%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Display total before taxes

Search results; Over 1,000 places

Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
7 min drive
Apr 27 – May 4
4.97 out of 5 average rating, 36 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
8 min walk
Apr 27 – May 2
4.92 out of 5 average rating, 87 reviews
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
5 min drive
May 26 – 31
4.95 out of 5 average rating, 37 reviews
Guest favorite
Island in Sarasota
*NEW May SALE! last min CX! Sarasota #1 Luxury *
28 min drive
Apr 27 – May 2
4.97 out of 5 average rating, 301 reviews
Superhost
Apartment in Siesta Key
Sunset Sensation
12 min walk
May 4 – 9
5.0 out of 5 average rating, 3 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
4 min drive
May 4 – 9
4.83 out of 5 average rating, 122 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
5 min drive
May 18 – 23
4.91 out of 5 average rating, 78 reviews
Guest favorite
Condo in Siesta Key
Walk to Siesta Key Village and Beach
9 min walk
Apr 28 – May 3
4.95 out of 5 average rating, 148 reviews
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 min drive
May 16 – 23
4.99 out of 5 average rating, 67 reviews
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
5 min drive
Aug 2 – 7
4.99 out of 5 average rating, 139 reviews
Superhost
Condo in Siesta Key
LUXECottage @Crystal Sands -Siesta Key Beachfront!
12 min walk
May 18 – 25
4.91 out of 5 average rating, 55 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
5 min drive
Aug 26 – 31
4.96 out of 5 average rating, 273 reviews
Guest favorite
Bungalow in Sarasota
*Waterfront house with dock and heated pool
11 min drive
Apr 22 – 27
4.98 out of 5 average rating, 58 reviews
Guest favorite
Condo in Sarasota
Location,Location,Location-Beachfront-Siesta Key
7 min drive
May 6 – 11
4.97 out of 5 average rating, 66 reviews
Guest favorite
Home in Siesta Key
Beachfront 180-Degree View, Walk to Village!
8 min walk
Apr 20 – 27
5.0 out of 5 average rating, 22 reviews
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
4 min drive
May 19 – 24
4.97 out of 5 average rating, 64 reviews
Guest favorite
Home in Englewood
🐬Private Pool and Hot Tub, Steps to the beach 🐬
57 min drive
May 4 – 9
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Siesta Key
Siesta Key Beach & Village 2BR/2BA Steps to Beach
12 min walk
Apr 24 – 29
4.92 out of 5 average rating, 141 reviews