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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Guest suite in Siesta Key
Cozy Studio - quick walk to #1 Siesta Key Beach!
1 bedroom, 1 bed, 1 private bathroom
29 Aug – 3 Sept
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4.91 out of 5 average rating, 214 reviews
Superhost
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
New place to stay
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
23–30 Aug
4.96 out of 5 average rating, 47 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
16–23 Aug
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.94 out of 5 average rating, 32 reviews
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 38 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Siesta Key
3 bedroom renovated pool home near beach/village
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Villa in Siesta Key
Private Siesta Key Home minutes from the sand
2 bedrooms, 2 king beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
3 bedrooms, 3 queen beds, 2 bathrooms
18–23 Aug
4.98 out of 5 average rating, 119 reviews
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Villa in Bradenton
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
6 bedrooms, 7 beds, 4 bathrooms
23–28 Aug
New place to stay
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds, 5.5 bathrooms
4–9 Jan
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 197 reviews