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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
1 bedroom, 1 bed, 1 private bathroom
10–15 Aug
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4.87 out of 5 average rating, 196 reviews
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 Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
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, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 6 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
9–16 Aug
Home in Siesta Key
Siesta Key Waterfront Pool & Hot Tub
3 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 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
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Home in Sarasota
Amazing Heated Pool & Game Room
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Home in Sarasota
Siesta Key Oasis| Hot tub| Fire Pit| BBQ| Games
3 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sarasota
Palm Tree Haven
2 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
4.99 out of 5 average rating, 100 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, 143 reviews
Top guest favourite
Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 101 reviews
Top guest favourite
Home in Sarasota
Siesta Key Oasis Walk to Beach, Pool, Hot Tub, BBQ
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Sarasota
Relaxing Lakefront 3bd Heated Pool Near Siesta Key
3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sarasota
New 8/8 bathroom beach house! Heated pool and spa!
8 bedrooms, 10 beds, 8.5 bathrooms
23–28 Aug
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
9–14 Aug
4.99 out of 5 average rating, 134 reviews