filters

Search results; Over 1,000 homes in Siesta Key

Photo 1 of 29
Guest favourite
Apartment in Siesta Key
Siesta Key Beach Front Condo
2 bedrooms, 3 beds, 2 private bathrooms
21–28 Sept
,
4.91 out of 5 average rating, 137 reviews
Photo 1 of 25
Top guest favourite
Apartment in Siesta Key
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 9 reviews
Photo 1 of 25
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Top guest favourite
Apartment in Siesta Key
Beachfront Siesta Key | Gulf View + Private Beach
2 beds, 1 bathroom
28 Oct – 2 Nov
4.97 out of 5 average rating, 397 reviews
Photo 1 of 29
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 35 reviews
Photo 1 of 29
Villa in Siesta Key
Private Siesta Key Home minutes from the sand
2 bedrooms, 2 king beds, 2 bathrooms
6–13 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Home in Siesta Key
Huge back yard w/heated pool & pet friendly house
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Luxe
Home in Siesta Key
7Bedroom Luxury Home W/Private Pool on Siesta Key!
7 bedrooms, 10 beds, 7.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Top guest favourite
Apartment in Siesta Key
Garden Lvl Studio Steps 2 Siesta Key, Pool, Tennis
2 beds, 1 bathroom
19–24 Sept
4.96 out of 5 average rating, 95 reviews
Photo 1 of 17
Flat in Siesta Key
Siesta Sandcastle - Egret
1 bedroom, 1 king bed, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 3 Oct
4.96 out of 5 average rating, 48 reviews
Photo 1 of 29
Townhouse in Siesta Key
3 bdrm 4 bath Beachhouse
3 bedrooms, 4 beds, 3.5 bathrooms
26 Sept – 3 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Guest favourite
Home in Siesta Key
3 bedroom renovated pool home near beach/village
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Guest favourite
Apartment in Siesta Key
Beautiful 3rd Floor Condo facing the Gulf of Mex
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.95 out of 5 average rating, 199 reviews
Photo 1 of 22
Guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 156 reviews
Photo 1 of 29
Guest favourite
Home in Siesta Key
Bimini Breeze | Steps to Beach & Village
2 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
Top guest favourite
Apartment in Siesta Key
New listing - Pool Home, 500ft to Beach!
3 bedrooms, 7 beds, 2 bathrooms
8–13 Dec
5.0 out of 5 average rating, 17 reviews