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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time!
Studio, 2 beds, 1 private bathroom
24–29 Sept
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4.98 out of 5 average rating, 251 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
12–19 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
8–13 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
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 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, 122 reviews
Townhouse in Bradenton Beach
Spacious 3BR Oceanview | Pool | Hot Tub | Dock
3 bedrooms, 4 beds, 2.5 bathrooms
8–15 Aug
4.94 out of 5 average rating, 16 reviews
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
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
3 bedrooms, 7 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds, 2 bathrooms
9–16 Jan
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
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, 5 reviews
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
16–23 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds, 2 bathrooms
22–29 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Bradenton
85" TVs*GLOW in the dark Game Rm*Pool Table*POOL
3 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 24 reviews