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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Beach Retreat - Jamaica Royale Unit #52
1 bedroom, 1 bed, 1 private bathroom
9–14 Aug
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4.86 out of 5 average rating, 137 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
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 10 reviews
Home in Siesta Key
Siesta Key Waterfront Pool & Hot Tub
3 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
9–16 Aug
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
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
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 8 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
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
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, 4 reviews
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
Home in Sarasota
Amazing Heated Pool & Game Room
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Sarasota
Scotia Place
4 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Townhouse in Siesta Key
Gulf and Beach Views-Steps from Beach and Village
2 bedrooms, 2 beds, 2.5 bathrooms
8–15 Aug
5.0 out of 5 average rating, 48 reviews
Home in Siesta Key
3 bedroom renovated pool home near beach/village
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 4 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
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
4.95 out of 5 average rating, 59 reviews