Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the best price available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Longboat Key 4 Star Hotels

See all 1,885 Hotels in Longboat Key
The Don CeSar

The Don CeSar

3400 Gulf Boulevard, St. Pete Beach
4.5 out of 5.0
4.3 out of 5 (1,493 reviews)
I LIKED BEING ON THE OCEAN. THE STAFF WAS VERY COURTEOUS. THE FOOD WAS DELI CIOUS. i MET SOME WONDERFUL PEOPLE THERE, AND EVERYBODY WAS KIND, AND WENT OUT OF THEIR WAY TO MAKE YOU FEEL WANTED AND HAPPY. It was an eXPERIENCE I WILL NEVER FORGET. i loved being in the water, and everybody knew how to ...
  Jan 15, 2018

$299

$299
Ramada Venice Hotel Venezia

Ramada Venice Hotel Venezia

425 Us Highway 41 Byp N, Venice
4.0 out of 5.0
4.2 out of 5 (903 reviews)
Winter VacationClean, quiet, and friendly. Right in the middle of everything on the sun coast.
  Jan 18, 2018

$93

$93
Bentley's Boutique Hotel, BW Premier Collection

Bentley's Boutique Hotel, BW Premier Collection

1660 South Tamiami Trail, Osprey
4.0 out of 5.0
4.1 out of 5 (1,749 reviews)
Great Value , Wife loved it.Not new but it looked, smelled and felt like it was new. Heated pool with a TIKI bar. Rooms were awesome, great shower, beds were a bit firm. Close to Venice Beach or Siesta Key. Great breakfast serving from 6-10 which was free. They have a self serve coffee bar which had expresso, hot chocolate, ...
  Jan 17, 2018

$134

$134
Tropical Beach Resorts

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key
4.0 out of 5.0
4.5 out of 5 (2,029 reviews)
Nicely remodeled Comfortable for a studio Has nice bed and sofa bed
  Jan 18, 2018

$161

$161
The Westin Sarasota

The Westin Sarasota

1175 N Gulfstream Ave, Sarasota
4.5 out of 5.0
4.5 out of 5 (41 reviews)
Beautiful modern hotel with spacious rooms and fantastic exercise room.
  Jan 18, 2018

$144

$144
Holiday Inn Sarasota Airport

Holiday Inn Sarasota Airport

8009 15th Street E, Sarasota
4.0 out of 5.0
4.4 out of 5 (612 reviews)
Nice and Cleanvery nice and clean. I enjoyed breakfast. The room did not have a sitting area which is shown on picture expedia. when I picked the room, I chose the one has sitting area. disappointed.
  Jan 7, 2018

$119

$119
Hyatt Regency Sarasota

Hyatt Regency Sarasota

1000 Blvd Of The Arts, Sarasota
4.5 out of 5.0
4.4 out of 5 (933 reviews)
Wish they had something going on New Year’s Eve- luckily Ritz is close by
  Jan 7, 2018

$215

$215
Lido Beach Resort

Lido Beach Resort

700 Benjamin Franklin Dr, Sarasota
4.0 out of 5.0
4.2 out of 5 (1,172 reviews)
Nice place facing th eebach.Overall, nice because of the location- although it was very cold and we did not swim or use any of the 'resort' facilities (although one still pays for them). While the weather is not under the hotel's 'control, they do not go out of their way to 'compensate' in any small way. On a very cold morning ...
  Jan 10, 2018

$279

$279
Siesta Key Beachside Villas

Siesta Key Beachside Villas

124 Columbus Blvd, Siesta Key
4.0 out of 5.0
4.2 out of 5 (206 reviews)
Perfect Getaway!Super cute place located in the heart of Siesta Key. Quick (less than 5 minutes) walk to beach or the Village. The rooms are a little tight, but well appointed if you want to cook a quick bite. Each bungalow has a little area outside to hang, which was well used! It has a Key West feel to it. The ...
  Dec 29, 2017

$219

$219
Zota Beach Resort

Zota Beach Resort

4711 Gulf of Mexico Dr, Longboat Key
4.0 out of 5.0
4.7 out of 5 (26 reviews)
Very comfortable and relaxed setting! Would definitely stay again.
  Jan 9, 2018

$232

$232
Map

The preparation of any much-needed trip gets started with deciding on a great destination. Longboat Key has been a popular local with travelers because of everything it offers. But, "location, location, location" applies to more than just your destination. Now that you have a feeling for this city, it is time you to get to know your home away from home.

Accommodations as Gorgeous as the City

Longboat Key saw its fair share of visitors this past year. Our review section contains tips and tricks on which property will satisfy your needs for a fabulous trip. The resorts found here strive to make your vacation as pleasant as your days and nights exploring Longboat Key. You won't have to go far for to sustain your workout schedule, an energizing plunge, or gourmet dinner during your stay, thanks to all these hotels offer. They work hard to make their grounds and facilities pleasing from the time you step out of your car and with every step across their floors. Longboat Key has marvelous hotels that offer the ideal escape.

Rooms have been designed to keep you as cozy as possible, with amenities like ultra-comfortable bedding, designer bathroom products, and in-room coffee or tea. So, sit back and decompress. Moreover, if you find that you are need of anything else, you can be confident the staff will do their best to ensure you continue to be satisfied during your stay. These accommodations are so nice that you'll regret the day you have to go back home.

Book a 4-Star Hotel in Longboat Key Today!

A holiday to Longboat Key should be one that you'll remember for years to come, and booking a 4-star hotel will help create memories that are fabulous. Make sure to book soon. With so few lodgings, and plenty of people wanting to travel to Longboat Key, you may miss the chance to book your perfect place.

Recently booked 4 Star Hotels in Longboat Key

The Resort at Longboat Key Club
4.5 out of 5.0
Last booking: 7 hours ago
Zota Beach Resort
4.0 out of 5.0
Last booking: 7 hours ago
Silver Sands Gulf Beach Resort by RVA
3.5 out of 5.0
Last booking: 21 hours ago
The Beach on Longboat Key by RVA
3.5 out of 5.0
Last booking: 45 hours ago