The Key West hotels featured by Cool Key West represent the full range of Key West accommodations. Whether you want secluded luxury for a romantic getaway, a family-friendly beach front resort, Cheap Hotels in Key West, cozy bed and breakfast, or even the perfect facility for a corporate event or large family gathering, you will find the best prices and selection right here on the Cool Key West. Click through our listed hotels and comparison shop dates and rates. Look at detailed photo tours and read real customer reviews. Then book online conveniently and securely with Cool Key West.
The variety of Hotels in Key West makes it easy to find accommodations perfectly suited to your vacation plans and preferences. Key West hotels range from exclusive luxury resorts on private islands to quaint bed and breakfasts in the heart of old town. In between are the beautiful properties of the big international chains, classic downtown hotels once frequented by Ernest Hemingway and Tennessee Williams, and family-owned retro motels.
Start your Key West hotel search by considering the style of vacation you like. Are you looking for a quiet, relaxing stay in Key West, or do you plan to fill each day with many Key West Activities? Do you like water sports, and hope to try some kayaking or paddle-boarding, jet skiing, snorkeling, or scuba diving? Maybe mornings of lounging on Key West Beaches, followed by massages or spa treatments are more your style? Plan to do a lot of partying along Duval Street? When you know your plans, it is easy to find a resort or hotel that combines the ideal offering of services and amenities with a convenient location to make for a stress-free, fun, and unforgettable stay in Key West.
For an activity-filled vacation or a fun family trip, check out a beach front resort that offers a full complement of water sports and touring activities. Key West Resorts feature private beaches and access to options like kayaking, jet skiing, scuba-diving, or fishing. At a resort, putting together a daily itinerary of fun activities and entertainment is far easier and more economical than locating and running around to many separate places and providers.
If you are looking for romantic time together with someone special, search for a luxury hotel were pampered privacy and deluxe service are the primary features. For the ultimate getaway, book a beautifully appointed cottage on private island Sunset Key. Enjoy seclusion, yet reach the activities of downtown with a short ferry ride. Another good choice for couples is a Key West Bed and Breakfast. Stay in a historic local home in a residential neighborhood and enjoy a cozy room and warm home décor in an intimate setting. Bed and breakfasts offer unique, charming, and comfortable accommodation at reasonable prices.
Key West also offers oceanfront accommodations that feature beach access, yet are near the busy downtown area. These hotels are a great choice for those who want to enjoy easy access to dining, shopping, or night life. You can be steps away from the hustle and bustle of Mallory Square, the cruise ship docks, and the activities of Duval Street. Walk to the nightly Key West Sunset Celebration, then hit the Key West bars and pubs on the route of the infamous Duval Crawl, and experience the many dining, dancing, and nightlife options of old Key West with no worries about transportation back to your room.
Cool Key West features the best prices and easiest booking for Key West hotels and accommodations. Use our secure information and booking service, skip the hassle of guesswork, and plan dream Key West Vacations with Cool Key West.
The Palms Hotel is the perfect hybrid of a quaint historically built guesthouse with all the amenities of a modern hotel in the Historic Old Town district of Key West. Surrounded by gracious Victorian and quaint Conch architecture. Check-in is at 4 00 PM. Guests planning to arrive before or after this time must contact the property at least 48 hours prior to arrival to receive special check-in instructions.
820 White Street , Key West, FL Check in time: 4pm / Check out time: 11am Rooms: 31
Centrally located in Key West’s Old Town, this intimate Florida inn offers bright, tropical rooms. It is 4 blocks from the beach and 2 blocks to dining on Duval Street. An Island Oasis features a deluxe continental breakfast buffet that is served in the tropical garden every morning. Barbecue facilities are also available for guests’ use. A microwave, refrigerator and coffee facilities are provided in each cheery room.
630 South Street, Key West, FL Check in time: 4pm / Check out time: 11am Rooms: 6
Located in Key West, Florida, only a short distance from beautiful beaches and the city centre, this resort offers spacious, completely non-smoking accommodations along with many thoughtful amenities. While staying at the Best Western Key Ambassador Resort Inn, guests can enjoy stunning views of the ocean along with a spacious outdoor pool, a free continental breakfast and delicious on-site dining.
3755 South Roosevelt Boulevard, Key West, FL Check in time: 3pm / Check out time: 12pm Rooms: 100 Pet Friendly
Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Resort is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside Cafe Blue and Tiki Bar. The property is completely non-smoking. Guests at the Parrot Resort can spend the day kayaking.
2801 N Roosevelt Blvd, Key West Check in time: 4pm / Check out time: 11am Rooms: 146
Placed along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. Crowne Plaza Hotel Key West – La Concha features an outdoor pool and contemporary fitness centre. After working in the business centre, guests can relax with a drink on the hotel’s rooftop observation deck and watch the sunset. The guestrooms at the Key West Crowne Plaza boast unique services for a memorable stay.
430 Duval St, Key West Check in time: 4pm / Check out time: 11am Rooms: 160
This Key West, Florida resort offers in-room massages. Guest rooms include free Wi-Fi. The resort offers free shuttle service to and from the Key West International Airport. Every room at the Doubletree Grand Key Resort includes an iPod docking station. A mini-refrigerator and a coffee maker are also available in the rooms. An outdoor pool and a fitness room are available at the Grand Key Resort Doubletree.
3990 South Roosevelt Boulevard, Key West, FL Check in time: 3pm / Check out time: 11am Rooms: 215
The Blue Parrot is a relaxed friendly and quiet house that welcomes all adults 16 and up,children are not allowed. Originally built in 1884, the inn reflects classic Bahamian charm with an overlay of Victorian gingerbread. Sweeping verandas provide outside access to the rooms. It is located just off US1 Truman Ave , and only 2 blocks from the famous Duval St. Beaches, restaurants, clubs, shops and galleries are all within very easy walking distance.
916 Elizabeth Street, Key West, FL Check in time: 2pm / Check out time: 11am Rooms: 10
Located on Key West Island in the Florida Keys, this beachfront resort features an on-site spa and fitness centre. Free Wi-Fi is provided throughout the hotel. The Old Town is 5 minutes’ walk away. A private balcony is found in each contemporary room at the Hyatt Key West Resort and Spa. The rooms are decorated in bright colours and stylish furnishings. They are equipped with a flat-screen cable TV and a small refrigerator. Guests of the Key West Hyatt Resort can pamper themselves at the Jala Spa which that a variety of treatments.
601 Front Street, Key West, FL Check in time: 4pm / Check out time: 11am Rooms: 108 Pet Friendly
Situated in Key West, Florida, this hotel is located on the Gulf of Mexico and features an outdoor heated pool. Guest rooms include cable TV with HBO and free Wi-Fi. Coffee facilities are available in every room at the Courtyard by Marriott Key West Waterfront. These spacious rooms also provide an in-room safe. Waterfront Courtyard by Marriott Key West includes a jacuzzi and a 24-hour gym. The concierge desk can help with area attraction tickets and laundry facilities are on site. Fort Zachary Taylor is 3.3 miles from the hotel.
3031 North Roosevelt Boulevard, Key West, FL Check in time: 3pm / Check out time: 12pm Rooms: 68
Moments away from the pristine beaches of sunny Key West, Florida, this all-suite hotel features a variety of modern amenities and facilities, in a tropical and relaxing atmosphere. The Sheraton Suites Key West were designed with comfort and relaxation in mind. Guests at the Key West Sheraton can travel stress and worry-free with the hotel’s shuttle service to city centre attractions.
2001 South Roosevelt Boulevard, Key West, FL Check in time: 4pm / Check out time: 11am Rooms: 183
Sunset Key Guest Cottages, A Westin Resort is located on gorgeous Sunset Key, a secluded 27-acre Florida island. Comprising seven acres of the island, the cottages are designed for the sophisticated traveler who demands the very best. The surrounding acreage is dedicated to the most exclusive residential community in Key West, Florida. The superbly appointed cottages are nestled amidst swaying palm trees alongside a white, sandy Florida beach.
245 Front St, Key West Check in time: 4pm / Check out time: 11am Rooms: 40 cottages
The Key West Bayside Inn and Suites is located 4 miles from the excitement of Duval Street. Guests will enjoy a daily continental breakfast with a waffle station as well as an outdoor pool. Free Wi-Fi is included in every room of this Key West hotel along with coffee-making facilities. Suites include a full kitchen as well as a private balcony with views of the Gulf of Mexico. A convenience shop is featured on site at the Bayside Inn and Suites Key West.
3444 North Roosevelt Boulevard, Key West, FL Check in time: 3pm / Check out time: 11am Rooms: 64 Pet Friendly
Located in Key West, Florida and just 2 minutes’ drive from historic Duval Street, this adult-only bed and breakfast features an outdoor swimming pool and a daily continental breakfast. Free Wi-Fi is also available. Towels and ironing facilities are offered in each of the air-conditioned rooms at La Pensione Inn. An alarm clock is included for added convenience. A daily maid service and daily newspaper are available to guests at La Pensione Inn Key West.
809 Truman Avenue, Key West, FL Check in time: 2pm / Check out time: 11am Rooms: 9
This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and pool. All accommodations at The Artist House feature a flat-screen cable TV, small refrigerator, and microwave. In-suite tea and coffee-making facilities are also provided. This bed and breakfast offers a complimentary happy hour and free Wi-Fi.
534 Eaton St, Key West Check in time: 2pm / Check out time: 11am Rooms: 7
Authors Guesthouse is a private compound of historic Conch style houses, suites and rooms, dedicated to authors who called Key West home. All rooms are air conditioned with private baths, cable television,telephones and refrigerators. Authors is located in the historic Old Town district of Key West, close to all activities. Come, relax and enjoy our pool, tropical gardens and sun decks.
725 White Street, Key West, FL Check in time: 2pm / Check out time: 11am Rooms: 9
This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a hot breakfast and enjoy two outdoor pools. All accommodations feature a small refrigerator and microwave. Ambrosia Key West guests will also have in-suite Keurig tea and coffee-making facilities. Ambrosia Key West is pet-friendly and offers guests free Wi-Fi.
622 Fleming St, Key West Check in time: 3pm / Check out time: 11am Rooms: 20
This 4-star resort features a private sandy beach and a pool with Gulf of Mexico views. It offers a free shuttle to downtown Key West and a rooftop helicopter pad. All accommodation at the Key West Beachside includes 32” LCD TVs and iPod docks. A grocery shopping service, along with room service are available upon request. The Key West Marriott Beachside Resort has been recognized for its commitment to environmental sustainability. Tavern N Town ever-changing dishes include steak house favorites and seafood delicacies.
3841 N Roosevelt Blvd, Key West Check in time: 4pm / Check out time: 11am Rooms: 215
A tropical style, gated compound in Old Town Key West located just blocks from downtown and the beaches. We have a variety of accommodations, most with kitchens, in a courtyard setting with a lovely pool. Free off-street parking available. Check-in is at 2 00 PM. Guests planning to arrive before or after this time must contact the property at least 48 hours prior to arrival to receive special check-in instructions.
715 South Street , Key West, FL Check in time: 2pm / Check out time: 11am Rooms: 9
This Key West resort is 2 miles from historic Duval Street and 1 mile from the Key West International Airport. The property features 2 outdoor pools, a hot tub, and apartments with fully-equipped kitchens. Coconut Mallory Resort and Marina apartments include a flat-screen TV and microwave. The apartments also feature a private balcony. Guest at the Coconut Mallory Resort can hire a bicycle or water sports equipment. The property also offers access to the Coconut Mallory Marina.
1445 South Roosevelt Boulevard, Key West, FL Check in time: 4pm / Check out time: 10am Rooms: 350
Overlooking the Gulf of Mexico and boasting luxurious accommodations and unrivaled amenities, this Key West, Florida resort and spa offers gourmet on-site dining and easy access to attractions and activities. The Ocean Key Resort and Spa provides everything needed for an unforgettable stay, including private in-room balconies, unrivaled spa treatments and a waterfront swimming pool. Guests can enjoy on-site dining is available at the Hot Tin Roof restaurant or cocktails at the Liquid Lounge. Only steps from the Ocean Key Resort is the vibrant Mallory Square area, filled with small shops, local restaurants and entertainment.
Zero Duval Street, Key West Check in time: 4pm / Check out time: 1pm Rooms: 100
Azul Key West is a classic Victorian mansion, just three blocks from Duval Street and Hemingway’s House. Located in the center of Key Wests Historic District, this former cigar barons mansion boasts tri level, downpour blue decks which surround the carriage house, outbuildings and a shimmering swimming pool. Listed on the National Register of Historic Places, Azul Key West was exquisitely crafted by local carpenters and shipwrights until its completion in 1903.
907 Truman Ave, Key West Check in time: 4pm / Check out time: 11am Rooms: 11
Set in Key West’s Old Town and offering a private beachfront location, this resort features on-site dining options and luxury rooms with private balconies. Duvall Street is a 15-minute walk away. The Reach Resort Waldorf Astoria offers deluxe rooms decorated in Caribbean colors. Each includes a refrigerator, flat-screen TV, iPod docking station and soft bathrobes. Waldorf Astoria Reach Resort features an outdoor pool with poolside dining and a 450-foot private beach on the Atlantic Ocean.
1435 Simonton Street, Key West, FL Check in time: 4pm / Check out time: 11am Rooms: 150 Pet Friendly
Centrally located in the old town area of Key West, Florida, this hotel offers comfortable accommodations and luxurious amenities on the west end of the beautiful Sunset Pier. Westin Key West features a large, outdoor heated pool just steps away from the beach. After a day at the beach, explore the waterfront promenade that is lined with charming boutiques and cafes. Guestrooms offer custom-designed, pillow top mattress with all white bedding, triple sheeting and down duvets.
245 Front St, Key West Check in time: 4pm / Check out time: 11am Rooms: 178 Pet Friendly
This Florida hotel offers a large outdoor pool, daily hot breakfast, and free property-wide Wi-Fi. Guests will be in the heart of historic Old Town Key West and 2 miles from Duval Street. A flat-screen cable TV, microwave, and small refrigerator are featured in all rooms. Fairfield Inn and Suites by Marriott Key West rooms are decorated in vibrant colours, have floor-to-ceiling windows, and include coffee-making facilities. Guests can relax on the large sun terrace beside the pool.
2400 North Roosevelt Boulevard, Key West, FL Check in time: 3pm / Check out time: 11am Rooms: 106
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