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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.

    Wonderful! 4.8/5
    (30 reviews)
    avg/night
    • 5 BR
    • 5 BA
    • Sleeps 18
    House #452437vb
    30
    Viewed 102 times in the last 48 hours
      Very Good! 4.2/5
      (10 reviews)
      avg/night
      • 4 BR
      • 2 BA
      • Sleeps 8
      House #784388vb
      10
      Viewed 19 times in the last 48 hours
        Exceptional! 5/5
        (8 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 10
        House #833008vb
        8
        Viewed 37 times in the last 48 hours
          Excellent! 4.5/5
          (10 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Separate Toilet
          • Sleeps 4
          Townhome #688860vb
          10
          Viewed 46 times in the last 48 hours
            Wonderful! 4.8/5
            (5 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            House #915394vb
            5
            Viewed 24 times in the last 48 hours
              avg/night
              • 3 BR
              • 4 BA
              • Sleeps 6
              House #4178419
              2
              Viewed 27 times in the last 48 hours
                Very Good! 4.2/5
                (16 reviews)
                avg/night
                • 4 BR
                • 4 BA
                • Sleeps 12
                House #239029vb
                16
                Viewed 46 times in the last 48 hours
                  Exceptional! 5/5
                  (5 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 8
                  House #3598724
                  5
                  Viewed 22 times in the last 48 hours
                    Exceptional! 5/5
                    (6 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 2
                    Cottage #614884vb
                    6
                    Viewed 23 times in the last 48 hours
                      Excellent! 4.3/5
                      (35 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #292488vb
                      35
                      Viewed 53 times in the last 48 hours
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #441073vb
                        3
                        Viewed 10 times in the last 48 hours
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Cabin #868244vb
                          2
                          Viewed 44 times in the last 48 hours
                            Exceptional! 5/5
                            (5 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            House #7020516
                            5
                            Viewed 18 times in the last 48 hours
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Recreational Vehicle #956770vb
                              2
                              Viewed 20 times in the last 48 hours
                                Exceptional! 5/5
                                (6 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Cabin #843594vb
                                6
                                Viewed 61 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (13 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                  House #980140vb
                                  13
                                  Viewed 79 times in the last 48 hours
                                    Exceptional! 5/5
                                    (6 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    House #513036vb
                                    6
                                    Viewed 17 times in the last 48 hours
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #4325842
                                      1
                                      Viewed 14 times in the last 48 hours
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #4010682
                                        Viewed 35 times in the last 48 hours
                                          • 5 BR
                                          • 3 BA
                                          • Sleeps 10
                                          House #714148vb
                                          Viewed 23 times in the last 48 hours
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            Condo #280128vb
                                            Viewed 30 times in the last 48 hours
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              Mobile Home #908185vb
                                              Viewed 8 times in the last 48 hours
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 3
                                                Mobile Home #920257vb
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  House #4383110
                                                    Exceptional! 5/5
                                                    (12 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    House #870635vb
                                                    12
                                                    Viewed 72 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 9
                                                      House #917111vb
                                                      9
                                                      Viewed 40 times in the last 48 hours
                                                        avg/night
                                                        • 4 BR
                                                        • 4 BA
                                                        • Separate Toilet
                                                        • Sleeps 10
                                                        House #4367982
                                                        Viewed 35 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          House #848669vb
                                                          2
                                                          Viewed 14 times in the last 48 hours
                                                            • 3 BR
                                                            • 2 BA
                                                            • Separate Toilet
                                                            • Sleeps 8
                                                            House #4367974
                                                            1
                                                              avg/night
                                                              • 4 BR
                                                              • 4 BA
                                                              • Separate Toilet
                                                              • Sleeps 10
                                                              House #4367981
                                                              Viewed 8 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (31 reviews)
                                                                avg/night
                                                                • 6 BR
                                                                • 4 BA
                                                                • Separate Toilets
                                                                • Sleeps 14
                                                                Villa #3561059
                                                                31
                                                                Viewed 204 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (29 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  Villa #3511195
                                                                  29
                                                                  Viewed 28 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (15 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #4023493
                                                                    15
                                                                    Viewed 36 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (15 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 8
                                                                      Villa #709251vb
                                                                      15
                                                                      Viewed 30 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #4367957
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 8
                                                                          House #4367962
                                                                          Viewed 7 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 8
                                                                            Townhome #4367949
                                                                            Viewed 5 times in the last 48 hours
                                                                              Excellent! 4.5/5
                                                                              (24 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              House #603330vb
                                                                              24
                                                                              Viewed 143 times in the last 48 hours
                                                                                • 4 BR
                                                                                • 4 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 10
                                                                                House #4367965
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Townhome #4367955
                                                                                  1
                                                                                    Excellent! 4.7/5
                                                                                    (15 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Condo #1636389
                                                                                    15
                                                                                    Viewed 26 times in the last 48 hours
                                                                                      Excellent! 4.4/5
                                                                                      (13 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      Villa #1931954
                                                                                      13
                                                                                      Viewed 59 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (18 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Villa #8106927
                                                                                        18
                                                                                        Viewed 30 times in the last 48 hours
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          Villa #3690196
                                                                                          2
                                                                                          Viewed 31 times in the last 48 hours
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 9
                                                                                            #8118888
                                                                                            2
                                                                                            Viewed 57 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 8
                                                                                              Townhome #4367953
                                                                                                Very Good! 4/5
                                                                                                (4 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                Villa #6882070
                                                                                                4
                                                                                                Viewed 21 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 8
                                                                                                  Townhome #4367952
                                                                                                    Wonderful! 4.9/5
                                                                                                    (25 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Separate Toilets
                                                                                                    • Sleeps 12
                                                                                                    Villa #3624288
                                                                                                    25
                                                                                                    Viewed 64 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Townhome #4367950
                                                                                                      • 1 - 50 of 300+

                                                                                                      Winter Haven Holiday Homes & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Another perfect visit to this villa

                                                                                                      5 of 5
                                                                                                      This is our 2nd time at Neil & Jo's villa and it was as perfect as we remembered, in fact even more so with new carpets and a very comfy new bed! We were lucky enough to have hot weather so spent nearly all of our time at the villa (rather than exploring) sunbathing by the gorgeous pool as it was so peaceful and relaxing. As well as all the shops and restaurants within walking distance we also made good use of the clubhouse for meals and especially enjoyed Trivia Night! It's great not to have to take the car everywhere as we have had to do in other Orlando villas. We will definitely be returning!
                                                                                                      • Review Submitted: Feb 06, 2017
                                                                                                      • Date of Stay: Jan 2017