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Aug 14 - Aug 16

Top Rated Key West Hotels

Southernmost Beach Resort
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
Free Cancellation
$220
4.3/5 (182 reviews)

The property is huge. The grounds are well kept. Plenty of chairs available at the pools. Employees polite and helpful. Room was comfortable. The Tranquility Pool needed some love. Lounge chairs comfortable, but needed cleaning. The area needed to be maintained btter - swept, hosed down.

Reviewed on Feb 22, 2020
Guests of Southernmost Beach Resort have access to a full-service spa, 3 outdoor pools, and a fitness center. Self parking is offered for USD 31.50 per day. ...
Havana Cabana at Key West
Havana Cabana at Key West
3.5 out of 5.0 3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
$93
4.2/5 (88 reviews)

We spent 4 nights there. Great service. Friendly staff. The beds were so comfortable. The concierge was very helpful, pretty much anything you want to do just ask them. We rented a jeep and booked a jet skiing tour with them. The pool was amazing. There were blow up toys in the water everyday. My ...

Reviewed on Jun 25, 2020
Guests staying at Havana Cabana at Key West enjoy an outdoor pool, a 24-hour fitness center, and a spa tub. There's free parking and a free area shuttle. The ...
24 North Hotel Key West
24 North Hotel Key West
4.0 out of 5.0 3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
$111
4.0/5 (89 reviews)

Very nice hotel, pool area is great and relaxing!

Reviewed on Jun 18, 2020
Built in 2015, the brand new 24 North Hotel Key West features a marina, an outdoor pool, and a fitness center. There's free parking and an area shuttle. Front-desk ...
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5.0 3990 S Roosevelt Blvd, Key West, FL
Free Cancellation
$110
4.0/5 (39 reviews)

The staff were excellent in helping us plan our visit there

Reviewed on Jun 21, 2020
Guests staying at DoubleTree Resort by Hilton Grand Key - Key West enjoy an outdoor pool, a 24-hour fitness center, and free WiFi in public areas. There's limited ...
The Gates Hotel Key West
The Gates Hotel Key West
4.0 out of 5.0 3824 N Roosevelt Blvd, Key West, FL
Free Cancellation
$115
4.2/5 (37 reviews)

Hotel was very nice. Off the main strip of Key West; however, had a convenient free shuttle that was constantly running. We took advantage of this during our whole trip. Staff was very friendly and inviting.

Reviewed on Jan 22, 2020
Built in 2015, the brand new The Gates Hotel Key West offers an outdoor pool, a fitness center, and free WiFi in public areas. You can take advantage of free ...
Barbary Beach House Key West
Barbary Beach House Key West
3.5 out of 5.0 2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
$134
4.5/5 (8 reviews)

Location, bar/Restaurant, shuttle, on the beach! We really enjoyed our stay here.

Reviewed on Aug 5, 2020
At Barbary Beach House Key West, guests have access to an outdoor pool, WiFi in public areas, and a meeting room. There's free parking and an area shuttle. The ...
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3.0 out of 5.0 2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
$100
4.1/5 (46 reviews)

The swimming pool area was really nice and clean. They provided beach towels. Lovely property.

Reviewed on Jun 18, 2020
Guests of Fairfield Inn and Suites by Marriott Key West have access to an outdoor pool, a 24-hour fitness center, and free WiFi in public areas. There's free ...
Hilton Garden Inn Key West,The Keys Collection
Hilton Garden Inn Key West,The Keys Collection
3.5 out of 5.0 3850 N Roosevelt Blvd, Key West, FL
Free Cancellation
$88
3.8/5 (44 reviews)

Tariel serving our breakfast was so nice and helpful and especially giving attention to our 7 ur old grandaughter. We missed him when he was not there

Reviewed on Mar 20, 2020
Renovated in 2016, Hilton Garden Inn Key West,The Keys Collection features an outdoor pool, a fitness center, and a business center. If you drive, self parking ...
Pier House Resort & Spa
Pier House Resort & Spa
4.0 out of 5.0 1 Duval St, Key West, FL
Free Cancellation
$188
4.5/5 (59 reviews)

Beautiful place, great location to everything. Very clean

Reviewed on Jul 15, 2020
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. The front desk has multilingual staff on hand 24/7 ...

Luxury Hotels in Key West

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Pet Friendly Key West Hotels

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Key West

It might only be seven miles long but what it lacks in size, Key West more than makes up for in character. It has more in common with a Caribbean island than part of the Floridian archipelago, offering colorful clapboard streets, swaying palm trees, and the evening scent of moonflowers. Hotels in Key West offer you easy access to the beaches and attractions packed into this little oasis. Key West accommodation comes in all shapes and sizes, with something to suit all tastes and budgets.

The Best Beaches

While most of Key West’s coastline is made up of ragged coral, it does have some beautiful beaches tucked away. If you’re wondering where to stay in Key West to make the most of these, the good news is that most Key West hotels are just a short drive away, and many are often within an easy walking distance.

Widely-hailed as the best beach in the whole of the Florida Keys, Dry Tortugas is paradise personified. White-sanded and lapped by azure waters, it’s pristine and unspoilt. You’ll need to hop aboard the Dry Tortugas Ferry in order to get there, but the short journey is well worth it. For nature-lovers, the seas are teeming with colorful reef fish, graceful rays, and the occasional turtle. The land is also an oasis for wildlife and migratory birds. Dry Tortuga is home to Fort Jefferson, which you can explore at your leisure.

Smathers Beach

At the other end of the spectrum is Smathers Beach. Perfect for families, it’s only a short walk from some of the best hotels in Key West. The beach is packed with facilities, including beach-volleyball courts, sun-loungers for rental and a food truck. Smathers Beach is as popular with the locals as it is with visitors and is always busy.

Higgs Beach is another family-centric beach, and has enough to keep younger visitors interested all day long. It’s a pet-friendly beach and has tennis courts, volleyball nets, a playground, and a park especially for dogs. If you’re stealing some quiet time away with your partner, the pier is the ideal spot to watch the sun slip over the horizon, before enjoying a leisurely meal at a nearby restaurant.

Shopping and Bopping

By day, Duval Street in downtown Key West is the place to go for some serious retail therapy. You’ll find stores of almost every kind lining the street: from elegant boutique fashion retailers to fresh produce and bric-a-brac sold at the Duval Street Market. It’s also the site of the Hemingway Days festival. Book your Key West hotels in July to experience this six-day celebration of the island’s most famous author. In addition to the marlin-fishing contests, literary talks and book signings, there’s the Ernest Hemingway Lookalike Competition. If you’re willing to grow a big white beard, you could be in with a chance!

By night, Duval Street acts as the epicenter of Key West’s vibrant nightlife. The air is filled with the smells of sizzling fish and meat from the many restaurants which dot the area. There’s also an abundance of places to grab a drink or two, such as the aptly-named Margaritaville.

Events

Floridians need no excuse to party, but Key Westers take it to another level. Almost every day seems to have some celebratory tag attached to it, giving the whole island a permanent carnival atmosphere.

With several Victorian mansions and the island’s oldest churchyard, ghost stories go hand-in-hand with Key West; even some of the hotels in Key West are reputed to be haunted. There are some excellent ghost tours for those who want to learn a little about Key West’s invisible inhabitants.

If you really want to tap into Key West’s carnival vibes, head to Mallory Square. Each evening, the setting of the sun is celebrated with street entertainment, including fire breathers, high-wire walkers, sword swallowers and live music.

Recent Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.