Villas Sarasota

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314 villas

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

Match: Rental types Boat available Shared outdoor pool (heated)

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Price per night from

$510

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The Meadows golf course view villa

North Sarasota villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$122

Welcome to Paradise-6 miles from Anna Maria Island Beaches

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$206

Siesta Key/Derby Bay

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$287

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 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$214

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$193

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$122

Siesta Key Villa

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$332

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$345

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$490

2 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$193

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$206

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

2 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$273

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

2 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$267

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$320

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$574

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$431

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$128

Addy's Villas: 2BR

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$194

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$435

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$86

1 bedroom single story condo near pool

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$295

2 bedroom poolside condo steps from ocean beach and dock on bay

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$426

1 bedroom single story ocean view

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$361

2 bedroom Florida condo unit 13 at family friendly resort

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$426

Guava Getaway - Relax, Renew, and Rejuvenate

Lakewood Ranch condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$171

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$340

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$230

Gorgeous 2nd story 2B condo with vaulted ceiling & leather furniture

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$230

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$161

Frangi Pani at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$490

Bright Clean Happy Vacation Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$115

AMI Beach Front Condo - heated pool and less than 50 steps to the Beach!

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$345

Siesta Key Gulf View Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$447

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$180

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$251

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Boat available, Shared outdoor pool (heated)

1 of 3 filters match

Price per night from

$926

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$274

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