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Search results; Over 1,000 homes in Longboat Key

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Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds
7–12 Sept
5.0 out of 5 average rating, 4 reviews
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Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
1–8 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds
1–6 Sept
4.97 out of 5 average rating, 39 reviews
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Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
1–8 Sept
5.0 out of 5 average rating, 3 reviews
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Apartment in Sarasota
Sarasota Designer Waterfront Retreat * Paddleboard
2 bedrooms, 2 beds
1–8 Sept
New place to stay
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Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 4 reviews
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Superhost
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds
2–9 Sept
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Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds
29 Nov – 4 Dec
4.96 out of 5 average rating, 48 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
15–22 Sept
5.0 out of 5 average rating, 14 reviews
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Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds
7–12 Sept
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Luxe
Home in Sarasota
Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds
6–13 Sept
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Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
13–18 Sept
5.0 out of 5 average rating, 4 reviews
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Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds
7–12 Sept
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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
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
4 bedrooms, 4 beds
6–13 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds
1–8 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds
9–16 Sept
4.88 out of 5 average rating, 112 reviews
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Superhost
Apartment in Longboat Key
2BR Coastal Escape — Balcony & Steps to the Beach
2 bedrooms, 4 beds
7–12 Nov