Vacation Rentals & Beach Rentals in Siesta Key

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159 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: Trampoline Pets allowed

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Price per night from

$287

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Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$295

One Bedroom in Historic Burns Square District downtown

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$315

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$234

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$305

Charming Private Studio in Historic Downtown Area

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$258

Venice Island Bellagio Home w/ 3BR & 3BA

Venice house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$103

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$344

Luxury Sarasota Golf Home

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$368

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$132

Casey Key 1-Bedroom Dockside Villa #3

Nokomis villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Pets allowed

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: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$205

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$422

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$442

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$447

Tiny House Siesta - Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably

Siesta Key hotel apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$444

Paradise 3 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy

Braden River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 9 minutes

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$373

New York Avenue Rancher

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$445

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$182

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$1,030

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$516

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$295

Remodeled Exquisite Home. 10 min from the Beaches of Anna Maria Island. 7min IMG

South Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$343

Captains Quarters

Casey Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$155

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, Pets allowed

1 of 2 filters match

Price per night from

$126

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$166

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$144

Lazy Manatee Apt: 15 mins to beach and SRQ airport - pet friendly!

Oneco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$144

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$315

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$108

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$138

Downtown Apartment in Historic Burns Square downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$281

Cortez Gardens Cottage 11, Renovated and close to Beach, 3-Bed, 2-Bath 10

Bradenton Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$228

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$373

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 57 minutes

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$194

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$172

Lady Palm Apt: 1/1 with 2 beds, garden vibes and outdoor spaces! Pet friendly

Bradenton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$144

Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key

Osprey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 14 minutes

1 of 2 match: Trampoline, Pets allowed

1 of 2 filters match

Price per night from

$132

Viewing 38 of 159
rentals in Siesta Key

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