Windsor Hills Resort, Florida
Find and reserve luxury Windsor Hills Resort, Florida on 5 Star
Best Villas to Rent on Windsor Hills Resort, Florida
Every property is personally inspected for quality, space, and guest experience.
Not sure which villa suits your group in Orlando?
Every enquiry is handled by a single villa specialist. They'll match you to the right property based on your group, dates and priorities.
From first conversation to checkout, the same person stays with you.
- Personalised shortlist (usually 2–3 options)
- Pre-arrival planning & local tips
- 24/7 support during your stay
Explore Orlando villa locations
Our team can help you pick the right area and villa for your group.
Gateway options depend on your villa; your specialist will advise on typical transfer times and the smoothest route.
Nearby shops, dining and day-to-day essentials are usually a short drive in and around Orlando.
Regional highlights vary by route and season; we can suggest realistic timings from your villa shortlist.
Evenings out from local markets to restaurant rows—ask us for curated picks and sensible drive expectations.
Kissimmee and Reunion
Hand-picked villas · local insight · OrlandoDiscover luxury stays within easy reach of Kissimmee and Reunion and the wider Orlando area.
Browse villas near Kissimmee and Reunion →Lake Buena Vista
Hand-picked villas · local insight · OrlandoDiscover luxury stays within easy reach of Lake Buena Vista and the wider Orlando area.
Browse villas near Lake Buena Vista →Winter Park
Hand-picked villas · local insight · OrlandoDiscover luxury stays within easy reach of Winter Park and the wider Orlando area.
Browse villas near Winter Park →Clermont west
Hand-picked villas · local insight · OrlandoDiscover luxury stays within easy reach of Clermont west and the wider Orlando area.
Browse villas near Clermont west →Your Guide to Renting a villa in Orlando, United States
Superb Luxury Resort Facilities
Enjoy a range of top facilities on site including a fantastic double Olympic sized pool accompanied by an exciting lagoon pool complex and water park.
Bordered by pretty terraces where you can unwind amongst the sun loungers and lush green grounds Windsor Hill's magnificent outdoor areas are designed for the whole family to enjoy
There are also tennis courts, a fitness centre, a movie theatre, a basketball court, beautiful children's play areas, a hot tub, a clubhouse and lots more to keep everyone entertained on site.
The resort even has its own grocery store to ensure that nibbles and bites are always available.
For golfers, a stay at Windsor Hills has the added benefit of being conveniently situated next door to one of Orlando's best golf clubs, the Mystic Dunes Golf Club.
Best Private Orlando Villas
With something for everyone, Windsor Hills Resort offers an array of stunning, private holiday rental homes.
Offering 2, 3, 4, 5 and 6 bedroom villas, townhouses and condos you are guaranteed to find the perfect vacation rental home to suit you and your family.
Each holiday home comes complete with a divine king-size bed, flat-screen TV and separate shower and bath in the master suite, a stylish modern kitchen, family dining area and plenty of room to relax after a busy day.
Many vacation villas include their own private pool and spa, whilst all townhouses are furnished with a small pool.
Perfect for families, couples and those that want to enjoy some much needed rest and relaxation, Windsor Hills is situated within a 24-hour gated estate for your peace of mind.
Top Orlando Attractions Minutes Away
With Florida's infamous Walt Disney Theme Parks only five minutes away, you have access to some of America's most famous destinations including Disney's Hollywood Studios, Animal Kingdom and The Magic Kingdom.
Orlando, Florida – Best Villa Holiday Destination in the World
Orlando, Florida is one of the world's most exhilarating destinations, packed with a breathtaking array of sights and attractions that you'll remember forever.
Windsor Hills' enviable location places you in the heart of all the excitement. From Orlando's infamous International Drive to championship golf courses, Orlando Science Center, Harry P Leu Botanical Gardens, Orlando Museum of Art, every type of restaurant and bar imaginable and so much more – everything is located less than 30 minutes away for the perfect villa holiday in Orlando.
Drive a little further and you'll find some of Florida's most famous golden sands, including Cocoa Beach, Clearwater Beach and Daytona Beach – all ideal for surfing, water sports and soaking up some of Florida's endless rays of sunshine.
Windsor Hill Resort's Top Facilities
- 1 Lagoon swimming pool and terrace
- 2 Children's water park and slide
- 3 Tennis courts
- 4 Basketball Court
- 5 Movie Theatre
- 6 Grocery Store
- 7 Children's castle play area
- 8 Children's slide
Best Things to do in Orlando, Florida
All the best Orlando attractions located less than 30 minutes away for the perfect, luxury villa holiday in Kissimmee:
- Walt Disney Theme Parks including: Animal Kingdom, Epcot Centre, Hollywood Studios, The Magic Kingdom etc. (5 mins away).
- Championship Golf Courses including: Mystic Dunes Golf Club, Orange Lake Golf Club, Shingle Creek Golf Club
- International Drive for all the best shopping, restaurants, bars, attractions and more. (15 mins away)
- ESPN Wide World of Sports Complex
- Sea World (10 mins away)
- The Mall at Millenia
- Universal Studi
- Gatorland Wildlife Park (15 mins away)
- Harry P Leu Botanical Gardens, Orlando Museum of Art, Orlando Science Centre & lots more. Find out more at visitorlando.com
Nearest Airport: Orlando International Airport
Windsor Hills Resort Map - Florida
Townhomes for rent on Windsor Hills Resort
Check out townhomes for rent on Windsor Hills Resort, 3 bedrooms with a private splash pool.
Windsor Hills Resort Villas with Games Room
Check out our Windsor hills villas with a games room. This will keep the kids and big kids at heart entertained for hours.
Windsor Hills Villas with Spa / Jacuzzi
Picture this...relaxing in your hot spa with an ice cold drink while your kids play in your private pool, Amazing.
Orlando Temperature Chart
Ready to find your villa?
Browse our collection or speak to a villa specialist.
Orlando Villa Guides & Inspiration
Helpful guides to plan the perfect Orlando mansion getaway.
Orlando’s Most Sought-After Villa Resorts — A Curated Guide
You’ve decided on a villa in Orlando. Good call. More space, your own pool, room for everyone to breathe between park days. But now comes the question most people get stuck on: which resort?
Windsor Hill Resort Windsor Hill Resort
A cost comparison and experience breakdown for groups of 10+ deciding between vacation mansion rentals and hotel suites.
ChampionsGate Mansions Near Disney: The Complete Guide
Everything you need to know about staying in ChampionsGate — from the Oasis clubhouse to the best mansions for groups.
Orlando, Florida, Villa Holidays – In A Nutshell
‘Laughter is timeless, imagination has no age, dreams are forever’, Walt Disney created a dreamland for us all! Make you and your family’s dreams come true with the holiday of a lifetime, an Orlando Villa Holiday.
ChampionsGate Mansions Near Disney: The Complete Guide
Everything you need to know about staying in ChampionsGate — from the Oasis clubhouse to the best mansions for groups.
Windsor at Westside Windsor at Westside
Champions gate resort is a 1 billion dollar, 900 acre development. This exclusive resort is located with easy access to Orlando international airport, walt disney world theme parks and universal studios.
