Family Fun at Winter Haven Vacation Rentals


Winter Haven vacation rentals are located in Polk County in central Florida. It is an area characterized by lakes, many of which are linked by canals. Because of its central location, Winter Haven provides visitors with easy access to many of Florida's top attractions. It is located just a few miles off Highway 4 that links Orlando and Tampa. Winter Haven is a great family vacation destination. It is close enough to the major attractions yet still a place where you can enjoy some quality time together.

Water Sports at Winter Haven Vacation Rentals


The many lakes near Winter Haven vacation rentals provide excellent water sport opportunities. There are at least two ski schools near Winter Haven condos where guests can learn to waterski and wake board. If you have your own boat, there are several public boat launches. For visitors who prefer more leisurely activities, there are many great fishing spots near Winter Haven house rentals.

Legoland Fun at Winter Haven Condos


Perhaps the most well-known attraction near Winter Haven vacation rentals is Legoland. This inspiring theme park is open all year-round and loads of fun for the whole family. There are water slides, fun rides and a whole host of other attractions. Staying at Winter Haven condos gives visitors convenient and easy access to the park. Multi-day passes can be purchased if guests want to visit the park more than once during their stay at Winter Haven house rentals.

Outings from Winter Haven House Rentals


From Winter Haven vacation rentals, visitors can take a day trip up to Orlando and see some of the famous Disney attractions there. To the west of Winter Haven condos is the fun-filled city of Tampa with its many theme parks. You can make a day of it and visit some of the attractions in the area. Guests should take along their swimsuits and sunscreen, and they can be set for a day of fun away from their Winter Haven house rentals.



Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

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Winter Haven: Houses, Condos & More(34)

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Chain Of Lakes Pool Home With Beach And Boat House
    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 17
$200 - $500
per night

Chain Of Lakes Pool Home With Beach And Boat House

Book it Now!
4 - 5 night Minimum Stay
  • 5 BR,
  • 5 BA,
  • Sleeps 17
  1. Central Florida >
  2. Winter Haven House
#452437vb
    2 Reviews
    Affordable Winter Get Away 2nd Story Apt. Clean & Comfy
      2 Bedrooms,
    • 1 Bathroom, 
    • 1 Half Bath
      • , Sleeps 4
    $350
    per week

    Affordable Winter Get Away 2nd Story Apt. Clean & Comfy

    7 night Minimum Stay
    • 2 BR,
    • 1 BA,
    • 1 HF BA,
    • Sleeps 4
    1. Central Florida >
    2. Winter Haven Apartment
    #930031
      Casa del Tortuga - A Private Resort Home 1.2 miles from Legoland FL
        3 Bedrooms,
      • 2 Bathrooms
        • , Sleeps 8
      $200
      per night

      Casa del Tortuga - A Private Resort Home 1.2 miles from Legoland FL

      Book it Now!
      2 night Minimum Stay
      • 3 BR,
      • 2 BA,
      • Sleeps 8
      1. Central Florida >
      2. Winter Haven House
      #3470254
        (8)
        MAY SPECIAL!!! DOWNTOWN CONDO near LEGOLAND, $92.00 per night May 15-30
          2 Bedrooms,
        • 2 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 6

        MAY SPECIAL!!! DOWNTOWN CONDO near LEGOLAND, $92.00 per night May 15-30

        • 2 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 6
        1. Central Florida >
        2. Winter Haven Townhome
        #990707
          (14)
          Private Lakefront Home, Near LEGOLAND,Water ski, Wakeboarding & Kayaking
            4 Bedrooms,
          • 2 Bathrooms, 
          • 1 Half Bath
            • , Sleeps 8
          $250 - $325
          per night

          Private Lakefront Home, Near LEGOLAND,Water ski, Wakeboarding & Kayaking

          3 night Minimum Stay
          • 4 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 8
          1. Central Florida >
          2. Winter Haven House
          #383812
            (16)
            Relaxing Winter Haven Lakefront Home
              3 Bedrooms,
            • 2 Bathrooms
              • , Sleeps 8
            $249
            per night

            Relaxing Winter Haven Lakefront Home

            3 night Minimum Stay
            • 3 BR,
            • 2 BA,
            • Sleeps 8
            1. Central Florida >
            2. Winter Haven House
            #193909
              (18)
              Winter Haven Lakefront Home! Bring your boat, jetski, seaplane...!
                2 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 5
              $500 - $600
              per week

              Winter Haven Lakefront Home! Bring your boat, jetski, seaplane...!

              7 night Minimum Stay
              • 2 BR,
              • 2 BA,
              • Sleeps 5
              1. Central Florida >
              2. Winter Haven House
              #3517080
                Lakefront, gated community, 50+, Golf++, SMALL dog nego, NS
                  2 Bedrooms,
                • 2 Bathrooms
                  • , Sleeps 7
                $1,705
                per month

                Lakefront, gated community, 50+, Golf++, SMALL dog nego, NS

                14 - 31 night Minimum Stay
                • 2 BR,
                • 2 BA,
                • Sleeps 7
                1. Central Florida >
                2. Winter Haven House
                #346053
                  Quiet, charming, Winter Haven retreat.
                    2 Bedrooms,
                  • 2 Bathrooms
                    • , Sleeps 4
                  $1,300
                  per month

                  Quiet, charming, Winter Haven retreat.

                  84 night Minimum Stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 4
                  1. Central Florida >
                  2. Winter Haven Condo
                  #3465517
                    1 Review
                    10 minutes to lego land 45 minutes to hard rock casino
                      2 Bedrooms,
                    • 1 Bathroom
                      • , Sleeps 4
                    $750
                    per week

                    10 minutes to lego land 45 minutes to hard rock casino

                    7 night Minimum Stay
                    • 2 BR,
                    • 1 BA,
                    • Sleeps 4
                    1. Central Florida >
                    2. Winter Haven Condo
                    #467990vb
                      Sunny Side Up Lakeview Home w/Priv. Pool! Golf, near Legoland & Disney
                        2 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 5
                      $500 - $570
                      per week

                      Sunny Side Up Lakeview Home w/Priv. Pool! Golf, near Legoland & Disney

                      3 night Minimum Stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 5
                      1. Central Florida >
                      2. Winter Haven House
                      #331461
                        Aviation Community With Pool! Golf, Near Legoland,Disney, GlF Airport
                          2 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 4
                        $80 - $85
                        per night

                        Aviation Community With Pool! Golf, Near Legoland,Disney, GlF Airport

                        3 night Minimum Stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 4
                        1. Central Florida >
                        2. Winter Haven Townhome
                        #3510625
                          Lake Front Home Near Legoland And Disney, Boat, Ski, Wake-board, Sunsets & More!
                            4 Bedrooms,
                          • 2 Bathrooms, 
                          • 1 Half Bath
                            • , Sleeps 8

                          Lake Front Home Near Legoland And Disney, Boat, Ski, Wake-board, Sunsets & More!

                          • 4 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
                          1. Central Florida >
                          2. Winter Haven House
                          #3023394
                            2 Reviews
                            Moon's Fish Camp in Winter Haven
                              2 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 4
                            $800
                            per week

                            Moon's Fish Camp in Winter Haven

                            7 night Minimum Stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 4
                            1. Central Florida >
                            2. Winter Haven House
                            #983574
                              1 Review
                              Tropical Lakeside Vacation Home where you'll find both adventure and relaxation.
                                3 Bedrooms,
                              • 2 Bathrooms, 
                              • 1 Half Bath
                                • , Sleeps 7

                              Tropical Lakeside Vacation Home where you'll find both adventure and relaxation.

                              • 3 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 7
                              1. Central Florida >
                              2. Winter Haven Townhome
                              #192420
                                (7)
                                19 More choices from HomeAway International Websites
                                Charming Home on Oak lined street in Historic District
                                  2 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 6
                                $100
                                per night

                                Charming Home on Oak lined street in Historic District

                                Book it Now!
                                2 night Minimum Stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                1. Central Florida >
                                2. Winter Haven House
                                #455657vb
                                  (3)
                                  Beautiful Lake Front Condo in the Heart of the Florida Funbelt
                                    3 Bedrooms, Sleeps 10
                                  $75 - $100
                                  per night

                                  Beautiful Lake Front Condo in the Heart of the Florida Funbelt

                                  Book it Now!
                                  1 - 2 night Minimum Stay
                                  • 3 BR,
                                  • Sleeps 10
                                  1. Central Florida >
                                  2. Winter Haven Condo
                                  #360926vb
                                    (6)
                                    Lake Home with 4 Bed/4 Bath & Pool with Diving Board
                                      4 Bedrooms, Sleeps 12

                                    Lake Home with 4 Bed/4 Bath & Pool with Diving Board

                                    • 4 BR,
                                    • Sleeps 12
                                    1. Central Florida >
                                    2. Winter Haven House
                                    #239029vb
                                      (16)
                                      Lake Front Home 3 Bedroom, 2 Bath
                                        3 Bedrooms,
                                      • 2 Bathrooms
                                        • , Sleeps 6
                                      $1,050
                                      per week

                                      Lake Front Home 3 Bedroom, 2 Bath

                                      7 night Minimum Stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                      1. Central Florida >
                                      2. Winter Haven House
                                      #441073vb
                                        1 Review
                                        Centrally Located Near Lego Land Pets welcome
                                          2 Bedrooms,
                                        • 1 Bathroom
                                          • , Sleeps 4
                                        $120
                                        per night

                                        Centrally Located Near Lego Land Pets welcome

                                        3 night Minimum Stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 4
                                        1. Central Florida >
                                        2. Winter Haven House
                                        #440866vb
                                          1 Review
                                          Classic Turn of the Century Home
                                            3 Bedrooms,
                                          • 2 Bathrooms
                                            • , Sleeps 6

                                          Classic Turn of the Century Home

                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                          1. Central Florida >
                                          2. Winter Haven House
                                          #384058vb
                                            1 Review
                                            Central Florida Lakefront Condo 2 Bdr 2 BA - Great Location
                                              2 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 4

                                            Central Florida Lakefront Condo 2 Bdr 2 BA - Great Location

                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 4
                                            1. Central Florida >
                                            2. Winter Haven Condo
                                            #353012vb
                                              (4)
                                              Serene Lake House on Lake Daisy in Winter Haven Florida
                                                3 Bedrooms,
                                              • 2 Bathrooms, 
                                              • 1 Half Bath
                                                • , Sleeps 10

                                              Serene Lake House on Lake Daisy in Winter Haven Florida

                                              • 3 BR,
                                              • 2 BA,
                                              • 1 HF BA,
                                              • Sleeps 10
                                              1. Central Florida >
                                              2. Winter Haven House
                                              #268488vb
                                                (11)
                                                Beautiful Vacation Home Close to it All !!!
                                                  3 Bedrooms, Sleeps 8

                                                Beautiful Vacation Home Close to it All !!!

                                                • 3 BR,
                                                • Sleeps 8
                                                1. Central Florida >
                                                2. Winter Haven House
                                                #380048vb
                                                  1 Review
                                                  Mid-Century Modern Private Paradise
                                                    3 Bedrooms, Sleeps 6

                                                  Mid-Century Modern Private Paradise

                                                  • 3 BR,
                                                  • Sleeps 6
                                                  1. Central Florida >
                                                  2. Winter Haven House
                                                  #309160vb
                                                    (4)
                                                    Four Lakes Golf Club - Gated Community
                                                      3 Bedrooms, Sleeps 7

                                                    Four Lakes Golf Club - Gated Community

                                                    • 3 BR,
                                                    • Sleeps 7
                                                    1. Central Florida >
                                                    2. Winter Haven House
                                                    #214090vb
                                                      Lake Ashton Gated Golf Club 55+
                                                        2 Bedrooms, Sleeps 4

                                                      Lake Ashton Gated Golf Club 55+

                                                      • 2 BR,
                                                      • Sleeps 4
                                                      1. Central Florida >
                                                      2. Winter Haven House
                                                      #318259vb
                                                        Sunny Florida,Home in Winter Haven,Disney,Org. Orchards, Lakes
                                                          2 Bedrooms,
                                                        • 2 Bathrooms
                                                          • , Sleeps 4

                                                        Sunny Florida,Home in Winter Haven,Disney,Org. Orchards, Lakes

                                                        • 2 BR,
                                                        • 2 BA,
                                                        • Sleeps 4
                                                        1. Central Florida >
                                                        2. Winter Haven House
                                                        #413571vb
                                                          Winter Haven Fully Furnished Huge 2BR on Lake Lulu
                                                            2 Bedrooms, Sleeps 6

                                                          Winter Haven Fully Furnished Huge 2BR on Lake Lulu

                                                          • 2 BR,
                                                          • Sleeps 6
                                                          1. Central Florida >
                                                          2. Winter Haven Condo
                                                          #334723vb
                                                            1 Review
                                                            Lovely Townhome Overlooking Scenic Pond-Golf Course Community
                                                              2 Bedrooms,
                                                            • 2 Bathrooms
                                                              • , Sleeps 4

                                                            Lovely Townhome Overlooking Scenic Pond-Golf Course Community

                                                            • 2 BR,
                                                            • 2 BA,
                                                            • Sleeps 4
                                                            1. Central Florida >
                                                            2. Winter Haven Townhome
                                                            #337142vb
                                                              • 1 - 30 of 34
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