Villas Sarasota

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1,161 villas

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Rental types Microwave Table tennis Swimming pool

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Price per night from

$573

Match: Rental types Microwave Table tennis Swimming pool

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Price per night from

$148

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Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$490

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, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$457

Off the Hook: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$515

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, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$411

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$515

Waterview Oasis Retreat, minutes to Anna Maria Island and IMG

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$109

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$97

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, Microwave, Table tennis, Swimming pool

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Price per night from

$401

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, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$138

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, Microwave, Table tennis, Swimming pool

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Price per night from

$182

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$974

Las Palmas; by Beachside Management

Siesta Key house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

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Price per night from

$1,201

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, Microwave, Table tennis, Swimming pool

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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, Microwave, Table tennis, Swimming pool

3 of 4 filters match

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, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$245

Responds fast! avg. 54 minutes

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$267

Responds fast! avg. 11 minutes

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$132

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, Microwave, Table tennis, Swimming pool

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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, Microwave, Table tennis, Swimming pool

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, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$115

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$622

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$109

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$114

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, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$745

Beach to Bay Tropical Oasis! 2Bed/2Bath Longboat Key Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Rental types, Microwave, Table tennis, Swimming pool

3 of 4 filters match

Price per night from

$153

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$490

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$490

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$490

New York Avenue Rancher

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$445

Beachplace Building 3 unit 302

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$187

Orchid at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$490

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$229

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

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$258

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Rental types, Swimming pool, Microwave, Table tennis

2 of 4 filters match

Price per night from

$1,032

Viewing 38 of 1,161
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