filters

Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Discounted August & September!
Studio, 2 beds, 1 private bathroom
26–31 Oct
,
4.98 out of 5 average rating, 251 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
22–29 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
12–19 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds
25 Aug – 1 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds
17–22 Aug
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Holmes Beach
Make Beach Memories Luxury AMI House Steps to Sand
2 bedrooms, 3 beds
12–19 Aug
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds
16–23 Aug
5.0 out of 5 average rating, 14 reviews
Home in Holmes Beach
3BR Dog Friendly | Pool | Patio | Garage Parking
3 bedrooms, 5 beds
17–24 Aug
New place to stay
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
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds
20–27 Sept
4.94 out of 5 average rating, 71 reviews
Home in Tampa
Resort Backyard - Pool, Pickleball & Putting Green
4 bedrooms, 5 beds
24–29 Aug
New place to stay
Townhouse in Bradenton Beach
Spacious 3BR Oceanview | Pool | Hot Tub | Dock
3 bedrooms, 4 beds
23–30 Aug
4.94 out of 5 average rating, 16 reviews
Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
12–19 Aug
4.96 out of 5 average rating, 25 reviews