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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Siesta Key Condo. Checkout our great rates!
2 bedrooms, 4 beds, 1.5 private bathrooms
5–12 Sept
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4.96 out of 5 average rating, 134 reviews
Top guest favourite
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
Home in Sarasota
Poppie’s House
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Jun
New place to stay
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 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
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
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
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
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
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
22–29 Jun
New place to stay
Superhost
Home in Sarasota
Aloft on Canal – Luxury Beachside Retreat
8 bedrooms, 13 beds, 6.5 bathrooms
21–26 Jun
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
26 Jun – 1 Jul
4.93 out of 5 average rating, 27 reviews
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
Guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds, 2 bathrooms
30 Jun – 5 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Home in Sarasota
Modern Home Heated Pool near Siesta & Downtown
3 bedrooms, 6 beds, 2 bathrooms
7–14 Sept
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Sarasota
Heated Pool Siesta Key 4 miles Dtown 6 miles
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
27 Jul – 3 Aug
4.95 out of 5 average rating, 193 reviews