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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
2 Bed/2 Bath Condo Resort View on Siesta Key Beach
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.93 out of 5 average rating, 153 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
19–24 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Coastal Calm - 3BD/2BA Heated Pool Near Beaches
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.95 out of 5 average rating, 37 reviews
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
4 bedrooms, 5 beds, 3 bathrooms
21–26 Jul
New place to stay
Top guest favourite
Home in Siesta Key
Completely Remodeled "Beach House on Siesta"
4 bedrooms, 6 beds, 2 bathrooms
25 Jul – 1 Aug
5.0 out of 5 average rating, 27 reviews
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
New place to stay
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Sarasota
Dream's Corner Cove
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
8–15 Jul
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Palmetto
Fin & Claw at the Dock, Waterfront Luxury Retreat
4 bedrooms, 8 beds, 3 bathrooms
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Siesta Key
Villa Fiesta - 312
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Jul
New place to stay
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.93 out of 5 average rating, 58 reviews
Guest favourite
Home in Bradenton
The Bay and Banyan
3 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 10 beds, 4 bathrooms
5–10 Aug