Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartment
Condo
House
Townhome
Villas
Barn
Boat
Bungalow
Cabin
Castle
Chalet
Cottage
Estate
Farmhouse
Hotel
Lodge
Studio
Yacht

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Windsor Hills Villa Rentals(220)

220 Results
Book it Now!
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
    (52)
    Book it Now!
    5 - 7 night minimum stay
    • 5 BR,
    • 5 BA,
    • Sleeps 12
      (28)
      Book it Now!
      3 - 14 night minimum stay
      • 4 BR,
      • Sleeps 8
        (31)
        Book it Now!
        5 - 6 night minimum stay
        • 6 BR,
        • 4 BA,
        • Sleeps 14
          (19)
          Book it Now!
          5 - 7 night minimum stay
          • 5 BR,
          • 5 BA,
          • Sleeps 12
            (27)
            Book it Now!
            4 - 7 night minimum stay
            • 6 BR,
            • 4 BA,
            • Sleeps 14
              (15)
              Book it Now!
              4 - 6 night minimum stay
              • 6 BR,
              • 4 BA,
              • Sleeps 15
                (11)
                Book it Now!
                5 - 14 night minimum stay
                • 5 BR,
                • 5 BA,
                • Sleeps 12
                  (10)
                  Book it Now!
                  3 night minimum stay
                  • 4 BR,
                  • 4 BA,
                  • Sleeps 8
                    (12)
                    3 - 6 night minimum stay
                    • 6 BR,
                    • 4 BA,
                    • Sleeps 14
                      (27)
                      3 - 7 night minimum stay
                      • 6 BR,
                      • 4 BA,
                      • Sleeps 14
                        (12)
                        Book it Now!
                        1 - 6 night minimum stay
                        • 6 BR,
                        • 4 BA,
                        • Sleeps 14
                          (8)
                          Book it Now!
                          3 - 7 night minimum stay
                          • 6 BR,
                          • 4 BA,
                          • Sleeps 12
                            (6)
                            3 - 5 night minimum stay
                            • 6 BR,
                            • 4 BA,
                            • Sleeps 14
                              (17)
                              Book it Now!
                              3 - 5 night minimum stay
                              • 5 BR,
                              • 5 BA,
                              • Sleeps 12
                                (8)
                                Book it Now!
                                3 night minimum stay
                                • 6 BR,
                                • 4 BA,
                                • Sleeps 12
                                  Book it Now!
                                  • 6 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 16
                                    1 Review
                                    Book it Now!
                                    4 - 5 night minimum stay
                                    • 6 BR,
                                    • 4 BA,
                                    • Sleeps 14
                                      1 Review
                                      • 6 BR,
                                      • 4 BA,
                                      • Sleeps 12
                                        (12)
                                        Book it Now!
                                        5 night minimum stay
                                        • 5 BR,
                                        • 5 BA,
                                        • Sleeps 10
                                          • 7 BR,
                                          • 4 BA,
                                          • Sleeps 18
                                            (3)
                                            3 - 5 night minimum stay
                                            • 6 BR,
                                            • 4 BA,
                                            • Sleeps 12
                                              4 - 7 night minimum stay
                                              • 5 BR,
                                              • 5 BA,
                                              • Sleeps 10
                                                (18)
                                                5 - 7 night minimum stay
                                                • 4 BR,
                                                • 5 BA,
                                                • Sleeps 8
                                                  (25)
                                                  7 night minimum stay
                                                  • 4 BR,
                                                  • 4 BA,
                                                  • Sleeps 8
                                                    (8)
                                                    2 - 5 night minimum stay
                                                    • 6 BR,
                                                    • 4 BA,
                                                    • Sleeps 12
                                                      $240 - $330
                                                      per night
                                                      2 - 5 night minimum stay
                                                      • 6 BR,
                                                      • 4 BA,
                                                      • Sleeps 12
                                                        Advertisement
                                                         

                                                        Recent Windsor Hills Reviews

                                                        Beautiful home and excellent location.

                                                        5 of 5
                                                        We rented the home for a youth mission trip and it was perfect for our needs. So much better than any motel. The location was close to a lot of attractions if we would have been there for that, but was also close to where we were working. Beds were comfy and all amenities were great. Will definitely stay again.
                                                        • Submitted: Aug 18, 2014
                                                        • Stayed: Jun 2014

                                                        Super Clean, Beautifully Decorated, has Everything

                                                        5 of 5
                                                        When walking through the door, we were pleased with our choice to rent the Holiday Paradise Villa. Everything looked immaculate; each room was decorated in a classy, attractive and truly inviting manner! The grandkids and young adults were excited about the playroom. We had a great vacation because our accommodations were outstanding. We enjoyed the pool every evening after visiting Disney (which was only minutes away) all day; it was relaxing and my grandchildren loved the pool toys! Amenities were all-embracing for young and old (baby items, games, game room, beach towels, plenty of towels, linens, kitchen tools…); there was nothing that we needed that we didn’t find there. A lot of thought went into equipping this home because many items were put there for "convenience" which made vacation life a great deal more comfortable. Even though planned, we didn’t get the opportunity to use the Windsor Hills Facilities; the house was more than enough! We highly recommend Holiday Paradise Villa to any family needing a place to sleep 8 or less. We definitely will stay there again as well as tell all our friends and family about this great find! The owner was extremely helpful and gracious; she answered every question very quickly and never seemed annoyed by the fact that I wanted more details (even after committing). Thank you Karen for sharing your home away from home with us, it helped make our vacation super! ps The baby needs provided were great; place to sleep, high chair, stroller, baby utensils, sippy cups... It helped make it even more like Grandma's house, but even better. Thanks again for providing everything we needed at such an incredible price!!!!! Betsy
                                                        • Submitted: Aug 16, 2014
                                                        • Stayed: Aug 2014

                                                        Annual Girls Vacation

                                                        5 of 5
                                                        This house was exactly as it was presented in pictures. This is one of the best homes we have stayed in in this area. All of the rooms had great decor. It was very inviting and spacious. It is one that I would love to vacation in again for sure. The pool area was great bar and refrigerator, just an relaxing home inside and out. We did not want to leave enjoyed the house and it's amenities very much.
                                                        • Submitted: Aug 10, 2014
                                                        • Stayed: Aug 2014