Villas Sarasota

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1,071 villas

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Rental types Linen provided Microwave Table tennis

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Price per night from

$573

Match: Rental types Linen provided Microwave Table tennis

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Price per night from

$148

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New York Avenue Rancher

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$445

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$489

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$229

Beachplace Building 3 unit 302

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$187

Orchid at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Split Leaf at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

Coconut at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

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

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$258

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, Linen provided, Microwave, Table tennis

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Price per night from

$114

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$436

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$903

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$1,030

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$516

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

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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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

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$457

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$401

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$515

Off the Hook: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$515

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$489

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

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$148

Waterview Oasis Retreat, minutes to Anna Maria Island and IMG

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$109

Luxury Resort Sleeps 26!

Palma Sola house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 26

Responds fast! avg. 3 hours 39 minutes

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$2,289

Peaceful Home, close to siesta key and DT Sarasota

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$338

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

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$182

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$97

Modern Lakerfront Condo! 2x Pools~WiFi~Lanai. By IMG~Beaches~Restaurants~AMI~SRQ

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 11 minutes

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$138

+++ 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, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$178

Beachfront Condo Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$453

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: Rental types, Linen provided, Microwave, Table tennis

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Price per night from

$476

“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

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$245

Responds fast! avg. 54 minutes

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$267

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, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$117

Escape, Fun, Paradise, Nature, Privacy , Retreats, Reunions, Getaways

Bradenton house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 27

3 of 4 match: Rental types, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$1,717

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, Linen provided, Microwave, Table tennis

3 of 4 filters match

Price per night from

$115

Viewing 38 of 1,071
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