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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Private Beach with Loungers · 2 Pools & Bay View
2 bedrooms, 3 beds, 2 private bathrooms
13–18 Aug
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4.97 out of 5 average rating, 131 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
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
3–10 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 Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
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 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
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
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
4.99 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
4.96 out of 5 average rating, 142 reviews, 3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Home in Siesta Key
Florida Beach House - One Minute to Beach
3 bedrooms, 4 bathrooms
3–8 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, 20 reviews, 2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
4.94 out of 5 average rating, 153 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 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