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Search results; Over 1,000 homes in Siesta Key

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
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4.98 out of 5 average rating, 134 reviews
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
Home in Sarasota
Siesta Key Oasis| Hot tub| Fire Pit| BBQ| Games
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
19–24 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
24–29 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
1–7 Aug
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
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
Top guest favourite
Home in Sarasota
Luxury Lido Key Heated Pool & Game Room
5.0 out of 5 average rating, 26 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
2–7 Aug
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
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Home in Anna Maria
Heart of Pine Ave | 6 En-Suites | Heated Pool
New place to stay, 6 bedrooms, 8 beds, 6.5 bathrooms
15–20 Aug
Home in Sarasota
Pink House | 12 PPL | Pool | Game Room | BBQ|Patio
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
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
Home in Sarasota
Coastal Calm
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–31 Jul
Top guest favourite
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
5.0 out of 5 average rating, 19 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds, 2 bathrooms
28 Jul – 4 Aug
Superhost
Home in Siesta Key
Villa Margarita - 312
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Jul