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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2 bedrooms, 3 beds, 2 private bathrooms
4–9 Aug
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4.82 out of 5 average rating, 147 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
1–7 Aug
5.0 out of 5 average rating, 6 reviews
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds
24–31 Jul
5.0 out of 5 average rating, 4 reviews
Top 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, 21 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds
31 Jul – 5 Aug
4.93 out of 5 average rating, 238 reviews
Top guest favourite
Home in Sarasota
The Bradford Cottage/Heated Pool /Mins to Siesta
4 bedrooms, 4 beds
16–21 Aug
4.98 out of 5 average rating, 209 reviews
Guest favourite
Home in Sarasota
Dream's Corner Cove
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Sarasota
Beechwood Suites A
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 87 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Beach Beach
3 bedrooms, 4 beds
29 Aug – 3 Sept
4.96 out of 5 average rating, 139 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, 151 reviews
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 8 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
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
Home in Bradenton
Heated Pool, 5 miles to the Beach, Sleeps 8
3 bedrooms, 5 beds
9–14 Aug
4.97 out of 5 average rating, 60 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, 268 reviews
Top guest favourite
Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
3 bedrooms, 4 beds
18–23 Jul
4.98 out of 5 average rating, 99 reviews
Top guest favourite
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, 6 reviews
Top guest favourite
Bungalow in Sarasota
*Waterfront house with dock and heated pool
3 bedrooms, 4 beds
9–14 Aug
4.99 out of 5 average rating, 93 reviews