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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Home in Siesta Key
Coastal Luxury*Pool*Hot Tub*Sunsets*Close to Beach
5 bedrooms, 9 beds, 4.5 private bathrooms
22–27 Jun
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4.93 out of 5 average rating, 27 reviews
Home in Sarasota
Poppie’s House
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jun
New place to stay
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
20–25 Jul
5.0 out of 5 average rating, 3 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
21–28 Jun
New place to stay
Home in Sarasota
Modern Sarasota Retreat
4 bedrooms, 7 beds, 3.5 bathrooms
20–25 Jun
Top guest favourite
Home in Bradenton
NEW Canal Family Home - Pool, Kayaks, Game Room
4 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
Walk to Siesta Village, Heated Saltwater Pool
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 71 reviews
Superhost
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Sarasota
Kokomo Keys | Heated Pool + Outdoor fun park
3 bedrooms, 6 beds, 3 bathrooms
25 Jun – 2 Jul
New place to stay
Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4 bedrooms, 5 beds, 4 bathrooms
20–25 Jun
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sarasota
Beautifully updated home 7 min to Siesta Key Beach
2 bedrooms, 2 king beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Sarasota
Big backyard hangout, firepit, large primary suite
3 bedrooms, 3 beds, 2 bathrooms
21–26 Jun
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Siesta Key
Southern Exposure~2 Homes from Beach! Heated Pool!
6 bedrooms, 6 beds, 4 bathrooms
21–26 Jun
5.0 out of 5 average rating, 21 reviews
Luxe
Home in Siesta Key
400ft to Beach, Ocean View, Pool, in the Village
6 bedrooms, 10 beds, 7 bathrooms
21–26 Aug
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Home in Sarasota
Siesta Key Oasis Walk to Beach, Pool, Hot Tub, BBQ
3 bedrooms, 4 beds, 2 bathrooms
20–25 Jun
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Home in Sarasota
Salt & Sun Sarasota
3 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 382 reviews
Superhost
Home in Sarasota
Aloft on Canal – Luxury Beachside Retreat
8 bedrooms, 13 beds, 6.5 bathrooms
21–26 Jun