Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
The Beach Condo #107 Beachfront Full View
Studio, 2 beds, 1 private bathroom
7–12 Aug
,
4.87 out of 5 average rating, 204 reviews
Home in Bradenton Beach
WE ARE BACK! Cute peak-a-boo waterview mobile
1 bedroom, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 3 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
New place to stay
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Longboat Key
North Longboat Modern Beach House Gem
4 bedrooms, 4 beds, 3.5 bathrooms
31 Jul – 7 Aug
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
5–12 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds, 2 bathrooms
14–21 Aug
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Home in Bradenton
Beach Bum 1 mile from IMG
2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
4.99 out of 5 average rating, 71 reviews
Superhost
Home in Sarasota
Bayside*Htd pool*Pickleball*Close to Beaches
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
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, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Bradenton
Pet-Friendly -3BR - Near AMI & IMG - Fenced Yard
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Bradenton
Sleeps 24 · Heated Pool · Pickleball · Arcade
7 bedrooms, 12 beds, 5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Tiny home in Bradenton Beach
Paradise Found in our cozy home on Anna Maria
1 bedroom, 1 bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 9 reviews
Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Villa in Sarasota
One Block from the Beach Lido Beach Palms 4
2 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
New place to stay
Place to stay in Longboat Key
2BR Beachfront Escape – Silver Sands #259 by RVA
2 bedrooms, 4 beds, 2 bathrooms
3–8 Jul
Top guest favourite
Place to stay in Sarasota
Lido Key Beach Escape | 2 Private Suites
2 bedrooms, 2 queen beds, 2 bathrooms
15–20 Jul
4.95 out of 5 average rating, 22 reviews