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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Siesta Key Condo. Checkout our great rates!
2 bedrooms, 4 beds, 1.5 private bathrooms
5–12 Sept
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4.96 out of 5 average rating, 135 reviews
Top guest favourite
Home in Sarasota
Coastal Calm - 3BD/2BA Heated Pool Near Beaches
4.95 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
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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
18–23 Aug
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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
1–8 Aug
Guest favourite
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
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 Sarasota
Dream's Corner Cove
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in Sarasota
Heated Pool Siesta Key 4 miles Dtown 6 miles
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
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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 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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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
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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
7–12 Jul
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
4.89 out of 5 average rating, 45 reviews, 3 bedrooms, 7 beds, 2 bathrooms
14–19 Aug
Home in Sarasota
Coastal Calm
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–31 Jul
Superhost
Townhouse in Siesta Key
Walk to Beach & Village w/ Pool
4.76 out of 5 average rating, 41 reviews, 3 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
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Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4.95 out of 5 average rating, 194 reviews, 4 bedrooms, 4 beds, 2 bathrooms
26 Aug – 2 Sept
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
Top guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
4.94 out of 5 average rating, 150 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug