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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Comfy Siesta Key Condo
2 bedrooms, 4 beds, 2 private bathrooms
15–22 Aug
,
4.85 out of 5 average rating, 110 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
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
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds, 2 bathrooms
18–23 Aug
4.95 out of 5 average rating, 59 reviews
Top guest favourite
Home in Sarasota
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
5 bedrooms, 10 beds, 5 bathrooms
23–30 Aug
4.98 out of 5 average rating, 49 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
Top guest favourite
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 37 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
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
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 Sarasota
Siesta Key Oasis Walk to Beach, Pool, Hot Tub, BBQ
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 37 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
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
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Sarasota
St Armands Mid Century Rad Pad with Pool
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Sarasota
Modern Home Heated Pool near Siesta & Downtown
3 bedrooms, 6 beds, 2 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 45 reviews
Villa in Siesta Key
Private Siesta Key Home minutes from the sand
2 bedrooms, 2 king beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 3 reviews