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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
[Sunny in Siesta] King bed+5 minute walk to beach
1 bedroom, 2 beds, 1 private bathroom
4–9 Aug
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4.85 out of 5 average rating, 424 reviews
Top 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
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
10–15 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
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
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds
9–16 Aug
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
Home in Siesta Key
3 bedroom renovated pool home near beach/village
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds
4–9 Aug
4.95 out of 5 average rating, 57 reviews
Top guest favourite
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
2 bedrooms, 3 beds
1–6 Dec
4.96 out of 5 average rating, 54 reviews
Superhost
Home in Bradenton
The Wabi House
3 bedrooms, 4 beds
9–14 Aug
New place to stay
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds
29 Aug – 3 Sept
New place to stay
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
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 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
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds
2–7 Aug
4.93 out of 5 average rating, 239 reviews
Home in Sarasota
Siesta Key Oasis| Hot tub| Fire Pit| BBQ| Games
3 bedrooms, 5 beds
13–18 Aug
5.0 out of 5 average rating, 3 reviews