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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
,
4.98 out of 5 average rating, 249 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–19 Aug
Home in Longboat Key
Artists Retreat, walk to the beach
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 beds, 2 bathrooms
15–20 Apr
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–22 Sept
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Flat in Longboat Key
Fantastic Beach Condo
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4.96 out of 5 average rating, 25 reviews, 4 bedrooms, 10 beds, 4 bathrooms
9–16 Aug
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
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!
5.0 out of 5 average rating, 22 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
4.97 out of 5 average rating, 72 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–29 Aug
Top guest favourite
Home in Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
5.0 out of 5 average rating, 39 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Guest favourite
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 4 beds, 3 bathrooms
14–19 Aug
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 7 beds, 3 bathrooms
21–28 Aug
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
4.97 out of 5 average rating, 37 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Home in Holmes Beach
3BR Dog Friendly | Pool | Patio | Garage Parking
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
10–17 Aug
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
4.88 out of 5 average rating, 109 reviews, 2 bedrooms, 4 beds, 2 bathrooms
1–8 Aug