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Search results; Over 1,000 homes in Siesta Key

Descriptions are based on details hosts provide
Guest favourite
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
1 bedroom, 1 bed, 1 private bathroom
25–30 Jul
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4.88 out of 5 average rating, 194 reviews
Top guest favourite
Home in Siesta Key
Gulf sunsets from your private balcony
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
Top guest favourite
Home in Sarasota
Heated pool, minutes from Siesta Key
4.98 out of 5 average rating, 209 reviews, 4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Sarasota
Heated pool and fire pit near Siesta Key
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Sarasota
Heated waterfall pool, 1 mile to Siesta
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Home in Sarasota
The Palms Away
5.0 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
Flat in Siesta Key
Private beach and 3 pools, Siesta Key
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Siesta Key
Pool and spa near Siesta Key Beach
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
Guest favourite
Home in Sarasota
Resort-style pool and spa with privacy
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
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
10–15 Aug
Top guest favourite
Flat in Siesta Key
1970s beach cottage across from the beach
4.93 out of 5 average rating, 29 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
Guest favourite
Home in Siesta Key
Private pool and hot tub near beach
4.83 out of 5 average rating, 6 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
Top guest favourite
Home in Sarasota
Renovated pool home near Siesta Key
4.96 out of 5 average rating, 139 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
1–6 Sept
Guest favourite
Home in Sarasota
"Siesta on Lee" - NEW SRQ Home w/ Heated Pool!
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
4.96 out of 5 average rating, 24 reviews, 2 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Siesta Key
Private dock and a fenced backyard
4.98 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Guest favourite
Home in Sarasota
Heated pool and a jungle oasis backyard
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul