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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2 bedrooms, 3 beds, 2 private bathrooms
4–9 Aug
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4.82 out of 5 average rating, 147 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Home in Bradenton
Private Resort-Style Retreat Near IMG and AMI!
6 bedrooms, 9 beds
10–15 Aug
New place to stay
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds
9–14 Aug
4.96 out of 5 average rating, 55 reviews
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
4 bedrooms, 5 beds
3–8 Aug
New place to stay
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
1–6 Sept
Home in Anna Maria
Heart of Pine Ave | 6 En-Suites | Heated Pool
6 bedrooms, 8 beds
26–31 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
4 bedrooms, 6 beds
22–27 Jul
5.0 out of 5 average rating, 44 reviews
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 12 beds
9–14 Aug
Guest favourite
Home in Sarasota
Relaxing Lakefront 3bd Heated Pool Near Siesta Key
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sarasota
The Ashton Retreat
2 bedrooms, 2 double beds
26–31 Jul
4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Sarasota
Dream's Corner Cove
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds
19–24 Aug
4.93 out of 5 average rating, 58 reviews
Home in Siesta Key
Casa De Mayo on Siesta Key
4 bedrooms, 11 beds
23–30 Jul