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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
3–8 Aug
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4.94 out of 5 average rating, 51 reviews
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Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
1–7 Aug
5.0 out of 5 average rating, 6 reviews
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Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 386 reviews
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Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
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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
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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, 208 reviews
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Home in Sarasota
Modern 4bd | Heated Pool | Hot Tub + Studio Suite!
4 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 17 reviews
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
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Home in Sarasota
The Palms Away
2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 35 reviews
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Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.93 out of 5 average rating, 28 reviews
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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
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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 Sarasota
Coastal Calm
3 bedrooms, 4 beds, 2 bathrooms
24–31 Jul
5.0 out of 5 average rating, 4 reviews
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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
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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, 151 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, 21 reviews
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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 Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
4 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.98 out of 5 average rating, 99 reviews