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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Steps to Beach & Siesta Key Village-Village condo
2 bedrooms, 3 beds, 1 private bathroom
7–12 Aug
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4.92 out of 5 average rating, 231 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–7 Aug
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Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
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Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
4.97 out of 5 average rating, 386 reviews, 2 beds, 1 bathroom
25–30 Oct
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Home in Sarasota
The Bradford Cottage/Heated Pool /Mins to Siesta
4.98 out of 5 average rating, 208 reviews, 4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
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Home in Sarasota
The Palms Away
5.0 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Aug
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
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Home in Sarasota
Dream's Corner Cove
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
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Flat in Siesta Key
Beach Walk Bungalow
4.93 out of 5 average rating, 28 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Home in Sarasota
Coastal Calm
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–31 Jul
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
4.98 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
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Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
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Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
4.94 out of 5 average rating, 151 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
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Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4.93 out of 5 average rating, 58 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
Guest favourite
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
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Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
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Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
4.98 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 2 bathrooms
9–14 Jul