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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Cottage in Siesta Key
The Marlin: Heated Pool, 4 Houses to Beach
2 bedrooms, 1 bed, 1 private bathroom
14–19 Aug
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4.94 out of 5 average rating, 132 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
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
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
Home in Bradenton
Pool, Hot Tub, PickleBall, Firepit, 5 min to IMG
4 bedrooms, 7 beds
17–22 Aug
New place to stay
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
4 bedrooms, 5 beds
3–8 Aug
New place to stay
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
1–6 Sept
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
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds
24–29 Aug
5.0 out of 5 average rating, 36 reviews
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 Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds
23–28 Aug
5.0 out of 5 average rating, 21 reviews
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
Hotel in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
1 bedroom, 1 king bed
17–22 Jul
New place to stay
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Sarasota
6630 - Mira Bella
4 bedrooms, 10 beds
9–14 Aug
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
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