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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.82 out of 5 average rating, 147 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5.0 out of 5 average rating, 165 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
5.0 out of 5 average rating, 269 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Superhost
Home in Siesta Key
Sea Foam - Located in Siesta Key Village!
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4.89 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
Top guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
4.94 out of 5 average rating, 152 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
4.98 out of 5 average rating, 127 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Sarasota
Your Beachside King Suite Retreat!
4.96 out of 5 average rating, 52 reviews, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
4.98 out of 5 average rating, 54 reviews, 1 bedroom, 1 bed, 1 bathroom
6–12 Nov
Guest favourite
Home in Siesta Key
Sea Dream - Located in Siesta Key Village!
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Sarasota
Dream's Corner Cove
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Flat in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
4.97 out of 5 average rating, 189 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 3 beds, 1 bathroom
18–23 Aug
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
4.96 out of 5 average rating, 56 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
Top guest favourite
Flat in Sarasota
Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug