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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Siesta Beach penthouse w/ Gulf side pool & access!
3 bedrooms, 3 beds, 3 private bathrooms
22–28 Jul
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5.0 out of 5 average rating, 12 reviews
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
New place to stay
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
20–25 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 27 reviews
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
Guest favourite
Home in Bradenton
Free Heat Pool+Grotto+Spa~Pickleball~Golf~KidSuite
5 bedrooms, 8 beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 5 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
1–8 Jul
New place to stay
Top guest favourite
Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.93 out of 5 average rating, 27 reviews
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 10 beds, 4 bathrooms
5–10 Aug
New place to stay
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
27 Jul – 3 Aug
4.95 out of 5 average rating, 193 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Beach Charmer
2 bedrooms, 3 beds, 1 bathroom
1–6 Jul
4.83 out of 5 average rating, 89 reviews
Guest favourite
Home in Siesta Key
Siesta Key Home: Walk to Beach & Pool
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
5 bedrooms, 9 beds, 5 bathrooms
23–30 Aug
4.98 out of 5 average rating, 41 reviews
Home in Sarasota
Palm Breeze Haven
4 bedrooms, 6 beds, 3 bathrooms
4–9 Aug
5.0 out of 5 average rating, 4 reviews