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Make a holiday villa in Winter Haven your home away from home

About as central as it's possible to get in Florida, Winter Haven holiday villas and apartments put you bang in the middle of the Sunshine State. As an absolute mecca for waterskiing enthusiasts, the area is riddled with over 50 lakes, interconnected by man-made canals; it's a positive nirvana for water sports. Holiday accommodation in Winter Haven are all fully air-conditioned, with all the modern appliances to keep your stay free of hassle. Nearly all Winter Haven rentals have access to a pool and welcome children, though only a few are accessible via wheelchair.

Things to do

-Theme parks: Opening just a couple of years ago on the site that was formerly Cypress Gardens, one of the world's first theme parks, Legoland Florida is a great family attraction. Legoland's 145 acres of park host over 50 Lego-themed rides, shows and attractions, as well as the preserved botanical garden area built by the former resident.

-Lakes: Winter Haven calls itself 'The Chain of Lakes City', and it's easy to see why. By far the most prominent features surrounding your Winter Haven holiday accommodation are the lakes and interconnecting waterways; teeming with wildlife, this is one of the world's premier bass fishing destinations, too.

-Watersports: With so many lakes, watersports are Winter Haven's raison d'etre. Cypress Gardens was instrumental in the invention of the sport of waterskiing, so the facilities for getting wet, and the variety of ways of doing so, are myriad. Rentals at Winter Haven are never far from the opportunity.

-Nightlife: There are far more bars and restaurants than needed to cater to a town of 26,000, which tells you all you need to know about Winter Haven's popularity as a holiday resort. From fast food to fine dining, laid-back pubs to energetic dance halls, there's something for everyone.

-Beaches: There's not much in the way of sandy beaches in this lake-strewn area, but either coast is only an hour away by car. From the amazing beaches at Tampa Bay in the west, to the equally pristine sand and surf of the Atlantic Space Coast, you're spoiled for choice.

Weather in Winter Haven

You could expect Florida's subtropical climate to be the hottest here, which is about as far from the sea as you can get in Florida. Fortunately, the extensive wetlands have a similar moderating influence, so temperatures in the summer rarely get intolerable. Typical highs don't exceed the mid-30°C mark, and this is further tempered by the summer thunderstorms which tend to cool things down a little. Winters are on a par with the British summer, so temperatures top 20°C and rainfall is infrequent at best.

Travel to Winter Haven

As close as Winter Haven is to Orlando and Tampa, it would be silly to fly into anywhere else, at only 48 and 59 miles away respectively. Public transport tends to be a bit of a joke in the US, and the automobile reigns supreme, so flying and driving a hire car is really the most effective, and cheapest, option. There is an Amtrak station in Winter Haven, however, which gives you the chance to experience an authentic American train trip, but they're somewhat unreliable when it comes to timetables. Nearby Lakeland has the only Greyhound station.

  • Showing 1-50 of 300+
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    Wonderful! 4.8/5
    (49 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Separate Toilet
    • Sleeps 6
    Townhome #330133vb
    49
    Viewed 26 times in the last 48 hours
      Excellent! 4.3/5
      (29 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #292488vb
      29
      Viewed 36 times in the last 48 hours
        Wonderful! 4.9/5
        (27 reviews)
        avg/night
        • 5 BR
        • 5 BA
        • Sleeps 18
        House #452437vb
        27
        Viewed 93 times in the last 48 hours
          Excellent! 4.4/5
          (9 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • Sleeps 8
          House #784388vb
          9
          Viewed 30 times in the last 48 hours
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Mobile Home #908185vb
            Viewed 11 times in the last 48 hours
              Excellent! 4.6/5
              (18 reviews)
              avg/night
              • 4 BR
              • 4 BA
              • Sleeps 12
              House #239029vb
              18
              Viewed 35 times in the last 48 hours
                Exceptional! 5.0/5
                (6 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 2
                Cottage #614884vb
                6
                Viewed 35 times in the last 48 hours
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #915394vb
                  Viewed 23 times in the last 48 hours
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    House #7020516
                    3
                    Viewed 17 times in the last 48 hours
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #4010682
                      Viewed 14 times in the last 48 hours
                        • 4 BR
                        • 3 BA
                        • Sleeps 8
                        House #980140vb
                        4
                        Viewed 64 times in the last 48 hours
                          avg/night
                          • 3 BR
                          • 4 BA
                          • Sleeps 6
                          House #4178419
                          1
                          Viewed 17 times in the last 48 hours
                            • 3 BR
                            • 3 BA
                            • Sleeps 10
                            House #833008vb
                            4
                            Viewed 50 times in the last 48 hours
                              Exceptional! 5.0/5
                              (6 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 7
                              House #513036vb
                              6
                              Viewed 15 times in the last 48 hours
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Recreational Vehicle #956770vb
                                Viewed 51 times in the last 48 hours
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #4317501
                                  Viewed 45 times in the last 48 hours
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 3
                                    Cabin #868244vb
                                    2
                                    Viewed 38 times in the last 48 hours
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Cabin #843594vb
                                      3
                                      Viewed 43 times in the last 48 hours
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #3598724
                                        4
                                        Viewed 10 times in the last 48 hours
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #441073vb
                                          2
                                          Viewed 17 times in the last 48 hours
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            House #4241926
                                            1
                                            Viewed 9 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #4325842
                                              1
                                              Viewed 9 times in the last 48 hours
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                House #967877vb
                                                2
                                                Viewed 98 times in the last 48 hours
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 3
                                                  Mobile Home #920257vb
                                                  Viewed 8 times in the last 48 hours
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Bungalow #4028926
                                                    Viewed 21 times in the last 48 hours
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #3836505
                                                      1
                                                      Viewed 25 times in the last 48 hours
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        House #714148vb
                                                        Viewed 7 times in the last 48 hours
                                                          • 8 BR
                                                          • 5 BA
                                                          • Sleeps 16
                                                          House #812230vb
                                                          3
                                                          Viewed 352 times in the last 48 hours
                                                            • 6 BR
                                                            • 6 BA
                                                            • Sleeps 14
                                                            House #758691vb
                                                            1
                                                            Viewed 76 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (13 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Villa #817624vb
                                                              13
                                                              Viewed 261 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (117 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 5 BA
                                                                • Sleeps 12
                                                                Villa #93899
                                                                117
                                                                Viewed 42 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (17 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  Villa #1640297
                                                                  17
                                                                  Viewed 102 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (14 reviews)
                                                                    avg/night
                                                                    • 9 BR
                                                                    • 5 BA
                                                                    • Sleeps 28
                                                                    House #4172017
                                                                    14
                                                                    Viewed 304 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      Villa #647001vb
                                                                      14
                                                                      Viewed 86 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (30 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 4 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 12
                                                                        Villa #1034900
                                                                        30
                                                                        Viewed 70 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (26 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Condo #614671vb
                                                                          26
                                                                          Viewed 60 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (27 reviews)
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 4 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 10
                                                                            House #1670963
                                                                            27
                                                                            Viewed 110 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (24 reviews)
                                                                              avg/night
                                                                              • 6 BR
                                                                              • 4 BA
                                                                              • Separate Toilets
                                                                              • Sleeps 14
                                                                              Villa #3561059
                                                                              24
                                                                              Viewed 322 times in the last 48 hours
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 9
                                                                                #8118888
                                                                                Viewed 46 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (34 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  Villa #1186901
                                                                                  34
                                                                                  Viewed 62 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (17 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 1 BA
                                                                                    • Separate Toilets
                                                                                    • Sleeps 8
                                                                                    Villa #8162356
                                                                                    17
                                                                                    Viewed 16 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (7 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      Villa #402663
                                                                                      7
                                                                                      Viewed 92 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 12
                                                                                        Villa #8127090
                                                                                        12
                                                                                        Viewed 48 times in the last 48 hours
                                                                                          Excellent! 4.7/5
                                                                                          (13 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #1636389
                                                                                          13
                                                                                          Viewed 21 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            • 8 BR
                                                                                            • 5 BA
                                                                                            • Sleeps 20
                                                                                            Villa #3855389
                                                                                            20
                                                                                            Viewed 155 times in the last 48 hours
                                                                                              Excellent! 4.5/5
                                                                                              (25 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Villa #3510539
                                                                                              25
                                                                                              Viewed 96 times in the last 48 hours
                                                                                                Excellent! 4.6/5
                                                                                                (17 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                House #356733
                                                                                                17
                                                                                                Viewed 22 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (6 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 7
                                                                                                  Townhome #4119283
                                                                                                  6
                                                                                                  Viewed 29 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (11 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    Villa #3850892
                                                                                                    11
                                                                                                    Viewed 30 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (40 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      Villa #718842vb
                                                                                                      40
                                                                                                      Viewed 54 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Very good value 5 bedroom Villa

                                                                                                      4 of 5
                                                                                                      The villa was very good value for money and in a very convenient quiet location close to all the Parks.We thoroughly enjoyed our stay. We did have a few minor issues , but thanks to Graeme the management company quick put them right.This is the first villa that we have stayed in that had free premium sports channels on the TV, a bonus if you don't like to miss out on Premier league footy!! Dean Rosindale Blackpool, England
                                                                                                      • Review Submitted: 20-Jan-2017
                                                                                                      • Date of Stay: Dec 2016

                                                                                                      More than meets the eye!!

                                                                                                      5 of 5
                                                                                                      The first time I saw the pictures of the house I thought it was OK. However, when I got there, I realized that the house is more beautiful than what you actually could expect from the pictures shown in the profile. It's extremely comfortable and strategically located near the parks, malls, supermarkets, outlets, etc. Name it and you will find it very near from where you are. And if you prefer to stay in the house there are great restaurants near with delivery and beautiful pool and jacuzzi. The house is also equipped with televisions in all the rooms, playstation 3, movies, a home theater, etc. Without a doubt, I recommend this place and the owners are always available to help with everything. I hope to return in the future.
                                                                                                      • Review Submitted: 27-Dec-2016
                                                                                                      • Date of Stay: Dec 2016

                                                                                                      superb Southern Dunes Condo

                                                                                                      5 of 5
                                                                                                      Superb condo, just spent 2 amazing weeks here, would defiantly recommend (especially for golfers, as clubhouse and course are excellent. Great food served by lovely people). Condo well set out with 2 bedroom 2 bathroom suites. Everything you need for a relaxing holiday, well equipped and nicely decorated and furnished. Would definitely stay again.
                                                                                                      • Review Submitted: 28-Nov-2016
                                                                                                      • Date of Stay: Nov 2016