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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Serviced apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
2 bedrooms, 4 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.99 out of 5 average rating, 218 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
5.0 out of 5 average rating, 7 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
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
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, 2 bathrooms
19–24 Jul
New place to stay
Home in Siesta Key
Cypress Cottage - Walkable to Siesta Key Beaches
5 bedrooms, 8 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.93 out of 5 average rating, 58 reviews
Top guest favourite
Apartment in Sarasota
A+ location clean 2 BR condo w pool arcade pets ok
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 83 reviews
Guest favourite
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
2 bedrooms, 4 beds, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 43 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
3–10 Aug
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.93 out of 5 average rating, 29 reviews
Guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Sarasota
Relaxing Lakefront 3bd Heated Pool Near Siesta Key
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
4.93 out of 5 average rating, 238 reviews
Top guest favourite
Apartment in Siesta Key
Charming Siesta Key Condo Just Minutes from Beach
2 bedrooms, 3 beds, 2 bathrooms
2–8 Aug
4.96 out of 5 average rating, 82 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
Hotel in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
1 bedroom, 1 king bed, 1 bathroom
18–23 Jul
New place to stay