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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
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
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
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
Superhost
Home in Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
8–13 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
Home in Bradenton
Modern Farmhouse on the Water |Pool-Kayak-Pontoon
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
Superhost
Home in Bradenton
The Wabi House
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
9–14 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
Superhost
Home in Anna Maria
The Palm
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
4–9 Aug
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 7 beds, 3 bathrooms
21–28 Aug
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Sarasota
Sand & Sea Retreat, Private Heated Pool.
4.89 out of 5 average rating, 9 reviews, 5 bedrooms, 5 beds, 3 bathrooms
17–22 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
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
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4.89 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds, 2 bathrooms
1–6 Aug
Superhost
Home in Siesta Key
Villa Fiesta - 312
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug