
House vacation rentals in Windsor Hills
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Top-rated house rentals in Windsor Hills
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

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!

New Luxury Disney Townhome (3BD 3BATH Pool)
Recently renovated. Steps to Clubhouse + no rear neighbour. 500 mb wi-fi! The Disney Vacation Home is well located: the resort is one of the closest to the parks entrances. 10 minutes away from Animal Kingdom, Epcot, Hollywood Studios and 25 minutes away from Universal Studios, Island of Adventure and Volcano Bay. With an easy access to the airport (US 192, FL 417 and I-4 roads), Downtown Orlando, Miami and all the attractions in Central Florida (Daytona Beach, Clearwater and St. Petersburg).

4 bedroom, south facing pool 3 miles to Disney
Create family memories in our stunning pool home with Star Wars, Minnie and Mickie themed twin rooms. Elegant and comfortable king bed master bedroom with your own private bathroom and soaking tub! Delightful queen bedroom that also features its own private bathroom with shower. Enjoy a heated south facing pool (heating extra charge) with no rear neighbors. We are located in a guard gated community that features a large pool, clubhouse with a gym, arcade, movie room, and various sports courts.

🏰 Disney Princess Crownhouse! Closest to Disney!
Message for discounts Princess Crownhouse!! *100% 5-star reviews in 2025* Baby friendly end unit! South facing pool Magical 3 bed, 3 bath luxury crownhouse in 5 star gated Windsor Hills Resort. *2 miles from the gate of Disney World! Our magical Mickey and Princess Rooms designed with adults, kids in mind. Your little princess will love our Princess room with Disney collection furniture. *Resort pool, fully equipped kitchen, your family will have a truly magical vacation! Princess-tastic

Resort Home 3.5 miles to Disney with home theater
We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

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

★Completely Renovated★ 3 mi to Disney+Free Resort!
Closest FREE resort to Disney Parks! Sandpiper Shores is a 6 bedroom 4 bathroom luxury villa that sleeps 14. BEST STAR RATING - OVER 200 REVIEWS! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting, & ROCK CLIMBING WALL! * Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW grill, & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Luxury Encore Pool Spa Pets Game Rm Theater Gym
Amazing Brand New Modern Luxurious Home at Encore Resort @ Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much Much More Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

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.

"Vista Lago"Hotel Amenities/lake view,private pool
HOTEL AMENITIES , Reach out to the host if you find similar cottage for cheaper prices for possible price match ( not guaranteed) WHY THIS SPECIFIC COTTAGE IN MARGARITAVILLE ??? ( In the next description we will clarify the difference between this cottage which is rented as a 3 Bedroom Elite Cottage and other different cottages in Margaritaville so you have a clear view to choose the best cottage that fits your needs : ↓ ↓
Popular amenities for Windsor Hills house rentals
House rentals with a pool

Paradise Cove at Windsor Hills Resorts

Hibiscus Villa w/ themed rooms, game room and pool

NEW!-Fun-Relaxing-Private-Beautiful Vacation Home

Disney Pool Villa | Windsor Hills | Sleeps 8

4 minutes to Disney - Sleeps 14, Arcade, Pool

ReDesigned | Windsor Hills | Location | Water Park

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

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

Luxurious home 2 miles from Disney - Windsor Hill

Themed villa w Pvt Pool near Disney|Gameroom, BBQ

Dazzling 5 bedroom Windsor Hills Home 7781

BRAND NEW 3 mi to Disney Clean Modern Diamond

Windsor Hills Town Home

Themed House w/private pool Margaritaville Disney

NEW Stunning Villa located 5-10 Min from Disney

Magic Village Resort Gated Community Disney World
Private house rentals

ClosetoDisney/southpool/4bdrm

Magic Stay near Disney

5BD Formosa Gardens Near Disney (FG 7939)

Modern home with Private Pool near Disney

Ultimate Adventure Villa Top Rated 5 Star Disney m

Home mins to Disney, pool, arcade, waterslides

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

Hot Deals! Free Waterpark, Close to 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 | $328 CAD | $328 CAD | $353 CAD | $349 CAD | $308 CAD | $331 CAD | $342 CAD | $314 CAD | $289 CAD | $306 CAD | $324 CAD | $363 CAD |
| 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 vacation rentals
Explore 360 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at $98 CAD per night before taxes and fees

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

Family-friendly vacation rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
350 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
350 of Windsor Hills vacation 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
- Rentals with outdoor seating Windsor Hills
- Rentals with a patio Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Rentals with pools Windsor Hills
- Rentals with a home theater Windsor Hills
- Condo rentals Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with an EV charger Windsor Hills
- Serviced apartment rentals Windsor Hills
- Rentals with a hot tub Windsor Hills
- Apartment rentals Windsor Hills
- Rentals with a washer and dryer Windsor Hills
- Villa rentals Windsor Hills
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Walt Disney World Resort Golf
- 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
- Bok Tower Gardens




