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Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park

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A resort with multiple swimming pools, a water park, and a well-maintained lawn area. - Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park (Kissimmee)
A modern living room with a staircase, a sofa set, and a kitchen area. - Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park (Kissimmee)
A living room with a sofa, two armchairs, a coffee table, and a TV. - Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park (Kissimmee)
A restaurant with a tropical theme, featuring a large TV screen displaying a sunset, thatched roofing, and tiki-style pillars. - Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park (Kissimmee)
A two-story house with a garage, a front porch, and a well-maintained lawn. - Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park (Kissimmee)
Located close to Mystic Dunes Golf Club, Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park provides golfing on-site, a garden and a playground. For some rest and relaxation, visit the hot tub. Free in-room WiFi is available to all guests, along with an arcade/games room and laundry facilities.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

About this property

Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park

  • YOLO HOUSE – WINDSOR HILLS

    Your Private Luxury Villa Near Disney | Sun-Soaked Pool, Tiki Bar, BBQ & Beautiful Lake Views

    Why settle for an ordinary holiday home when you can enjoy your own private Florida resort?

    Welcome to YOLO House, a beautifully remodelled six-bedroom, four-bathroom luxury villa in the prestigious, gated Windsor Hills Resort, approximately 10 minutes from Walt Disney World.

    Imagine spending magical days at Disney, returning to your own private pool and spa, enjoying cocktails at the luxury tiki bar, and sharing a family BBQ beneath the Florida sunshine.

    With a spacious extended pool deck, beautiful lake views, designer interiors, themed children's bedrooms and complimentary access to the Windsor Hills waterpark, YOLO House offers the perfect combination of Disney excitement, luxury relaxation and quality family time.

    Whether you're bringing the children to Disney for the first time, celebrating a special occasion or enjoying a multigenerational family holiday, YOLO House is designed to make every moment memorable.

    🌟 10 Reasons to Choose YOLO House

    Minutes from Disney: Enjoy the magic of the theme parks without a long journey home.

    Your own private pool and spa: Swim, relax and unwind whenever you wish, with pool heating available.

    Sunshine throughout the day: Our extended pool deck is designed for guests who love spending time outdoors.

    Luxury tiki bar and BBQ: Create your own poolside holiday atmosphere with seating for 10.

    Beautiful lake and conservation views: A peaceful backdrop with no rear neighbours.

    FREE Windsor Hills waterpark access: Unlimited resort fun included with your stay.

    Six beautifully appointed bedrooms: Space for families and groups to relax in comfort.

    Magical themed children's bedrooms: Mickey Mouse and Star Wars adventures continue after the parks.

    Family-friendly facilities: Baby equipment and thoughtful safety features help make travelling easier.

    Premium interiors and entertainment: Designer furnishings, large smart TVs and a fully equipped kitchen.

    ☀️ Your Own Private Florida Poolside Paradise

    The outdoor living space is one of the highlights of YOLO House.

    Unlike holiday villas where outdoor space can feel limited, YOLO House features an extended, sun-soaked pool deck with luxurious loungers, comfortable seating and beautiful open lake views.

    Start your morning with coffee overlooking the water, spend the afternoon relaxing beside your private pool, and finish the day with a BBQ and drinks at your very own luxury tiki bar.

    With no rear neighbours, a screened lanai and plenty of space to relax together, this is the perfect setting for making holiday memories.

    No crowded hotel pool. No fighting for sun loungers. Just your own private Florida retreat.

    🌴 FREE Waterpark & Resort Facilities

    Enjoy the benefits of a luxury resort without giving up the privacy of your own villa.

    Every booking includes complimentary access to the Windsor Hills Resort facilities, with the waterpark, lagoon-style swimming pool, spa and clubhouse approximately 300 metres from YOLO House.

    Spend the morning exploring Disney, the afternoon enjoying the waterpark and the evening relaxing in your own private pool.

    It's the best of both worlds — a fun-filled resort for the children and a peaceful luxury villa for the whole family.

    🛏️ Six Beautiful Bedrooms – Comfort for the Whole Family

    After a busy day exploring Orlando, everyone deserves a wonderful night's sleep.

    YOLO House offers six thoughtfully furnished bedrooms, combining luxurious adult accommodation with exciting themed spaces for younger guests.

    Three King Bedrooms
    Beautifully furnished with premium bedding, smart TVs and elegant décor. Two feature ensuite bathrooms.

    Ground-Floor Queen Bedroom
    Conveniently situated on the ground floor for guests who prefer to avoid stairs.

    Mickey Mouse Bedroom
    A magical Disney-inspired retreat featuring bunk and trundle beds, perfect for younger guests.

    Star Wars Bedroom
    Let the adventure continue in this fun-filled, themed bedroom with full and twin beds.

    Bedrooms feature quality bedding, smart entertainment and convenient USB-C charging facilities.

    🛁 Luxury Bathrooms & Spa-Style Relaxation

    Enjoy the comfort of four beautifully appointed bathrooms, including a luxurious master bathroom featuring a freestanding SOAK bathtub, rainfall LED showers and Bluetooth audio.

    Thoughtful design and premium finishes help turn everyday routines into a relaxing part of your holiday.

    🍽️ Cook, Dine & Celebrate Together

    One of the greatest advantages of staying at YOLO House is having the space to enjoy time together.

    The elegant open-plan living area offers comfortable seating, beautiful natural light and a spectacular 75-inch smart TV — ideal for movie nights after Disney.

    The fully equipped kitchen features Samsung stainless steel appliances, a blender, waffle maker, coffee maker and everything needed for relaxed family dining.

    Prepare breakfast before the parks, enjoy lunch by the pool or bring everyone together for an evening BBQ at the tiki bar.

    No need to book restaurants for every meal. Enjoy the freedom to holiday your way.

    👶 Travelling with Children? We've Thought of That Too.

    Family holidays should be about making memories, not worrying about what to pack.

    YOLO House provides thoughtful family amenities, including:

    Pack 'n Plays

    Single and double strollers

    Stair gates

    Pool alarms and safety screening

    Children's themed bedrooms

    Spacious family living areas

    With the resort waterpark nearby and Disney just a short drive away, there's plenty to keep younger guests entertained.

    🌅 A Beautiful Lakeside Setting

    Situated on desirable Daulby Street within Windsor Hills Resort, YOLO House enjoys beautiful views across the lake and neighbouring conservation area.

    Relax on the lanai, watch the changing colours of the Florida sky and enjoy the peaceful surroundings after a busy day at the parks.

    You'll feel wonderfully removed from the crowds while remaining close to Orlando's world-famous attractions.

    🔒 Comfort, Convenience & Peace of Mind

    YOLO House is situated within a gated resort community and offers secure smart entry and exterior security cameras.

    The villa has been designed to provide the comfort, privacy and convenience that make a family holiday genuinely relaxing.

    ✨ Make Your Disney Holiday Something Special

    Disney creates magical memories. YOLO House gives you somewhere equally special to share them.

    From children's excitement in the themed bedrooms to sunny afternoons by the pool, family BBQs at the tiki bar and peaceful evenings overlooking the lake, every day offers something to look forward to.

    Why book several hotel rooms when your family can enjoy the freedom, space and privacy of a beautiful six-bedroom villa?

    Book YOLO House for your next Orlando holiday and experience the magic of Disney with the luxury of your own private Florida retreat.

    YOLO — You Only Live Once. Make Your Holiday Unforgettable.

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About the area

Located in Windsor Hills, a neighbourhood in Kissimmee, this villa is near theme parks and on the waterfront. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Travelling with kids? Don't miss Walt Disney World® Resort and Disney's Hollywood Studios®. Water tubing, fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Kissimmee travel guide
View more Villas in Orlando
Map
Kissimmee, FL

What's nearby

  • A golf course with sand bunkers, trees, and a flagstick.
    Mystic Dunes Golf Club
    3 min drive - 1.7 km
  • Bonanza Golf & Gifts
    3 min drive - 3.0 km
  • Mighty Jungle Golf
    4 min drive - 3.4 km
  • Island H2O Live!
    5 min drive - 3.8 km
  • Orange Lake Golf
    6 min drive - 6.8 km

Getting around

  • Kissimmee Station
    26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    31 min drive

Restaurants

  • McDonald's
    4 min drive
  • Starbucks
    3 min drive
  • El Cafetal Bakery & Restaurant
    3 min drive
  • Del Taco
    3 min drive
  • IHOP
    3 min drive

Frequently asked questions

Does Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park pet-friendly?

No, pets are not allowed at this property.

How much is parking at Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park?

On-site parking is available at the property.

What time is check-in at Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park?

Check-in begins at 4:00 PM.

What time is check-out at Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park?

Checkout is at 10:00 AM.

Where is Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park located?

This family-friendly Kissimmee villa is located on the waterfront, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).

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Reviews

Your Private Luxury Villa Near Disney | Sun-Soaked Pool,Tiki Bar, BBQ Water Park Reviews

9.6

Exceptional

9.2

Cleanliness

9.8

Location
Rating 10 - Excellent. 104 out of 134 reviews
Rating 8 - Good. 25 out of 134 reviews
Rating 6 - Okay. 2 out of 134 reviews
Rating 4 - Poor. 1 out of 134 reviews
Rating 2 - Terrible. 2 out of 134 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved the pool and tiki bar.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family had a wonderful time at YOLO House. The house was clean and spacious with plenty of room for our group. The pool area was amazing and we spent a lot of time lounging out there. Sam was great to deal with and was always quick with responses to our questions and needs during our stay. We would absolutely recommend staying here and would love to come back!
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Vacation Home

Great home for a family vacation for our adult kids and grandchildren. The house was spacious and clean. The pool and spa were excellent and the adults loved the tiki bar area.
Stayed 6 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the property. It was big enough for 10 of us, to have space and not feel cramped. We made goo Use of the game room and the pool.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Disney Vacation

Great location and amenities
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Luxury Villa

Fantastic villa, totally recommended, good communication, everything about it was luxury, thank you!
Stayed 14 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay at Yolo House

Great stay! Perfect home in the Windsor Hills area. Kids loved the rooms and the pool area. Home was clean and well furnished. Everything about the stay was great.
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for a family vacation

Communication before arriving was very smooth as was the check in process. We loved the extra space around the pool and hot tub. Great place to stay with our group of 8. We will be back!!
Stayed 6 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful 4 week stay at YOLO House. We have been coming to Windsor Hills since 2006 and this is our favorite house – and we hope to stay again! The extended pool deck, huge lanai and Tiki bar / BBQ are really unusual in Windsor Hills and were very welcome – all saw a lot of use. Not being overlooked at the rear of the house (pverlooking the conservation area instead) was a huge positive for us. The refurbished décor and amenities of the house make it stand out too – we especially loved the updated bathrooms and rainfall showers. Everything about the house was great: there was loads of space, the beds were comfy, the games room got a lot of use and the kitchen was well equipped. I do also like that the Windsor Hills traffic lights are finally in operation – makes exiting the resort much safer.
Stayed 29 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Week with family

We had a great time during our stay! The extended pool deck is the star and we spent the majority of our time enjoying the pool and outdoor tv’s. The resort was quiet and felt very safe. I wouldn’t hesitate at all to return to the YOLO house!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

March Break

We had a wonderful experience at the YOLO house! Place was exactly as described and had everything we needed to set us up for a great stay. The patio was amazing! We spent most of our time enjoying the pool, hot tub and warm weather.
Stayed 6 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house!

This house was perfect for our family of 5! Everyone had their own space and we loved the outdoor pool space. Updated bathrooms and clean throughout. Perfect location to Disney springs and universal. Will definitely stay at YOLO again!
Stayed 3 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful property located in a nice resort setting. The house amenities were great - pool, tiki bar, spa, pool table, 2 outdoor TVs, and ping pong. Resort has a large pool area, hot tub, sand vollyball, pickelball/tennis, and basketball courts. Lots of room inside and outside this house to spread out. Had one small issue, owner responded immediately and it was corrected. Home is a very short drive to stores, restaurants, and entertainment. Highly consider this property in the Orlando area.
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best stay ever

We have stayed in Windsor Hills before, but this house was the BEST we have stayed in. The home was clean, open, and an ideal set-up. The main floor set-up was perfect for spending time together. Each room was beautifully decorated and not over crowded with furniture.
Stayed 9 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House and Perfect Location

The house was perfect for our stay. Upon arrival everything was clean and in perfect working order. Property Manager was very quick to respond to any questions we had. Very easy to get around and visit the various parks. Would definitely recommend if you are visiting this area.
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

We loved the house and the space, we loved the location from house to clubhouse we could walk. The pool and hot tub was nice to come back to and relax in. Everyone was super friendly and nice. We definitely will be back and everything was true as advertised.
Stayed 4 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation

Property was beautiful. Only thing was a little challenging was the heat in the hot tub and the power to the tiki bar. Besides that the home fit our needs for our family, making our vacation great.
Stayed 6 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Yolo

We loved this house. It had everything we needed. The pool deck was spacious and the Tiki Bar was a great add on. We had a few hiccups on check-in but it was all handled quickly. Highly recommended
Stayed 6 nights in Mar 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanksgiving Holiday

Overall the YOLO house was a nice home to enjoy a Thanksgiving holiday. The pool area was impressive with the tiki bar and lots of seating options. Unfortunately there were a couple downsides including an unkept patio (needed some power washing) and the motion lights were frustrating to deal with. Overall would recommend staying at the YOLO house.
Stayed 8 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Getaway for Son

We had such a great time. The YOLO House was absolutely stunning. We enjoyed our time there. There was an incident with a very rude security guard at the gate on one of our last nights there. Other than that my family enjoyed our stay and would definitely recommend this house to others
Stayed 16 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends and Family

Perfect stay for our 3 families ranging from kids 10 to 18yrs. The pool area is one of kind in this area. If you like sitting outdoors in evenings with lights, pool, hot tub, couch and TV if place is perfect. All bathrooms are renovated and games room is perfect. Kids spent a lot of time at the pool house Our friends also rented house next door so it was just a perfect vacation. We will be back.
Stayed 8 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

Yolo house was stunning . The children yelled with joy when they saw their mickey mouse and star war rooms. The tiki bar is lovely. The game room was used well as was the pool. All in all excellent place to sray. Very centrally located. Thanks to Sam and Steve for keeping things running smoothly. The Zorrilla's
Stayed 6 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience

This house is as advertised! It’s a step above most of the other houses in the neighborhood as it’s bigger and the extra space in the pool area leaves room for dining outside and relaxing. The Tiki bar is also a home run! We had no issues and Sam answered the couple of questions I had immediately. We would definitely return!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

YOLO has it all!

Top notch in every way. We lacked nothing at YOLO-everything we needed/wanted was there for our multi-generational group, including baby/toddler gear, fully stocked kitchen, televisions, laundry, comfortable bedrooms, beautiful en suites, games room, and spacious living areas. The outdoor area far exceeded our expectations. The outdoor living space is huge compared to other homes we saw on our street. We had sun into late afternoon & the pool, bar, lounges makes you feel like you are at an all-inclusive!
Stayed 12 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a family 13

The house was exactly all we had expected from the pictures. Very spacious for a family of 13 and the outdoor setup with the pool and the tiki bar was icing on the cake. My 6 years old autistic son absolutely loved the pool. Sam was very responsive to any questions we had. We also ran into the property manager during our stay and he was very nice and welcoming. Perfect location conveniently located to all the Disney parks and all of your other entertainment needs from shopping to dining. This will definitely be our go to the next time we’re in Florida.
Stayed 4 nights in Jun 2024