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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Siesta Dunes 1st Floor Beach Front Retreat
2 bedrooms, 4 beds, 2 private bathrooms
26 Sept – 3 Oct
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4.98 out of 5 average rating, 63 reviews
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
3 bedrooms, 7 beds, 2 bathrooms
19–24 Sept
4.9 out of 5 average rating, 48 reviews
Top guest favourite
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
Guest favourite
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
Top guest favourite
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, 11 reviews
Top guest favourite
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
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
13–19 Sept
New place to stay
Top guest favourite
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
Superhost
Home in Siesta Key
Endless Views | Panoramic View of Siesta Beach
3 bedrooms, 3 king beds, 3 bathrooms
27 Sept – 2 Oct
4.2 out of 5 average rating, 5 reviews
Top guest favourite
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, 14 reviews
Guest favourite
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
Top guest favourite
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
Top guest favourite
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
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
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
Top guest favourite
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
Guest favourite
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
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 197 reviews
Guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.94 out of 5 average rating, 154 reviews