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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Amazing beach view! Entire unit renovated!
1 bedroom, 3 beds, 1 private bathroom
3–10 Sept
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5.0 out of 5 average rating, 52 reviews
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, 7 reviews
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Sarasota
Brand NEW home! ~Waterslide~Heated Pool~Beach View
8 bedrooms, 9 beds, 8.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 39 reviews
Superhost
Flat in Sarasota
Gertrude's Siesta | Bayview Pool Tennis Beach!
1 bedroom, 2 beds, 1 bathroom
18–23 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, 12 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, 13 reviews
Guest favourite
Apartment in Sarasota
Direct Gulf View - Residence 603
3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds, 1 bathroom
3–8 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Sarasota
SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
3 bedrooms, 3 queen beds, 2 bathrooms
3–8 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
3–8 Sept
4.96 out of 5 average rating, 27 reviews
Guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.93 out of 5 average rating, 60 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, 65 reviews
Top guest favourite
Home in Siesta Key
Stroll to the Sea, Steps to the Village, Boat dock
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Siesta Key
Siesta Key Home: Private Screened Pool
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 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, 12 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 68 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
New place to stay
Top guest favourite
Home in Siesta Key
Garage Parking, King beds-NO Bunks, Private Beach
5 bedrooms, 5 beds, 4.5 bathrooms
7–12 Sept
4.93 out of 5 average rating, 44 reviews