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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Siesta Key Serenity At The Palm Bay Club
2 bedrooms, 3 beds, 2 private bathrooms
29 Aug – 3 Sept
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4.93 out of 5 average rating, 169 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 Anna Maria
Zen Beach Cottage: Beautiful ground level home
3 bedrooms, 4 beds
15–20 Aug
4.88 out of 5 average rating, 16 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, 5 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, 6 reviews
Home in Siesta Key
Florida Beach House - One Minute to Beach
3 bedrooms
3–8 Aug
Superhost
Home in Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
4 bedrooms, 5 beds
1–6 Aug
New place to stay
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
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 Siesta Key
Pool & hot tub -Walk to Beach!
3 bedrooms, 6 beds
2–7 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds
2–7 Aug
4.95 out of 5 average rating, 19 reviews
Home in Sarasota
Charming beach bungalow minutes from Siesta Key
2 bedrooms, 3 beds
1–6 Aug
New place to stay
Home in Bradenton
Modern Farmhouse on the Water |Pool-Kayak-Pontoon
4 bedrooms, 5 beds
4–9 Aug
New place to stay
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, 3 reviews
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds
1–6 Aug
Top guest favourite
Home in Sarasota
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
5 bedrooms, 10 beds
23–30 Aug
4.98 out of 5 average rating, 45 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
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds
3–8 Aug
4.96 out of 5 average rating, 24 reviews
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
3 bedrooms, 5 beds
15–20 Aug
New place to stay