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Waldo's in Windsor Hills, 5 bedroom, All EnSuite, Pool/Spa Villa

Waldo's Windsor Hideout with Pool & Spa, Large Themed Rooms & Coco-Cola games room, Sleeps 10, 2 miles from Disney

Windsor Hills Resort

5 bedrooms (sleeps 10)

5 bathrooms (5 en-suites)

Property ID: 4938

From (USD) $1610 - $2100 / week

Contact Details


+44 07533 614414

Owner's website

Languages: English

Joined 2018

Over 15 years of selling Florida Tickets Over 15 years of selling Florida Tickets
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Waldo's Windsor Hideout is a Spacious Luxury Villa fully furnished modern open plan style, finished in a warm florida colour scheme. Find Waldo, he is hiding in every room!

We offer all the faciities that you could want in this comprehensively equipped villa. We include Fully Air Conditioned rooms, cable TV in all Bedrooms with 43" TV's and in the Living room seating for 10 in front of a 75" smart TV with free 5G WifFi througout. Also there is a 40" cable TV in the Coca-Cola themed gamesroom with Pool / Shuffle Board and Foosball games.

Pool deck has plenty of sun loungers and chairs, plus safety features for children, so that you can relax & watch the sun set in the evening from our south facing pool. You can enjoy the warm evengings with a nice cool drink after a long day at the parks or just chill in the Spa while the children play in the pool.

For further information please see our website

Many other attraction are at Windsor Hill Resort, which are availible free of charge.





Large open plan family room with seating for 10 people on a luxury corner sectional sofa with access and views of the Pool / Spa.

Seating is around the 75" Smart TV that can be best used with the 5G WiFi.

Also included is a DVD player with films


Fully equipped with all you need Giant Fridge Freezer, Microwave, Large cooker, dishwasher, blender,, toaster, coffee machine and loads of crockery and equipment - just right for Thanksgiving or Christmas.

A small kitchen breakfast table for four is featured in the bright bay windows area letting in the morning suns rays, plus a open breakfast bar over looking the dining room.

All is covered here for small snacks or big feasts; dining here is fun for the family.


Dining room has a large fully laid table that seats 6 comfortably or up to 10, where you can enjoy a dinner with family and friends

also a sit-up breakfast bar and two stools.


5 bedrooms, sleeps 10.

Two King, One Queen Bedrooms downstairs, plus Two twin rooms upstairs, each with, two single beds.

All rooms have cable TV in vaious sizes with hairdryers,

Loads of wardrobe space, with the King rooms featuring walk in wardrobes with lots of hangers and Ceiling fans downstairs.



5 bathrooms, 5 en-suites.

  • All bedrooms feature spacious EnSuite bathrooms.
  • Double showers and double sinks in the King rooms with walk in wardrobes.
  • Baths / showers in Queen and Twin rooms
  • Towels and Linen included
Games Room
  • Our Coca-Cola themed gamesroom features:-
  • Coca-Cola pub table and stools, 
  • Red Pool Table
  • Foosball table
  • Shuffleboard
  • 40' cable TV
  • X-Box One, 2 Controllers & 10 Games
  • Our South Westerly facing pool and hot-tub are heated all year round. (Small charge for extra heat). 
  • Plenty of sun loungers and chairs.
  • Large table for outside dining.
  • BBQ
  • Pool door alarm for childrens safety.
  • Pool Safety fence if required.

Large heated SouthWesterly facing Pool with Spa to catch the afternoon and evening sun.

There is a high ceiling covered Lanai and shade between the two master bedroom bay windows with a ceiling fan for cool outdoor dining at the table.


Converted to Themed Gamesroom

A utility area is incorporated within the games room and includes an automatic washing machine and dryer, iron and ironing board.

Parking for 3 cars Only off road on driveway.


Free 5G WiFi throughout to allow free internet call worldwide

Also available free landline house calls to the USA and Canada. 

Baby Equipment

1 Double Stroller, 1 Highchair and 1 Pack N Play (no bassinet) Can be used as Cot, Bedding included. Crib can be Hired

Wheelchair Accessible - No
Pets Considered - No


Windsor Hills Resort Clubhouse with Water Slides and Splash Park

PLEASE NOTE - The clubhouse pool will be closed for resurfacing for 4 weeks in September 2024, the start date is weather dependant, so this could also run into the beginning of October 2024.  The resurfacing is essential to maintain the quality and safety of the pool for everyone's benefit.

Windsor Hills Resort Villas & Vacation Rentals By Owner in Orlando, Florida. Situated in the heart of Kissimmee and less than 3 miles from the Disney's main gate.

This upscale and very popular gated resort maintains its exclusive feel and privacy with the benefit of 24 hr security. We have a selection of over 40 luxury Windsor Hills vacation rentals and villas. Consider Windsor Hills for your next Florida holiday, all with private pools and many with spas. NO SERVICE FEES

The Windsor Hills Resort clubhouse pool was extended to include slides and a splash pad for kids.  This is a fantastic addtion to the Orlando resort and we know guests are going to love it. Please see the video below which shows the Windsor Hills Resort water slides and splash pad. 

Windsor Hills Resort Youtube Video

Windsor Hills Resort Rentals from 3 - 6 Bedrooms

All our Windsor Hills Orlando rental villas have fully equipped kitchens. So you can cook a four course meal if you like. They all also have laundry rooms with washers, dryers and ironing boards. Don't live out of a suitcase while on holiday! One of the great things about the Windsor Hills villas is the ratio of bathrooms to bedrooms. Meaning you don't have to share if you don't want too. Many of the 4 and 5 bedroom vacation homes having all en-suites. Even the 6 bedroom Windsor Hills villas have 4 or 5 bathrooms. With at least 3 en-suites making them ideal for large families.

Windsor Hills Resort Vimeo Video

A lot of the Windsor Hills Resort vacation rentals have themed bedrooms. Some of the most popular are Mickey Mouse, Princess, Tinker Bell, Harry Potter and even a Pirates of the Caribbean. A great treat for the kids and something a little bit different to the normal rooms.

Less than 30 mins from Orlando International Airport

We have added details of how to get from Orlando Airport to the Windsor Hills Resort. Please check out our blog post - Driving Direction from Orlando Airport (MCO) to the Windsor Hills Resort

Most of our Windsor Hills vacation rentals by owner have games rooms. With pool tables, table football, darts and even bikes for the kids. Some may also include tennis rackets for use on the free courts.

Lots of owners have added games consoles, ideal to keep the kids happy after a long day at the parks. Let them play while you relax by the pool with a glass of wine. Please check each of the Windsor Hills Resort rental homes descriptions to see what games consoles they have. One thing to note, if you are coming from the UK your games won't work on the US systems.

A great feature that all the Windsor Hills villas have is a covered area by the pool. This is known as the lanai. Great for the summer months when it 100F and you want a little shade. It's also it's ideal for small children to play in without the fear of getting burnt. Florida is known for having some amazing storms especially in the summer months. Having the covered lanai allows you sit outside and watch them with a cold drink which can be great fun.

The Windsor Hills Clubhouse is Open All Year Round

The Windsor Hills Orlando Resort also has a clubhouse which is open to guests all year round. It features a large communal pool with water slide and hot tub. Loads of sun loungers so you can choose to sit in the sun or shade.

Windsor Hills also has a sundry shop open from 8am - 10pm everyday selling groceries, newspapers, drinks, ice creams and toiletries. If the xbox isn't enough to keep the kids busy then the clubhouse has a games arcade and pool room.

If you want to have a workout the Windsor Hills clubhouse has a state of the art gym. This is also open to all guests free of charge. The Windsor Hills clubhouse also has a 50 seater cinema. Showing movies daily so please check with clubhouse reception to see what's playing.

Watch a Movie in the 50 Seater Clubhouse Cinema

There are also two on site playgrounds with swings, slides and roundabouts. Tennis and basket balls courts with flood lights. And a 7 hole putting green and sand volleyball court. You will need to take your own equipment for all the courts.

No matter what you are looking for Windsor Hills Resort has it covered. This is why it's one of the most sort after Florida vacation rental communities in Orlando.

We have luxury Windsor Hills vacation rentals located across the whole community. With a great choice of different accommodation for this popular Orlando community.

Over 25 Golf Courses within 15 mins of Windsor Hills

Keen golfers will be pleased to note Windsor Hills Resort is directly next to the Mystic Dunes Golf Course. This is one of the best golf courses in Orlando and a great test for all skill levels.

Other golfs courses within 5 minutes of Windsor Hills include Falcons Fire, Celebration and the 4 courses at Disney World. The Disney courses are the home of the Children's Miracle Classic PGA Tour Event. This is played in November on the Magnolia and Lake Buena Vista courses.

There are another 25 golf courses within 15 minutes of Windsor Hills Resort. And over 100 within 60 minutes so you will never have to play the same course twice.

Within a 2 mile radius of the Windsor Hills Resort is a Publix supermarket. There is also a brand new Wal-Mart, a Walgreen's pharmacy and numerous restaurants. There are actually so many restaurants you can eat somewhere different every night!

Windsor Hills Reserve was the second part of the Windsor Hills Resort to be built. The whole resort community is now complete.

We have a selection of Windsor Hills Florida rentals available. Please contact them direct to ask any question, check availability or book. Don't just take our word for it you can also read Windsor Hills villa reviews from previous guests. To see the reviews click on the review stars or go to the review tab for each villa listing.

Driving Distances from the Windsor Hills to the Orlando Theme Parks

We have added the actual driving distances to all the main Orlando theme parks below. These are not the distances to the main gate which most people quote. These are the distances to the actual car park for each attraction. Most journeys to the Orlando theme parks are via highways or interstates. Driving at speeds between 55-65 MPH so it's pretty quick to get to all of them.

  • Animal Kingdom - 3 miles
  • Hollywood Studios - 5.5 miles
  • Magic Kingdom - 7 miles
  • Epcot - 7 miles
  • SeaWorld - 11.5 miles
  • Universal Studios - 15.5 miles

Things to know when staying at the Windsor Hills Resort

We have put together some blog posts that we hope will help your stay on the Windsor Hills Resort. They have lots of FAQ's so please check it out - Windsor Hills Resort Review and Tips

Restaurants near the Windsor Hills Resort

We have put together a list of over 50 restaurants along HWY192 in Kissimmee. These are all less than 5 minutes away from the Windsor Hills Resort. The list includes links to menus as well as google / trip advisor reviews. There is so much choice that you should be able to eat somewhere different every night.

Other Nearby Orlando Communities

If you can't find what you are looking for on the Windsor Hills Resort below is a list other nearby vacation rental communities. We have over 850 Orlando villas to rent on 100 different communities so you should be able to find something that suits your needs.



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Rental rates quoted in (approx)
Season Start Date End Date Weekly Rate Min Stay Notes
Mid  01/05/2024  21/06/2024  $1645  4 nights   
High  22/06/2024  31/08/2024  $1680  4 nights   
Low  01/09/2024  11/10/2024  $1610  4 nights   
Mid  12/10/2024  21/11/2024  $1645  4 nights   
Holiday  22/11/2024  03/12/2024  $2100  4 nights   
Low  04/12/2024  19/12/2024  $1610  4 nights   
Holiday  20/12/2024  07/01/2025  $2100  4 nights   

Rental rates additional information

Payment in US$ or GBP£ are accepted.
Rates are subject to change without notice. Pricing excludes taxes, additional options and fees.

A refundable deposit of $300/£250 is required at the time of booking. This deposit will then serve as your security deposit when rental payment is received in full.

Extra Pool/Spa Heat on request
(During Late Autumn/Winter/Spring).
(Pool safety fence put up on request)

UK Bank or Paypal accepted and cards through Paypal accepted (fees applicable)
Easter and Christmas Seasons have higher rates.
We are here to help and can be flexible depending upon period and duration.


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