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Search results; Over 1,000 places

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Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
5 min drive
May 26 – 31Hosted by Min,
4.95 out of 5 average rating, 37 reviews
Superhost
Home in Siesta Key
Private Pool - Walk to Siesta Key Beach & Village!
15 min walk
Apr 30 – May 5Hosted by a business,
New place to stay
Guest favorite
Place to stay in Sarasota
King bed, private studio with a private entrance
18 min drive
Apr 24 – 29Hosted by Martin,
5.0 out of 5 average rating, 54 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
4 min drive
May 4 – 9Hosted by Sandy,
4.83 out of 5 average rating, 122 reviews
Apartment in Siesta Key
Sunset Beach Studio With Pool!
8 min walk
Jun 15 – 20Hosted by a business,
4.81 out of 5 average rating, 148 reviews
Guest favorite
Condo in Siesta Key
Walk to Siesta Key Village and Beach
9 min walk
Apr 28 – May 3Hosted by Erica,
4.95 out of 5 average rating, 148 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
5 min drive
Apr 27 – May 2Hosted by a business,
4.88 out of 5 average rating, 214 reviews
Guest favorite
Cottage in Sarasota
"Honeybee Hideaway" Cozy Cottage Near SIESTA KEY
11 min drive
Apr 21 – 26Hosted by Betsy,
4.9 out of 5 average rating, 174 reviews
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
7 min drive
Apr 27 – May 4Hosted by Maggy And Molham,
4.97 out of 5 average rating, 36 reviews
Superhost
Apartment in Siesta Key
Sunset Sensation
12 min walk
May 4 – 9Hosted by Maria,
5.0 out of 5 average rating, 3 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
5 min drive
Aug 26 – 31Hosted by Tim & Stephanie,
4.96 out of 5 average rating, 273 reviews
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
13 min walk
May 28 – Jun 4Hosted by Zoryana,
5.0 out of 5 average rating, 17 reviews
Superhost
Condo in Siesta Key
Siesta Key Studio - on the BEACH!
6 min drive
May 6 – 11Hosted by a business,
4.92 out of 5 average rating, 53 reviews
Guest favorite
Home in Sarasota
Fully Renovated Sarasota Home with Backyard Oasis
16 min drive
May 4 – 11Hosted by Jessica,
4.93 out of 5 average rating, 69 reviews
Guest favorite
Condo in Sarasota
[Beach Retreat] modern condo +5 min. walk to beach
8 min drive
May 5 – 10Hosted by Jayme,
4.91 out of 5 average rating, 180 reviews
Guest favorite
Home in Englewood
🐬Private Pool and Hot Tub, Steps to the beach 🐬
57 min drive
May 4 – 9Hosted by Martina,
5.0 out of 5 average rating, 8 reviews
Guest favorite
Island in Sarasota
*NEW May SALE! last min CX! Sarasota #1 Luxury *
28 min drive
Apr 27 – May 2Hosted by Christopher And Michelle,
4.97 out of 5 average rating, 301 reviews
Guest favorite
Vacation home in Siesta Key
Siesta Beach View : Pineapple Bungalow Efficiency
10 min walk
Apr 28 – May 3Hosted by Barb,
5.0 out of 5 average rating, 57 reviews