna Maria Island Sleeps 12

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Three bedroom Rental on Anna Maria Island with Swimming Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Holmes Beach Vacation Pool Rental Sleeps 6 Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom Pool Rentals Sleeps 8 on Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Vacation Rental with Three Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Vacation Rental Three Bedroom with Pool Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Holmes Beach Vacation Home Rental Sleeps Six Block to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria 3 Bedroom Rental Sleeps 6 Close to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

The Ultimate Anna Maria Luxury Beach House Sleeps 21

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 21
  • 9 Bedrooms
  • 6 Bathrooms

BEACHFRONT Anna Maria Island 3 Bedroom w/ pool rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Two Bedroom Rental in Holmes Beach FL

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria 3 Bedroom Home with Private Pool Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

5 Bedroom Vacation Rental on Anna Maria Island Sleeps 10

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Anna Maria Island Three Bedroom Rental Home with Water Views

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Luxury Four Bedroom Vacation Home Rent on Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Luxury Vacation Home on Anna Maria Island with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Direct Bay Front Luxury Vacation Home - Boat Dock

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Anna Maria 3 Bedroom Vacation Home Sleeps 6 Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Four Bedroom Upscale Pool Home for Rent on Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

3 bedroom Private pool Anna Maria Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Upscale 3 Bedroom Vacation Rental Home Sleeps 7

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria 3 Bedroom Sleeps 6 - Almost a House on Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Pool Vacation Home 3 Bedrooms 2.5 Blocks to Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

3 Bedroom Rental Home Or Rent Both Homes for Big Group

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Beach House Full Gulf View Sleeps 6

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Home at Holmes Beach Three Bedrooms and Pool Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Four Bedrooms and Luxury All the Way - Holmes Beach Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

One of the Best Island Rentals Luxury with Three Bedrooms

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Sunny Three Bedroom Townhome with Private Beach Access

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

A More Than Beautiful Holmes Beach Luxury Vacation Home Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Beautiful Anna Maria Island Rental with Pool Sleeps Six

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

This Great Vacation Rental is Available For Weekly Bookings

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Rent this Four Bedroom Anna Maria Rental that Sleeps 8

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Three Bedroom Pool Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Rental Home Sleep 8 Private Pool Close to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island Luxury Rental Three Bedrooms

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Three Bedroom Vacation Home with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Bay Front Vacation Home in Anna Maria Island - Sleeps 8

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Only Two Houses Back From The Beach- North Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Beach Home 30 Seconds to the Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Luxury 4 Bedroom Vacation Rental Home Sleeps 9

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Value Priced Vacation Rental Home Anna Maria Island & Pool

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Anna Maria Rental You Can Almost Throw Frizbee to the Beach

  Save Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Three Bedroom Rental Holmes Beach on Anna Maria Island

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Island & Holmes Beach Home 879755

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Anna Maria Island Monthly Rentals.

  Save Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Holmes Beach Vacation Home Sleeps Six Guests.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Anna Maria Beach Rental Sleeps Eight Guests Half Block Beach

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Island 3 Bedroom Vacation Rental Pool Sleeps 8

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Vacation Rentals on Bay with Wonderful Views

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury 4 Bedroom Anna Maria Island Rental Sleeps 8 with Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

North End Anna Maria Vacation Beach Home 3 Bedrooms Sleeps 6

  Save Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Rental Home 6 Bedrooms Sleeps 12

  Save Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Luxury North End Anna Maria Vacation Home Rental

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

All About the Pool Great Anna Maria Vacation Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Vacation Home with Bay View & Short Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Three Bedroom Anna Maria Island Rental Sleeps 6 Private Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

4 bedroom Rental WALK to Pine Avenue- Anna Maria

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Number One Stunning Anna Maria Island Rental Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Anna Maria Islands Beautiful Vacation Rental Beach House

  Save Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

N. Anna Maria 4 bedroom rental 2 blocks to Pine Avenue

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Anna Maria 4 Bedroom Vacation Rental 6 Houses To Beach

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Great Priced Anna Maria Island Rental Great Pool Home

  Save Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Charming Holmes Beach Vacation Cottage

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Luxury Anna Maria Island Three Bedroom Vacation Home Pool

  Save Rental
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Anna Maria Luxury 5 Bedroom Rental Sleeps 9

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 5 Bedrooms
  • 3 Bathrooms

North Anna Maria Four Bedroom Beach House with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Luxury Four Bedroom Anna Maria Rental Gulf Views Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Heated Pool Home on Anna Maria Island Sleeps 6

  Save Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury North End Anna Maria Island Rental Three Bedrooms

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms