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Search results; Over 1,000 homes in Siesta Key

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Guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
3 bedrooms, 5 beds, 3 private bathrooms
19–24 Sept
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5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Apartment in Siesta Key
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed
6–11 Nov
4.98 out of 5 average rating, 63 reviews
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Superhost
Flat in Sarasota
Gertrude's Siesta | Bayview Pool Tennis Beach!
1 bedroom, 2 beds
18–23 Sept
New place to stay
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Guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds
12–17 Sept
4.93 out of 5 average rating, 60 reviews
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Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds
12–17 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 4 beds
1–6 Sept
4.97 out of 5 average rating, 32 reviews
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Guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Sarasota
Brand NEW home! ~Waterslide~Heated Pool~Beach View
8 bedrooms, 9 beds
1–6 Sept
5.0 out of 5 average rating, 39 reviews
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Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds
1–6 Sept
4.96 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Sarasota
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
5 bedrooms, 10 beds
7–14 Sept
4.98 out of 5 average rating, 50 reviews
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Guest favourite
Home in Sarasota
New 8/8 bathroom beach house! Heated pool and spa!
8 bedrooms, 10 beds
5–12 Sept
4.95 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Siesta Key
Garage Parking, King beds-NO Bunks, Private Beach
5 bedrooms, 5 beds
1–6 Sept
4.93 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Sarasota
Modern Home Heated Pool near Siesta & Downtown
3 bedrooms, 6 beds
7–12 Sept
4.96 out of 5 average rating, 46 reviews
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Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
13–19 Sept
New place to stay
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Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds
1–6 Sept
4.96 out of 5 average rating, 27 reviews
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Guest favourite
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds
6–13 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Apartment in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
1 bedroom, 2 beds
25–30 Sept
4.94 out of 5 average rating, 68 reviews