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Search results; Over 1,000 places in Siesta Key

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Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
Hosted by Maggy And Molham
Apr 27 – May 4
4.97 out of 5 average rating, 36 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Hosted by a business
Apr 27 – May 2
4.88 out of 5 average rating, 214 reviews
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
Hosted by Min
May 26 – 31
4.95 out of 5 average rating, 37 reviews
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
Hosted by Sandra
May 8 – 15
4.82 out of 5 average rating, 72 reviews
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
Hosted by Rae
Jun 26 – Jul 1
4.72 out of 5 average rating, 165 reviews
Apartment in Siesta Key
Sunset Beach Studio With Pool!
Hosted by a business
Jun 15 – 20
4.81 out of 5 average rating, 148 reviews
Superhost
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
Hosted by Joe
Apr 22 – 27
4.85 out of 5 average rating, 131 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
Hosted by Stephanie
Apr 27 – May 2
4.92 out of 5 average rating, 87 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
Hosted by Tim & Stephanie
Aug 26 – 31
4.96 out of 5 average rating, 272 reviews
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
Hosted by Diego
Aug 2 – 7
4.99 out of 5 average rating, 139 reviews
Guest favorite
Apartment in Siesta Key
Siesta Sunset Condo
Hosted by Richard
May 2 – 9
5.0 out of 5 average rating, 7 reviews
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
Hosted by Zoryana
May 28 – Jun 4
5.0 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
Hosted by Jim
May 27 – Jun 3
4.94 out of 5 average rating, 66 reviews
Superhost
Condo in Siesta Key
LUXECottage @Crystal Sands -Siesta Key Beachfront!
Hosted by Quinn
May 18 – 25
4.91 out of 5 average rating, 55 reviews
Superhost
Apartment in Siesta Key
Sunset Sensation
Hosted by Maria
May 4 – 9
5.0 out of 5 average rating, 3 reviews
Guest favorite
Condo in Siesta Key
The Honeymoon Suite on Siesta Key Beach
Hosted by Eric
Jun 9 – 14
4.95 out of 5 average rating, 62 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
Hosted by Jennifer
May 18 – 23
4.91 out of 5 average rating, 78 reviews
Guest favorite
Condo in Siesta Key
Siesta Village Short Walk to Beach w heated Pool
Hosted by Kathryne
May 11 – 16
4.9 out of 5 average rating, 87 reviews