Search results; Over 1,000 homes in Siesta Key

Guest favourite
Resort in Siesta Key
The Haven, with heated pool.
1 bedroom, 1 bed, 1 private bathroom
30 Jul – 4 Aug
,
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
8–15 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
18–23 Aug
4.97 out of 5 average rating, 384 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 10 reviews
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
19–24 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds
5–10 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Siesta Key
Siesta Key Serenity At The Palm Bay Club
2 bedrooms, 3 beds
7–12 Aug
4.93 out of 5 average rating, 167 reviews
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds
19–24 Aug
4.93 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
1 bedroom, 1 king bed
17–22 Aug
5.0 out of 5 average rating, 266 reviews
Guest favourite
Home in Sarasota
Heated Pool Siesta Key 4 miles Dtown 6 miles
2 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 5 reviews
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds
31 Jul – 7 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
3 bedrooms, 7 beds
14–19 Aug
4.89 out of 5 average rating, 45 reviews
Top guest favourite
Home in Siesta Key
Completely Remodeled "Beach House on Siesta"
4 bedrooms, 6 beds
5–11 Jul
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Sarasota
St Armands Mid Century Rad Pad with Pool
3 bedrooms, 3 beds
8–13 Jul
5.0 out of 5 average rating, 69 reviews
Top guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds
10–15 Aug
4.94 out of 5 average rating, 150 reviews
Home in Sarasota
Palm Breeze Haven
4 bedrooms, 6 beds
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Siesta Key
New listing - Beach Penthouse w/ Pool
3 bedrooms, 4 beds
20–25 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
26–31 Aug