Casa Marina, A Waldorf Astoria Resort

This upscale resort, situated on 1,100 feet of private beach, is 0.6 miles from Duval Street nightlife and 1.1 miles from the Ernest Hemingway Home & Museum. The Mediterranean-styled rooms offer city views (some with balconies) or ocean views with either a balcony or lanai. All rooms have Nespresso machines, minifridges and iPod docking stations. Suites add separate living areas and pull-out sofas. Amenities include a kids club, golf, a spa, 2 oceanfront pools and a steakhouse, plus a casual beachside restaurant and water activities. The resort fees cover pool and beach concierge services, a fitness center and phone/Internet access. Sitting on 1,100 feet of secluded beachfront, the largest in Key West, the resort is perfect for lazy days in a hammock on the sand or by one of two sparkling pools. Delight in personalized and pampering pool concierge services, a rejuvenating health club and the beachside Spa al Maré. Enjoy on property world-class water sports, such as Jet Skis, water bikes, snorkeling, a boating pier and direct access to North America’s only living coral reef. Casually elegant dining reaches its pinnacle at Sun-Sun, with signature “toes-in-the-sand” dining experience, featuring oceanfront seating, a refined menu and daily fresh-catch specials. To complete your Key West experience, the vibrant and eccentric Duval Street is minutes from the Resort, easily accessible via a rented scooter or bicycle.

Doubletree Grand Key Resort

Inspired by the casual elegance of the tropics, the DoubleTree by Hilton Grand Key Resort offers 216 guest rooms and suites, casual indoor and outdoor dining, catering and convention services, fitness center and property-wide wifi. The casual outdoor bar overlooks the beautiful pool, cabanas and tropical gardens. Conveniently located, the resort provides shuttle service to downtown Key West, the Beach Club, airport, Key West Golf Course and local attractions.

Margaritaville Resort and Marina

The Margaritaville Resort and Marina is ideally located on the waterfront in Old Town, within walking distance of attractions, restaurants, shopping and much more! The resort offers multiple dining venues and marina vendors with a variety of watersport activities. The nightly Sunset Celebration on the pier makes The Margaritaville Resort and Marina as desirable a location as Key West itself.

Amsterdam’s Curry Mansion Inn

Homesteaded in 1855, the original house was built in 1869, modernized in 1899, refurbished mid-century, abandoned in 1971 and restored to its original grandeur in 1975. It can also boast home to Florida’s first millionaire, William Curry and the birthplace of the World Famous Key Lime Pie. The Widow’s Walk atop the house provides a…

Island House

Private, clothing-optional resort for men in Old Town Key West. Poolside café and bar. Luxury rooms with our feather topped beds. Heated pool, fully-equipped gym, sauna, steamroom, two Jacuzzis, and a tanning deck with misting fans. We were recently named “The best gay mens resort in the world” by OUT Traveler magazine. All facilities of the Island House are open and available 24 hours every day. Men welcome at the restaurant and bar anytime. Daily resort passes are available for locals and men staying elsewhere. Inquire at the front desk.

Marriott Courtyard Waterfront

The Marriott Courtyard Waterfront is located in the “New Town” section of Key West. We feature spacious guest rooms, including family suites with a variety of room configurations including in-room Jacuzzis. The hotel has a complimentary shuttle service to the “downtown” area for our guests running every half hour from 8am to 11pm. Our 300 ft. observation boardwalk is the perfect place to enjoy a book, sunbathe or have your morning coffee while reading the paper.

Fairfield Inn & Suites by Marriott

The Fairfield Inn & Suites by Marriott is centrally located in the middle of Key West, and is only minutes away from a variety of restaurants, cafes, nightclubs, and unique shops found in Old Town Key West. We are within 2 miles of Fort Zachary Taylor, the Lighthouse Museum, Mallory Square, Hemingway House, and many more local attractions! Our 106 elegantly appointed guestrooms, combine the authentic style of Marriott with island flare. Our guestrooms offer an array of amenities, including, Microwave, Refrigerator, LCD Flat Screen TV’s, Premium Cable, Coffee Maker, Iron and Hairdryer to name a few. Marriott’s signature bedding offers the much needed quality night sleep for a fun filled day in Old Town Key West. Indulge in our Complimentary Deluxe Continental Breakfast, served poolside daily. Our dedicated staff and professional personnel are committed to providing you with an exceptional Key West experience as your one-stop source of information for sightseeing, dining, nightlife and water sports.

Simonton Court Historic Inn and Cottages

The Simonton Court Historic Inn and Cottages are located in 2 acres of lush tropical gardens, this elegant collection of cottages, manor house and town house is positively idyllic for rest and relaxation at the very most southern point of the USA. Formerly a cigar factory, this collection of elegant buildings has gradually become the benchmark for attentive service in the most picturesque of settings. Vast tropical palms shade the 4 swimming pools and hot-tub and gentle sea breezes caress the verandas, whilst a series of pretty brick paths connect the various buildings by twinkling night-lights. Guests may choose to stay in one of the 6 enchanting and beautifully restored factory workers’ cottages that boast the very latest in luxurious amenities yet still retain the period charm of their 1880 origins. These make the most wonderful hideaway for privacy-seekers although the suites and guest bedrooms in the main house are breathtakingly appointed and many have private sun-decks or porches, king-size beds and Jacuzzis. The sunset over Key West is a well-fabled sight and Simonton Court is just 3 blocks walk away from the top spot from which to view. Similarly Duval Street is just a stone’s throw away, the home of many wonderful boutiques and fashionable pubs.

The Gardens Hotel

The Gardens Hotel, named “The Prettiest Hotel in Key West” by The New York Time’s List, is quite simply the finest lodging establishment among Key West hotels. Rich in history and architecture, The Gardens Hotel estate houses 20 pristine guest suites within the estate of The Peggy Mills Botanical Gardens. Once the largest private estate in Key West, the expansive grounds of The Gardens Hotel comprise over an acre of lush, tropical landscaping just steps away from Key West’s infamous Duval Street. The Gardens Hotel calls to mind the best of elegant “boutique” hotels, but with a decidedly “Key West” atmosphere.  Make sure to stop by our d’vine Wine Gallery during your stay to grab a refreshing glass of wine.  By far, The Gardens is in a class all by itself.

Rated by Conde Nast Traveler as Top 50 Small Hotels and consistently rated 5 stars of Excellence by Tripadvisor.

Pier House Resort & Spa

If you’re seeking an authentic taste of “Key West” you will find it at the Pier House Resort & Spa. We offer our guests a collection of accommodations that create an atmosphere that is distinctively Key West. Acknowledging our long standing reputation as Key West’s authentic island resort, our guest rooms reflect a relaxed graciousness found in Caribbean’s traditional island style. Our resort is located at the corner of the Gulf of Mexico and Duval Street. Beautiful tropical gardens surround our pool and open directly onto the private beach.

Great Locations Florida Keys & Key West Area Guidebook

Great Locations Florida Keys & Key West Area Guidebook is loaded with information about attractions, lodging, dining, shopping, entertainment, water sports, services and transportation. It’s pocket-sized to be used around town, not left in your room. Inside you’ll find our money saving coupon book and the largest area maps of any local guidebook. Florida Keys & Key West Coupon Booklet – Great Locations is the only local tourist publication with a removable coupon booklet. Comprehensive Maps – Great Locations has the largest, most detailed, removable maps covering the Florida Keys, Key Largo, Islamorada, Marathon, Big Pine & the Lower Keys and Key West. Great Locations has the largest circulation of any Florida Keys area guidebook with over 700 distribution points with locations throughout Monroe County and select locations in Broward and Miami-Dade counties. For information on how to advertise with Great Locations in the Florida Keys & Key West contact Cheryl Roll at CRoll@greatlocations.com or call 305-731-0135.

Key West Timeshare Rentals

Key West timeshares are known for their superior amenities, both in-suite and on-site and are located within some of the island’s greatest resorts. Experience accommodations featuring unparalleled spaciousness, fully equipped kitchens, charming décor, plush king and queen sized beds with luxurious linens, and living rooms often including private patios. SellMyTimeshareNow.com currently offers a variety of studio and 2 bedroom units available at the Hyatt Sunset Harbor Resort, The Coconut Mallory, and other fantastic properties. Enjoy a week of swimming, scuba diving, fishing, and other fun activities that can be found at most of these resorts. If you’re more of an explorer and would rather spend most of your vacation encountering all that Key West has to offer, you’ll delight in your timeshare’s location since all Key West timeshares are located close to Duval Street, area marinas, delectable dining, and fabulous shopping. By booking a Key West timeshare rental through a private owner on SellMyTimeshareNow.com, you’ll be saving a huge chunk of change while also helping out an owner who can’t use their unit that week. If you’re interested in spending a week in upscale luxury for less than a week in a cramped hotel room, browse our affordable inventory of timeshare rentals in Key West today!