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1,027 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 Internet access Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$149

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, Internet access, Staffed property

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Price per night from

$117

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, Internet access, 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, Internet access, Staffed property

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Price per night from

$745

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, Internet access, Staffed property

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Price per night from

$284

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, Internet access

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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, Internet access

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Price per night from

$395

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, Internet access

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Price per night from

$182

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, Internet access

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Price per night from

$287

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, Internet access, 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, Internet access

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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, Internet access

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Price per night from

$229

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

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

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Price per night from

$630

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, Internet access

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Price per night from

$1,500

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, Internet access

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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, Internet access

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Price per night from

$385

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, Internet access

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Price per night from

$476

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, Internet access

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Price per night from

$495

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, Internet access

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Price per night from

$355

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, Internet access

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Price per night from

$296

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, Internet access

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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, Internet access

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Price per night from

$951

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

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

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Price per night from

$436

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

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

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Price per night from

$178

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

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

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Price per night from

$114

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, Internet access

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Price per night from

$281

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, Internet access

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Price per night from

$476

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, Internet access

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Price per night from

$287

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 20 minutes

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

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Price per night from

$163

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

2 bedrooms
3 bathrooms

sleeps 6

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

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Price per night from

$182

Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks

Cortez cottage

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 20 minutes

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

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Price per night from

$215

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Poo

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

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

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Price per night from

$216

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

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

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Price per night from

$284

Anna Maria Island Beach Sands

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

Responds fast! avg. 3 hours 20 minutes

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

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Price per night from

$330