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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open August 16th - 25th!
Studio, 2 beds, 1 private bathroom
16–21 Aug
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4.98 out of 5 average rating, 244 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
New place to stay
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds, 2 bathrooms
14–21 Aug
4.94 out of 5 average rating, 66 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
17–24 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
4.98 out of 5 average rating, 118 reviews
Home in Bradenton Beach
Bradenton Beach Getaway | Steps to Sand & Dining
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
New place to stay
Apartment in Bradenton Beach
2BR duplex near beach & bay with pool, grill, W/D
2 bedrooms, 4 beds, 1 bathroom
13–18 Aug
4.62 out of 5 average rating, 29 reviews
Top guest favourite
Home in Bradenton
Pet-Friendly -3BR - Near AMI & IMG - Fenced Yard
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Bradenton
The Blue Marlin
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Home in Largo
Sea La Vie | Family Fun | 9 Min to Beach
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
New place to stay
Flat in Sarasota
2L Lido Key - Steps to Beach, Walk to St. Armand's
2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
New place to stay
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds, 2 bathrooms
30 Jul – 6 Aug
New place to stay
Guest favourite
Home in Bradenton Beach
New! Gulf Views • Rooftop • Bridge St • Game Room!
5 bedrooms, 10 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Tiny home in Bradenton Beach
Paradise Found in our cozy home on Anna Maria
1 bedroom, 1 bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr