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Featured Florida Keys Hotels with Pool

See all 880 Hotels in Florida Keys
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West
    4.0 out of 5.0
     
     
    4.5 out of 5 (3,323 reviews)
    Outstanding Service...The Best Hotel on Key WestMy wife and I stayed at Southernmost two years ago and loved it. We thought it would be nice to try another hotel for a change and booked the Hyatt Centric. It had great pictures and the reviews were good but it was a disappointment. I called Southernmost and they were able to get us into an Ocean ...
    18 Apr 2018

    Southernmost Beach Resort£192

    Southernmost Beach Resort£192
    24 North Hotel Key West

    24 North Hotel Key West

    3820 North Roosevelt Boulevard, Key West
      4.0 out of 5.0
       
       
      4.1 out of 5 (1,166 reviews)
      I would certainly book this hotel again when I return later on this year. Hotel staff was on point. Location was also perfect and situated in the center of any attraction on the island.
      19 Apr 2018

      24 North Hotel Key West£121

      24 North Hotel Key West£121
      Best Western Key Ambassador Resort Inn

      Best Western Key Ambassador Resort Inn

      3755 S Roosevelt Blvd, Key West
        2.5 out of 5.0
         
         
        4.0 out of 5 (1,689 reviews)
        nice pool and view of ocean We loved the property - the food at the poolside bar was also good. It is a little far from town... about $20 each way by Uber but more reasonably priced than the nicer hotels downtown
        16 Apr 2018

        Best Western Key Ambassador Resort Inn£138

        Best Western Key Ambassador Resort Inn£138
        The Gates Hotel Key West

        The Gates Hotel Key West

        3824 N Roosevelt Blvd, Key West
          4.0 out of 5.0
           
           
          4.3 out of 5 (1,188 reviews)
          very nice hotel!!!Very like this hotel. Very clean and comfortable room, friendly stuff, good pool. The hotel has complimentary shuttle to center of Key west every 30min.
          16 Apr 2018

          The Gates Hotel Key West£132

          The Gates Hotel Key West£132
          Amara Cay Resort

          Amara Cay Resort

          80001 Overseas Hwy, Islamorada
            3.5 out of 5.0
             
             
            4.3 out of 5 (1,271 reviews)
            Stunning hotelAbsolutely picture perfect. The room is beautiful. Ocean front suite - highly recommend. Food and drinks at the tiki bar were very good. Love the beach area with paddle boarding and kayaking. Will definitely stay here again.
            17 Apr 2018

            Amara Cay Resort£186

            Amara Cay Resort£186
            Parrot Key Hotel & Resort

            Parrot Key Hotel & Resort

            2801 N Roosevelt Blvd, Key West
              4.0 out of 5.0
               
               
              4.2 out of 5 (2,191 reviews)
              Nice hotel. Close to the water. Nice staff.Pro: Room is large and comfortable. Location is convenient. Staff are nice. It also has complementary shuttle service to downtown if you need transportation. Con: This property seems to be relatively old and is NOT sound-proof. If you're a light sleeper, or you really care about noise level - or ...
              14 Sep 2017

              Parrot Key Hotel & Resort£148

              Parrot Key Hotel & Resort£148
              Silver Palms Inn

              Silver Palms Inn

              830 Truman Ave, Key West
                3.5 out of 5.0
                 
                 
                4.5 out of 5 (1,841 reviews)
                Recently updated but a little far from the actionThis was our first time in Key West. This hotel was very nice - rooms were spotless and bright, and looked like they had been very recently updated. Each had a little balcony overlooking the pool area, which was also very clean. The breakfast was simple, but on weekends they had an omelet station. ...
                19 Apr 2018

                Silver Palms Inn£161

                Silver Palms Inn£161
                Sheraton Suites Key West

                Sheraton Suites Key West

                2001 S Roosevelt Blvd, Key West
                  3.5 out of 5.0
                   
                   
                  4.2 out of 5 (2,085 reviews)
                  Clean hotel, very close to beachI’m glad I chose this hotel for our first stay at Key West. It’s very close to the white sand beach which is the main purpose for us, and I satisfied the cleaness and good designed facilities. I saw two small wedding parties at the garden, I would choose this hotel for those occasions because the ...
                  16 Apr 2018

                  Sheraton Suites Key West£121

                  Sheraton Suites Key West£121
                  Fairfield Inn and Suites by Marriott Key West

                  Fairfield Inn and Suites by Marriott Key West

                  2400 N Roosevelt Blvd, Key West
                    2.5 out of 5.0
                     
                     
                    4.1 out of 5 (1,492 reviews)
                    The rooms were smaller than the impression I got from the website, and I may pass for this reason next time.
                    9 Apr 2018

                    Fairfield Inn and Suites by Marriott Key West£194

                    Fairfield Inn and Suites by Marriott Key West£194
                    Map

                    Recently booked Florida Keys hotels

                    Mariner's Club Key Largo by KeysCaribbean
                    3.5 out of 5.0
                    Last booking: 7 minutes ago
                    Courtyard by Marriott Marathon Florida Keys
                    3.0 out of 5.0
                    Last booking: 13 minutes ago
                    Southernmost House
                    3.0 out of 5.0
                    Last booking: 24 minutes ago
                    Ibis Bay Beach Resort
                    2.5 out of 5.0
                    Last booking: 27 minutes ago
                    The Gates Hotel Key West
                    4.0 out of 5.0
                    Last booking: 28 minutes ago
                    Southernmost Beach Resort
                    4.0 out of 5.0
                    Last booking: 31 minutes ago
                    Skipjack Resort & Marina
                    3.0 out of 5.0
                    Last booking: 36 minutes ago
                    Courtyard by Marriott Key Largo
                    3.0 out of 5.0
                    Last booking: 1 hour ago
                    Banana Bay Resort and Marina
                    2.5 out of 5.0
                    Last booking: 1 hour ago

                    Hotels with Pools in Florida Keys

                    Whatever time of year you visit the Florida Keys, chances are the weather will be fantastic. Sunshine and balmy temperatures are pretty much par for the course on these islands. And despite the world-class diving, stunning scenery and eco-tourism in Florida Keys, it’s ultimately the warm sunny forecasts that draw in the crowds. This is the Sunshine State, after all. And thanks to its reliably stunning weather, there is no shortage of hotels with pools in Florida Keys designed to make the most of it.

                    Choosing a Pool Hotel in Florida Keys

                    Pools come as standard with most accommodation in Florida Keys, whether it’s a relaxing adults-only infinity pool or a kid-friendly family pool. Even some of the budget motels and hostels have a basic outdoor pool and sun terrace. Go for a mid-range hotel or guesthouse and enjoy a pool with loungers, parasols and a pool bar. Upgrade to a luxury resort and you could be treated to anything from a pool in a secluded palm-lined tropical oasis, to one with built-in waterfalls and lined with cabana day beds.

                    Temperatures can soar in Florida Keys on summer days, so the best place to spend them is at an ocean-view pool with a cooling sea breeze. You can book a pool hotel with sea views in any price bracket, with hotels with infinity pools usually at the top end. The ultimate sea-view hotel pool is a saltwater lagoon, a pool fed directly by the ocean and raises and lowers with the tide. They are unusual, but if you book a hotel with a saltwater lagoon, you’ll find they are superb for snorkelling and paddleboarding.

                    Sights and Attractions in the Florida Keys

                    Thanks to the sheer number of hotels with pools available in Florida Keys, you can cherry pick a place to stay that is right on the doorstep of your must-sees. From Key Largo in the north all the way down to Key West, there is a hotel with a pool for every taste and budget.