Themed Disney Vacation Home Private Pool Minutes from Parks Windsor Hills | Villa in Kissimmee
4 Bedroom Villa in Windsor Hills, Kissimmee
Welcome to Olaf’s Endless Summer – Your Family’s Magical Disney Retreat
Escape to a place where Disney dreams meet everyday comfort. Located just 2 miles from Walt Disney World, our professionally designed 4-bedroom, 4-bathroom villa in Windsor Hills Resort is the perfect in home base for your next adventure. Whether it’s your first visit or your fifteenth, Olaf’s Endless Summer offers the space, charm, and convenience families need to relax, recharge, and make unforgettable memories.
Why Families Love Our Home:
Rare single-story layout—no stairs, no elevators, just walk-in ease
4 bedrooms / 4 bathrooms—everyone gets their own space and privacy
Private heated pool—perfect for nighttime swims under the stars
Themed bedrooms:
Star Wars™ Galaxy Room with custom triple-decker bunk bed—sleeps several kids
Princess Suite with pull-out trundle—perfect for siblings or cousins
Moana-Inspired Room with a king-size bed and private ensuite—a tropical escape for grown-ups
Frozen Room with a king-size bed and private ensuite—cool, cozy, and ideal for grandparents or parents
Games room with pool table, Xbox and more
Family-Ready Extras (Included!):
Pool heat included
Highchairs, strollers, playpens, wagons
Toy room stocked with fun
BBQ grill on the honor system
Smart TVs, fast Wi-fi.
We’re Not Just Hosts—We’re Here for You: We’re proud to be Premier Hosts with hundreds of 5-star reviews from happy families. Due to a glitch in the system (possibly caused by a rogue droid or a Jedi mind trick), they’re a bit tricky to find—but trust us, they’re there, and they speak volumes. We treat every guest like family and love being part of your vacation story.
Yes, we have a great management team, but we’re also just a phone call away. Whether you forgot to register someone at the gate, need a last-minute change, or want Brett’s “Dad’s First Day Check-In List,” we’re here to help.
Windsor Hills Resort Perks:
Heated lagoon pool, splash pad, and water park
Clubhouse with movie theater, arcade, and fitness center
Sports courts, playgrounds, walking trails
Daily activities like crafts and DJ-led pool parties (our daughter is undefeated in the hula hoop contest—15 wins and counting!)
Let the magic begin. Olaf’s Endless Summer is more than a rental—it’s a place where memories are made. Book today and let your family’s magical adventure begin!
Themed Disney Vacation Home Private Pool Minutes from Parks Windsor Hills is located in Windsor Hills. Themed Disney Vacation Home Private Pool Minutes from Parks Windsor Hills provides accommodation, featuring Fireplace/Heating, Barbecue/Outdoor Cooking, Hot Tub, among other amenities. This Villa features Fireplace/Heating, Barbecue/Outdoor Cooking, Hot Tub, to make your stay a comfortable one.
Themed Disney Vacation Home Private Pool Minutes from Parks Windsor Hills has 4 Bedrooms , 4 Bathrooms, and max occupancy of 13 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Villa because of the excellent services rendered by the owner or manager of this Villa, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Villa has a friendly neighborhood, and the Windsor Hills has interesting places to visit. If you want to learn more about the Villa in Windsor Hills, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Policies
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
Reviews
FAQ's
Is this Windsor Hills villa pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Windsor Hills villa have a swimming pool?
Yes, this Windsor Hills villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Windsor Hills villa?
Best-rates for the Windsor Hills villa starts from $322 per night with includes Kitchen, Laundry, Air Conditioner, Parking, Security/Safety, Sports/Activities, Wellness Facilities, Fireplace/Heating, Barbecue/Outdoor Cooking, Hot Tub, Pool, TV, Child Friendly, Internet with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Windsor Hills villa a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Windsor Hills villa wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Windsor Hills villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Windsor Hills villa?
Based on the information reported by the owner or manager, the Windsor Hills villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Windsor Hills villa?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
