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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
Studio, 2 beds, 1 private bathroom
3–10 Aug
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4.96 out of 5 average rating, 96 reviews
Top 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
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Superhost
Home in Anna Maria
Zen Beach Cottage: Beautiful ground level home
4.88 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 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
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
New place to stay, 1 king bed, 1 bathroom
21–26 Jul
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
1–6 Sept
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4.88 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Jul
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
3–10 Aug
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
5.0 out of 5 average rating, 20 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
4.96 out of 5 average rating, 140 reviews, 3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
25 Jul – 1 Aug