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Search results; Over 1,000 homes in Siesta Key

Superhost
Cottage in Siesta Key
4 Bdrm (2 unit Cottage) walk to Siesta Beach
4 bedrooms, 5 beds, 3 private bathrooms
22–29 Oct
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5.0 out of 5 average rating, 3 reviews
Home in Siesta Key
Amazing Location - Waterfront House in Siesta Key
3 bedrooms, 4 beds, 3 bathrooms
5–10 Sept
4.69 out of 5 average rating, 13 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
23–30 Aug
4.96 out of 5 average rating, 47 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
16–23 Aug
Home in Anna Maria
Luxury Home | 14 PPL | Pool & Hot Tub| Canal Views
4 bedrooms, 8 beds, 6 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Superhost
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
New place to stay
Top guest favourite
Home in Sarasota
Quiet Family Home w/ Pool Near Pinecraft
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.83 out of 5 average rating, 40 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
31 Dec – 5 Jan
5.0 out of 5 average rating, 10 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Villa in Bradenton
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
6 bedrooms, 7 beds, 4 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 67 reviews
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Siesta Key
Garage Parking, King beds-NO Bunks, Private Beach
5 bedrooms, 5 beds, 4.5 bathrooms
24–29 Aug
4.93 out of 5 average rating, 43 reviews
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 146 reviews