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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Comfy Siesta Key Condo
2 bedrooms, 4 beds, 2 private bathrooms
8–15 Aug
,
4.86 out of 5 average rating, 108 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Anna Maria
Zen Beach Cottage: Beautiful ground level home
3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.88 out of 5 average rating, 16 reviews
Superhost
Home in Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
4 bedrooms, 5 beds, 2 bathrooms
28 Jul – 2 Aug
New place to stay
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
New place to stay
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
4 bedrooms, 6 beds, 3 bathrooms
23–28 Jul
5.0 out of 5 average rating, 45 reviews
Home in Siesta Key
3 bedroom renovated pool home near beach/village
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
1 king bed, 1 bathroom
21–26 Jul
New place to stay
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
1–6 Sept
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Home by Siesta/Lido
3 bedrooms, 4 beds, 3 bathrooms
26–31 Jul
4.98 out of 5 average rating, 51 reviews
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
New place to stay
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 140 reviews