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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
Studio, 2 beds, 1 private bathroom
28 Oct – 2 Nov
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4.97 out of 5 average rating, 392 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
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
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
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
14–21 Aug
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, 20 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 Sarasota
Luxury Pool Home by Siesta/Lido
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.98 out of 5 average rating, 57 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
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
23–30 Aug
4.96 out of 5 average rating, 46 reviews
Top guest favourite
Home in Sarasota
SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
3 bedrooms, 3 queen beds, 2 bathrooms
18–23 Aug
4.98 out of 5 average rating, 119 reviews
Top guest favourite
Townhouse in Siesta Key
Gulf and Beach Views-Steps from Beach and Village
2 bedrooms, 2 beds, 2.5 bathrooms
10–17 Oct
5.0 out of 5 average rating, 48 reviews
Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sarasota
Your Resort •7BR •13 Beds • Pool • Dock • Elevator
7 bedrooms, 13 beds, 4.5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Anna Maria
The Palm
5 bedrooms, 6 beds, 5.5 bathrooms
17–22 Aug
New place to stay
Superhost
Villa in Bradenton
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
6 bedrooms, 7 beds, 4 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Siesta Key
Luxury Canal Home/Pool & Pool House/Siesta Key
3 bedrooms, 5 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 7 reviews
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