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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
1 bedroom, 1 bed, 1 private bathroom
10–15 Aug
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4.87 out of 5 average rating, 196 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, 6 reviews
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
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, 8 reviews
Home in Siesta Key
Florida Beach House - One Minute to Beach
3 bedrooms, 4 bathrooms
3–8 Aug
Superhost
Home in Bradenton
The Wabi House
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Home in Siesta Key
Completely Remodeled "Beach House on Siesta"
4 bedrooms, 6 beds, 2 bathrooms
1–8 Aug
5.0 out of 5 average rating, 27 reviews
Superhost
Home in Anna Maria
The Palm
5 bedrooms, 6 beds, 5.5 bathrooms
10–15 Aug
New place to stay
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, 142 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 239 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
3–10 Aug
Top guest favourite
Home in Siesta Key
Pool & hot tub -Walk to Beach!
3 bedrooms, 6 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 23 reviews
Superhost
Home in Siesta Key
Gertrudes Siesta, Beach-view, Pool,1 min to Beach
3 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Sarasota
Modern 4bd | Heated Pool | Hot Tub + Studio Suite!
4 bedrooms, 6 beds, 3 bathrooms
8–15 Sept
5.0 out of 5 average rating, 18 reviews
Home in Bradenton
Modern Farmhouse on the Water |Pool-Jetski-Pontoon
4 bedrooms, 5 beds, 3 bathrooms
10–15 Aug
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds, 2 bathrooms
1–6 Aug