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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
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed, 1 bathroom
6–11 Nov
4.98 out of 5 average rating, 62 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
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
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
Home in Sarasota
Brand NEW home! ~Waterslide~Heated Pool~Beach View
8 bedrooms, 9 beds, 8.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 39 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 Sarasota
New 8/8 bathroom beach house! Heated pool and spa!
8 bedrooms, 10 beds, 8.5 bathrooms
5–12 Sept
4.95 out of 5 average rating, 21 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
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
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
Apartment in Siesta Key
Beachfront Siesta Key - 3 night min w/beach gear!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 73 reviews
Top guest favourite
Room in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio!
1 queen bed, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sarasota
SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
3 bedrooms, 3 queen beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 119 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
Guest favourite
Apartment in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
4.94 out of 5 average rating, 68 reviews
Guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 11 reviews