Vacation Rentals & Apartments in Sarasota

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249 apartments

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$630

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

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Price per night from

$435

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

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$903

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$745

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$271

Newly renovated beach house near AMI free trolley stop with Private pool

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$561

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$2,290

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$950

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$974

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$1,947

Las Palmas; by Beachside Management

Siesta Key house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$1,202

Magnificent Bayfront Condo - Resort Living on the Bay

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Jacuzzi or hot tub Sea view

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Price per night from

$161

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$1,718

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$778

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$778

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$950

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$629

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$686

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$629

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$606

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$755

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

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Jacuzzi or hot tub Sea view

All filters match

Price per night from

$148

These homes match some but not all of your filters. Clear all filters

Beach Dreams "DreamBoat Villa"

Bradenton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$487

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$344

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$390

Buttonwood 442

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$290

Luxury Village Townhouse w/ Gulf and Beach Views

Siesta Key townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“A wonderful home in an equally wonderful location.” The home provides a truly enjoyable family situation. The quality of the furnishings is very nice, the living space is very well maintained and clean and my interaction with the owner was always timely and courteous. My wife and I shared the home with our 14 year old granddaughter during our stay and the quiet enjoyment of the pool and the easy 1-2 minute walk to the Gulf of Mexico and the 5 minute walk to the heart of Siesta Key Village made the location hard to beat. Except for our day trips no car was needed. This is our second stay in the home and we will look to reserving it for our next visit. There were absolutely no disappointments only wonderful experiences.

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$659

Gulf Beach Unit 03 on Beach side, gorgeous interior, miles of beach, Anna Maria

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$401

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$300

Near Img And Siesta Key Beach Paradise Home

Oneco house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$361

Casey Key 1-Bedroom Dockside Villa #3

Nokomis villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$229

Casey Key 2-Bed Dockside Penthouse

Nokomis penthouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$205

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Jacuzzi or hot tub, Sea view

1 of 2 filters match

Price per night from

$255

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