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Search results; Over 1,000 homes in Longboat Key

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Top guest favourite
Flat in Longboat Key
Cozy private beach condo
2 bedrooms, 4 beds, 2 private bathrooms
4–11 Sept
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5.0 out of 5 average rating, 30 reviews
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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
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
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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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 Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
1–8 Sept
4.96 out of 5 average rating, 26 reviews
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Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
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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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Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds
7–12 Sept
4.98 out of 5 average rating, 125 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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Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds
7–12 Sept
4.97 out of 5 average rating, 72 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
5–12 Sept
5.0 out of 5 average rating, 10 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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Top guest favourite
Home in Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
4 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 44 reviews
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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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Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds
5–12 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Bradenton
Sleeps 24 · Heated Pool · Pickleball · Arcade
7 bedrooms, 12 beds
8–13 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Bradenton
Private Pool, Lake View & Game Room Near AMI
3 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews