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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Gulf Views | Walkable | Spacious
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Jul
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4.93 out of 5 average rating, 161 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
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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
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Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 385 reviews
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
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
Guest favourite
Home in Sarasota
Heated Pool Siesta Key 4 miles Dtown 6 miles
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 5 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
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Home in Sarasota
The Bradford Cottage/Heated Pool /Mins to Siesta
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 207 reviews
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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, 20 reviews
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Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
3 bedrooms, 7 beds, 2 bathrooms
14–19 Aug
4.89 out of 5 average rating, 45 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.98 out of 5 average rating, 66 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, 70 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
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Home in Sarasota
Luxury Pool Family Paradise-Siesta Beach Beach
3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 138 reviews
Top guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 150 reviews
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
26 Aug – 2 Sept
4.95 out of 5 average rating, 194 reviews
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds, 2 bathrooms
14–21 Aug
5.0 out of 5 average rating, 3 reviews