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Search results; Over 1,000 homes in Siesta Key

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Siesta Key
Private Beach with Loungers · 2 Pools & Bay View
2 bedrooms, 3 beds, 2 private bathrooms
13–18 Aug
,
4.97 out of 5 average rating, 129 reviews
Top guest favourite
Home in Siesta Key
Gulf sunsets from your private balcony
2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sarasota
Heated pool, minutes from Siesta Key
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 209 reviews
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Sarasota
Heated waterfall pool, 1 mile to Siesta
3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Sarasota
Resort-style pool and spa with privacy
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Siesta Key
Pool and spa near Siesta Key Beach
5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Siesta Key
Pool on the intracoastal with beach access
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 152 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Home in Sarasota
Mid-century modern on a canal with pool
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sarasota
Renovated pool home near Siesta Key
3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 139 reviews
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds, 2 bathrooms
22–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Chalet in Siesta Key
100 steps to the beach on Siesta Key
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.93 out of 5 average rating, 58 reviews
Guest favourite
Home in Sarasota
Game room and pool near Siesta Key
3 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 16 reviews
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
1–6 Sept
Top guest favourite
Home in Siesta Key
Private dock and a fenced backyard
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Sarasota
Heated pool and a jungle oasis backyard
3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Siesta Key
Beachfront Siesta Key - 3 night min w/beach gear!
2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.99 out of 5 average rating, 71 reviews
Top guest favourite
Home in Sarasota
Mid-century modern with heated pool and spa
3 bedrooms, 3 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 71 reviews