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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Cottage in Siesta Key
Siesta Key Cozy Cottage across from the beach!
1 bedroom, 2 beds, 1 private bathroom
6–11 Jul
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4.91 out of 5 average rating, 202 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
16–21 Aug
5.0 out of 5 average rating, 4 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, 5 reviews
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds
1–6 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, 4 reviews
Guest favourite
Home in Sarasota
Heated Pool Siesta Key 4 miles Dtown 6 miles
2 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 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
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds
31 Jul – 7 Aug
5.0 out of 5 average rating, 3 reviews
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
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
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
26–31 Aug
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
3–10 Aug
Guest favourite
Home in Siesta Key
Siesta Key Home: Walk to Beach & Pool
3 bedrooms, 4 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 5 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
Guest favourite
Home in Sarasota
LA Luxury & Heated Pool Oasis 12 min to Siesta Key
4 bedrooms, 2 beds
12–17 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Sarasota
Salt & Sun Sarasota
3 bedrooms, 3 beds
7–12 Jul
5.0 out of 5 average rating, 8 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
Guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds
23–28 Aug
5.0 out of 5 average rating, 18 reviews