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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Serviced apartment in Longboat Key
Sand Cay Resort - Renovated #319 great Gulf view
2 bedrooms, 3 beds, 2 private bathrooms
3–8 Aug
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4.92 out of 5 average rating, 38 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
12–19 Aug
Superhost
Home in Longboat Key
North Longboat Modern Beach House Gem
4 bedrooms, 4 beds, 3.5 bathrooms
7–14 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
8–13 Aug
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds, 2 bathrooms
9–16 Jan
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
9–16 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Bradenton
NEW Canal Family Home - Pool, Kayaks, Game Room
4 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 11 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, 37 reviews
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
4 bedrooms, 7 beds, 3 bathrooms
21–28 Aug
5.0 out of 5 average rating, 4 reviews
Home in Bradenton
Pool, Hot Tub, PickleBall, Firepit, 5 min to IMG
4 bedrooms, 7 beds, 3.5 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
7 bedrooms, 8 beds, 7.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Bradenton Beach
Bermuda Bay Club 1427 by Duncan Real Estate
3 bedrooms, 4 beds, 3 bathrooms
1–8 Aug
5.0 out of 5 average rating, 4 reviews
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds, 2 bathrooms
14–21 Aug
New place to stay
Home in Anna Maria
Luxury Home | 14 PPL | Pool & Hot Tub| Canal Views
4 bedrooms, 8 beds, 6 bathrooms
19–24 Aug
New place to stay
Top guest favourite
Home in Holmes Beach
Swell Life-Beach Front Home!
4 bedrooms, 6 beds, 4 bathrooms
15–22 Aug
5.0 out of 5 average rating, 10 reviews
Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5 bedrooms, 6 beds, 4 bathrooms
21–26 Mar
5.0 out of 5 average rating, 3 reviews