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Search results; Over 1,000 homes in Siesta Key

Superhost
Cottage in Siesta Key
4 Bdrm (2 unit Cottage) walk to Siesta Beach
4 bedrooms, 5 beds, 3 private baths
Oct 22–29
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5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
Modern Home Heated Pool near Siesta & Downtown
3 bedrooms, 6 beds, 2 baths
Sep 28–Oct 3
4.96 out of 5 average rating, 45 reviews
Superhost
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 3 beds, 2 baths
Aug 18–23
New place to stay
Apartment in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bath
Aug 16–21
New place to stay
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds, 2 baths
Aug 31–Sep 5
4.96 out of 5 average rating, 145 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 baths
Aug 23–30
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 baths
Sep 7–12
4.95 out of 5 average rating, 197 reviews
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed, 1 bath
Nov 6–11
4.98 out of 5 average rating, 59 reviews
Guest favourite
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds, 2 baths
Aug 22–29
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
3 bedrooms, 5 beds, 2 baths
Aug 22–27
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds, 2 baths
Aug 27–Sep 1
4.99 out of 5 average rating, 136 reviews
Top guest favourite
Cottage in Bradenton Beach
Bradenton Beach Sunsets 2, Anna Maria Island, FL
1 bedroom, 2 beds, 1 bath
Aug 16–21
4.98 out of 5 average rating, 254 reviews
Home in Siesta Key
3 bedroom renovated pool home near beach/village
3 bedrooms, 4 beds, 2 baths
Aug 24–29
5.0 out of 5 average rating, 5 reviews
Home in Siesta Key
Huge back yard w/heated pool & pet friendly house
3 bedrooms, 5 beds, 2 baths
Aug 28–Sep 4
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 baths
Sep 7–12
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Sarasota
The Sand Castle - Backyard Oasis Mins from Siesta!
3 bedrooms, 5 beds, 2 baths
Sep 27–Oct 2
4.94 out of 5 average rating, 167 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 baths
Aug 29–Sep 3
New place to stay
Top guest favourite
Home in Siesta Key
Beach, Village, Dock & Private Pool! One-of-a-kind
2 bedrooms, 5 beds, 1.5 baths
Aug 21–26
5.0 out of 5 average rating, 168 reviews
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bath
Aug 28–Sep 2
5.0 out of 5 average rating, 9 reviews