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Search results; Over 1,000 homes in Siesta Key

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Guest favourite
Flat in Siesta Key
2/2 Beach House Apt. on Siesta Key. Heated Pool
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Oct
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4.8 out of 5 average rating, 264 reviews
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Top guest favourite
Apartment in Siesta Key
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Apartment in Siesta Key
Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
2 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.88 out of 5 average rating, 179 reviews
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Top guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews
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Luxe
Home in Siesta Key
7Bedroom Luxury Home W/Private Pool on Siesta Key!
7 bedrooms, 10 beds, 7.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
20–27 Oct
4.96 out of 5 average rating, 48 reviews
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Superhost
Rooms in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio!
2 bedrooms, 2 queen beds, 2 bathrooms
2–7 Oct
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Superhost
Flat in Sarasota
Gertrude's Siesta | Bayview Pool Tennis Beach!
2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Apartment in Siesta Key
Beach Penthouse Balconies w/ Pool
3 bedrooms, 4 beds, 2 bathrooms
8–13 Dec
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Siesta Key
Garage Parking, King beds-NO Bunks, Private Beach
5 bedrooms, 5 beds, 4.5 bathrooms
5–10 Oct
4.93 out of 5 average rating, 44 reviews
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Home in Siesta Key
Your Private Canal front Escape with heated pool
3 bedrooms, 4 beds, 2.5 bathrooms
1–8 Oct
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Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
31 Dec – 5 Jan
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Siesta Key
Bimini Breeze | Steps to Beach & Village
2 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 11 reviews
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Home in Sarasota
Sarasota Getaway•-_Game Room & Mini Golf•-_
5 bedrooms, 7 beds, 3 bathrooms
11–16 Oct
New place to stay
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Guest favourite
Home in Sarasota
Casa Del Sol - 3 Bedrooms/2 Bathrooms (In-law Suite)
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 16 reviews
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Superhost
Home in Siesta Key
4 bed, 5 bath, private pool home and apartment
4 bedrooms, 6 beds, 5 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 4 reviews