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Search results; Over 1,000 rooms

Tiny home in Siesta Key
SIESTA KEY BEACH , ROMANTIC UNIT C!
8-min walk
27 May – 1 Jun
4.68 out of 5 average rating, 31 reviews
Guest favourite
Bungalow in Siesta Key
Mid-Century Meets Boaters‘s Dream
6-min drive
6–13 Jul
4.94 out of 5 average rating, 47 reviews
Guest favourite
Apartment in Siesta Key
Siesta Key Ground Floor Condo 2BR On Trolley Line
6-min drive
14–21 Jun
4.85 out of 5 average rating, 130 reviews
Superhost
Home in Siesta Key
3BR Unit with Pool & Hot Tub, 2 min walk to Beach
15-min walk
21–26 Apr
4.8 out of 5 average rating, 114 reviews
Flat in Sarasota
Siesta Key Village-Suite #4: A block to the Beach!
3-min drive
21–26 Apr
4.76 out of 5 average rating, 72 reviews
Superhost
Home in Siesta Key
Walk to the Beach and Village - Hibiscus Villa
12-min walk
19–24 May
4.63 out of 5 average rating, 48 reviews
Superhost
Apartment in Siesta Key
One of Best Locations on Siesta Key Beach!!
14-min walk
6–13 May
4.86 out of 5 average rating, 43 reviews
Superhost
Apartment in Sarasota
BEACH FRONT PARADISE
9-min walk
29 Apr – 6 May
4.85 out of 5 average rating, 39 reviews
Superhost
Home in Siesta Key
[escape to paradise] KING bed bungalow
1-min drive
5–10 May
4.83 out of 5 average rating, 59 reviews
Superhost
Home in Siesta Key
3BR with Pool & Hot Tub, 2 min to Siesta Key Beach
14-min walk
11–16 May
4.79 out of 5 average rating, 67 reviews
Superhost
Flat in Siesta Key
"Safe & Clean" -Hide-A-Way Suite- Siesta Key Beach
8-min walk
29 Apr – 4 May
4.77 out of 5 average rating, 185 reviews
Guest favourite
Apartment in Siesta Key
Beach condo, full ocean views from your lanai
10-min walk
22–29 Jun
4.91 out of 5 average rating, 65 reviews
Superhost
Home in Siesta Key
Walk to the beach and village - Gulf Villa
12-min walk
26 Apr – 1 May
4.68 out of 5 average rating, 22 reviews
Apartment in Siesta Key
Spacious 1 bedroom retreat, Steps to main beach
8-min walk
7–12 Jun
4.7 out of 5 average rating, 57 reviews
Flat in Sarasota
Cozy 2-Bedroom Condo in Siesta Key w/ Heated Pool
11-min drive
27 Apr – 2 May
New place to stay
Home in Siesta Key
Across the Street from Siesta Key Beach!
6-min walk
6–11 May
4.67 out of 5 average rating, 45 reviews
Flat in Siesta Key
Stunning Apartment with Rooftop Hot Tub!
13-min walk
20–25 Apr
4.63 out of 5 average rating, 8 reviews
Home in Siesta Key
Stunning 4Bed with Pool/Beach and Boat Dock Access
8-min walk
26 Apr – 3 May
4.73 out of 5 average rating, 11 reviews