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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! 4.9/5
    (8 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #915394vb
    8
    Viewed 32 times in the last 48 hours
      Excellent! 4.4/5
      (37 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #292488vb
      37
      Viewed 38 times in the last 48 hours
        Wonderful! 4.8/5
        (32 reviews)
        avg/night
        • 5 BR
        • 5 BA
        • Sleeps 18
        House #452437vb
        32
        Viewed 61 times in the last 48 hours
          Excellent! 4.5/5
          (11 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Separate Toilet
          • Sleeps 4
          Townhome #688860vb
          11
          Viewed 16 times in the last 48 hours
            Excellent! 4.3/5
            (18 reviews)
            avg/night
            • 4 BR
            • 4 BA
            • Sleeps 12
            House #239029vb
            18
            Viewed 47 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 9 times in the last 48 hours
                Wonderful! 4.9/5
                (14 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 8
                House #980140vb
                14
                Viewed 15 times in the last 48 hours
                  Exceptional! 5/5
                  (5 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  House #7020516
                  5
                  Viewed 16 times in the last 48 hours
                    Exceptional! 5/5
                    (8 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 8
                    House #3598724
                    8
                    Viewed 12 times in the last 48 hours
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #4010682
                      Viewed 9 times in the last 48 hours
                        avg/night
                        • 3 BR
                        • 4 BA
                        • Sleeps 6
                        House #4178419
                        3
                        Viewed 5 times in the last 48 hours
                          Exceptional! 5/5
                          (10 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 10
                          House #833008vb
                          10
                          Viewed 12 times in the last 48 hours
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Recreational Vehicle #956770vb
                            3
                            Viewed 14 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
                                Wonderful! 4.8/5
                                (9 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Cabin #843594vb
                                9
                                Viewed 52 times in the last 48 hours
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #441073vb
                                  3
                                  Viewed 7 times in the last 48 hours
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #494849vb
                                    1
                                    Viewed 28 times in the last 48 hours
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Bed And Breakfast #4620723
                                      Viewed 14 times in the last 48 hours
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Separate Toilet
                                        • Sleeps 8
                                        House #1103645vb
                                        Viewed 14 times in the last 48 hours
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 14
                                          House #1070956vb
                                          Viewed 16 times in the last 48 hours
                                            Exceptional! 5/5
                                            (6 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 7
                                            House #513036vb
                                            6
                                            Viewed 15 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 4
                                              House #4383110
                                                Wonderful! 4.9/5
                                                (15 reviews)
                                                avg/night
                                                • 5 BR
                                                • 5 BA
                                                • Sleeps 12
                                                House #25712vb
                                                15
                                                Viewed 557 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 5 BA
                                                  • Sleeps 11
                                                  House #6919153
                                                  9
                                                  Viewed 115 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (22 reviews)
                                                    avg/night
                                                    • 5 BR
                                                    • 4 BA
                                                    • Sleeps 12
                                                    Villa #8127090
                                                    22
                                                    Viewed 253 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (20 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 4 BA
                                                      • Separate Toilet
                                                      • Sleeps 10
                                                      Villa #4257329
                                                      20
                                                      Viewed 91 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (31 reviews)
                                                        avg/night
                                                        • 9 BR
                                                        • 5 BA
                                                        • Sleeps 28
                                                        House #4172017
                                                        31
                                                        Viewed 468 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (43 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          Villa #1186901
                                                          43
                                                          Viewed 95 times in the last 48 hours
                                                            avg/night
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 6
                                                            House #912066vb
                                                            1
                                                            Viewed 17 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (7 reviews)
                                                              avg/night
                                                              • 5 BR
                                                              • 4 BA
                                                              • Sleeps 10
                                                              House #411948vb
                                                              7
                                                              Viewed 119 times in the last 48 hours
                                                                Excellent! 4.6/5
                                                                (16 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Condo #1636389
                                                                16
                                                                Viewed 31 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (29 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  Villa #3665439
                                                                  29
                                                                  Viewed 130 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (15 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    Villa #3850892
                                                                    15
                                                                    Viewed 77 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (35 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 12
                                                                      Villa #1034900
                                                                      35
                                                                      Viewed 48 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (126 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 5 BA
                                                                        • Sleeps 12
                                                                        Villa #93899
                                                                        126
                                                                        Viewed 71 times in the last 48 hours
                                                                          Excellent! 4.3/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          Villa #6772792
                                                                          12
                                                                          Viewed 50 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (12 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #4290905
                                                                            12
                                                                            Viewed 94 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (26 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              Villa #8110519
                                                                              26
                                                                              Viewed 60 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (21 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #4023493
                                                                                21
                                                                                Viewed 78 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (22 reviews)
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 12
                                                                                  House #3467516
                                                                                  22
                                                                                  Viewed 78 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    House #1043015vb
                                                                                    4
                                                                                    Viewed 70 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (9 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      Villa #1873690
                                                                                      9
                                                                                      Viewed 76 times in the last 48 hours
                                                                                        Excellent! 4.5/5
                                                                                        (27 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        House #603330vb
                                                                                        27
                                                                                        Viewed 87 times in the last 48 hours
                                                                                          Excellent! 4.6/5
                                                                                          (16 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 7
                                                                                          Villa #466058vb
                                                                                          16
                                                                                          Viewed 18 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (44 reviews)
                                                                                            avg/night
                                                                                            • 6 BR
                                                                                            • 4 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 12
                                                                                            House #586096vb
                                                                                            44
                                                                                            Viewed 160 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (32 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 10
                                                                                              Villa #3853609
                                                                                              32
                                                                                              Viewed 84 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (23 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                Villa #1894882
                                                                                                23
                                                                                                Viewed 18 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 9
                                                                                                  #8118888
                                                                                                  4
                                                                                                  Viewed 56 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (24 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 4 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 10
                                                                                                    Villa #790723vb
                                                                                                    24
                                                                                                    Viewed 120 times in the last 48 hours
                                                                                                      Excellent! 4.7/5
                                                                                                      (15 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      Condo #74574
                                                                                                      15
                                                                                                      Viewed 42 times in the last 48 hours

                                                                                                      Winter Haven Holiday Homes & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Beautiful, clean & spacious villa

                                                                                                      5 of 5
                                                                                                      Just returned from a 2 week stay and would highly recommend it. The villa was immaculate and well stocked with everything we would need making it a real home from home. The pool is fantastic and we enjoyed the privacy - so nice to relax at after a day at the parks. The villa is really big, much bigger than we expected and it was nice to have the space however our 2 young children slept in the massive queen bed with us meaning that 3 of the bedrooms and bathrooms went un used! You could easily share with the grandparents or another family and not feel on top of one another. It's about a 25 minute drive to the parks once you take in the traffic. There are plenty restaurants within a 5 minute drive to sit in or take away. (Millers ale house is delicious, reasonably priced, friendly and participates in the 'kids eat free' card you can buy online for £10 per child then use is unlimited.) Wall mounted tv in every room, Netflix in living room, strong wifi connection. Wee tip....... online grocery pick up from Walmart was a life saver! Just arrived straight from the airport and collected all our water, milk, ice lollies and essentials (wine & beer) with no fuss and no trip round the supermarket with 2 tired kids! Brilliant villa! 10/10!
                                                                                                      • Review Submitted: Jul 01, 2017
                                                                                                      • Date of Stay: Jun 2017

                                                                                                      Brilliant stay

                                                                                                      5 of 5
                                                                                                      Once again a fantastic stay at this beautiful villa. The villa is in a great location and the pool deck area is perfect for relaxing. We particularly enjoyed watching the sunrise and sunsets. The BBQ area is also a great addition which we enjoyed. The villa had everything that we needed and more. We can't wait to return on a future visit to Florida.
                                                                                                      • Review Submitted: May 31, 2017
                                                                                                      • Date of Stay: May 2017