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393 houses

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Newly renovated beach house near AMI free trolley stop with Private pool

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$563

Luxury Resort Sleeps 26!

Palma Sola house

8 bedrooms
5 bathrooms

sleeps 26

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$2,289

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$1,032

Beautiful Longboat Key Home!

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 27 minutes

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Price per night from

$517

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$178

Beach Walk: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$515

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

3 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$411

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

3 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$457

Florida Palms Heaven 2B Villa, near tennis IMG Academy & beaches

South Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$148

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$435

Newly discounted rates! Gorgeous one bedroom across from beach, near village!

Siesta Key condo

1 bedroom
1 bathroom

sleeps 3

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

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Price per night from

$245

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

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Price per night from

$115

Florida Ocean Front Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$622

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$745

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$117

Luxury lakefront Florida Bella Rosa 2B Villa, near tennis IMG Academy & beaches

Bradenton villa

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$148

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$258

Off the Hook: By Beachside Management

Siesta Key house

4 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$515

Waves on Anna Maria

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$975

Las Palmas; by Beachside Management

Siesta Key house

7 bedrooms
8 bathrooms

sleeps 16

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Price per night from

$1,202

Serendipity

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$1,260

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

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Price per night from

$476

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$490

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$490

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$489

TROPICCAL, 4 min from the beaches! Meticulously cleaned and sanitized!

Bradenton house

3 bedrooms
2 bathrooms

sleeps 5

“Lovely home in an awesome location!” Literally a minute's drive from the beach, this very clean and welcoming home is also convenient to great restaurants and shopping opportunities. It really is in a perfect location, especially considering the affordable price. Walking to restaurants and a rental shop is easy thanks to the sidewalk on Cortes. We even enjoyed a morning run to the beach - biking to the beach would also be a great option (3.5 mi one way.) The home might appear small at first, but we fit 6 comfortably, including 4 teenagers! The best part is the lovely décor that greets you after a long day at the beach or running around. Two thumbs up!

Responds fast! avg. 2 hours 33 minutes

2 of 3 match: Table tennis, Rental types, Safe

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Price per night from

$144