filters

Search results; Over 1,000 homes in Siesta Key

Photo 1 of 29
Guest favourite
Apartment in Siesta Key
Siesta Key Beach Front Condo
2 bedrooms, 3 beds, 2 private bathrooms
1–8 Oct
,
4.91 out of 5 average rating, 137 reviews
Photo 1 of 25
Top guest favourite
Apartment in Siesta Key
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 10 reviews
Photo 1 of 29
Luxe
Home in Siesta Key
7Bedroom Luxury Home W/Private Pool on Siesta Key!
7 bedrooms, 10 beds
1–6 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds
1–6 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Guest favourite
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds
9–16 Oct
5.0 out of 5 average rating, 10 reviews
Photo 1 of 25
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds
1–8 Oct
4.95 out of 5 average rating, 199 reviews
Photo 1 of 29
Top guest favourite
Bungalow in Sarasota
*Waterfront house with dock and heated pool
3 bedrooms, 4 beds
11–16 Oct
4.99 out of 5 average rating, 97 reviews
Photo 1 of 29
Home in Siesta Key
Your Private Canal front Escape with heated pool
3 bedrooms, 4 beds
1–8 Oct
Photo 1 of 29
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
31 Dec – 5 Jan
5.0 out of 5 average rating, 13 reviews
Photo 1 of 29
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds
3–8 Oct
4.94 out of 5 average rating, 35 reviews
Photo 1 of 29
Guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds
1–6 Oct
4.93 out of 5 average rating, 60 reviews
Photo 1 of 6
Superhost
Rooms in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio!
2 bedrooms, 2 queen beds
1–6 Oct
Photo 1 of 29
Top guest favourite
Townhouse in Siesta Key
Gulf and Beach Views-Steps from Beach and Village
2 bedrooms, 2 beds
26 Oct – 2 Nov
5.0 out of 5 average rating, 49 reviews
Photo 1 of 29
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
3 bedrooms, 7 beds
10–15 Oct
4.9 out of 5 average rating, 50 reviews
Photo 1 of 29
Villa in Siesta Key
Villa Bella Mare
2 bedrooms, 3 beds
1–8 Oct
4.94 out of 5 average rating, 18 reviews
Photo 1 of 29
Top guest favourite
Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 12 reviews
Photo 1 of 29
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Villa in Siesta Key
Private Siesta Key Home minutes from the sand
2 bedrooms, 2 king beds
6–13 Oct
5.0 out of 5 average rating, 3 reviews