Orlando Florida Holiday Accommodation Rental Homes – Apartments - Pool Homes Villas, Condos, Beach Homes, Townhomes Resorts with Suites, Villas and Apartments

Call us 023 9204 3686
International: +44 23 9204 3686
- Windsor-Hills Information

WINDSOR HILLS RESORT, Kissimmee, Orlando, Florida

WINDSOR HILLS RESORT Orlando Rentals: WINDSOR HILLS RESORT is a premier holiday rental resort for visitors to Orlando offering guests a fabulous range of on-site leisure amenities including a large Clubhouse, lounge and zero entry Olympic sized heated lagoon style swimming pool with water-slide. WINDSOR HILLS RESORT offers 2 and 3 Bed Condo Apartments, 3 Bed 2 storey Townhouses with a private splash pool and 4, 5 and 6 Bed Detached Homes with private swimming pool set within well maintained tropical grounds. Windsor Hills is ideally located in the popular West Kissimmee area, just south of Highway 192 and only a few minutes drive from the Disney World Maingate Area. WINDSOR HILLS RESORT is a perfect choice as a base for visitors to the Orlando area offering great all-round appeal for the family and is rated one of the top vacation rental communities near Disney World Orlando!

Windsor-Hills Overview

Windsor Hills Resort is a prestigious premier gated resort style (manned 24/7) community located in West Kissimmee in over three acres and situated just south of US Highway 192 in the popular Western area of Kissimmee. The resort has a multitude of nearby shopping, restaurants and entertainment and the exciting Orlando Area Theme Park Attractions are all within an easy driving distance. Windsor Hills Rental Homes are some of the finest Rental Homes offering extra comfort and a higher standard with large floor plans providing extra living and dining space, upgraded furnishings and interior amenities. There is plenty of parking facilities around the resort and Windsor Hills has a taxi/shuttle bus service situated outside the Clubhouse.

Windsor-Hills Amenities

Windsor Hills Resort features a 10,000 square foot Clubhouse, lounge and internet room, resort style swimming pool, spacious sun-decking and poolside beach area, waterslide, kids splash fountains, toddler pool, jacuzzi spa, fitness room, basketball, lighted tennis and sand volleyball courts, games room with pool tables, ping-pong and video games; movie theatre, sundry gift shop and convenience store, children's playground with a castle surrounded by slides, swings and sandpits; putting green, barbecue area and picnic area with Gazebo. The resort features an enormous double Olympic-size lagoon-style Water Park swimming pool (heated seasonally) that has a zero entry area making it ideal for families with younger children and for older kids there is a water slide.

  • Resort Amenities
  • Clubhouse
  • Secure Gated
  • Large Swimming Pool
  • Jacuzzi
  • Water-slide
  • Kiddie Pool
  • Kids Water Features
  • Children's Play Area
  • Tennis
  • Fitness Facility
  • Computer Room
  • Games Room
  • Volleyball
  • Basketball
  • Action Packed!
  • Kid Friendly!
  • Fun & Entertainment!
  • Near Disney
  • Fun Galore!
  • Homes with Pool
  • Family Friendly
  • Lounge

Windsor-Hills Rental Types and Size

  • 2 Bed - Apartment - Sleeps 6 -
  • 3 Bed - Apartment - Sleeps 8 -
  • 3 Bed - Townhouse with Private Pool - Sleeps 8 -
  • 4 Bed - Home with Private Pool - Sleeps 10 -
  • 5 Bed - Home with Private Pool - Sleeps 12 -
  • 6 Bed - Home with Private Pool - Sleeps 14 -

View all our Windsor-Hills Rental Properties

Windsor-Hills Video

View all our videos on Youtube

Where is Windsor-Hills

Windsor Hills, Kissimmee, Orlando, Florida

Windsor-Hills Quick FAQs

How do I book a Holiday Rental ?
All properties can be booked, or requested, online. Payments are secure using Paypal (NB: You do not have to be registered to use Paypal) or by telephone. We accept most major credit and debit cards – there is a small fee of 2.9% to cover the cost of processing bank fees. The deposit to make a definite booking is 20% or full payment if the arrival date is within 8 weeks. If the availability status of a property shows as 'On Request' you may process your online booking without a payment and we will verify availability prior to your payment being made
Who are Deal-A-Trip Holiday Rentals ?
Deal-A-Trip Holiday Rentals is operated by Destination America who have offered Holiday Rental Accommodation in Florida for over 25 years – with Orlando the main destination. See our website at www.destinationamerica.co.uk
Are the properties vetted and checked ?
All properties are thoroughly checked over by us direct or through the local property management agents to establish that all information is accurate. All properties are Owner Verified
Can I rely on the availability of a property ?
Yes. Most property calendars are 'live' and maintained bang up to date. Each property shows as one of these: Up to date (Live), On Request or the date of the last update
What is included in the Rental Rate ?
The rental of the property, taxes and local fees. Optional Extras may be offered during the booking process. The property is checked and prepared prior to your arrival and cleaned after the departure of each guest by the management company with linens and towels changed - this is included in the rates. There is nothing else to pay with regard to the property rental unless otherwise stated
What is in each property as standard ?
Properties are air-conditioned throughout, fully equipped and furnished for 'home-away-from-home' living up to the maximum number of persons allowed for; main TV with cable in the lounge, usually one in the Master Bedroom and often in each bedroom. The kitchen with come complete with utensils and crockery, fridge, freezer, electric stove, microwave oven, toaster, coffee-maker and most will have a dishwasher. There will be a change of linen and towels. The laundry area will have washer, dryer, iron and ironing board, hoover. Some properties will have infant/baby equipment included. Many properties will have many additional features and amenities available. Exceptions will be clearly stated
What should we take with us that may not be in the property ?
All properties are fully equipped for 'home-away-from-home' living with everything – including the kitchen sink! The one item we do recommend taking is 'beach or pool' towels – they will not be in the property. Also take into account that as for all self-catering rentals only the most basic of personal or kitchen items will be in the property – so an early trip to the supermarket is called for. Each Bathroom should have a hair dryer
Is smoking permitted in the property ?
The majority of rental properties now have a non-smoking policy, there are few exceptions
What are the Check-in and Check-Out Times ?
Check-in is from 4pm on / Check-out is by 10am

Windsor-Hills Customer Reviews



(Maryland, USA)

Windsor Hills Resort Kissimmee Orlando Florida 3 Bed 2 Bath Holiday Rental Apartment Ground Floor
Large and comfortable, beautifully furnishedReviewed on 26-01-2015

My husband, two adult children and I stayed in this unit for five nights. The unit was large enough to provide comfortable and private accommodations for all of us. It is beautifully furnished, very well maintained and exceedingly affordable. It is an easy drive to Universal and other attractions.

Comment(Top Tip):- It is an easy drive to Universal and other attractions.

Check-in Date: 20-12-2013





Windsor Hills Resort Kissimmee Orlando Florida 3 Bed 2 Bath Holiday Rental Apartment Ground Floor
Amazing!Reviewed on 26-01-2015

We stayed at this property for 10 days. It was exactly as described in the pictures. The resort is beautiful. We have stayed in other condos and rental before and this place was amazing!

Comment(Top Tip):- Lots of space.

Check-in Date: 15-08-2013




(Athens, Greece)

Windsor Hills Resort Kissimmee Orlando Florida 3 Bed 2 Bath Holiday Rental Apartment Ground Floor
Great PropertyReviewed on 26-01-2015

The house was excellent, exactly like the pictures! The property itself and the amenities were really nice and well kept. I would definitely stay here again and recommend it to friends and family.

Comment(Top Tip):- Excellent house.

Check-in Date: 01-08-2014


Greg Robertson

Greg Robertson

(Savannah, Georgia)

Windsor Hills Resort Kissimmee Orlando Florida 3 Bed 2 Bath Holiday Rental Apartment Ground Floor
Wonderful Stay!Reviewed on 26-01-2015

Fabulous place to stay. Well appointed and spacious. Great to ave a private bathroom for each bedroom. Excellent location to all attractions yet removed from the busy touristy areas. Beautiful townhome in a beautiful resort. Would certainly stay again....

Comment(Top Tip):- Excellent location

Check-in Date: 01-09-2014