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Shared outdoor pool (heated)
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964 houses

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

Match: Rental types Fridge Staffed property Golf course on site or within 15 min walk

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Price per night from

$149

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$631

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

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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Price per night from

$178

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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Price per night from

$435

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.

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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Price per night from

$115

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

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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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

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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Price per night from

$117

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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Price per night from

$284

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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Price per night from

$114

Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 0 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$229

Stunning & Bright Sarasota Home

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$395

Elegant HEATED POOL Home. 12 min to Beaches of Anna Maria Island. IMG Academy

Bradenton house

4 bedrooms
3 bathrooms

sleeps 10

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$287

Mid Century Home With Private Heated Pool

Tallevast house

2 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$182

Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 11 minutes

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Fridge, Staffed property

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Price per night from

$132

Anna Maria Island Beach Watch

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$250

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$227

Anna Maria Island Beach Haven

Cortez house

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$1,500

Parrot Paradise Sarasota ~Low cleaning fee~ near Dtwn, beach, airport, pinecraft

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$108

Anna Maria Island Surfside Bungalow

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$355

Anna Maria Island Sun's Up A

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$497

Anna Maria Island Sun's Up B

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$478

Anna Maria Island Edgewater Bungalow

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$298

Anna Maria Island Beach Palace

Bradenton Beach house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$595

AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace

Cortez house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$385

Beautiful Longboat Key Home!

Bradenton Beach house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 27 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$517

Rare Castle Style Stay! Downtown

Sarasota house

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$212

SNOWBIRDS 25 - 40% OFF 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$229

Anna Maria Beach Serenity

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$950

Gorgeous Pool Home. 12 min from the beaches of Anna Maria, IMG

Bradenton villa

3 bedrooms
2 bathrooms

sleeps 10

2 of 4 match: Rental types, Staffed property, Golf course on site or within 15 min walk, Fridge

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Price per night from

$281

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$287

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.

3 of 4 match: Staffed property, Rental types, Golf course on site or within 15 min walk, Fridge

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Price per night from

$476