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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, 136 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
1–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds
19–24 Aug
4.93 out of 5 average rating, 58 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds
3–10 Aug
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds
7–12 Aug
4.93 out of 5 average rating, 29 reviews
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Home in Sarasota
Siesta Key Oasis| Hot tub| Fire Pit| BBQ| Games
3 bedrooms, 5 beds
19–24 Jul
New place to stay
Guest favourite
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
2 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Siesta Key
Charming Siesta Key Condo Just Minutes from Beach
2 bedrooms, 3 beds
2–8 Aug
4.96 out of 5 average rating, 82 reviews
Guest favourite
Home in Sarasota
Big backyard hangout, firepit, large primary suite
3 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
2 bedrooms, 2 queen beds
23–30 Aug
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds
11–16 Aug
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds
31 Jul – 5 Aug
4.93 out of 5 average rating, 238 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Sarasota
A+ location clean 2 BR condo w pool arcade pets ok
2 bedrooms, 3 beds
1–6 Aug
4.99 out of 5 average rating, 82 reviews
Villa in Siesta Key
Private Siesta Key Home minutes from the sand
2 bedrooms, 2 king beds
31 Jul – 7 Aug
Guest favourite
Home in Sarasota
Relaxing Lakefront 3bd Heated Pool Near Siesta Key
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
4 bedrooms, 4 beds
26–31 Jul
New place to stay