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Search results; Over 1,000 homes in Longboat Key

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Guest favourite
Apartment in Longboat Key
Second Floor Studio- Amazing Gulf Front Views
Studio, 3 beds, 1 private bathroom
12–17 Sept
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5.0 out of 5 average rating, 6 reviews
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Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
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, 2 bathrooms
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, 2 bathrooms
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, 2 bathrooms
15–20 Apr
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Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
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, 2 bathrooms
7–12 Sept
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Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
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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
7–12 Sept
5.0 out of 5 average rating, 29 reviews
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Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds, 2 bathrooms
9–16 Sept
4.88 out of 5 average rating, 112 reviews
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Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
1–8 Sept
4.96 out of 5 average rating, 26 reviews
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Top guest favourite
Apartment in Bradenton Beach
Largest Pool • Private Beach Access • Pickleball
2 bedrooms, 3 beds, 2 bathrooms
12–19 Sept
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Holmes Beach
Best deal of year starts 8/29~Pool~Steps to beach!
3 bedrooms, 4 beds, 3 bathrooms
1–8 Sept
5.0 out of 5 average rating, 65 reviews
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Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
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Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
30 Sept – 5 Oct
4.98 out of 5 average rating, 125 reviews
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Guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 7 reviews
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Home in Holmes Beach
2-Min Walk to Beach• Heated Pool & Spa • No Stairs
4 bedrooms, 5 beds, 3 bathrooms
8–15 Sept
5.0 out of 5 average rating, 3 reviews