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Search results; Over 1,000 homes in Siesta Key

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Apartment in Siesta Key
Heart of Village: Dog-Friendly w/ Pool & Parking
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
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4.85 out of 5 average rating, 158 reviews
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Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 reviews
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Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
2 bedrooms, 2 queen beds, 2 bathrooms
17–24 Sept
4.97 out of 5 average rating, 62 reviews
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Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 11 reviews
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Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Siesta Key
Siesta Key Home: Private Screened Pool
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 8 reviews
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Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.93 out of 5 average rating, 60 reviews
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Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
1–8 Sept
4.96 out of 5 average rating, 48 reviews
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Apartment in Siesta Key
New listing - Pool Home, 500ft to Beach!
3 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
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Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
4.94 out of 5 average rating, 34 reviews
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Home in Sarasota
Quiet Family Home w/ Pool Near Pinecraft
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.83 out of 5 average rating, 41 reviews
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Home in Siesta Key
Garage Parking, King beds-NO Bunks, Private Beach
5 bedrooms, 5 beds, 4.5 bathrooms
1–6 Sept
4.93 out of 5 average rating, 43 reviews
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Home in Sarasota
Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 93 reviews
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Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 27 reviews
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Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 32 reviews
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Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 24 reviews
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Townhouse in Siesta Key
Gulf and Beach Views-Steps from Beach and Village
2 bedrooms, 2 beds, 2.5 bathrooms
26 Oct – 2 Nov
5.0 out of 5 average rating, 48 reviews
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Home in Sarasota
Luxury Sport Vacation Pool House-Downtown Sarasota
3 bedrooms, 5 beds, 2 bathrooms
6–13 Sept
5.0 out of 5 average rating, 48 reviews
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Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 24 reviews