filters

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
,
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
15–20 Sept
5.0 out of 5 average rating, 6 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
8–15 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
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
8–15 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds
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
8–15 Sept
4.96 out of 5 average rating, 26 reviews
Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5 bedrooms, 6 beds
21–26 Mar
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds
8–13 Sept
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
Place to stay in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
1 bedroom, 2 beds
20–25 Sept
4.67 out of 5 average rating, 6 reviews
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds
14–19 Sept
4.98 out of 5 average rating, 126 reviews
Apartment in Sarasota
Sarasota Designer Waterfront Retreat * Paddleboard
2 bedrooms, 2 beds
22–29 Sept
New place to stay
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds
15–22 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Bradenton Beach
New! Gulf Views • Rooftop • Bridge St • Game Room!
5 bedrooms, 10 beds
8–13 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Bradenton
Pool, Hot Tub, PickleBall, Firepit, 5 min to IMG
4 bedrooms, 5 beds
2–7 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds
11–16 Oct
5.0 out of 5 average rating, 7 reviews