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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Resort in Siesta Key
The Lookout, with heated pool
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
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5.0 out of 5 average rating, 18 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
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
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
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
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
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
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
4.93 out of 5 average rating, 29 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
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
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
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
4.97 out of 5 average rating, 387 reviews, 2 beds, 1 bathroom
28 Oct – 2 Nov
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
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
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
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
Top guest favourite
Flat in Siesta Key
No stairs, across from Siesta beach, walk to town
4.98 out of 5 average rating, 48 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Siesta Key
1 Bed Cottage, Full Remodel, Beach Access #7, Walk
4.94 out of 5 average rating, 79 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 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
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug