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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Beachfront Escape – Private Balcony, Gulf Views
1 bedroom, 3 beds, 1 private bathroom
23–28 Sept
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4.89 out of 5 average rating, 120 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
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 6 beds, 2 bathrooms
3–8 Jan
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 beds, 2 bathrooms
15–20 Apr
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
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 Holmes Beach
3BR Dog Friendly | Pool | Patio | Garage Parking
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
10–17 Aug
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds, 2 bathrooms
9–16 Jan
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, 38 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Apartment in Longboat Key
Beach Castle 12
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, No bathroom
12–17 Aug
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
14–19 Aug
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 7 beds, 2 bathrooms
10–15 Sept
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
5.0 out of 5 average rating, 21 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Home in Anna Maria
Well-Maintained 3BR Gulfview | Pool | Patio | W/D
4.68 out of 5 average rating, 57 reviews, 3 bedrooms, 5 beds, 2 bathrooms
10–15 Aug