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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Serviced apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
2 bedrooms, 4 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.99 out of 5 average rating, 218 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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Apartment in Siesta Key
Private Siesta Key Escape
4.93 out of 5 average rating, 238 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
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Home in Sarasota
The Bradford Cottage/Heated Pool /Mins to Siesta
4.98 out of 5 average rating, 209 reviews, 4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Sarasota
Heated Pool Siesta Key 4 miles Dtown 6 miles
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
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Home in Sarasota
Luxury Pool Family Paradise-Siesta Beach Beach
4.96 out of 5 average rating, 139 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
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Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
5.0 out of 5 average rating, 268 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 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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Flat in Sarasota
Beechwood Suites A
4.98 out of 5 average rating, 87 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
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 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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Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
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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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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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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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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
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Home in Bradenton
Heated Pool, 5 miles to the Beach, Sleeps 8
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
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Apartment in Siesta Key
Beachfront Siesta Key - 3 night min w/beach gear!
4.99 out of 5 average rating, 71 reviews, 2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug