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Search results; Over 1,000 homes in Longboat Key

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Top guest favourite
Apartment in Longboat Key
Island Time: Open Sept 29th - Oct 3rd!
Studio, 2 beds, 1 private bathroom
9–14 Nov
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4.98 out of 5 average rating, 257 reviews
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Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 6 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, 2 bathrooms
16–23 Sept
5.0 out of 5 average rating, 15 reviews
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Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
16–23 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 15 reviews
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Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5 bedrooms, 6 beds, 4 bathrooms
21–26 Mar
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
29 Nov – 4 Dec
4.96 out of 5 average rating, 50 reviews
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Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
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Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Sarasota
The Aviator | 7 Mins From SRQ | Pool | Giga Wifi
3 bedrooms, 3 queen beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Holmes Beach
Lakefront · Fishing ·Heated Pool ·Walk to Beach
3 bedrooms, 3 beds, 3 bathrooms
19–26 Sept
New place to stay
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Top guest favourite
Home in Bradenton Beach
New! Pool + Rooftop+ 2 Min Walk to Beach & Bay!
3 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Cortez
Heated saltwater CAGED pool ! NEW ! CLEAN !
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.98 out of 5 average rating, 60 reviews
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Room in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
2 beds, 1 bathroom
20–25 Sept
4.67 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
4 bedrooms, 6 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 45 reviews
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Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
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Top guest favourite
Home in Holmes Beach
Beach cottage
2 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Bradenton Beach
New! Gulf Views • Rooftop • Bridge St • Game Room!
5 bedrooms, 10 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 31 reviews