Vacation Rentals & Beach Rentals in Siesta Key

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671 beach rentals

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Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Clothes dryer Trampoline

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Price per night from

$287

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A Gulf Front Paradise ! Newly updated , wide open wall to wall view, spacious cl

Bradenton Beach condo

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$458

Blue Haven B

Gulf Gate Estates house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$125

Blue Haven A

Gulf Gate Estates house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$125

Blue Haven Retreat

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$213

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: Trampoline, Clothes dryer

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Price per night from

$659

Piece of Paradise

Sarasota condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$95

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: Trampoline, Clothes dryer

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Price per night from

$163

Casey Key 1-Bed Villa #2

Nokomis villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$172

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 46 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$194

Beach condo

Longboat Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$516

Great location, quiet, peaceful, and comfortable

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$46

New York Avenue Rancher

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$445

5 min drive to the beach 8 min to Siesta Key

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 1 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$206

Buttonwood 442

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$290

House of Blues - Lovely 2-Bedroom Condo with Pool, W&D and Patio

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$201

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$194

Coastal Tiki 4/2 with outdoor paradise

Sarasota house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$457

Sarasota Rambler | Downtown MidMod Stay

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$315

Stoneybrook Condo #926

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$108

Blue Heron Inn: 1/1 Spacious Apartment, 15 mins to beaches, pet friendly

Oneco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$126

Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open l

Longboat Key bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$122

Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$275

Starfish Bungalow J. Steps to the beach 2/2 Coastal paradise ! Large airy open l

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$122

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$127

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: Trampoline, Clothes dryer

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Price per night from

$174

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$168

North End Villa Spacious Longboat Key Villa minutes walk to a private beach gril

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$277

If this isn't your view, you need to change your latitude ! Toes in the sand bea

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$275

Responds fast! avg. 4 minutes

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$126

Beautiful Condo near Anna Maria Beaches & IMG Academy

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$123

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, 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: Trampoline, 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: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$489

Live Like a Local in the Heart of Sarasota!

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$251

The cozy hideaway!

North Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$182

1 of 2 match: Trampoline, Clothes dryer

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Price per night from

$138

Sarasota Waterfront and Marina Community with Tikki Bar and Grill

North Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Clothes dryer

1 of 2 filters match

Price per night from

$102

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rentals in Siesta Key

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