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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.

Additional service fee may apply.
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    Excellent! 4.3/5
    (29 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #292488vb
    29
    Viewed 64 times in the last 48 hours
      Wonderful! 4.9/5
      (27 reviews)
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      • 5 BR
      • 5 BA
      • Sleeps 18
      House #452437vb
      27
      Viewed 104 times in the last 48 hours
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        • 3 BR
        • 2 BA
        • Sleeps 6
        House #915394vb
        2
        Viewed 51 times in the last 48 hours
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          • 2 BR
          • 2 BA
          • Sleeps 4
          Mobile Home #908185vb
          Viewed 19 times in the last 48 hours
            Excellent! 4.4/5
            (9 reviews)
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            • 4 BR
            • 2 BA
            • Sleeps 8
            House #784388vb
            9
            Viewed 39 times in the last 48 hours
              Excellent! 4.5/5
              (19 reviews)
              avg/night
              • 4 BR
              • 4 BA
              • Sleeps 12
              House #239029vb
              19
              Viewed 75 times in the last 48 hours
                Excellent! 4.7/5
                (6 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 8
                House #980140vb
                6
                Viewed 43 times in the last 48 hours
                  Exceptional! 5.0/5
                  (6 reviews)
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                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  Cottage #614884vb
                  6
                  Viewed 28 times in the last 48 hours
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                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    House #7020516
                    4
                    Viewed 18 times in the last 48 hours
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                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #4010682
                      Viewed 24 times in the last 48 hours
                        • 3 BR
                        • 3 BA
                        • Sleeps 10
                        House #833008vb
                        4
                        Viewed 24 times in the last 48 hours
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                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          Condo #280128vb
                          Viewed 42 times in the last 48 hours
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                            • 3 BR
                            • 4 BA
                            • Sleeps 6
                            House #4178419
                            2
                            Viewed 21 times in the last 48 hours
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                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              House #3836505
                              1
                              Viewed 19 times in the last 48 hours
                                Exceptional! 5.0/5
                                (6 reviews)
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                                • 3 BR
                                • 2 BA
                                • Sleeps 7
                                House #513036vb
                                6
                                Viewed 48 times in the last 48 hours
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Recreational Vehicle #956770vb
                                  Viewed 47 times in the last 48 hours
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 10
                                    House #4317501
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                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 3
                                      Cabin #868244vb
                                      2
                                      Viewed 76 times in the last 48 hours
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                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Cabin #843594vb
                                        3
                                        Viewed 47 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (5 reviews)
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                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #3598724
                                          5
                                          Viewed 13 times in the last 48 hours
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #441073vb
                                            2
                                            Viewed 18 times in the last 48 hours
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 6
                                              House #967877vb
                                              2
                                              Viewed 27 times in the last 48 hours
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                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                House #4241926
                                                2
                                                Viewed 11 times in the last 48 hours
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                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #4325842
                                                  1
                                                  Viewed 23 times in the last 48 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 3
                                                    Mobile Home #920257vb
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                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Bungalow #4028926
                                                      Viewed 19 times in the last 48 hours
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        House #714148vb
                                                        Viewed 16 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Villa #817624vb
                                                          16
                                                          Viewed 217 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (18 reviews)
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                                                            • 9 BR
                                                            • 5 BA
                                                            • Sleeps 28
                                                            House #4172017
                                                            18
                                                            Viewed 619 times in the last 48 hours
                                                              • 6 BR
                                                              • 6 BA
                                                              • Sleeps 14
                                                              House #758691vb
                                                              1
                                                              Viewed 102 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (13 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Condo #1636389
                                                                13
                                                                Viewed 50 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (119 reviews)
                                                                  avg/night
                                                                  • 5 BR
                                                                  • 5 BA
                                                                  • Sleeps 12
                                                                  Villa #93899
                                                                  119
                                                                  Viewed 195 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
                                                                      Excellent! 4.6/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      Condo #74574
                                                                      14
                                                                      Viewed 91 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (31 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 4 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 12
                                                                        Villa #1034900
                                                                        31
                                                                        Viewed 85 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 10
                                                                          House #4167364
                                                                          12
                                                                          Viewed 116 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 9
                                                                            #8118888
                                                                            Viewed 59 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (37 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              Villa #1186901
                                                                              37
                                                                              Viewed 117 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 103 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (8 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  Villa #402663
                                                                                  8
                                                                                  Viewed 107 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (26 reviews)
                                                                                    avg/night
                                                                                    • 6 BR
                                                                                    • 4 BA
                                                                                    • Separate Toilets
                                                                                    • Sleeps 14
                                                                                    Villa #3561059
                                                                                    26
                                                                                    Viewed 396 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (18 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      Villa #1640297
                                                                                      18
                                                                                      Viewed 121 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 47 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (10 reviews)
                                                                                          avg/night
                                                                                          • 5 BR
                                                                                          • 5 BA
                                                                                          • Sleeps 12
                                                                                          House #25712vb
                                                                                          10
                                                                                          Viewed 90 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            • 5 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 12
                                                                                            Villa #8127090
                                                                                            13
                                                                                            Viewed 92 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (25 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 10
                                                                                              Villa #1101043
                                                                                              25
                                                                                              Viewed 50 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 6 BR
                                                                                                • 5 BA
                                                                                                • Sleeps 12
                                                                                                Villa #6577162
                                                                                                6
                                                                                                Viewed 78 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 44 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (11 reviews)
                                                                                                    avg/night
                                                                                                    • 6 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 12
                                                                                                    Villa #821343
                                                                                                    11
                                                                                                    Viewed 73 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (13 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      Villa #3850892
                                                                                                      13
                                                                                                      Viewed 58 times in the last 48 hours
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                                                                                                      Recent Reviews

                                                                                                      2nd stay here and plans already in place to return

                                                                                                      5 of 5
                                                                                                      This was our second stay in the property following a visit in 2015. This house is perfect - from the location to the decor/layout to the management of the property both by Christine (home owner) and the management company in Orlando. On arrival the house was spotless and there was a great welcome package full of very useful information both for first time visitors and those coming back to Orlando. The house is in a quite location about 45 minutes from Orlando International Airport and around 10 minutes from all the Disney parks. Universal Studios is around 30 minutes away but its an easy trip up the I4 east. The house has a lovely swimming pool which is not overlooked - it has all quality appliances in the kitchen that are easy to use. The bedrooms are lovely and the master bed is so big and comfortable we wanted to take it home with us. The house has excellent wifi so you can set up to your visits on your Disney App. Might not be important for some but I love the fact I can watch the premiership football on the cable TV set-up on a weekend before heading out. The house is about 2 minutes away from the Champions Gate complex which has expanded massively even since our last visit in 2015. It has some great restaurants like Chilis, Millers and Red Robin along with fast food places like McDonalds, Dunkin and Subway. The house has two publix supermarkets right it on its doorsteps which is really handy too. In summary there is not much we don't like about this property - in fact nothing really. I would definitely recommend the property to anyone and would guarantee you would have the best stay. We are already heading back to the house in September this year and taking people for their first visit and we cannot wait to get back, show them Orlando and introduce them to this 10/10 house. Thank you to Christine and the property management company.
                                                                                                      • Review Submitted: 18-Feb-2017
                                                                                                      • Date of Stay: Jan 2017

                                                                                                      Amazing property

                                                                                                      5 of 5
                                                                                                      We had an amazing time during our stay. The facilities provided went above and beyond. The pool was fantastic. The decor was very tasteful, it was clean and well kept. The property is at the end of a very quiet cul-de-sac and is not overlooked. The wildlife was very entertaining, particularly the trio of Sandhill cranes we nicknamed Huey, Dewey and Louie! We would definitely return to stay here again.
                                                                                                      • Review Submitted: 02-Feb-2017
                                                                                                      • Date of Stay: Aug 2016

                                                                                                      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