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Last-Minute Deal! 4BR/4B Disney Villa - Pool, Themed StarWars & Princess -2mi DW
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Reviews
1010 out of 10
Exceptional
Entire home
4 bedrooms4 bathroomsSleeps 10186 sq m
Popular amenities
- Dryer
- Washer
- Air conditioning
Explore the area

Kissimmee, FL
- Mystic Dunes Golf ClubPlace, Mystic Dunes Golf Club3 min drive
- Disney's Animal Kingdom® Theme ParkPlace, Disney's Animal Kingdom® Theme Park6 min drive
- Disney's Hollywood Studios®Place, Disney's Hollywood Studios®8 min drive
- Orlando, FL (MCO-Orlando Intl.)Airport, Orlando, FL (MCO-Orlando Intl.)33 min drive
Room options
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About the area
Kissimmee
With a stay at this villa in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. .This family-friendly villa is 6 mi (9.7 km) from Disney's Hollywood Studios® and 7.7 mi (12.4 km) from Disney Springs™.
What's nearby
- Mystic Dunes Golf Club - 3 min drive - 2.0 km
- Disney's Animal Kingdom® Theme Park - 6 min drive - 4.1 km
- Disney's Blizzard Beach Water Park - 7 min drive - 6.5 km
- ESPN Wide World of Sports Complex - 7 min drive - 6.4 km
- Disney's Hollywood Studios® - 8 min drive - 7.8 km
Getting around
- Kissimmee Station - 25 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway) - 21 min drive
Restaurants
- McDonald's - 3 min drive
- Starbucks - 2 min drive
- Del Taco - 3 min drive
- Drafts Sports Bar & Grill - 13 min walk
- Sickies Garage Burgers & Brews - 3 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Last-Minute Deal! 4BR/4B Disney Villa - Pool, Themed StarWars & Princess -2mi DW
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 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 air hockey, foosball, and more
Family-Ready Extras (Included!):
Highchairs, strollers, playpens, wagons
Toy room stocked with fun
BBQ grill on the honor system
Smart TVs, fast Wi-Fi, and cozy living spaces
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: We’ve hosted birthdays, reunions, first-time Disney trips, and more. 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!
We also have a story that our guests shared with us that we would like to share with you!
The big vacation had finally arrived. We’d booked Olaf’s Endless Summer through VRBO several months ago, and the countdown had been on ever since. The hosts had provided everything we needed—directions, gate codes, check-in details—but what really stood out was Brett’s personal touch. I’d asked if they had any tips for the first day, and sure enough, Brett sent over a list. Not just any list—this was a “Dad’s First Day Check-In Guide,” complete with snack suggestions, pool priorities, and a reminder to charge your phone before the castle pics started piling up. We knew we were in good hands.
Grandma and Grandpa settled into the Moana-inspired king suite, grateful for the walk-in access and private ensuite. As Grandpa set down his suitcase, he chuckled, “Well, that beat the 5,000 steps I got checking into the other resort!” Everyone laughed—this trip was already off to a smoother start.
The next morning, while the adults sipped coffee poolside and admired the rising sun, the kids burst out of the toy room, declaring, “We’re hungry!” Brett’s tip from the welcome guide paid off instantly. Dad stood up and shouted, “There’s cheese pizza in the fridge!” The kids erupted in cheers—“YEAH!”—and raced inside like it was rope drop at Magic Kingdom.
After breakfast, the whole family went for a walk through Windsor Hills. Just a few minutes from the villa, they stumbled upon the massive castle playground—turrets, slides, bridges, and climbing walls that looked straight out of a fairytale. The kids were instantly enchanted, playing for over an hour while the adults relaxed nearby.
Dad watched them from a shaded bench and chuckled, “This beats the wooden tree fort I had growing up. I still remember the splinters!” Grandpa nodded knowingly, rubbing his hand like he could still feel one. The playground echoed with laughter, and for a moment, time slowed down—just long enough for everyone to feel like a kid again.
After lunch, they grabbed the pool towels—conveniently supplied in the villa—and headed to the Windsor Hills clubhouse. The kids raced to the waterslides, squealing with delight as they zipped down again and again. Meanwhile, the adults enjoyed drinks and snacks from the onsite café, soaking in the sunshine and the rare quiet. At the craft station, the kids got matching glitter tattoos—and even Mom and Grandma joined in, proudly showing off their sparkly designs. It was one of those spontaneous moments that turned into a favorite memory. Eventually, they headed back to the house to unwind.
That evening, Dad fired up the Weber BBQ on the patio. Steaks sizzled for the grown-ups while hot dogs roasted for the kids. The smell of dinner mixed with the warm Florida breeze, and everyone gathered around the outdoor table to eat, laugh, and share stories from the day. After supper, it was time for some cards and swimming. The kids picked a movie—Bluey!—and floated in the pool on intertubes, giggling and splashing as the screen glowed from inside. When Bluey ended, they begged for Moana… again. No one minded.
Suddenly, loud bangs echoed in the distance. They looked up and saw bursts of color lighting up the sky—Disney fireworks! From the pool deck, they caught a glimpse of the magic, a perfect surprise to end the night. Realizing it was late, they wrapped up the towels, turned off the lights, and called it a night.
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 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 air hockey, foosball, and more
Family-Ready Extras (Included!):
Highchairs, strollers, playpens, wagons
Toy room stocked with fun
BBQ grill on the honor system
Smart TVs, fast Wi-Fi, and cozy living spaces
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: We’ve hosted birthdays, reunions, first-time Disney trips, and more. 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!
We also have a story that our guests shared with us that we would like to share with you!
The big vacation had finally arrived. We’d booked Olaf’s Endless Summer through VRBO several months ago, and the countdown had been on ever since. The hosts had provided everything we needed—directions, gate codes, check-in details—but what really stood out was Brett’s personal touch. I’d asked if they had any tips for the first day, and sure enough, Brett sent over a list. Not just any list—this was a “Dad’s First Day Check-In Guide,” complete with snack suggestions, pool priorities, and a reminder to charge your phone before the castle pics started piling up. We knew we were in good hands.
Grandma and Grandpa settled into the Moana-inspired king suite, grateful for the walk-in access and private ensuite. As Grandpa set down his suitcase, he chuckled, “Well, that beat the 5,000 steps I got checking into the other resort!” Everyone laughed—this trip was already off to a smoother start.
The next morning, while the adults sipped coffee poolside and admired the rising sun, the kids burst out of the toy room, declaring, “We’re hungry!” Brett’s tip from the welcome guide paid off instantly. Dad stood up and shouted, “There’s cheese pizza in the fridge!” The kids erupted in cheers—“YEAH!”—and raced inside like it was rope drop at Magic Kingdom.
After breakfast, the whole family went for a walk through Windsor Hills. Just a few minutes from the villa, they stumbled upon the massive castle playground—turrets, slides, bridges, and climbing walls that looked straight out of a fairytale. The kids were instantly enchanted, playing for over an hour while the adults relaxed nearby.
Dad watched them from a shaded bench and chuckled, “This beats the wooden tree fort I had growing up. I still remember the splinters!” Grandpa nodded knowingly, rubbing his hand like he could still feel one. The playground echoed with laughter, and for a moment, time slowed down—just long enough for everyone to feel like a kid again.
After lunch, they grabbed the pool towels—conveniently supplied in the villa—and headed to the Windsor Hills clubhouse. The kids raced to the waterslides, squealing with delight as they zipped down again and again. Meanwhile, the adults enjoyed drinks and snacks from the onsite café, soaking in the sunshine and the rare quiet. At the craft station, the kids got matching glitter tattoos—and even Mom and Grandma joined in, proudly showing off their sparkly designs. It was one of those spontaneous moments that turned into a favorite memory. Eventually, they headed back to the house to unwind.
That evening, Dad fired up the Weber BBQ on the patio. Steaks sizzled for the grown-ups while hot dogs roasted for the kids. The smell of dinner mixed with the warm Florida breeze, and everyone gathered around the outdoor table to eat, laugh, and share stories from the day. After supper, it was time for some cards and swimming. The kids picked a movie—Bluey!—and floated in the pool on intertubes, giggling and splashing as the screen glowed from inside. When Bluey ended, they begged for Moana… again. No one minded.
Suddenly, loud bangs echoed in the distance. They looked up and saw bursts of color lighting up the sky—Disney fireworks! From the pool deck, they caught a glimpse of the magic, a perfect surprise to end the night. Realizing it was late, they wrapped up the towels, turned off the lights, and called it a night.
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
Don't miss out on recreational opportunities including a hot tub and a fitness center. This villa also features an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Pool/Spa
- Heated pool
- Hot tub
Internet
- Available in the villa: Free WiFi
Parking and transport
- Wheelchair-accessible parking available
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Microwave
- Oven
- Refrigerator
- Toaster
Bedrooms
- 4 bedrooms
- Bedsheets provided
Bathroom
- 4 bathrooms
- Bathtub or shower
- Hair dryer
- Shower
Living spaces
- Living room
- Separate dining area
Entertainment
- Smart TV with cable/satellite channels
Outdoor areas
- Barbecue grill
- Porch/lanai
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- Accessible parking space
- No lift (single-level property)
- Wheelchair-accessible parking
- Smoke-free property
Services and conveniences
- Iron/ironing board
Things to do
- Arcade/game room
- Gym
- Heated pool
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- Fire extinguisher
General
- Property located in a resort
- Unit size: 2,000 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Please refer to your check-in information.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
Property is also known as
Close to Disney Themed Kids Rooms Gated Resort Community
Sept Oct Book FOR $119/night!!! This Is An Incredible Deal!
Family Oriented, Disney Styled Vacation Pool Home! Kissimmee
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Flights