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Search results; Over 1,000 homes in Longboat Key

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Top guest favourite
Flat in Longboat Key
Longboat Key-OCEAN FRONT- on the beach
2 bedrooms, 3 beds, 2 private bathrooms
28 Oct – 2 Nov
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4.96 out of 5 average rating, 125 reviews
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Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
2–7 Jan
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds
1–8 Oct
5.0 out of 5 average rating, 15 reviews
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Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
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Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds
16–21 Oct
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Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds
3–10 Oct
4.97 out of 5 average rating, 72 reviews
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Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds
8–13 Oct
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Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
1–8 Oct
4.96 out of 5 average rating, 26 reviews
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Home in Longboat Key
An Oasis at Little Gull Cottages
1 bedroom, 2 beds
13–20 Mar
5.0 out of 5 average rating, 3 reviews
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Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
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Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds
6–11 Dec
5.0 out of 5 average rating, 25 reviews
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Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds
16–21 Oct
5.0 out of 5 average rating, 4 reviews
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Room in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
2 beds
15–20 Oct
4.67 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Bradenton Beach
New! 4BR Villa + Crosswalk to Sand + Beach View!
4 bedrooms, 4 beds
17–22 Oct
5.0 out of 5 average rating, 28 reviews
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Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds
17–24 Oct
5.0 out of 5 average rating, 15 reviews
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Home in Sarasota
*BRAND NEW* heated pool, golf course views
3 bedrooms, 4 beds
20–25 Oct
New place to stay
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Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 128 reviews
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Superhost
Home in Sarasota
The Aviator | 7 Mins From SRQ | Pool | Giga Wifi
3 bedrooms, 3 queen beds
12–17 Oct
5.0 out of 5 average rating, 3 reviews