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Search results; Over 1,000 homes in Siesta Key

Superhost
Apartment in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2 bedrooms, 3 beds, 2 private bathrooms
10–15 Aug
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4.88 out of 5 average rating, 112 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
Guest favourite
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
Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
2 bedrooms, 2 queen beds
23–30 Aug
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 42 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
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 Sarasota
Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 90 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, 5 reviews
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds
13–18 Jul
4.99 out of 5 average rating, 126 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds
11–16 Aug
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds
7–12 Aug
4.93 out of 5 average rating, 28 reviews
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds
3–8 Aug
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 6 beds
14–19 Aug
4.97 out of 5 average rating, 29 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, 386 reviews
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
2 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
3 bedrooms, 4 beds
8–13 Jul
5.0 out of 5 average rating, 10 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds
7–14 Jul
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 5 reviews