filters

Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open Sun - Wed, $199/nt + Fees!
Studio, 2 beds, 1 private bathroom
5–10 Oct
,
4.98 out of 5 average rating, 254 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
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
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds
9–14 Sept
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
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
Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds
21–26 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
Luxe
Home in Sarasota
Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds
9–16 Sept
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
3 bedrooms, 6 beds
4–9 Oct
5.0 out of 5 average rating, 109 reviews
Superhost
Home in Sarasota
Waterfront Escape, Heated Pool, Near Lido Beach
3 bedrooms, 6 beds
16–21 Sept
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds
29 Nov – 4 Dec
4.96 out of 5 average rating, 49 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds
9–14 Sept
Superhost
Apartment in Longboat Key
Side Views, Full Vibes | Gulf 1BR Escape 2nd Fl
1 bedroom, 4 beds
12–17 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
5 bedrooms, 10 beds
8–15 Sept
4.98 out of 5 average rating, 51 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, 30 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds
9–16 Sept
5.0 out of 5 average rating, 11 reviews