Villas in Windsor Palms and Condos - Holiday Lettings - Holiday Rentals Windsor Palms

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

22,033 Holiday homes

(19) Excellent 

    30

    Windsor Palms holiday villa rental

    Kissimmee / Windsor Palms

    4 9 min stay varies

    • 4 bedrooms
    • sleeps 9
    • min stay varies
    • Swimming pool
    • Child friendly
    • Air conditioning

    from £96 / night

    £700 - £800 / week

    Book View

    Responds fast!
    avg. 3 hours 10 minutes

    from £96 / night

    (70) Excellent 

      27

      Villa rental in Windsor Palms

      Kissimmee / Windsor Palms

      6 12 7 nights min

      • 6 bedrooms
      • sleeps 12
      • 7 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child friendly

      from £215 / night

      £1,503 / week

      Book View

      from £215 / night

      (38) Excellent 

        77

        Holiday condo with golf nearby in Windsor Palms

        Kissimmee / Windsor Palms

        3 7 min stay varies

        • 3 bedrooms
        • sleeps 7
        • min stay varies
        • Nearest beach 117 km
        • Swimming pool
        • Child friendly

        from £81 / night

        £516 - £773 / week

        Book View

        Responds fast!
        avg. 1 hour 8 minutes

        from £81 / night

        (25) Excellent 

          28

          Holiday villa with golf nearby in Windsor Palms

          Kissimmee / Windsor Palms

          4 8 min stay varies

          • 4 bedrooms
          • sleeps 8
          • min stay varies
          • Nearest beach 68 km
          • Swimming pool
          • Child friendly

          from £132 / night

          £878 - £1,951 / week

          Book View

          Responds fast!
          avg. 3 hours 24 minutes

          from £132 / night

          (5) Excellent 

            27

            Holiday villa letting

            Kissimmee / Windsor Palms

            4 10 3 nights min

            • 4 bedrooms
            • sleeps 10
            • 3 nights min
            • Swimming pool
            • Child friendly
            • Air conditioning

            from £138 / night

            £945 / week

            Book View

            Responds fast!
            avg. 3 hours 4 minutes

            from £138 / night

            (16) Excellent 

              15

              Windsor Palms holiday home rental

              Kissimmee / Windsor Palms

              4 8 7 nights min

              • 4 bedrooms
              • sleeps 8
              • 7 nights min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child friendly

              from £132 / night

              £1,002 / week

              Book View

              Responds fast!
              avg. 3 hours 12 minutes

              from £132 / night

              (1) Excellent 

                13

                Apartment rental in Windsor Palms

                Kissimmee / Windsor Palms

                3 6 5 nights min

                • 3 bedrooms
                • sleeps 6
                • 5 nights min
                • Swimming pool
                • Child friendly
                • Air conditioning

                from £79 / night

                £531 / week

                Book View

                from £79 / night

                  24

                  Holiday villa with swimming pool, golf nearby in Windsor Palms

                  Kissimmee / Windsor Palms

                  5 10 3 nights min

                  • 5 bedrooms
                  • sleeps 10
                  • 3 nights min
                  • Swimming pool
                  • Child friendly
                  • Air conditioning

                  from £200 / night

                  £1,397 / week

                  Book View

                  from £200 / night

                  (21) Excellent 

                    28

                    Holiday villa in Windsor Palms

                    Kissimmee / Windsor Palms

                    6 13 5 nights min

                    • 6 bedrooms
                    • sleeps 13
                    • 5 nights min
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Child friendly

                    from £218 / night

                    £1,523 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 10 minutes

                    from £218 / night

                    Great rentals within 20 miles that match your search

                    Distance approx 9.32 miles from Windsor Palms

                    (24) Excellent 

                      30

                      Kissimmee holiday villa rental

                      Kissimmee / Veranda Palms

                      4 8 min stay varies

                      • 4 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Nearest beach 75 km
                      • Swimming pool

                      from £100 / night

                      £675 - £800 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 43 minutes

                      from £100 / night

                      Distance approx 12.61 miles from Windsor Palms

                      (32) Excellent 

                      Certificate of Excellence

                        58

                        Holiday townhouse with shared pool in Kissimmee

                        Kissimmee / Trafalgar Village

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Nearest beach 80 km
                        • Swimming pool

                        Certificate of Excellence

                        from £75 / night

                        £430 - £962 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 46 minutes

                        from £75 / night

                        Distance approx 0.1 miles from Windsor Palms

                          20

                          Four Corners holiday home rental

                          Central Florida / Four Corners

                          6 12 min stay varies

                          • 6 bedrooms
                          • sleeps 12
                          • min stay varies
                          • Swimming pool
                          • Child friendly
                          • Air conditioning

                          from £86 / night

                          £602 / week

                          Book View

                          from £86 / night

                          Distance approx 4.22 miles from Windsor Palms

                          (1) Excellent 

                            18

                            Davenport holiday home rental

                            Central Florida / Davenport

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Nearest beach 120 km
                            • Swimming pool
                            • Child friendly

                            from £79 / night

                            £531 - £674 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 0 minutes

                            from £79 / night

                            Distance approx 5.35 miles from Windsor Palms

                              11

                              Holiday villa in Clermont

                              Lake County / Clermont

                              4 9 min stay varies

                              • 4 bedrooms
                              • sleeps 9
                              • min stay varies
                              • Child friendly

                              from £82 / night

                              £567 - £756 / week

                              Book View

                              from £82 / night

                              Distance approx 4.5 miles from Windsor Palms

                              (8) Excellent 

                                25

                                Davenport holiday villa rental

                                Central Florida / Davenport

                                4 8 5 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 5 nights min
                                • Swimming pool
                                • Child friendly
                                • Air conditioning

                                from £115 / night

                                £802 / week

                                Book View

                                from £115 / night

                                Distance approx 4.41 miles from Windsor Palms

                                  37

                                  ChampionsGate holiday villa rental

                                  Central Florida / ChampionsGate

                                  9 24 min stay varies

                                  • 9 bedrooms
                                  • sleeps 24
                                  • min stay varies
                                  • Child friendly

                                  from £337 / night

                                  £2,358 / week

                                  Book View

                                  from £337 / night

                                  Distance approx 1.18 miles from Windsor Palms

                                  (2) Very Good 

                                    16

                                    Holiday home in Kissimmee

                                    Central Florida / Kissimmee

                                    7 16 6 nights min

                                    • 7 bedrooms
                                    • sleeps 16
                                    • 6 nights min
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning

                                    from £444 / night

                                    £2,837 / week

                                    Book View

                                    from £444 / night

                                    Distance approx 13.98 miles from Windsor Palms

                                      24

                                      Condo accommodation in Clermont

                                      Lake County / Clermont

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Swimming pool
                                      • Child friendly
                                      • Air conditioning

                                      from £71 / night

                                      £497 / week

                                      Book View

                                      Responds fast!
                                      avg. 19 minutes

                                      from £71 / night

                                      Distance approx 4.04 miles from Windsor Palms

                                        18

                                        Villa rental in Davenport

                                        Central Florida / Davenport

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Nearest beach 99 km
                                        • Swimming pool
                                        • Child friendly

                                        from £75 / night

                                        £522 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 46 minutes

                                        from £75 / night

                                        Distance approx 12.57 miles from Windsor Palms

                                        (31) Excellent 

                                        Certificate of Excellence

                                          16

                                          Villa rental in Orlando

                                          Central Florida / Orlando

                                          3 6 3 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 3 nights min
                                          • Swimming pool
                                          • Child friendly
                                          • Air conditioning

                                          Certificate of Excellence

                                          from £150 / night

                                          £931 - £1,410 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 16 minutes

                                          from £150 / night

                                          Distance approx 4.03 miles from Windsor Palms

                                          (4) Very Good 

                                            22

                                            Davenport holiday home rental

                                            Central Florida / Davenport

                                            4 8 min stay varies

                                            • 4 bedrooms
                                            • sleeps 8
                                            • min stay varies
                                            • Swimming pool
                                            • Child friendly
                                            • Car not necessary

                                            from £93 / night

                                            £689 - £1,148 / week

                                            Book View

                                            from £93 / night

                                            Distance approx 3.99 miles from Windsor Palms

                                            (1) Excellent 

                                              19

                                              Clermont holiday home rental

                                              Clermont / High Grove

                                              5 10 min stay varies

                                              • 5 bedrooms
                                              • sleeps 10
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Swimming pool
                                              • Child friendly

                                              from £133 / night

                                              £887 - £1,108 / week

                                              Book View

                                              from £133 / night

                                              Distance approx 3.74 miles from Windsor Palms

                                              (36) Excellent 

                                                23

                                                Davenport holiday home rental

                                                Central Florida / Davenport

                                                4 8 min stay varies

                                                • 4 bedrooms
                                                • sleeps 8
                                                • min stay varies
                                                • Swimming pool
                                                • Child friendly
                                                • Air conditioning

                                                from £116 / night

                                                £807 - £931 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 41 minutes

                                                from £116 / night

                                                Distance approx 1 miles from Windsor Palms

                                                (5) Excellent 

                                                  23

                                                  Holiday home in Kissimmee

                                                  Kissimmee / Emerald Isle Kissimmee

                                                  7 14 min stay varies

                                                  • 7 bedrooms
                                                  • sleeps 14
                                                  • min stay varies
                                                  • Nearest beach 280 km
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £222 / night

                                                  £1,552 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 13 minutes

                                                  from £222 / night

                                                  Distance approx 7.52 miles from Windsor Palms

                                                    21

                                                    Holiday home accommodation

                                                    Central Florida / Davenport

                                                    5 12 min stay varies

                                                    • 5 bedrooms
                                                    • sleeps 12
                                                    • min stay varies
                                                    • Ask owner if suitable for children

                                                    from £120 / night

                                                    £838 / week

                                                    Book View

                                                    from £120 / night

                                                    Distance approx 2.08 miles from Windsor Palms

                                                    (4) Excellent 

                                                      41

                                                      Holiday condo with swimming pool in Kissimmee

                                                      Central Florida / Kissimmee

                                                      5 12 2 nights min

                                                      • 5 bedrooms
                                                      • sleeps 12
                                                      • 2 nights min
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £173 / night

                                                      £1,210 / week

                                                      Book View

                                                      from £173 / night

                                                      Distance approx 7.41 miles from Windsor Palms

                                                        16

                                                        Four Corners holiday villa rental

                                                        Central Florida / Four Corners

                                                        5 10 min stay varies

                                                        • 5 bedrooms
                                                        • sleeps 10
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £140 / night

                                                        £975 - £1,502 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 35 minutes

                                                        from £140 / night

                                                        Distance approx 3.37 miles from Windsor Palms

                                                          8

                                                          Holiday home in Davenport

                                                          Central Florida / Davenport

                                                          4 8 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Ask owner if suitable for children

                                                          from £107 / night

                                                          £745 / week

                                                          Book View

                                                          from £107 / night

                                                          Distance approx 5.46 miles from Windsor Palms

                                                            29

                                                            Holiday villa with swimming pool in Loughman

                                                            Central Florida / Loughman

                                                            5 10 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 10
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Car not necessary

                                                            from £203 / night

                                                            £1,415 - £1,632 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 35 minutes

                                                            from £203 / night

                                                            Distance approx 3.53 miles from Windsor Palms

                                                              24

                                                              Holiday apartment in Kissimmee

                                                              Central Florida / Kissimmee

                                                              3 10 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 10
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £129 / night

                                                              £900 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 19 minutes

                                                              from £129 / night

                                                              Distance approx 2.45 miles from Windsor Palms

                                                                57

                                                                Four Corners holiday townhouse rental

                                                                Central Florida / Four Corners

                                                                5 12 min stay varies

                                                                • 5 bedrooms
                                                                • sleeps 12
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Ask owner if suitable for children

                                                                from £147 / night

                                                                £1,024 / week

                                                                Book View

                                                                from £147 / night

                                                                Distance approx 3.57 miles from Windsor Palms

                                                                  23

                                                                  Davenport holiday home rental

                                                                  Central Florida / Davenport

                                                                  5 10 5 nights min

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • 5 nights min
                                                                  • Child friendly

                                                                  from £133 / night

                                                                  £931 / week

                                                                  Book View

                                                                  from £133 / night

                                                                  Distance approx 7.26 miles from Windsor Palms

                                                                    12

                                                                    Holiday caravan/mobile home in Orlando

                                                                    Central Florida / Orlando

                                                                    1 4 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 2 nights min
                                                                    • Child friendly

                                                                    from £76 / night

                                                                    £510 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 44 minutes

                                                                    from £76 / night

                                                                    Distance approx 12.82 miles from Windsor Palms

                                                                      18

                                                                      Haines City holiday villa rental

                                                                      Central Florida / Haines City

                                                                      4 8 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Ask owner if suitable for children
                                                                      • Air conditioning

                                                                      from £95 / night

                                                                      £664 / week

                                                                      Book View

                                                                      from £95 / night

                                                                      Distance approx 8.03 miles from Windsor Palms

                                                                        11

                                                                        Kissimmee holiday hotel apartment rental

                                                                        Central Florida / Kissimmee

                                                                        2 6 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £85 / night

                                                                        £590 / week

                                                                        Book View

                                                                        from £85 / night

                                                                        Distance approx 7.8 miles from Windsor Palms

                                                                          12

                                                                          Old Town holiday villa rental

                                                                          Florida / Old Town

                                                                          2 8 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 8
                                                                          • 3 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £310 / night

                                                                          £2,166 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 39 minutes

                                                                          from £310 / night

                                                                          Distance approx 7.76 miles from Windsor Palms

                                                                            24

                                                                            Kissimmee holiday home rental

                                                                            Central Florida / Kissimmee

                                                                            4 8 3 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Ask owner if suitable for children
                                                                            • Air conditioning

                                                                            from £116 / night

                                                                            £807 / week

                                                                            Book View

                                                                            from £116 / night

                                                                            Distance approx 4.7 miles from Windsor Palms

                                                                              37

                                                                              ChampionsGate holiday villa rental

                                                                              Central Florida / ChampionsGate

                                                                              5 12 5 nights min

                                                                              • 5 bedrooms
                                                                              • sleeps 12
                                                                              • 5 nights min
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £252 / night

                                                                              £1,763 - £3,041 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 35 minutes

                                                                              from £252 / night

                                                                              Distance approx 4.11 miles from Windsor Palms

                                                                                8

                                                                                Holiday home in Davenport

                                                                                Central Florida / Davenport

                                                                                4 8 min stay varies

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • min stay varies
                                                                                • Ask owner if suitable for children

                                                                                from £107 / night

                                                                                £745 / week

                                                                                Book View

                                                                                from £107 / night

                                                                                Distance approx 1.39 miles from Windsor Palms

                                                                                  11

                                                                                  Holiday condo in Kissimmee

                                                                                  Central Florida / Kissimmee

                                                                                  3 12 7 nights min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 12
                                                                                  • 7 nights min
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £244 / night

                                                                                  £1,707 - £1,928 / week

                                                                                  Book View

                                                                                  from £244 / night

                                                                                  Top Destination reviews

                                                                                  Chris and Sue's Disney Condo
                                                                                  Excellent accommodation

                                                                                  I was nervous not using a tour operator but Sue's communication really reassured me. On arrival was easy and the accommodation was to a great high standard. Located in Kissimmee but a short distance to where we wanted to be with parks. … see more
                                                                                  Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms
                                                                                  Fantastic Villa, Perfect Location for Disney etc., Food & Shopping

                                                                                  It was a very straightforward process booking 'Mickey's Clubhouse', questions were answered very promptly by the owners - the whole process was quick, efficient and informative.The villa was as described, very spacious, well equipped and very clean. There were 8 family members in our party and the pool was enjoyed and well used by all. The grandchildren (2,4,& 9) had great fun with the pool inflatables! The games room was a nice added bonus for the children and adults alike! Having Wi-fi provided at the villa was very useful too. The gated community of Windsor Palms was very well presented along with the huge communal pool and clubhouse. The location of 'Mickey's Clubhouse' was superb to visit the Disney Parks & Universal Studios etc. Restaurants were also close by (approx. 5 mins) plus a choice of supermarkets. Would highly recommend 'Mickey's Clubhouse' and Windsor Palms. A memorable vacation enjoyed by all. A big thank-you to the Ennis family for sharing their lovely home with us.see more
                                                                                  Sundown Palm
                                                                                  Fabulous house

                                                                                  We had a great time at Sundown Palm. The house was beautiful and very roomy. My 6 year old and 2 year old had a great time playing in the play room and in the pool. I would highly recommend. My only regret is not spending more time at the house. … see more
                                                                                  Sun Palm - 5 star Disney executive villa.
                                                                                  What a fantastic experience from start to finish!

                                                                                  The house was beautiful and well taken care of. The pool was very nice and even had things to use in the pool. The outside furniture was nice to relax in by the pool. The rooms were all very nice and spacious. Everything was provided that we needed and made for a great stay! The gated community was also a nice plus. We will stay here again. Richard was always wonderful to deal with and helped make our vacation wonderful!see more
                                                                                  A stunning pool home in Kissimmee, Disney Paradi
                                                                                  Wyndham Palm Way review

                                                                                  Lovely villa, easy to find just off the 192 and easily accommodates 9 people so perfect for a large family holiday. Easy to get to the parks and out for food but you will need a car. Good value for money although it is a little dated inside and could do with a bit of an update - everything was functioning (except the blinds in the lounge) and we felt very at home. Just enough plates and things to keep you going and starter stuff was good as we landed on Christmas Eve. Free wifi was a blessing! The development is well maintained and we felt very safe as the gates were always manned. We didn't use the club house or pool but my husband said they looked good. The pool is a great size and clean as well as easy to operate although I would have liked the water just a bit warmer - I would imagine perfect temperature in the summer. Beds were really comfy and the place was clean - the use of the laundry room a bonus that all my family came home with the washing done. Would certainly recommend, just keep in mind it's value against its fit out. Kate was great to deal with! Thanks for lending us your holiday home we had a fab holiday!see more

                                                                                  Also consider