Vacation Rentals & Beach Rentals in Siesta Key

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387 beach rentals

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Sea view

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Price per night from

$748

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Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$345

Beach Dreams "DreamBoat Villa"

Bradenton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$487

Paradise Found

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$253

Bay Mariner - Gorgeous water front condo!

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$99

2 bed Condo in peaceful Shorewalk. Close to IMG, Beaches, shops and restaurant

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$115

Captains Quarters

Casey Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$156

Hibiscus Hideaway B - Top Floor Unit

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$283

Blue Heron Studio / Condo 2 miles from Airport!

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$119

Casa Sea Esta Executive Studio / Condo at Sara Cay

Tallevast studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$92

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: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$661

Buttonwood 442

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$290

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: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$390

Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$96

Live like a Millionaire

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$230

Responds fast! avg. 16 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$127

Responds fast! avg. 16 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$168

Updated w/bay view , across from the beach , pool, elevator , close restaurants

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 16 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$174

Hibiscus Hideaway Condo Walk to Historic Bridge St

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Sea view, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$298

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$302

Casey Key 2-Bed Dockside Penthouse

Nokomis penthouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$206

NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$403

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$230

Casey Key 1-Bedroom Dockside Villa #3

Nokomis villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$230

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$340

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$436

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$184

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

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$387

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$208

Anna Maria Island Beach Palms 8B

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$192

Anna Maria Island Beach View 207

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$181

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$245

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$185

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$191

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

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$203

Anna Maria Island Beach Waves

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$223

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: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$227

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Shared outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$168

Viewing 38 of 387
rentals in Siesta Key

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