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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
Studio, 2 beds, 1 private bathroom
28 Oct – 2 Nov
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4.97 out of 5 average rating, 387 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Superhost
Home in Anna Maria
Zen Beach Cottage: Beautiful ground level home
4.88 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 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
27 Sept – 2 Oct
Home in Siesta Key
Florida Beach House - One Minute to Beach
3 bedrooms, 4 bathrooms
3–8 Aug
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
4.93 out of 5 average rating, 239 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Superhost
Home in Siesta Key
Gertrudes Siesta, Beach-view, Pool,1 min to Beach
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Siesta Key
Pool & hot tub -Walk to Beach!
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 6 beds, 2 bathrooms
2–7 Oct
Home in Bradenton
Modern Farmhouse on the Water |Pool-Kayak-Pontoon
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Home in Sarasota
Charming beach bungalow minutes from Siesta Key
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Sarasota
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
4.98 out of 5 average rating, 45 reviews, 5 bedrooms, 10 beds, 5 bathrooms
23–30 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
Home in Siesta Key
Ocean side retreat
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 3 bathrooms
1–8 Aug
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
New place to stay, 1 king bed, 1 bathroom
1–6 Aug
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4.93 out of 5 average rating, 59 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
Home in Siesta Key
3 bedroom renovated pool home near beach/village
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds, 2 bathrooms
1–6 Aug