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Search results; Over 1,000 homes in Longboat Key

Flat in Longboat Key
Private beach one-bedroom cottage at quaint resort
1 bedroom, 2 beds, 1 private bathroom
19–24 Sept
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5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 6 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
10–17 Sept
5.0 out of 5 average rating, 4 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
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
10–17 Sept
5.0 out of 5 average rating, 3 reviews
Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5 bedrooms, 6 beds, 4 bathrooms
21–26 Mar
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds, 2 bathrooms
3–10 Oct
4.97 out of 5 average rating, 72 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
10–17 Sept
4.96 out of 5 average rating, 26 reviews
Place to stay in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.67 out of 5 average rating, 6 reviews
Superhost
Home in Sarasota
The Aviator | 7 Mins From SRQ | Pool | Giga Wifi
3 bedrooms, 3 queen beds, 2 bathrooms
10–15 Sept
New place to stay
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Apartment in Bradenton Beach
Largest Pool • Private Beach Access • Pickleball
2 bedrooms, 3 beds, 2 bathrooms
12–19 Sept
5.0 out of 5 average rating, 17 reviews
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
Top guest favourite
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
4 bedrooms, 7 beds, 3 bathrooms
12–19 Sept
5.0 out of 5 average rating, 8 reviews
Apartment in Sarasota
Downtown Sarasota Condo. Pool/Gym and Bay Views!
2 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
New place to stay
Guest house in Sarasota
12 min f/ beach, e-bikes available, walk to town
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 127 reviews