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184 Results
  • Southernmost Beach Resort
    Ranked #1 overall in Key West hotels
    8.213 reviews
    Popular withLuxuryFamilies
    • Free WiFi
    • Restaurant
    • Fitness Center
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  • Casa Marina, A Waldorf Astoria Resort
    Ranked #2 overall in Key West hotels
    9.38 reviews
    Popular withLuxuryHistoryFamilies

    The resort is beautiful! My favorite place to vacation by far.

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
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  • Pier House Resort and Spa
    Ranked #3 overall in Key West hotels
    9.17 reviews
    Popular withLuxuryNightlifeFamilies

    Pier House has a spacious property on the Gulf of Mexico, with a resident pet parrot, a turtle pond, and the famous Chart Room Bar, a former Jimmy Buffet hang ...

    • Free WiFi
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Old Customs House Inn
    Ranked #4 overall in Key West hotels
    7.69 reviews
    Popular withBusiness

    May be the smallest bar, but its definately the biggest on fun!!!!

    • Free WiFi
    • Restaurant
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  • Southernmost House
    Ranked #5 overall in Key West hotels
    8.67 reviews
    Popular withHistoryLuxury

    Also a romantic place!

    • Free WiFi
    • Swimming Pool
    • Free Breakfast
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  • The Inn at Key West
    Ranked #6 overall in Key West hotels
    8.76 reviews
    Popular withLuxuryFamiliesBusiness
    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Free Parking
    • Pets Allowed
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  • Parrot Key Hotel and Resort
    Ranked #7 overall in Key West hotels
    8.45 reviews

    The cottages look nice, private, and spacious. The four pools, at least one saltwater, are surrounded by plenty of comfy chairs and umbrellas, and you have your choice of tiki ...

    • Free WiFi
    • Restaurant
    • Fitness Center
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  • Simonton Court Historic Inn and Cottages
    Ranked #21 overall in Key West hotels
    9.02 reviews
    Popular withHistory

    Consists of a B&B and several cottages, it's casual yet tastefully done. The main inn is an old cigar factory. Service is great. The staff who work there are incredibly ...

    • Swimming Pool
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  • Ocean Key Resort & Spa
    Ranked #8 overall in Key West hotels
    8.54 reviews
    Popular withLuxuryNightlifeArtsy

    Ocean Key, where the Gulf of Mexico meets Key West’s main tourist drag, Duval Street, is as far downtown as you can go. The area itself is overwhelmingly touristy, so ...

    • Free WiFi
    • Swimming Pool
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  • The Reach, A Waldorf Astoria Resort
    Ranked #18 overall in Key West hotels
    7.04 reviews
    Popular withLuxuryFamilies

    We had a great time at The Reach. The private beach was amazing, it's quite close to Duval street. We only stayed a couple of nights but wished we could ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Sunset Key Cottages
    Ranked #9 overall in Key West hotels
    10.03 reviews
    Popular withLuxuryWellnessBusiness
    • Restaurant
    • Fitness Center
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  • Truman Hotel
    Ranked #19 overall in Key West hotels
    9.02 reviews
    Popular withArtsy

    Friendly staff, clean & updated guest rooms, perfect pool & lounge area (especially if you're there with a group). We thoroughly enjoyed our stay! Only 2 blocks from Duval St.

    • Free Parking
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  • Knowles House B&B
    Ranked #10 overall in Key West hotels
    10.03 reviews
    Popular withTrendstersLGBTQ

    Cozy, fun, lovely nice hosts! I feel like we're staying with family!

    • Free Parking
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  • Key West Marriott Beachside Hotel
    Ranked #11 overall in Key West hotels
    9.33 reviews
    Popular withBusinessLuxuryFamilies

    Very nice! They have airport shuttle. They have a shuttle to take you down to Duvall Street and pick you up. Nice restaurant. Great pool and its beach side.

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Airport Transfer
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  • Hyatt Centric Key West Resort and Spa
    Ranked #12 overall in Key West hotels
    8.73 reviews
    Popular withLuxuryFamilies

    Kids love this property, with its winding pathways through shady garden nooks, turtle ponds everywhere, and it’s big, round pool overlooking the Gulf of Mexico. The restaurant, Shor, serves a ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • Hyatt Windward Pointe
    Ranked #15 overall in Key West hotels
    10.02 reviews
    Popular withLuxuryWellnessFamilies

    What a gorgeous property, the lush grounds were full of palm trees and exotic landscape surround the pool area.

    • Free Parking
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  • The Gardens Hotel
    Ranked #43 overall in Key West hotels
    8.01 review
    Popular withGreenHistoryOutdoorsy

    Once upon a time, these grounds were the "Peggy Mills Botanical Garden," so strolling the property’s shady brick walkways is a pleasure. The main house dates back to 1870. There’s ...

    • Free WiFi
    • Restaurant
    • Free Breakfast
    • Pets Allowed
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  • DoubleTree Resort by Hilton Grand Key - Key West
    Ranked #13 overall in Key West hotels
    6.85 reviews
    Popular withBusinessLuxuryFamilies

    This was by far an excellent Hilton stay for us. The service was great and all of the staff were friendly and ready to help with anything and everything. The ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Free Parking
    • Pets Allowed
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  • Coral Hammock Key West by KeysCaribbean
    Ranked #24 overall in Key West hotels
    8.02 reviews

    Coral Hammock is such a cute place to stay! The town homes are nice and beachy. It's a quiet area as well, except for the daily roster wake up calls!

    • Free Parking
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  • La Te Da
    Ranked #35 overall in Key West hotels
    10.01 review

    Lateda is a cabaret, a restaurant, and a resort on the quiet end of Duval Street. The restaurant is outside with a great chef, the bar is friendly and fun, ...

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    • Crowne Plaza Key West La Concha
      Ranked #14 overall in Key West hotels
      8.03 reviews
      Popular withBusinessFamiliesHistory

      Home to Key West's "other" sunset celebration. Most visitors to the island head over to Mallory Square for sunset, but those in the know avoid the crowds and get a ...

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
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    • The Saint Hotel Key West
      Ranked #16 overall in Key West hotels
      10.02 reviews
      Popular withNightlifeTrendstersLGBTQ

      I’d move into this boutique hotel if I could. From the moment you walk up the red-carpeted stairs through the curtains to the porch, open the giant red door and ...

      • Free WiFi
      • Restaurant
      • Swimming Pool
      • Fitness Center
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    • Days Inn Key West
      Ranked #17 overall in Key West hotels
      Popular withFamilies

      The Days Inn Key West is a comfortable hotel, right off the main strip, Duval Street. I really enjoyed the room I stayed in, because it was large and quiet. ...

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      • Santa Maria Suites
        Ranked #20 overall in Key West hotels
        9.02 reviews
        Popular withFoodiesLuxuryArtsy

        I actually gasped upon first view of a Santa Maria suite. They are spacious, well-decorated in a contemporary, sophisticated style with gorgeous Caribbean accents, comfortable, and spotlessly clean. I loved ...

        • Free WiFi
        • Restaurant
        • Fitness Center
        • Free Parking
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      • Cypress House Key West
        Ranked #22 overall in Key West hotels
        9.02 reviews
        Popular withHistory

        Cypress house sits a block away from the action on downtown Duval Street and within bike riding distance of Fort Zachary Taylor State Park. Built in 1888, Cypress House was ...

        • Free WiFi
        • Swimming Pool
        • Free Breakfast
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      • Sunrise Suites Resort
        Ranked #23 overall in Key West hotels
        6.73 reviews
        Popular withFamilies

        When I stayed here with family, our condo had two separate bedrooms and baths, as well as a full kitchen, which is really nice considering the price (there were 3 ...

        • Free WiFi
        • Swimming Pool
        • Fitness Center
        • Free Parking
        • Airport Transfer
        • Pets Allowed
        ReviewsPhotosAmenitiesMaploadingclose
      • Coconut Beach Resort
        Ranked #25 overall in Key West hotels
        9.02 reviews
        • Free Parking
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      • The Gates Hotel | Key West
        Ranked #26 overall in Key West hotels
        9.02 reviews
        Popular withFamilies
        • Free WiFi
        • Restaurant
        • Swimming Pool
        • Free Parking
        • Pets Allowed
        ReviewsPhotosAmenitiesMaploadingclose
      • BEST WESTERN Hibiscus Motel
        Ranked #27 overall in Key West hotels
        7.02 reviews
        Popular withFamilies

        The Hibiscus doesn’t have much in the way of island charm or luxurious amenities, it’s pretty basically a Best Western. But, hey, there’s a big pool for the kids, a ...

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        • Ibis Bay Beach Resort
          Ranked #28 overall in Key West hotels
          10.01 review
          Popular withBusiness

          STONE CRAB HEAVEN WHEN IS SEASON !

          • Free WiFi
          • Restaurant
          • Swimming Pool
          • Free Breakfast
          • Free Parking
          ReviewsPhotosAmenitiesMaploadingclose
        Key West Hotel Insider
        At the southernmost tip of the United States, at the very end of U.S. Highway 1, lies the tiny Caribbean paradise of Key West, Florida. Just a spit of land surrounded by turquoise waters in the Gulf of Mexico, this island-city lies closer to Havana, Cuba than Miami, Fl. and showcases all the sun-loving good times Caribbean travelers have come to know and love: perfect white sand beaches, charming gardens and historic architecture, colorful shops and vibrant boating communities and of course, vivid sunsets accompanied by fruity cocktails, fresh seafood and a bubbly nightlife. With hotel choices ranging the full gamut between luxury and discount, travelers of all kinds can find the perfect Key West hotel from which to enjoy their stays.

        Luxury Hotels in Key West
        Looking for a bit of timeless luxury on the Florida Keys? You'll find several historic hideaways and modern Key West hotels to choose from. Along the southern edge of the island with more than 1,100 feet of private beach, Casa Marina Key West, a Waldorf Astoria Resort, is listed on the National Register of Historic Places and remains a perfect example of how to comfortably blend Old World Key West hotel charm with contemporary island luxury. Combining historic architectural touches with Florida's modern casual elegance, both the Parrot Key Resort and the Hyatt Key West Resort and Spa are known for their luxurious amenities, superb service, and intimate island settings. Want to be at the heart of the action? Pier House Resort and Spa, the first full-service hotel in Key West, offers island guests a luxurious Key West hotel experience from their waterfront location just on the edge of Old Town.

        Mid-Range and Budget Hotels in Key West
        Although discounted rates and last minute hotel deals can be found at some of the higher end properties, budget-minded travelers looking for cheap Key West hotel alternatives to the luxury island fare will find comfort in seeing the usual cast of budget-friendly characters along with a few interesting Key West boutique hotels and smaller local properties available. Gogobot travelers have found relaxation and comfort in the suites of Sunrise Suites Resort or Villas Key West. Others prefer familiar mid-range options like the Radisson Hotel Key West or the Courtyard by Marriott Key West Waterfront. Value properties such as the Best Western Hibiscus Motel or the Travelodge & Suites Key West are also available.

        Key West Neighborhoods
        At only 2 miles wide and 4 miles long, nothing in Key West is ever very far. Yet even still, it pays to get the lay of the land. Old Town Key West spans a good portion of the island village, covering the western half of the island and centered around Duval Street, with the Key West Cemetery at its heart. Here you'll find picturesque residential streets lined with wooden Victorian homes, including one previously occupied by Ernest Hemingway (now converted into a museum). Historic Seaport lies along the waterfront on the gulf side of the island and encompasses the lower Duval Street area and Mallory Square. This area housed the first shipping docks, warehouses, restaurants and grand homes built on the island and today remains an impressive collections of turn-of the century architecture, much of which has been lovingly restored to its former glory. Here restaurants, bars, retail shops, museums and historic homes are a big draw. But much the same can be said for Downtown Old Town (the tiny section that might even be referred to as "urban," with all of the typically associated modern downtown features) and the boutique, art gallery and restaurant heavy Uptown area. Follow Duval Street to the Atlantic and you'll find Casa Marina, a much sought-after neighborhood featuring beautiful gardens and a variety of mid-century and more modern architectural remnants from Key West's past. Bahama Village offers a truly distinct island flavor (as it was the historic district where Bahamians first moved in when they settled the island in the late1800's) while the Beachside neighborhood is true to its name with a small beach town vibe. Head east to either North or Southside to find the largest collection of Key West resort developments and hotel options. ... Read more

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