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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
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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
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
16–21 Aug
New place to stay
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
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
3–8 Aug
Superhost
Home in Bradenton
The Wabi House
3 bedrooms, 4 beds
9–14 Aug
New place to stay
Superhost
Home in Anna Maria
The Palm
5 bedrooms, 6 beds
10–15 Aug
New place to stay
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds
3–10 Aug
Top guest favourite
Home in Siesta Key
Completely Remodeled "Beach House on Siesta"
4 bedrooms, 6 beds
1–8 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds
1–6 Aug
4.93 out of 5 average rating, 239 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds
31 Aug – 5 Sept
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Home in Siesta Key
Pool & hot tub -Walk to Beach!
3 bedrooms, 6 beds
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
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
17–22 Aug
4.97 out of 5 average rating, 30 reviews
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds
1–6 Aug
Home in Bradenton
Modern Farmhouse on the Water |Pool-Jetski-Pontoon
4 bedrooms, 5 beds
10–15 Aug
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
1–6 Sept
Superhost
Home in Siesta Key
Villa Fiesta - 312
2 bedrooms, 3 beds
9–14 Aug
New place to stay
Top guest favourite
Home in Sarasota
Modern 4bd | Heated Pool | Hot Tub + Studio Suite!
4 bedrooms, 6 beds
8–15 Sept
5.0 out of 5 average rating, 18 reviews