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Search results; Over 1,000 homes in Longboat Key

Home in Longboat Key
Summer House longboat key
3 bedrooms, 6 beds, 3 private bathrooms
3–8 Aug
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4.86 out of 5 average rating, 142 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
12–19 Aug
5.0 out of 5 average rating, 3 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
4–11 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds
3–8 Jan
5.0 out of 5 average rating, 9 reviews
Home in Holmes Beach
3BR Dog Friendly | Pool | Patio | Garage Parking
3 bedrooms, 5 beds
10–17 Aug
New place to stay
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds
9–16 Jan
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Apartment in Longboat Key
Beach Castle 12
2 bedrooms, 4 beds
12–17 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
4 bedrooms, 6 beds
23–28 Aug
5.0 out of 5 average rating, 38 reviews
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds
14–21 Aug
New place to stay
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds
3–10 Aug
5.0 out of 5 average rating, 4 reviews
Townhouse in Bradenton Beach
Spacious 3BR Oceanview | Pool | Hot Tub | Dock
3 bedrooms, 4 beds
8–15 Aug
4.94 out of 5 average rating, 16 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds
22–29 Aug
4.97 out of 5 average rating, 72 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Home in Anna Maria
Well-Maintained 3BR Gulfview | Pool | Patio | W/D
3 bedrooms, 5 beds
10–15 Aug
4.68 out of 5 average rating, 57 reviews
Guest favourite
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
4 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 9 reviews
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
4 bedrooms, 7 beds
21–28 Aug
5.0 out of 5 average rating, 4 reviews
Flat in Bradenton Beach
2BR with pool access & patio - walk to beach
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.39 out of 5 average rating, 31 reviews