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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open Sept 13th-16th, $225/nt + Fees!
Studio, 2 beds, 1 private bathroom
5–10 Oct
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4.98 out of 5 average rating, 254 reviews
Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Bradenton Beach
New! Pool + Rooftop+ 2 Min Walk to Beach & Bay!
3 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
8–15 Sept
5.0 out of 5 average rating, 3 reviews
Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 4 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
8–15 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
15–22 Sept
5.0 out of 5 average rating, 14 reviews
Luxe
Home in Sarasota
Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds, 5.5 bathrooms
8–15 Sept
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
29 Nov – 4 Dec
4.96 out of 5 average rating, 49 reviews
Superhost
Home in Sarasota
Waterfront Escape, Heated Pool, Near Lido Beach
3 bedrooms, 6 beds, 3.5 bathrooms
16–21 Sept
Top guest favourite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 108 reviews
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds, 1.5 bathrooms
8–15 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Bradenton
New! Luxurious Retreat w/ Resort Amenities by AMI!
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.94 out of 5 average rating, 50 reviews
Guest favourite
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
4 bedrooms, 4 beds, 3 bathrooms
8–15 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sarasota
Luxury Sport Vacation Pool House-Downtown Sarasota
3 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 49 reviews