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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Sunset and beach view from your balcony Unit 403
1 bedroom, 3 beds, 1 private bathroom
25–30 Aug
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4.88 out of 5 average rating, 137 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
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 beds, 2 bathrooms
15–20 Apr
Guest favourite
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 3 bathrooms
12–17 Aug
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 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
Apartment in Bradenton Beach
Three Piers Sunset
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
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
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
Home in Bradenton
Pool, Hot Tub, PickleBall, Firepit, 5 min to IMG
New place to stay, 4 bedrooms, 7 beds, 3.5 bathrooms
17–22 Aug
Top guest favourite
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
4.97 out of 5 average rating, 36 reviews, 7 bedrooms, 8 beds, 7.5 bathrooms
13–18 Sept
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
Top guest favourite
Home in Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
5.0 out of 5 average rating, 38 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Flat in Bradenton Beach
2BR with pool access & patio - walk to beach
4.39 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
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
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 6 beds, 4 bathrooms
21–26 Mar