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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Cottage in Siesta Key
Cottage on Siesta Key Beach
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
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4.88 out of 5 average rating, 345 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Home in Sarasota
Charming beach bungalow minutes from Siesta Key
2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
New place to stay
Superhost
Home in Anna Maria
Zen Beach Cottage: Beautiful ground level home
3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.88 out of 5 average rating, 16 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
14–19 Sept
New place to stay
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
4.88 out of 5 average rating, 8 reviews
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
New place to stay
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
3–10 Aug
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
New place to stay
Top guest favourite
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
1–6 Sept
Superhost
Home in Bradenton
NEW! Heated Pool, Pickleball, Mini-Golf, Play Room
4 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Siesta Key
Southern Exposure~2 Homes from Beach! Heated Pool!
6 bedrooms, 6 beds, 4 bathrooms
8–13 Aug
5.0 out of 5 average rating, 23 reviews
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
1 king bed, 1 bathroom
20–25 Jul
New place to stay
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 140 reviews