Vacation Rentals & Beach Rentals in Siesta Key

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325 beach rentals

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Children's pool Clothes dryer

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Price per night from

$205

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

Match: Children's pool Clothes dryer

All filters match

Price per night from

$114

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Siesta Key Beach Cottages on Crescent

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Clothes dryer, Children's pool

1 of 2 filters match

Price per night from

$224

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: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$659

Beautiful, Affordable Close to famous Siesta Beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“It was wonderful!” Everything about the trip and condo was great! Mike met us to give us the keys and we called him for suggestions about restaurants, etc. and he was very helpful. The condo was very clean and had everything we needed. It was also great that we were able to use the beach chairs and umbrella. I am already trying to figure out when we can go again.

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$163

Beach Road - Bari

Siesta Key studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$79

Beach Road - Capri

Siesta Key studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$91

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$489

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$489

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$489

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$300

Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Siesta sweet spot” Great value for location. Nice pool, visits with the manitees. Close to everything. This time of year ocean water was amazing

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$201

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$492

Beautiful Townhouse in Prime Location with Private Beach Access!

Siesta Key townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$237

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$240

Direct Beachfront Delight: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$240

Two bedroom, two bath condo by Siesta Key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$458

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

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$258

Plymouth Harbor

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$269

A Shell House Casa

Siesta Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$176

Jamaica Royale

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$138

Alvarado

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$127

Chasin' Waves

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$319

Cortez Avenue

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$204

Bay Oaks - E82

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$115

Siesta Escape - B

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$337

Beach Road

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$115

Siesta Beach House - 311 / Beach Cove

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$115

Bay Oaks - E53

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$114

Sand Castle Suites - The Sand Dollar

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$194

Cape Aqua

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great place, super location” We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful. Thanks and we would definitly recommend your home to others

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$192

Bay Oaks - E35

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$171

Sand Castle Suites - The Seagull

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$205

Beach Road - Tropea

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$102

Holiday House 1

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$91

Siesta Avenue

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$195

Midnight Cove II - Doveplum

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$190

Bay Oaks - E01

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Clothes dryer

1 of 2 filters match

Price per night from

$92

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rentals in Siesta Key

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