filters

Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Steps to Beach & Siesta Key Village-Village condo
2 bedrooms, 3 beds, 1 private bathroom
7–12 Aug
,
4.92 out of 5 average rating, 229 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
Superhost
Home in Sarasota
Spacious 2BR Retreat w/Large Spool Near Downtown
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 4 bathrooms
19–24 Aug
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Beach Beach
4.96 out of 5 average rating, 138 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
6–13 Jul
Superhost
Home in Siesta Key
Villa Fiesta - 312
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Jul
Top guest favourite
Home in Sarasota
Luxury Lido Key Heated Pool & Game Room
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 5 beds, 2 bathrooms
13–20 Sept
Superhost
Home in Bradenton
Sleeps 24 · Heated Pool · Pickleball · Arcade
5.0 out of 5 average rating, 4 reviews, 7 bedrooms, 12 beds, 5 bathrooms
7–12 Jul
Guest favourite
Home in Sarasota
Dream's Corner Cove
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
Superhost
Home in Bradenton
The Rainbow Lagoon | Pickleball, Heated Pool, Golf
New place to stay, 6 bedrooms, 10 beds, 3 bathrooms
11–16 Jul
Superhost
Home in Palmetto
Fin & Claw at the Dock, Waterfront Luxury Retreat
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3 bathrooms
13–18 Jul
Top guest favourite
Home in Sarasota
The Palms Away
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Aug
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4.91 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 4 bathrooms
18–25 Jul
Guest favourite
Home in Sarasota
Luxury Lido Escape w/ Pool, Slide, Spa & Rooftop!
4.92 out of 5 average rating, 13 reviews, 8 bedrooms, 8 beds, 9.5 bathrooms
5–10 Jul