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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
2 Bed/2 Bath Condo Resort View on Siesta Key Beach
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.93 out of 5 average rating, 153 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.93 out of 5 average rating, 58 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 42 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
19–24 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Sarasota
Spacious Sarasota family home Mins from the beach
4 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Jul
4.99 out of 5 average rating, 126 reviews
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
3 bedrooms, 7 beds, 2 bathrooms
14–19 Aug
4.89 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
2 bedrooms, 2 queen beds, 2 bathrooms
9–16 Aug
4.96 out of 5 average rating, 57 reviews
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sarasota
Casa Del Sol - 3 Bedrooms/2 Bathrooms (In-law Suite)
3 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 29 reviews
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Siesta Key
Charming Siesta Key Condo Just Minutes from Beach
2 bedrooms, 3 beds, 2 bathrooms
2–8 Aug
4.96 out of 5 average rating, 82 reviews
Townhouse in Siesta Key
Flbeachhouse144
3 bedrooms, 6 beds, 3.5 bathrooms
19–24 Jul