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Search results; Over 1,000 homes in Longboat Key

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Guest favourite
Home in Longboat Key
Summer House longboat key
3 bedrooms, 6 beds, 3 private bathrooms
19–24 Sept
,
4.86 out of 5 average rating, 143 reviews
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Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
2 beds
1–6 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
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
3 beds
18–25 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
3 beds
3–10 Oct
4.97 out of 5 average rating, 72 reviews
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Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 king bed
19–24 Sept
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 king beds
15–20 Apr
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Home in Longboat Key
Bayou and Beach Longboat Key Private Home
6 beds
21–26 Mar
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Longboat Key
Private Island Beachfront Home
10 beds
18–25 Sept
4.96 out of 5 average rating, 26 reviews
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Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
4 beds
15–20 Oct
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Room in Longboat Key
Stay with Rva
Oceanfront Oasis – Longboat Key 226 by RVA
15–20 Oct
4.67 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Holmes Beach
Beach cottage
5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 beds
19–26 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
3 beds
18–25 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
5 beds
21–26 Sept
5.0 out of 5 average rating, 9 reviews
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Room in Longboat Key
Stay with Rva
Gulfside Getaway – Silver Sands Resort #235 by R
21–26 Sept
5.0 out of 5 average rating, 4 reviews
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Flat in Longboat Key
Fantastic Beach Condo
4 beds
14–19 Jul
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Apartment in Sarasota
Downtown Sarasota Condo. Pool/Gym and Bay Views!
3 beds
4–9 Oct
New place to stay
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Home in Sarasota
Heated Pool & Spa 3bd/2bth, near Siesta Key Beach
3 queen beds
20–25 Sept
New place to stay