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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 10 times in the last 48 hours
      Excellent! 4.4/5
      (38 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #292488vb
      38
      Viewed 20 times in the last 48 hours
        Wonderful! 4.8/5
        (32 reviews)
        avg/night
        • 5 BR
        • 5 BA
        • Sleeps 18
        House #452437vb
        32
        Viewed 22 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
            Excellent! 4.3/5
            (19 reviews)
            avg/night
            • 4 BR
            • 4 BA
            • Sleeps 12
            House #239029vb
            19
            Viewed 40 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 13 times in the last 48 hours
                  Exceptional! 5/5
                  (5 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  House #7020516
                  5
                    Exceptional! 5/5
                    (8 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 8
                    House #3598724
                    8
                    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 7 times in the last 48 hours
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          Recreational Vehicle #956770vb
                          3
                          Viewed 6 times in the last 48 hours
                            Exceptional! 5/5
                            (6 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            Cottage #614884vb
                            6
                            Viewed 10 times in the last 48 hours
                              Wonderful! 4.8/5
                              (9 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Cabin #843594vb
                              9
                              Viewed 25 times in the last 48 hours
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                House #441073vb
                                3
                                Viewed 12 times in the last 48 hours
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 8
                                  House #494849vb
                                  1
                                  Viewed 20 times in the last 48 hours
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Bed And Breakfast #4620723
                                    Viewed 5 times in the last 48 hours
                                      • 4 BR
                                      • 3 BA
                                      • Separate Toilet
                                      • Sleeps 8
                                      House #1103645vb
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 14
                                        House #1070956vb
                                        Viewed 6 times in the last 48 hours
                                          Exceptional! 5/5
                                          (6 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 7
                                          House #513036vb
                                          6
                                          Viewed 12 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 314 times in the last 48 hours
                                                Exceptional! 5/5
                                                (9 reviews)
                                                avg/night
                                                • 5 BR
                                                • 5 BA
                                                • Sleeps 11
                                                House #6919153
                                                9
                                                Viewed 87 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (22 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 4 BA
                                                  • Sleeps 12
                                                  Villa #8127090
                                                  22
                                                  Viewed 148 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 122 times in the last 48 hours
                                                      Excellent! 4.7/5
                                                      (31 reviews)
                                                      avg/night
                                                      • 9 BR
                                                      • 5 BA
                                                      • Sleeps 28
                                                      House #4172017
                                                      31
                                                      Viewed 302 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (43 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        Villa #1186901
                                                        43
                                                        Viewed 45 times in the last 48 hours
                                                          avg/night
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          House #912066vb
                                                          1
                                                          Viewed 6 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (7 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 4 BA
                                                            • Sleeps 10
                                                            House #411948vb
                                                            7
                                                            Viewed 63 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (16 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Condo #1636389
                                                              16
                                                              Viewed 11 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (29 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                Villa #3665439
                                                                29
                                                                Viewed 66 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (15 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  Villa #3850892
                                                                  15
                                                                  Viewed 41 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 30 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (126 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 5 BA
                                                                      • Sleeps 12
                                                                      Villa #93899
                                                                      126
                                                                      Viewed 36 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (26 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        Villa #8110519
                                                                        26
                                                                        Viewed 44 times in the last 48 hours
                                                                          Excellent! 4.3/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          Villa #6772792
                                                                          12
                                                                          Viewed 40 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (12 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #4290905
                                                                            12
                                                                            Viewed 49 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (21 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #4023493
                                                                              21
                                                                              Viewed 31 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (22 reviews)
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • Sleeps 12
                                                                                House #3467516
                                                                                22
                                                                                Viewed 33 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (32 reviews)
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 10
                                                                                  Villa #3853609
                                                                                  32
                                                                                  Viewed 81 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    House #1043015vb
                                                                                    4
                                                                                    Viewed 46 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 64 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        Villa #1873690
                                                                                        10
                                                                                        Viewed 41 times in the last 48 hours
                                                                                          Excellent! 4.5/5
                                                                                          (27 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          House #603330vb
                                                                                          27
                                                                                          Viewed 41 times in the last 48 hours
                                                                                            Excellent! 4.6/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 7
                                                                                            Villa #466058vb
                                                                                            16
                                                                                            Viewed 10 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (23 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              Villa #1894882
                                                                                              23
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 9
                                                                                                #8118888
                                                                                                4
                                                                                                Viewed 28 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 46 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (15 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    Condo #74574
                                                                                                    15
                                                                                                    Viewed 23 times in the last 48 hours
                                                                                                      Excellent! 4.7/5
                                                                                                      (36 reviews)
                                                                                                      avg/night
                                                                                                      • 6 BR
                                                                                                      • 4 BA
                                                                                                      • Separate Toilets
                                                                                                      • Sleeps 14
                                                                                                      Villa #3561059
                                                                                                      36
                                                                                                      Viewed 26 times in the last 48 hours

                                                                                                      Winter Haven Holiday Homes & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Immaculate and spacious property. Ideal for family holiday to Disney.

                                                                                                      5 of 5
                                                                                                      Had a fantastic family holiday in Florida. Villa was amazing. Spotlessly clean and very spacious. Close enough to parks and local shops. Very private and quiet for chilled days at villa. Pool also a great size. Paul and management company are very helpful. We had one issue with air con and it was resolved the same day. We looked at 100s of villas. Delighted we selected this one. We're already thinking of our next trip and will definitely look to rebook this villa again.
                                                                                                      • Review Submitted: Jul 21, 2017
                                                                                                      • Date of Stay: Jul 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