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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
5.0 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
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
11–16 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
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
4.96 out of 5 average rating, 55 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
1–6 Sept
Home in Anna Maria
Heart of Pine Ave | 6 En-Suites | Heated Pool
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 8 beds, 6.5 bathrooms
26–31 Aug
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4.88 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 12 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 Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
Top guest favourite
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
5.0 out of 5 average rating, 20 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
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
Top guest favourite
Home in Sarasota
The Ashton Retreat
4.96 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Home in Siesta Key
Casa De Mayo on Siesta Key
4 bedrooms, 11 beds, 3.5 bathrooms
23–30 Jul
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