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Search results; Over 1,000 homes in Siesta Key

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
Studio, 2 beds, 1 private bathroom
25–30 Oct
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4.97 out of 5 average rating, 387 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
Guest favourite
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
17–22 Jul
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds, 2 bathrooms
22–27 Jul
Apartment in Siesta Key
First-floor condo across from Siesta Key Beach
2 bedrooms, 3 beds, 1 bathroom
3–10 Aug
Home in Sarasota
Hot tub and fire pit near Siesta Key
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Apartment in Sarasota
A+ location clean 2 BR condo w pool arcade pets ok
4.99 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
4.93 out of 5 average rating, 29 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Chalet in Siesta Key
100 steps to the beach on Siesta Key
4.93 out of 5 average rating, 58 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
4.96 out of 5 average rating, 24 reviews, 2 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
4.93 out of 5 average rating, 238 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Sarasota
Fire pit and private backyard near Siesta Key
4.92 out of 5 average rating, 91 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
Guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Apartment in Siesta Key
Beachfront with panoramic Gulf views
4.97 out of 5 average rating, 58 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–30 Aug
Top guest favourite
Home in Sarasota
Waterfront creek home with a kayak
4.95 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Jul