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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Flat in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
1 bedroom, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.87 out of 5 average rating, 310 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
Superhost
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
New place to stay
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 Siesta Key
Endless Views | Panoramic View of Siesta Beach
3 bedrooms, 3 king beds, 3 bathrooms
19–24 Aug
4.0 out of 5 average rating, 4 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
Home in Sarasota
Amazing Heated Pool & Game Room
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
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, 21 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
11–18 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
Townhouse in Siesta Key
Gulf and Beach Views-Steps from Beach and Village
2 bedrooms, 2 beds, 2.5 bathrooms
11–18 Aug
5.0 out of 5 average rating, 48 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
Villa in Siesta Key
Aloha Kai Villa 52S - Premium Siesta Key Beach
3 bedrooms, 6 beds, 2 bathrooms
20–25 Aug
Home in Siesta Key
Amazing Location - Waterfront House in Siesta Key
3 bedrooms, 4 beds, 3 bathrooms
15–22 Aug
4.67 out of 5 average rating, 12 reviews
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
4 bedrooms, 6 beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 47 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, 5 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Sarasota
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
5 bedrooms, 10 beds, 5 bathrooms
23–30 Aug
4.98 out of 5 average rating, 49 reviews
Superhost
Home in Sarasota
3/2 house heated pool near beach
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 4 reviews