Make a holiday home or villa in Windsor Hills, Florida your home away from home

Set in the beautiful countryside of Orlando, Windsor Hills is a luxury holiday retreat just moments from the attraction filled US 192, which leads to the famous Walt Disney World, Florida. Windsor Hills villas are of the highest quality, many of which have their own pools, but all of which offer the most comfortable setting to relax, enjoy the Florida sun and set about tackling the endless attractions which surround a holiday home in the Windsor Hills resort, Orlando.

Things to do in Windsor Hills, Florida

Inside the resort there is plenty to occupy your days spent in a Windsor Hills villa. There are plenty of sporting facilities including floodlit tennis courts, gyms, Olympic sized outdoor, heated pool (with slides, artificial beach and shop), basketball courts, a children’s playground and even a fifty seat cinema! There are also billiards tables and video games in the clubhouse, making this an unbelievably luxurious resort. These facilities are all communal, so if you have a few hours to spend away from the spa pool or games room in your Windsor Hills villa, there are plenty of options without even having to get in the car!

Windsor Hills is just two miles from the front gates of the famous Walt Disney World resort, Florida. Accessible in just 5 minutes by car, a Windsor Hills villa is one of the few places which offer a shuttle bus service, meaning that you never have to drive during your holiday if you do not wish to. The other famous attractions of Orlando are accessible from a holiday home in Windsor Hills resort too, from SeaWorld to Wet n’Wild.

A mile along the road from the Windsor Hills resort, Orlando is an excellent golf course. Although there are many in the area, the Mystic Dunes golf Course is one of the finest in the area, and its location right next to the villas of Windsor Hills make it a real favourite with residents. If you are staying in a Windsor Hills villa, you can easily arrange a tee off time, either from the Windsor Hills clubhouse or next door, in the Wyndham Palms Resort.

Within 90 minutes of leaving your Windsor Hills villa you could be trying almost any sport imaginable, including windsurfing, diving, rock climbing, golf, mountain biking, fishing, horse riding, surfing or para-gliding to name but a few. Whatever happens, if you take on of the self catering Windsor Hills villas this year, you will certainly not have a dull moment.

Places to holiday in Windsor Hills, Florida

The Orlando region of Florida is one which really is best explored with a car. There are simply too many places of interest, attractions and sporting facilities to start mentioning a small sample. The fabulous beaches of the Florida’s east coast are among the finest anywhere in the world, and the golf courses of central west Florida offer even the finest golfer a tough challenge. Every road sign you stumble across will promise wonderful sights to see, which is half the fun of taking a holiday home in the Windsor Hills resort, Orlando.

Weather in Windsor Hills, Florida

The climate of the ‘Sunshine State’ is no secret. Whatever time of year you take a Windsor Hills villa, you will be met with great weather. The sun shines on the vast majority of days, with average temperatures in summer remaining around 31°C, and even during the coldest months (December and January), temperatures average a very warm 21°C.

Cheap Flights to Windsor Hills, Florida

With Orlando International Airport within a stone’s throw of a Windsor Hills villa, Orlando has never been more accessible to travellers from the UK. British Airways and BMI both provide direct, cheap flights to Windsor Hills.

Self-catering holiday homes in Windsor Hills

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Disney Dreamin' Townhouse at Windsor Hills with Mickey Room

— Property 137331
Windsor Hills townhome rental - Relax and unwind in this tropical retreat!
3 Bedrooms, Sleeps 7,
Townhome, 3 Bathrooms, resort, private pool
Calendar Updated 27 Nov 2009

Property Review

We just returned from a wonderful stay at this Windsor Hills townhouse. The location and view from the home were fantastic! The owner was wonderful to deal with, responded to all e-mails and...
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A 6 BEDROOM LUXURY HOME WITH POOL FREE WI-FI GAMES ROOM AND UPGRADED CABLE TV!!!

— Property 720307
Windsor Hills house rental - Front of house
6 Bedrooms, Sleeps 14,
House, 4 Bathrooms, pool, pool
Rates - per property (GBP)
£85 - £150/night
£595 - £1,050/week
Calendar Updated 27 Nov 2009

Property Review

This was the first time we had rented a villa for a family holiday in Florida. There was such a large number to choose from on the internet that we didn't know which to choose. The owners of this...
SPECIAL OFFER! 40% OFF WITH PAID IN FULL RESERVATION (31 October - 31 January)
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6 Bed, Private South-Facing Pool, Games Room, PS2 Windsor Hills Villa

— Property 174172
Special Offer
Golf Holiday Rental
Windsor Hills villa rental - Disney themed bedroom
6 Bedrooms, Sleeps 13,
Villa, 4 Bathrooms, resort, private pool
Rates - per property (GBP)
£120/night
Calendar Updated 27 Nov 2009

Property Review

This home is beautiful, well kept and perfectly located. The home has all the amenities. We especially enjoyed how spacious it is. There were nine of us and we could have had more without...
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Windsor Hills condo with pool views located minutes from Walt Disney World

— Property 317722
Windsor Hills condo rental - Our condo has the most spectacular Pool Views!
3 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, resort, waterfront, communal pool
Rates - per property (GBP)
£41 - £71/night
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2009 Windsor Hills Reserve Luxury Pool Home w/ Spa,Wi-Fi,Game Room,HDTV, Disney

— Property 250556
Windsor Hills house rental - The Happy Owners Getting it Ready for Vacationers
6 Bedrooms, Sleeps 14,
House, 4 Bathrooms, resort, private pool
Rates - per property (GBP)
£114 - £189/night
£746 - £1,299/week
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5 Bed 5 Bath Luxury Executive Pool Home 2 Miles 2 Disney

— Property 83016
Windsor Hills villa rental - Front Of House
5 Bedrooms, Sleeps 10,
Villa, 5 Bathrooms, resort, town, pool
Rates - per property (GBP)
£99 - £135/night
£692 - £943/week
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Windsor Hills Reserve-Luxury and Elegance-SW Facing Pool-Premium Lot

— Property 184615
Windsor Hills house rental - Living Room Overlooking Large SW Pool/Spa/Lanai
5 Bedrooms, Sleeps 10,
House, 5 Bathrooms, lake, resort, private pool
Rates - per property (GBP)
£120 - £174/night
£838 - £1,216/week
Calendar Updated 27 Nov 2009

Property Review

We were very impressed with this new vacation home. We would definitely stay there again. We had 3 families staying together with a 2-year old, 4-year-old, 6 year-old and 2 nine-year olds. The...
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Luxury Windsor Hills Florida villa minutes from Disney sleeps 10 - 7753 Grassendale

— Property 417744
Windsor Hills villa rental - Grassendale Outside
5 Bedrooms, Sleeps 10,
Villa, 5 Bathrooms, resort, pool
Rates - per property (GBP)
£96 - £132/night
£671 - £922/week
SPECIAL OFFER! Luxury beautiful home South Facing Pool (29 October - 28 February)
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Beautiful Luxurious Villa, 5bdrm/5bath, with heated South Facing Pool

— Property 172598
Special Offer
Golf Holiday Rental
Windsor Hills villa rental - Less than 2 miles to Disney World property
5 Bedrooms, Sleeps 12,
Villa, 5 Bathrooms, resort, town, private pool
Rates - per property (GBP)
£120/night
£838/week
Calendar Updated 24 Nov 2009

Property Review

We stayed in this home Nov. 11-17th, 2007. There were 2 families with a total of 9 people and there was plenty of room for all. We all had our own rooms and bathrooms and the heated pool and...
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Affordable Luxury Condo by Disney for Your Family

— Property 181158
Windsor Hills condo rental - Your vacation home - in Windsor Hills
3 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, resort, fitness room
Rates - per property (GBP)
£47 - £89/night
£281 - £531/week
£1,317 - £1,437/month
Calendar Updated 24 Nov 2009

Property Review

We stayed at this condo for three weeks in July 2009. The property was as described. Fantastic location. The computer was very slow, but this wasn't a problem as we had our own laptops. The...
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Luxury 6 bedroom 4 bathroom villa with private pool / spa located Windsor Hills

— Property 431638
Windsor Hills villa rental - Front View of Villa
6 Bedrooms, Sleeps 11,
Villa, 4 Bathrooms, resort, pool
Rates - per property (GBP)
£93 - £156/night
£650 - £1,090/week
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Luxury vacation condo / apartment with free wifi near Disney

— Property 94875
Windsor Hills condo rental - Enjoy the palm fringed, heated Olympic sized pool
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, resort, pool
Rates - per property (GBP)
£360 - £525/week
Calendar Updated 23 Nov 2009

Property Review

We stayed in the apartment for one week and thoroughly enjoyed our stay. It was the perfect location for Disney and easy access to other Orlando parks. The apartment is immaculate and...
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Immaculate 3br townhome with splash pool

— Property 434847
Windsor Hills villa rental - Pool
3 Bedrooms, Sleeps 6,
Villa, 3 Bathrooms, resort, pool
Rates - per property (GBP)
£525 - £690/week
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Windsor Hills Luxury 6 Bed Villa, Pool, Spa, 2 Miles To Disney, South Facing

— Property 253315
Windsor Hills house rental - House front exposure
6 Bedrooms, Sleeps 14,
House, 4 Bathrooms, resort, private pool
Rates - per property (GBP)
£955 - £1,494/week
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Luxury South Facing Villa 5BR/5B in Windsor Hills, FREE Wifi, Game room!

— Property 246139
Windsor Hills villa rental - Living Room
5 Bedrooms, Sleeps 12,
Villa, 5 Bathrooms, resort, town, private pool
Rates - per property (GBP)
£114 - £174/night
£754 - £1,216/week
SPECIAL OFFER! Introductory offer: Up to 30% off rates! (8 October - 30 September)
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New luxury villa 2 miles to Disney w/ theme rms, game room, south facing pool.

— Property 250801
Special Offer
Windsor Hills villa rental - Front outside view of Magic Star Villa
6 Bedrooms, Sleeps 14,
Villa, 4 Bathrooms, resort, town, private pool
Rates - per property (GBP)
£135 - £192/night
£778 - £1,257/week
Calendar Updated 23 Nov 2009

Property Review

My 3 'girlfriends' (of 50 years) and I try to take a week's vacation once a year to 'keep in touch and just have fun'! We have stayed in several nice hotels with connecting rooms over the years;...
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Dream Disney Castle !!!

— Property 87257
Windsor Hills villa rental - Magical Disney Villa
6 Bedrooms, Sleeps 14,
Villa, 4 Bathrooms, resort, pool
Rates - per property (GBP)
£135 - £203/night
£943 - £1,421/week
Calendar Updated 23 Nov 2009

Property Review

We really enjoyed the villa at Windsor hills. Everything was perfect and as described. The villa was clean, well maintained and the new pillow-top mattresses were great. The pool was perfect...
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Great rates on qualilty villa with pool/spa, WiFi and games room

— Property 177363
Windsor Hills villa rental - Front of house
6 Bedrooms, Sleeps 14,
Villa, 4 Bathrooms, resort, town, private pool
Rates - per property (GBP)
£78 - £195/night
£545 - £1,362/week
Calendar Updated 23 Nov 2009

Property Review

My family and I stayed here for our first Disney vacation in May and we had a wonderful time. The house was beautiful and the pool was fantastic. But be warned, our only problem was that our kids...
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Luxury Disney Vacation Rental at Windsor Hills

— Property 213662
Windsor Hills villa rental - Our Vacation Villa at Windsor Hills Resort
6 Bedrooms, Sleeps 14,
Villa, 4 Bathrooms, resort, village, private pool
Rates - per property (GBP)
£129 - £177/night
SPECIAL OFFER! November Special- Only $95 Nt + tax (7 November - 20 November)
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5 Star Resort Closest to Disney - Private Pool, PS2, Internet

— Property 138211
Special Offer
Windsor Hills townhome rental - Huge Lagoon-style Swimming Pool
3 Bedrooms, Sleeps 8,
Townhome, 3 Bathrooms, resort, private pool
Rates - per property (GBP)
£60 - £89/night
£419 - £625/week
Calendar Updated 21 Nov 2009

Property Review

First, I have to say that Windsor Hills is the perfect place to stay if your visit is focused on Walt Disney World. Highway 192 (W Irlo Bronson) can be congested at times, so you want to be as...
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Next Available - Nov 28th 2009 Until Dec 11th 2009 - Weekly Special

— Property 175219
Windsor Hills villa rental - Downstairs queen suite
5 Bedrooms, Sleeps 12,
Villa, 5 Bathrooms, resort, town, private pool
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6 Bed, 4 bath villa situated in the 5 star resort of Windsor Hills

— Property 69310
Windsor Hills villa rental - A Home from Home
6 Bedrooms, Sleeps 14,
Villa, 4 Bathrooms, resort, pool
Rates - per property (GBP)
£96 - £204/night
£654 - £1,347/week
Calendar Updated 24 Nov 2009

Property Review

Have just spent 2 weeks in this property, and I have to say it is absolutely superb. The property is spacious, very clean and well maintained, ideally located for the Disney and Universal Parks...
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Executive 6BR/4BA Home - Free Internet 2 Miles from Disney

— Property 730838
Windsor Hills villa rental - Living Dining Room
6 Bedrooms, Sleeps 13,
Villa, 4 Bathrooms, resort, pool
Rates - per property (GBP)
£120 - £180/night
£719 - £1,078/week
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Luxury villa only 2 miles from Disney in a gated community

— Property 437540
Windsor Hills villa rental - HARMONY HIGHLANDS
4 Bedrooms, Sleeps 8,
Villa, 4 Bathrooms, resort, pool
Rates - per property (GBP)
£479 - £838/week
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THE CLOSEST RESORT TO DISNEY- WINDSOR HILLS - Luxury 3 Bed Townhouse With Pool !

— Property 406174
Windsor Hills house rental - Lagoon Pool at Windsor Hills Resort
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, resort, town, pool
Rates - per property (GBP)
£42 - £90/night
£295 - £580/week
Calendar Updated 18 Nov 2009

Property Review

A really lovely house close to Disney. Great amenities at the resort and a good location from which to explore the area. Smooth booking transaction and excellent customer service. Have...
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Luxury Windsor Hills Florida villa minutes from Disney sleeps 10 - 2619 Archfeld

— Property 417744
Windsor Hills villa rental - Outside 2619
5 Bedrooms, Sleeps 10,
Villa, 5 Bathrooms, resort, pool
Rates - per property (GBP)
£96 - £114/night
£671 - £796/week
Calendar Updated 20 Nov 2009

Property Review

First let me say I was hesitant about renting from an owner out of the USA, but that quickly faded. The owner is very pleasant and prompt when you ask questions and makes you feel comfortable all...
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Luxury Windsor Hills Florida villa minutes from Disney sleeps 10 - 2617 Archfeld

— Property 417744
Windsor Hills villa rental - 2617 Archfeld Outside
5 Bedrooms, Sleeps 10,
Villa, 5 Bathrooms, resort, pool
Rates - per property (GBP)
£96 - £114/night
£671 - £796/week
Calendar Updated 20 Nov 2009

Property Review

We're back (unfortunatley!) from our wonderful holiday in Orlando. We've used holiday rentals 13 times and in our case it was 13th time lucky. After having been to Orlando 8 times your home was...
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Luxury Holiday Villas...Made Affordable!

— Property 94695
Windsor Hills house rental - Front
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, resort, town, pool
Rates - per property (GBP)
£48 - £63/night
£335 - £440/week
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Luxury Holiday Villa...Made Affordable!

— Property 94683
Windsor Hills villa rental - Front of Villa
5 Bedrooms, Sleeps 10,
Villa, 5 Bathrooms, resort, town, pool
Rates - per property (GBP)
£89 - £131/night
£625 - £918/week
Calendar Updated 15 Nov 2009

Property Review

My family and I were very pleased with our stay at the Hidden Mickey House. It has a vast array of amenities for a very reasonable price. The owners were very responsive and easy to work with. I...
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Lavish Holiday Villa...Made Affordable!

— Property 94680
Windsor Hills villa rental - Game Room
4 Bedrooms, Sleeps 10,
Villa, 4 Bathrooms, resort, town, pool
Rates - per property (GBP)
£83 - £125/night
£583 - £876/week
Calendar Updated 15 Nov 2009

Property Review

We stayed at this villa summer 2009 and we had a fantastic stay. The home was as described and nice and clean! We had a minor issue with one of the kids locking themselves in the bedroom and I...