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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Siesta Key Condo. Checkout our great rates!
2 bedrooms, 4 beds, 1.5 private bathrooms
5–12 Sept
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4.96 out of 5 average rating, 134 reviews
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 382 reviews
Superhost
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, 4 reviews
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
20–25 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
Modern Home Heated Pool near Siesta & Downtown
3 bedrooms, 6 beds, 2 bathrooms
7–14 Sept
4.97 out of 5 average rating, 32 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
Guest favourite
Apartment in Sarasota
Jamaica Royale #42- 3 Heated Pools On The Beach!
1 bedroom, 2 beds, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Sarasota
Heated Pool Siesta Key 4 miles Dtown 6 miles
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Home in Sarasota
Palm Breeze Haven
4 bedrooms, 6 beds, 3 bathrooms
27 Jun – 2 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sarasota
Private Pool +Game Room Near Siesta Key | Sleeps 9
3 bedrooms, 6 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
2 bedrooms, 2 queen beds, 2 bathrooms
23–30 Jul
4.96 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
4.93 out of 5 average rating, 235 reviews
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
18–23 Jul
5.0 out of 5 average rating, 5 reviews
Flat in Siesta Key
1BR 2nd-Floor | Deck | Pool | Kitchenette
1 bedroom, 2 beds, 1 bathroom
6–11 Jul
4.53 out of 5 average rating, 51 reviews
Top guest favourite
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Siesta Key
Siesta Key Home: Walk to Beach & Pool
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Siesta Key
Summer House | Walk to Beach & Siesta Key Village
6 bedrooms, 10 beds, 6 bathrooms
23–28 Jun
Top guest favourite
Apartment in Siesta Key
Beachfront Siesta Key - 3 night min w/beach gear!
2 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Guest suite in Sarasota
siesta breeze paradise suite
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 7 reviews