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YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY

Family-friendly villa with water park and fitness centre

Photo gallery for YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY

Extended pool deck - all day sun and loungers
10 seater Tiki Bar and BBQ on extended deck - enjoy being outdoors all the time
Hotel Style Stunning outdoor Tikki Bar and BBQ for 10 people.
Tiki style Al Fresco dining
Miscellaneous

Reviews

9.4 out of 10
Exceptional
6 bedrooms2 bathroomsSleeps 132812 sq m

Popular amenities

  • Dryer
  • Washer
  • Gym

Explore the area

View map
  • Place, Mystic Dunes Golf Club
  • Place, Disney's Animal Kingdom® Theme Park
  • Place, ESPN Wide World of Sports Complex
  • Airport, Orlando, FL (MCO-Orlando Intl.)

Rooms & beds

6 bedrooms (sleeps 13)

Front Master Suite

1 King Bed

Ground Floor Queen

1 Queen Bed

Master Suite 1

1 King Bed

Mickey Mouse Room

1 Double Bed and 2 Single Beds

Rear King

1 King Bed

Star Wars Room (Sleeps 3)

1 Single Bed and 1 Double Bed

2 bathrooms

Downstair Bathrooms

Bathtub or shower · Toilet

Front Master Bathroom

Toilet · Shower only

Master Bathroom

Bathtub · Toilet · Shower only

Shared Bathroom

Bathtub or shower · Bathtub · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Outdoor play area
Garden
Dining area

About this property

YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY

Where Luxury Meets Magic – Just Minutes from Walt Disney World®

Welcome to YOLO House, a newly remodeled, high-end 6-bedroom, 4-bath luxury villa located in the world-famous Windsor Hills Resort, only 10 minutes from Disney World. Whether you're planning a family vacation, a friends’ getaway, or a multi-generational trip, YOLO House promises comfort, style, and unforgettable memories from the moment you arrive.

🌟 Why You’ll Love YOLO House

✅ Just 10 minutes from Disney World®
✅ Free unlimited waterpark & resort access
✅ Private heated pool & spa with lake views
✅ Extended Pool Deck with All day Sun and luxury loungers
✅ High end Tiki Bar & BBQ for seating for 10

🌴 Exclusive Resort Perks – FREE Waterpark Access Included!

Every booking comes with free wristbands for unlimited access to the resort’s incredible waterpark, lagoon pool, and spa — all just 300 meters from your doorstep. Spend your days riding slides, floating under the sun, or relaxing poolside, then return to your private sanctuary to unwind in complete comfort.

🌅 The Perfect Location

Set along the prestigious lakeside of Daulby Street, YOLO House offers breathtaking panoramic views of the lake and surrounding conservation area. Enjoy your morning coffee as the Florida sun rises, or sip wine on the lanai with Disney fireworks every night

🏡 Designed for Luxury & Comfort

Every corner of YOLO House has been thoughtfully designed with premium finishes and elegant touches – from the illuminated handcrafted oak staircase to the crystal chandeliers that welcome you home.

🛏️ Bedrooms (Sleeps up to 13)

3 Luxurious King Suites – 2 with ensuite bathrooms, smart TVs, and designer furnishings

1 Queen Bedroom (ground floor) – perfect for easy access

Mickey Mouse Room – twin + full bunk + trundle (sleeps 4)

Star Wars Room – full + twin beds, themed for young Jedi adventurers

Each bedroom features plush bedding, Roku or QLED TVs, and USB-C charging stations for ultimate convenience.

🛁 Spa-Inspired Bathrooms

Indulge in your private master spa retreat, complete with a freestanding “SOAK” bathtub, rainfall LED showers, and Bluetooth speakers for your favorite relaxing tunes.

🍽️ Living, Dining & Kitchen

Gather with family and friends in the open-plan living area featuring a 75" smart TV, elegant seating, and large windows flooding the space with natural light.

The fully equipped chef’s kitchen boasts stainless steel Samsung appliances, blender, waffle maker, coffee maker, and everything you need for gourmet dining — including poolside tableware for outdoor meals.

☀️ Outdoor Oasis

Step outside to your private screened lanai with heated pool and spa, surrounded by comfortable loungers and shaded seating for al fresco dining. With no rear neighbors and an elevated position, enjoy total privacy and lake views.

👶 Family-Friendly Amenities

We’ve thought of everything to make travel with little ones easy — including Pack ’n Plays, strollers (single & double), stair gates, pool alarms, and a full safety screen.

🔒 Peace of Mind

For guest security, YOLO House features exterior CCTV and secure smart entry.

🌟 Why Guests Love YOLO House

✅ Minutes from Disney & Orlando attractions
✅ Free access to Windsor Hills waterpark & clubhouse
✅ Private heated pool, spa & lake views
✅ Themed kids’ rooms (Star Wars & Mickey Mouse)
✅ Luxurious, family-friendly amenities throughout

Book early to secure your dream vacation — YOLO House is one of Windsor Hills’ most sought-after villas and fills up fast!

✨ Because You Only Live Once — Make Every Moment Magical at YOLO House! ✨

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Child friendly with safety gates, rails
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Events

No events allowed
Sherriff will evict guests if there are parties
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No smoking in the property
This rental is governed by the rental agreement attached by no other terms and conditions provided by the websites this listing is displayed on.
To avoid loss of security deposit / removal from property. No smoking / No Cannabis No Pets / Animals No eating or drinking in the bedroom
No Tampering with services equipment. To include pool / spa heaters. AC or CCTV cameras

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
On-site parties or group events are strictly prohibited
Note from host: Sherriff will evict guests if there are parties
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

We should mention

This property does not have any lifts
A car is required for transport to and from this property

About the area

Kissimmee

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? Make time for Walt Disney World® Resort, or head to an event or a match at ESPN Wide World of Sports Complex. Discover the area's water adventures with water tubing, fishing and swimming nearby, or enjoy the great outdoors with cycling.
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Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 1.4 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km
  • Disney's Blizzard Beach Water Park - 8 min drive - 7.1 km
  • ESPN Wide World of Sports Complex - 8 min drive - 6.4 km
  • Disney's Hollywood Studios® - 9 min drive - 8.1 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
  • ‪Del Taco - ‬3 min drive
  • ‪Drafts Sports Bar & Grill - ‬17 min walk
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Does YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY have a pool?

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

Is YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY pet-friendly?

No, pets are not allowed at this property.

What time is check-in at YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY?

Check-in begins at 4:00 PM.

What time is check-out at YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY?

Checkout is at 10:00 AM.

Where is YOLO HOUSE - WINDSOR HILLS : LUXURY TIKI BAR & BBQ : ALL DAY SUN :NEAR DISNEY 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).

Reviews

9.4

Exceptional

9.2/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.4/10

Listing accuracy
Rating 10 - Excellent. 94 out of 124 reviews
Rating 8 - Good. 25 out of 124 reviews
Rating 6 - Okay. 2 out of 124 reviews
Rating 4 - Poor. 1 out of 124 reviews
Rating 2 - Terrible. 2 out of 124 reviews

Reviews

10/10 Excellent

jenna J.

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

Great stay

Great stay!
Stayed 20 nights in May 2025

10/10 Excellent

Tracy H.

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

10/10 Excellent

Chuck M.

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

10/10 Excellent

Susan B.

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

10/10 Excellent

Jill G.

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

10/10 Excellent

Mark L.

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

Yolo House Windsor Hills

We absolutely loved our stay in this beautiful property, location was perfect will love to return in the future. Thank you.
Stayed 14 nights in Apr 2023

10/10 Excellent

Justin F.

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

Thumbs up

Nice place. Great time. No complaints.
Stayed 7 nights in Feb 2024

10/10 Excellent

Nick B.

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

Fabulous Yolo House

Would highly recommend staying at Yolo House.... Excellent communication from Sam, the owner, prior to arrival. Property beautifully maintained. Fantastic location for all parks. Near to Celebration, great for restaurants. 5 mins to a large Walmart where you can literally buy anything. Would definitely recommend to friends and family, we all loved it here. Nick
Stayed 10 nights in May 2023

10/10 Excellent

Gary J.

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

May 2024, 2 weeks Family stay

Just came back from 2 weeks at YOLO with 6 adults and 4 kids. Fantastic villa, pool and outside area, better than all others we seen on Windsor Hills (And there is a lot of good villas) Decorated to a good standard and so easy to settle in on arrival. Host Sam was brilliant, replied to any queries before and during our stay. Inside was loads of space and modern, kitchen fully equipped. Can’t get much better for location, 10mins from parks and 2mins from large Walmart, shops, places to eat, McDonalds etc. Games room fantastic for everyone. A lot of villas in Orlando look great on photos but do not resemble reality but YOLO House does. Huge washing machine made life easier and plenty of beach towels provided for pool area. Nobody will be disappointed staying here, highly recommend.
Stayed 14 nights in May 2024

10/10 Excellent

John & Linda T.

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

10/10 Excellent

Carly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The villa was so fun with the extended lanai and tiki bar. It was a great social space, especially for us with a large family. It was in a very private spot with no rear neighbors.
Stayed 10 nights in Jul 2025

10/10 Excellent

Michael G.

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

Universal

Great house great location
Stayed 5 nights in Jun 2025

10/10 Excellent

Steve B.

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

10/10 Excellent

Dan O.

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

10/10 Excellent

Jennifer B.

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

10/10 Excellent

Julie D.

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

10/10 Excellent

Jacqueline H.

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

10/10 Excellent

Neven C.

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

10/10 Excellent

Emily and Josh M.

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

8/10 Good

Jasmine W.

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

8/10 Good

ashley s.

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

Really Fun House Lots of Extras

Loved our stay, pool and spa heat included and lots of extra coffee filters, dish pods tissues etc. Things that made the stay easier. The upstairs was pristine and looked like it had just been updated. Showers also very modern! The hurricane had just came through so the back was dirtier than I'm sure it usually is. We had a great time. The clubhouse water was freezing cold but the slides did look fun. The main floor could use a few updates to match the very lux top floor and the back patio could use a little attention but for the cost of it I have no regrets. Very nice!!
Stayed 5 nights in Oct 2024

10/10 Excellent

Shanna M.

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

10/10 Excellent

Sopy K.

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

8/10 Good

Dawn S.

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

Beautiful House

The house was amazing. It had (almost) everything we needed for our big group which was in town for Summit and Disney parks. We have stayed at many houses for cheer and this one by far exceeds any house we’ve stayed at. It was clean, modern, furniture was sturdy and looked expensive, beds were comfy, garage had a game room and the outdoor area with pool, furniture and tiki bar was amazing and roomy. TVs galore! The kids and adults loved it! The reason for 4 stars is the communication with the property manager was lacking. We had a few small issues but it took sometimes a day for anyone to respond. The issues were with the pool pump not working properly (they did send someone the next day and resolved), broken cordless vac (but we were finally given instructions where the broom and corded vac were) and no face clothes! They said they were “too personal” to provide. What? Aren’t bath towels personal? And don’t they get washed? We were confused. We had a lot of females who needed to wash their faces so we had to go out and buy wash clothes because the house did not provide those. Not a deal breaker but weird! So heads up if you come to this house, bring your own wash clothes. They did provide pool towels which was very helpful since packing those are not easy. Overall, this house was amazing! You can’t go wrong staying here.
Stayed 5 nights in May 2024

10/10 Excellent

Dale N.

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

great place

great
Stayed 6 nights in Apr 2024

About the host

Hosted by Sam Samra

Host profile image
We are UK owners and YOLO House is primarily our second home which is why no expense has been spared on upgrades. We take a great deal of pride in our villa and invest a good deal of time and effort to ensure our guests have a wonderful time and are able to create magical memories for a lifetime with their family and friends.

Why they chose this property

This villa is located on Daulby Street (Lakeside) which is arguably the best street on the Windsor Hills Resort - Yolo House is on an elevated plot with expansive views in the day which include Lake and Conservation area and in the evening Disney Firework views and with no rear neighbours, you enjoy privacy and tranquillity in the glorious Florida sunshine.

What makes this property unique

We have included many things in our villa at no extra cost to make our guests feel comfortable from the moment they enter the home.

These include the illuminated stairs and lighting systems which light up to welcome you. The interior design focus has been on convenient and allow them to enjoy a wonderful luxury comfort and socialising from formal dining to break away seating in the dining room area, bedrooms and games rooms all allowing our guests to enjoy and stress free vacation.

We have also included super fast wifi, baby equipment from high chairs, stairs gates to strollers and ultra fast phone and table chargers.

Our stunning bathroom remodels include rain showers with hand held shower heads and ooze luxury.

YOLO House is certainly one of the most luxurious villas in the Windsor Hills.

Languages:

English