Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Private Beach Siesta Key Resort Jamaica Royale
2 bedrooms, 2 beds, 2 private bathrooms
18–23 Jul
,
4.86 out of 5 average rating, 153 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
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
Home in Siesta Key
Villa Fiesta - 312
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jul
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Home in Sarasota
Luxury Pool Family Oasis-Siesta Beach Beac-3BR/2BA
4.96 out of 5 average rating, 137 reviews, 3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
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
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4.89 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 4 bathrooms
5–12 Jul
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 10 beds, 4 bathrooms
5–10 Aug
Guest favourite
Home in Sarasota
Big backyard hangout, firepit, large primary suite
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
4.96 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Jul – 4 Aug
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
1–8 Jul
Top guest favourite
Home in Siesta Key
Southern Exposure~2 Homes from Beach! Heated Pool!
5.0 out of 5 average rating, 22 reviews, 6 bedrooms, 6 beds, 4 bathrooms
6–11 Jul
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–10 Aug
Home in Sarasota
Coastal Calm
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
31 Jul – 7 Aug
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
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3 bathrooms
18–23 Jul