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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Home in Siesta Key
Beach, Village, Dock & Private Pool! One-of-a-kind
2 bedrooms, 4 beds, 1.5 private bathrooms
21–26 Aug
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5.0 out of 5 average rating, 167 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, 10 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Home in Siesta Key
Siesta Key Waterfront Pool & Hot Tub
3 bedrooms, 5 beds
23–28 Aug
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
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 Sarasota
Heated Pool Retreat | Siesta Key & Downtown
3 bedrooms, 5 beds
22–27 Aug
New place to stay
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds
7–12 Sept
5.0 out of 5 average rating, 23 reviews
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds
3–8 Aug
Top guest favourite
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds
7–12 Sept
5.0 out of 5 average rating, 37 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 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, 31 reviews
Top guest favourite
Home in Bradenton
85" TVs*GLOW in the dark Game Rm*Pool Table*POOL
3 bedrooms, 6 beds
15–20 Aug
5.0 out of 5 average rating, 23 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds
9–16 Aug
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds
11–16 Aug
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
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds
29 Aug – 3 Sept
New place to stay
Guest favourite
Home in Sarasota
New 8/8 bathroom beach house! Heated pool and spa!
8 bedrooms, 10 beds
23–28 Aug
4.94 out of 5 average rating, 18 reviews