
Villa holiday rentals in Windsor Hills
Find and book unique villas on Airbnb
Top-rated villa rentals in Windsor Hills
Guests agree: These villas are highly rated for location, cleanliness and more.

Family Dream Vacation Villa w 6br + pool & Resort
The perfect family vacation destination! Champions Gate is just outside Orlando and a quick drive to Disney and other theme parks. Want to enjoy the Florida sunshine without having to leave the neighborhood? Enjoy your own private pool or take a walk to the Oasis Clubhouse or 2nd clubhouse where you can enjoy amazing resort amenities for free! Villa Features: Pool/Spa, GameRoom, VideoGames, Baby friendly. Clubhouses: Pools, Slides, LazyRiver, SplashPad, Gym, Restaurant, Bar, Tennis, Volleyball

150 Inch 4K Movie Theater Pool & Spa sleeps 16
"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

Luxurious Pool Villa, Minutes From Disney World
Enjoy the big private pool after a long day at the themes park with family. Sun bath in a spacious pool deck all day or get a back massage by our spa. The villa had a gentle light system combined with the main cold color tone to create a feeling of comfort and relaxation. Your kids will love the Mickey twin beds and the game room very much. Our villa located within 5-15minutes of majors shopping center/outlets, restaurants, bars, water park, and themes park. We had everything, just missing you!

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney
Nestled in the peaceful 4 Corners community close to Disney & top rated attractions, Target, Publix & restaurants. Newly updated, inviting and modern 2 level, 5 bedroom/3.5 bath with comfortable luxurious beds! Equipped with a private pool (heat for an extra fee), game room, BBQ grill & free Nespresso. Out back is a mini golf putting green, corn hole and fire pit for the family to gather around under the warm vibe of string lights. A place for the family to retreat, relax, reset and have fun!

*Brand New!* Minutes to Disney + Free Resort!
Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema
The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

Top Florida Resort Pool Home 4 Miles to Disney
Step into your own beachy paradise! Just 4 miles from Disney, this 4BR/3BA Florida villa is a masterpiece of beauty and comfort. Picture yourself enjoying the resort-style pool, beach volleyball, tiki bar, and more. Your private pool and game room add an extra touch of luxury. Don't miss out on the ultimate getaway—book now and let the magic unfold! Your dream escape is just a click away. Seize the moment and secure your reservation for an unforgettable experience in this tropical haven!

5BR Family Vacation Villa w/Free Pool Heat
Professional Hosts & Guest Favorite Home! Immaculate and well equipped Stargazer Villas vacation home at Windsor Island Resort now featuring Pickleball Court! This central Florida villa has heated pool included for your family to relax in after a busy day at the parks. Family friendly, featuring Star Wars, Harry Potter, & Encanto themed bedrooms, and a new Mario World game room! Stargazer Villas provides the perfect place to create unforgettable memories with your family.

Mr. Clean's Cozy Disney Home w/ Luxury Finishes
• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

4mi to Disney | Games | Private Pool
Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa (pool heat included!).

Sunset Villa 4 miles from Disney w/ private pool!
Free pool heat! You and your family will absolutely fall in love with this stunning 4 bedroom 3 bathroom pool home backing onto a beautiful forest for complete privacy. The home is centrally located in the wonderful gated community of Sunset Lakes just a short drive from all of Orlando's world famous attractions! Disney World (4.7 miles), Sea World (13.2 miles), Universal Studios Florida, (18 miles). Not to mention dozens of fabulous restaurants within minutes!

House by the Mouse: Something for Everyone!
Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!
Popular amenities for Windsor Hills villa rentals
Private villa rentals

4 Suites Villa near Disney+ Hot Tub@ Magic Village

Amazing home 5 mins to Disney Orlando

6BR/5BA DisneyVilla, Pool+Spa, GameRoom, Clubhouse

Themed Family Pool Home 10 Min to Disney Game Room

Epic Disney Villa • Hidden Arcade & Playroom!

Luxury Villa! /Game Room/ Pool Heater

*Pet Friendly* Free Pool Heat - Windsor Hills

The Balmoral Manor: Luxurious & Bright 5BR Oasis
Luxury villa rentals

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Pickleball PoolsideMovies |WalkToWaterpark| Arcade

Magical Disney House-Pool & Hot Tub,Free Waterpark

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Solara Resort Luxury Retreat-Kid + Family Paradise

Magical 5-Bedroom Villa Near Universal's Wizarding

Luxury 8BR w/ Pool, Theater & Game Room
Villa rentals with a pool

Casita Kissimmee!Family Vacation Villa! 8minDisney

Free Pool Heat & BBQ|Disney Nearby|Resort|Waffles

Spacious family retreat w/ pool & spa

PlutosPad Villa

Spectacular 3b/2b With Private Pool And Spa

Lakefront Private Pool Villa, 10min to Disney

South facing Modern villa in quiet gated estate

WaterView 4 miles to Disney 3Br 2Ba Pool Home
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $404 NZD | $396 NZD | $439 NZD | $460 NZD | $403 NZD | $401 NZD | $453 NZD | $408 NZD | $376 NZD | $399 NZD | $408 NZD | $453 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about villa rentals in Windsor Hills

Total holiday rentals
Explore 150 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at $174 NZD per night before taxes and fees

Verified guest reviews
Over 3,000 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
120 of Windsor Hills holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Windsor Hills rentals

4.8 Average rating
Windsor Hills stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Serviced apartment rentals Windsor Hills
- Rentals with pools Windsor Hills
- House rentals Windsor Hills
- Rentals with a home theatre Windsor Hills
- Pet-friendly rentals Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with a patio Windsor Hills
- Rentals with an EV charger Windsor Hills
- Rentals with outdoor seating Windsor Hills
- Rentals with a hot tub Windsor Hills
- Condo rentals Windsor Hills
- Apartment rentals Windsor Hills
- Rentals with a washing machine and dryer Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Villa rentals Four Corners
- Villa rentals Osceola County
- Villa rentals Florida
- Villa rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Kissimmee Lakefront Park
- Ventura Country Club
- Shingle Creek Golf Club