Hotels in Key West, Florida with Restaurant

Key West hotels (11 - 20 of 25)  

Pearl's Key West

3 stars 525 United Street
Key West, FL 33040
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Pearl's Guesthouse offers a relaxed and welcoming atmosphere in the American Caribbean for adults over 21.

***Please note..All guests booking during Spring Break must be 25yrs old to checkin with a valid drivers license.***

The award winning property features historic buildings (including a renovated cigar factory), lush landscaping, two heated pools, two hot tubs and Pearl's Patio bar and grill. We combine guesthouse ambience with resort amenities that include concierge service, free Wi-Fi, on-site massage and the Strand restaurant, which serves cooked to order breakfast daily. Our 38 rooms and suites range from the simple to the deluxe to satisfy a variety of budgets. All rooms are Non-Smoking. Pearl's, as an all-welcoming, mostly adult, gay-friendly, straight-friendly resort,embodies the true One Human Family spirit that makes Key West Key West.Pearl's Guesthouse is ideally located in America's southernmost city, just a half block from Duval Street and two blocks from the Atlantic Ocean. All the major attractions of Key West are within walking or biking distance and biking is a great way to get around on our small island. Friendly staff can arrange for all kinds of excursions: fishing, snorkeling, kayaking, even sky-diving and more to complete your Keys experience. Behind the gates of Pearl's is the place to catch the spirit of Key West - Pearl's Patio, Key West's Cozy Tropical Bar. Open daily starting at noon, the bar offers happy hour on weekdays, daily activities and frequent special events.

Courtyard by Marriott Key West Waterfront

3 stars 3031-41 North Roosevelt Boulevard
Key West, FL 33040
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Get FREE high-speed Internet access at the Courtyard Key West Waterfront. This Key West hotel is located on the Gulf of Mexico in the "New Town" section of Key West. The Courtyard Key West is located within a 10 minute drive of any attraction on the island and features spacious guest rooms and suites. It features a large outdoor junior olympic size heated swimming pool and nearby hot tub, a Tiki Bar located adjacent to the pool, a private sunbathing beach, a 300 foot observation boardwalk, a free computer workstation in the lobby, complimentary in-room refrigerators and laptop size safes, and a concierge agent to help you plan your Key West vacation. Look for our Advance Purchase packages for our "Suite" deals including breakfast!Complimentary shuttle service is available to and from the downtown Key West area from 8am to 11pm.

Doubletree' Grand Key Resort

3 stars 3990 S. Roosevelt Blvd
Key West, FL 33040
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Welcome to DoubleTree by Hilton Hotel Grand Key Resort – Key West, where a friendly staff member is waiting to welcome you with a freshly baked chocolate chip cookie. Everything you need is available in the hotel, from a 24-hour business center to three meals a day served in the full-service Palm Haven Restaurant.Relax in luxury at our first-class Key West, Florida resort. The DoubleTree by Hilton Hotel Grand Key Resort - Key West is perfect for your next tropical getaway to the Florida Keys.Start your day with a delicious Wake Up DoubleTree Breakfast and enjoy complimentary high-speed internet access in your guest room. Upgrade to a superior room and enjoy a superb balcony view that overlooks lush tropical landscaping. The pool features a waterfall, whirlpool, and large sunbathing decks ideal for lounging while sipping a refreshing cocktail from the Tiki Bar. Hold your business meeting or social event for up to 300 guests in one of our seven venues.Stay at our Key West, Florida resort, just 1 mile from Key West International Airport, and take advantage of the complimentary hotel shuttle service to the beaches, the marinas, and downtown Key Wes

The Inn At Key West

3 stars 3420 North Roosevelt Blvd.
Key West, FL 33040
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Welcome to Key West!

A NEWLY RENOVATED Key West Hotel Like No Other



If you're looking for a Key West hotel that's as perfect for business as it is for pleasure, you've found it at the Inn at Key West. Discover the numerous ways that our Key West hotel has redefined lodging and hospitality in South Florida. Enjoy the beautiful Key West area beaches. Take advantage of our elegant restaurant dining facilities. Relax within the inviting, tropical splendor of the largest pool in Key West. Or visit the fine shops that abound in Key West. These amenities are just the beginning of all that our Key West hotel offers to make your experience extraordinary.

Parrot Key Hotel and Resort

3 stars 2801 North Roosevelt Blvd
Key West, FL 33040
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Parrot key resort in floridas key west immerses guests in a vacation experience unlike any other- in this historic southernmost florida city. With meticulous attention to detail- quality and style–parrot key is an unmatched setting for an island retreat- boasting the largest hotel rooms in key west and spectacular florida bay waterfront views. Set among five acres of award-winning landscaping and palm groves- the newest waterfront key west hotel features 146 rooms with four secluded swimming pools- each nestled in its own garden paradise. Experience white-sand sunbathing terraces- spectacular sunsets- onsite water sports- and of course- the electric happenings of key west. Just outside your front door- enjoy casual barefoot dining and refreshments poolside- at café blue. The resorts beautifully appointed waterfront hotel rooms and suites transport guests to another place and time with sophisticated interior design and first-class amenities- withflorida keys conch-style architecture- unique handmade furnishings- exceptional sculpture gardens- and lovely original art commissioned expressly for parrot key resort. Parrot key offers 148 distinctive hotel rooms- plus one and two-bedroom suites- delivering elegant and comfortable accommodations with the finest features- finishes- and high-tech conveniences. Just minutes from world famous duval street and mallory squares historic district and nightly sunset celebrations- parrot key offers close proximity to key wests many attractions yet provides the private luxury of an exclusive resort.

Southernmost Hotel

3 stars 1319 Duval Street
Key West, FL 33040
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The Southernmost Hotel in the USA is located in the heart of historic old town; away from the hustle of Key West activities, but close enough to the excitement when you want it. The Southernmost Hotel is just across the street from Atlantic Ocean, about half a block from the Southernmost Point in the USA, and a stones throw from a wide array of casual and gourmet dining, eclectic stores, unique art galleries; and island nightlife. Our guests can enjoy access to an abundance of free amenities like free parking, complimentary wireless internet, free resort activities, free use of beach chairs, access to 3 heated pools, full service concierge, charging privileges at the brand new poolside Pineapple Bar, the Shores Bar at the Southernmost on the Beach, and the Southernmost Beach Cafe restaurant. Bicycle rental is also available right on property. No hidden resort fees at the Southernmost!

Fairfield Inn & Suites by Marriott Key West

3 stars 2400 North Roosevelt Boulevard
Key West, FL 33040
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Fairfield Inn Key West combines the authentic style of Marriott with island flare. Located less than three miles from the airport, our hotel, with free property-wide WiFi, Tiki Bar and resort-style pool, is the best of Key West hotels. Beautifully-appointed Guestrooms offer an array of amenities including LCD TVs with free HBO, microwave, mini-fridge and free WiFi. Indulge in our complimentary hot breakfast buffet served poolside each morning. Our dedicated staff is committed to providing you with an exceptional Key West experience as your one-stop source of area information for sightseeing, dining, nightlife and water sports. Our onsite Scooter & Bicycle Rental provides the best way to get around our 8 square mile island paradise. Guests appreciate our close proximity to exciting attractions including historic Old Town, Duval Street Shops, the Ernest Hemingway House and Key West Lighthouse. With a prime location and unexpected amenities, Fairfield Inn Key West is the top choice among Key West hotels.

La Mer and Dewey House

3 stars 506 South St
Key West, FL 33040
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These splendid representations of turn-of-the-century architecture serve as a perfect romantic getaway. Located in the heart of Old Town and overlooking the beach ocean and lush gardens each unique room opens to a tropical paradise. All of the recently renovated luxury guest rooms have a private bath and king queen or two double beds. Complimentary Continental Breakfast and Afternoon Tea with 24 hour latte service are provided along with morning newspaper and turn down service.

Lexington Hotel Key West

3 stars 3850 N Roosevelt Blvd
Key West, FL 33040
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The tropically landscaped Hotel Key West boasts amenities that will accommodate your business and leisure needs. spacious rooms and suites feature free wireless high-speed Internet, luxury bedding, air conditioning, coffee makers, irons, hairdryers, HBO, and refrigerators and microwaves (only poolside rooms). Work on your tan by our outdoor heated swimming pool with spa tub, and grab a drink and a bite at the Poolside Tiki Bar or at InKahoots Restaurant (kids eat free). And remember, parking is free, and we can accommodate trailers and buses!Businesses: Florida Keys Community College, Key West Golf Course, Boca Chica Naval Air Station, Key West International airport.Attractions: Key West Golf Course, Key West Botanical Gardens, Local Shopping, Smathers Beach, Old Town Trolley, Conch Train, Tennessee Williams Theater, The Dry Tortugas, Ernest Hemingway Home Museum, Harry S. Truman Little White House, Mel Fisher Maritime Museum, Audubon House Museum. Legendary attractions include Sloppy Joe's, sunsets at Mallory Square, Diving, swimming with dolphins and Fishing Tarpon and other fish from our tropical waters. The hotel provides amenities like Dry cleaning, Lobby, Free truck parking, Free RV parking and Jacuzzi. PLEASE NOTE : Guests must be 21 years old to check in.

Marquesa Hotel

3 stars 600 Fleming Street
Key West, FL 33040
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Welcome to Key West's finest small hotel set in the center of the historic district. A compound of four buildings set around a lush interior garden and two swimming pools, the Marquesa offers a quiet retreat for those wanting luxury and privacy. The transformation from 1884 conch houses to beautifully restored rooms and suites with marble baths and all amenities has brought the Marquesa many awards, including being named the 1 Hotel in Florida in Travel and Leisure Magazine's Top 100 and 1 on Tripadvisor. Our location is perfect for exploring Key West - just one block from Duval Street, four blocks from Mallory Square and the Gulf of Mexico, and a mile from the Atlantic Ocean. A car is not necessary - it is all within walking distance. We do, however, offer free off-street parking if you drive to Key West. Our guest rooms will enchant you. They are immaculate, light and airy, equipped with all amenities to make you feel at home-only more pampered. In the evening your bed will be turned down, fresh towels put in place, a Godiva chocolate on your pillow to savor. In the morning, for a nominal charge, we will bring a continental breakfast to your room or serve it to you in our poolside garden with the sounds of a sparkling fountain and trickling waterfall in the background. If you must stay in touch, we offer two DSL computer workstations for guests and WIFI throughout the property for those with equipped laptops. Sorry, pets are not accepted. ALL GUEST ROOMS ARE SMOKE-FREE. CHILDREN Children 14 and older are welcome. No children under the age of 14 are permitted.