
House holiday rentals in Windsor Hills
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Top-rated house rentals in Windsor Hills
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Mickey's Lakefront Villa at Sunset Lakes
Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

Disney Family Fun Villa
Windsor Hills - NEW Fully Renovated 6Bed&4Bath Villa with FREE pool heat - Private South Facing Pool and Spa - Smart TVs in every room - Free WIFI - Fully renovated & equipped kitchen with granite countertops & new appliances - 1.5 Miles to Disney - Close to Universal Studios, Shopping,Restaurants,Waterparks - Gated Community - Free Clubhouse Access with New Waterpark, Basketball, Tennis & Volleyball Courts & Putting Green - Newly renovated Marketplace Bar & Grill, Games Room & Convenience Store

Game & Theater Room, Castle Bunks, Pool & Spa
Vacation at Windsor’s Best located in Windsor Hills Resort just 2 miles from Walt Disney World. This one-story 4 bed, 4 bath vacation villa has everything you need for a wonderful getaway with family or friends. Situated on an elevated corner lot, this spacious villa with it's private pool and spillover spa offers a beautiful view overlooking the resort community. Plus, guests have access to the family-friendly Windsor Hills Resort amenities, including the water park, playgrounds, gym and more.

Disney Escape at Windsor Hills
This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

Highest Rated Minutes to Disney! -Newly Renovated
• Newest house in the #1 community in the Disney Area, Windsor Hills • Only home with 7 bedrooms in the community (3 KING beds) • Extra privacy: only one side & no rear neighbors • 4 children themed bedrooms (Mickey, Star Wars, Toy Story, & Frozen) • Onsite, driveway parking for 4 vehicles • FREE pool heat + BBQ with all rentals • Fully equipped + stocked kitchen • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1000 Mbps • Property is managed directly by owner

Free Waterpark|Game Room|Near Dis!
Welcome to Playcation Paradise by Cosmic Vacations. This is your dream getaway in Windsor Hills Resort—just 3 miles from Disney World, 15 miles from Universal, and only 0.4 miles to Windsor Hills’ incredible amenities! Enjoy your private pool and spa, or have a blast in the custom game room with commercial-grade arcade games set to free play. Plus, you’ll have free access to Windsor Hills’ top-tier amenities, including a lagoon-style pool, water slides, and sports courts.

Windsor Orlando Private Arcades,Theater,Pool-Spa
Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

2584 - 6 Bedroom w/ Pool and Water Park Included
Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! This charming vacation home in Windsor Hills Resort offers six spacious bedrooms and is perfect for the entire family. Located in one of the finest gated communities in the area, Windsor Hills Resort features 24-hour security, ensuring only permitted guests have access to the neighborhood. We’re just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions.

Park Place! 7 Min from Disney, Pool, Theater
Elevate your next getaway at this outstanding 5-bedroom, 3-bathroom home! Nestled in an upscale, gated community, Park Place boasts 2500 sq. ft. of beautiful living space and easily accommodates 10 guests. This home is ideal for families or a small group visiting the magical Orlando area’s countless attractions. Ideally located between theme parks, shops, and restaurants, you're perfectly situated to experience all the area has to offer!

4BD 2BA Kissimmee House with Pool near Disney
This 4BD 2BA house is in a quiet part of Kissimmee less than 5 miles south of Disney! The master suite features a king bed and attached bath with double sinks and walk-in shower. The second room contains a queen bed and the last two rooms have two twins each. There is a fully equipped kitchen and two work spaces, each containing a desk, office chair and computer monitor. Shops, entertainment, and restaurants are just a few minutes away.

8 mins. to Disney W/Poolside Theater & Game Room
Are you looking for a vacation home with an incredible game room, a very private south facing saltwater complimentary heated pool with children's wading pool, hot tub and poolside theatre featuring a 120" screen with 4K UHD, and a new modern kitchen, in Formosa Gardens Estates (the gated community known for its large estate lots), and is very close to Disney World? This is it . . .

Disney home w/ Pool, Hot Tub & 2 King En-Suites ❤️
Welcome to Sunset Palms 2, a Safe Private and Updated Pool and Hot Tub Home, Within 4 Miles to Disney!!! Large stand alone Hot Tub. House is updated with Themed bedrooms. 2 Master EnSuites both with King sized Beds and their own private bathroom. Game Room includes Pool Table and Ping Pong Table Two King master bed En-Suites and Themed Bedrooms (STAR WARS AND MICKEY MOUSE)
Popular amenities for house rentals in Windsor Hills
House rentals with a pool

No Airbnb fees! Home Theater! Pvt Pool/ Spa 278291

Jeremy’s Windsor Hills Resort Home near Disney

Windsor Hills Home w/Arcade Game Room|Near Disney

★Completely Renovated★ 3 mi to Disney+Free Resort!

Once upon a galaxy: Star Wars/fairytale retreat

Windsor Hills 5 bed/5 bath Pool Home, Games Room

EPIC! Themed-Arcade-Theatre-Pool Table-3mi>Disney

Magic Village Resort Gated Community Disney World
Weekly house rentals

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

Luxurious home 2 miles from Disney - Windsor Hill

Modern home with Private Pool near Disney

Luxurious & Immaculate | Heated Pool & Spa

3 Bedroom / 2.5 Bath Townhome (Mins to Disney)

Tiki Palms | Game Room| Heated Pool | Themed

Windsor Hills Town Home

Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
Private house rentals

ClosetoDisney/southpool/4bdrm

Dazzling 5 bedroom Windsor Hills Home 7781

Serene 6BR Retreat | Pool, Lake View, Near Disney

Disney Pool Villa | Windsor Hills | Sleeps 8

Cozy Home close to Disney with a Heated pool!

Home mins to Disney, pool, arcade, waterslides

NEW Stunning Villa located 5-10 Min from Disney

New! Home w/private pool Margaritaville by Disney
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 SGD | $306 SGD | $329 SGD | $325 SGD | $287 SGD | $308 SGD | $319 SGD | $293 SGD | $269 SGD | $285 SGD | $302 SGD | $338 SGD |
| 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 house rentals in Windsor Hills

Total holiday rentals
Explore 360 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 9,130 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
350 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
350 of Windsor Hills holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor Hills rentals

4.7 Average rating
Windsor Hills stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Apartment rentals Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with a washing machine and dryer Windsor Hills
- Rentals with pools Windsor Hills
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Walt Disney World Resort Golf
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Ventura Country Club
- Kissimmee Lakefront Park
- Shingle Creek Golf Club




