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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!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–7 Aug
Home in Sarasota
Siesta Key Oasis| Hot tub| Fire Pit| BBQ| Games
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
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
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
14–19 Jul
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4.93 out of 5 average rating, 58 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
3–10 Aug
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 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
Home in Siesta Key
Luxury Canal Home/Pool & Pool House/Siesta Key
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 3 bathrooms
31 Jul – 5 Aug
Top guest favourite
Apartment in Siesta Key
Charming Siesta Key Condo Just Minutes from Beach
4.96 out of 5 average rating, 82 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–8 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
Guest favourite
Home in Sarasota
Casa Del Sol - 3 Bedrooms/2 Bathrooms (In-law Suite)
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
4.99 out of 5 average rating, 128 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
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
31 Jul – 5 Aug
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
Top guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
4.94 out of 5 average rating, 151 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Sarasota
Experience "Old Florida" at the Coral Cottage
4.95 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Jul