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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
,
4.98 out of 5 average rating, 249 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
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds, 2 bathrooms
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, 2 bathrooms
10–17 Aug
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
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
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds, 2 bathrooms
26 Aug – 2 Sept
4.88 out of 5 average rating, 109 reviews
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds, 2 bathrooms
14–21 Aug
New place to stay
Apartment in Longboat Key
Beach Castle 12
2 bedrooms, 4 beds, No bathroom
12–17 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds, 2 bathrooms
3–10 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Superhost
Home in Bradenton Beach
Bermuda Bay Club 1427 by Duncan Real Estate
3 bedrooms, 4 beds, 3 bathrooms
2–9 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, 1 bathroom
30 Aug – 4 Sept
4.39 out of 5 average rating, 31 reviews
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Home in Holmes Beach
Swell Life-Beach Front Home!
4 bedrooms, 6 beds, 4 bathrooms
15–22 Aug
5.0 out of 5 average rating, 10 reviews
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, 4 reviews
Home in Anna Maria
Well-Maintained 3BR Gulfview | Pool | Patio | W/D
3 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
4.68 out of 5 average rating, 57 reviews