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Search results; Over 1,000 homes in Siesta Key

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Siesta Key
Siesta Key For Me @ The Palm Bay Club
2 bedrooms, 3 beds, 2 private bathrooms
10–15 Aug
,
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Home in Siesta Key
Pool and spa near Siesta Key Beach
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Home in Bradenton
Modern Farmhouse on the Water |Pool-Kayak-Pontoon
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
25–30 Jul
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Guest favourite
Home in Siesta Key
Private pool and hot tub near beach
4.83 out of 5 average rating, 6 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
Superhost
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Sarasota
Dream's Corner Cove
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
Home in Bradenton
Private Resort-Style Retreat Near IMG and AMI!
New place to stay, 6 bedrooms, 9 beds, 4 bathrooms
10–15 Aug
Top guest favourite
Home in Siesta Key
Gulf sunsets from your private balcony
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
Top guest favourite
Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
4.98 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
Superhost
Home in Bradenton
Sleeps 24 · Heated Pool · Pickleball · Arcade
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 12 beds, 5 bathrooms
2–7 Aug
Top guest favourite
Home in Bradenton Beach
Rooftop Gulf views, pool, and spa
5.0 out of 5 average rating, 20 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Superhost
Apartment in Sarasota
Unobstructed Gulf views from the 5th floor
4 bedrooms, 4.5 bathrooms
1–6 Sept
Home in Anna Maria
Rooftop bay views and a heated pool
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 8 beds, 6.5 bathrooms
24–29 Aug
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 10 beds, 4 bathrooms
9–14 Aug
Guest favourite
Home in Sarasota
Relaxing Lakefront 3bd Heated Pool Near Siesta Key
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Sarasota
Mid-century modern on a canal with pool
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
Top guest favourite
Home in Sarasota
The Palms Away
5.0 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug