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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Home in Longboat Key
Beautiful Beach House
3 bedrooms, 4 beds, 2 private bathrooms
2–7 Aug
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4.97 out of 5 average rating, 111 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–22 Sept
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 bed, 1 bathroom
8–13 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
26–31 Jul
Guest favourite
Rooms in Sarasota
Lido Key Beach Escape | 2 Private Suites
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 queen beds, 2 bathrooms
21–26 Jul
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
21–26 Jul
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 120 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 beds, 2 bathrooms
15–20 Apr
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5.0 out of 5 average rating, 165 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 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
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
Lido Beach Bungalow
5.0 out of 5 average rating, 28 reviews, 2 beds, 1 bathroom
4–9 Aug
Home in Bradenton
Heated Pool, Sport Court, Mini Golf, Firepit
4.75 out of 5 average rating, 4 reviews, 4 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
5.0 out of 5 average rating, 269 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 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
Superhost
Guest house in Sarasota
Cozy Nest 100% Private w/ Side Entrance
New place to stay, 1 bedroom, 1 bed, 1 bathroom
8–13 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