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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Siesta Key condo - Gulf and bay club bayside
2 bedrooms, 2 beds, 2 private bathrooms
17–23 Aug
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4.94 out of 5 average rating, 53 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
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 145 reviews
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 Sarasota
The Palms Away
2 bedrooms, 2 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
4.95 out of 5 average rating, 197 reviews
Top guest favourite
Home in Sarasota
Private Oasis: Mini Golf and firepit. 2 king beds.
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Siesta Key
Beach, Village, Dock & Private Pool! One-of-a-kind
2 bedrooms, 5 beds, 1.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 167 reviews
Top guest favourite
Apartment in Sarasota
Siesta Key 2 bedroom condo w pool arcade pets ok
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 86 reviews
Guest favourite
Home in Sarasota
Dream's Corner Cove
3 bedrooms, 6 beds, 2 bathrooms
29 Mar – 3 Apr
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
3 bedrooms, 5 beds, 2 bathrooms
8–13 Nov
5.0 out of 5 average rating, 31 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Flat in Siesta Key
Charming 1BR 2nd-Floor | Deck | Pool | Kitchenette
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.48 out of 5 average rating, 61 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 10 reviews
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Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Bradenton Beach
Bradenton Beach Sunsets 2, Anna Maria Island, FL
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 253 reviews
Top guest favourite
Apartment in Sarasota
5209B Menorca Street - Siesta Key Village Condo
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.88 out of 5 average rating, 126 reviews
Top guest favourite
Guest house in Sarasota
Coastal Hideaway: Guest House 5 min to NBP & UTC!
2 bedrooms, 2 king beds, 1 bathroom
18–23 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Sarasota
Fiesta in Siesta Key! Fun & Sun
2 bedrooms, 4 beds, 2 bathrooms
21–26 Nov
4.92 out of 5 average rating, 96 reviews