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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
16–21 Aug
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4.98 out of 5 average rating, 248 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
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
7–14 Aug
Superhost
Home in Anna Maria
The Palm
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
4–9 Aug
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 beds, 2 bathrooms
15–20 Apr
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
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds, 2 bathrooms
9–16 Jan
Apartment in Bradenton Beach
Three Piers Sunset
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
1–6 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
Home in Bradenton
NEW Canal Family Home - Pool, Kayaks, Game Room
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
9–14 Aug
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
5.0 out of 5 average rating, 20 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 5 bathrooms
17–22 Aug
Superhost
Home in Bradenton Beach
Bermuda Bay Club 1427 by Duncan Real Estate
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 3 bathrooms
2–9 Aug
Top guest favourite
Home in Holmes Beach
Swell Life-Beach Front Home!
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 6 beds, 4 bathrooms
15–22 Aug
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
4.88 out of 5 average rating, 108 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26 Aug – 2 Sept
Home in Longboat Key
An Oasis at Little Gull Cottages
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
7–14 Nov