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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
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–19 Aug
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
11–18 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
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
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
4–11 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
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 Bradenton Beach
Bradenton Beach Getaway | Steps to Sand & Dining
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 121 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 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
Superhost
Room in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio!
New place to stay, 1 queen bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Sarasota
Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
4.94 out of 5 average rating, 68 reviews, 2 bedrooms, 5 beds, 2 bathrooms
16–23 Aug
Top guest favourite
Flat in Treasure Island
Beachfront Gem | Spacious Corner Unit #501
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds, 1 bathroom
16–21 Aug