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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
[Sunny in Siesta] King bed+5 minute walk to beach
1 bedroom, 2 beds, 1 private bathroom
16–21 Jul
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4.85 out of 5 average rating, 420 reviews
Top 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
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
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
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 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
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
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
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
Home in Sarasota
Coastal Calm
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–31 Jul
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 10 beds, 4 bathrooms
5–10 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
Top guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Aug
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 Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 7 beds, 3 bathrooms
21–28 Aug
Guest favourite
Home in Sarasota
LA Luxury & Heated Pool Oasis 12 min to Siesta Key
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 2 beds, 3 bathrooms
27 Jul – 1 Aug