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Apartment holiday rentals in Windsor Hills

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Top-rated apartment rentals in Windsor Hills

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Guest favourite
The living room features a grey sofa adorned with decorative pillows, paired with a glass coffee table and a vibrant area rug. The open space leads to a dining area and modern kitchen, highlighted by yellow bar stools at the countertop under soft lighting.
Apartment in Orlando
4.86 out of 5 average rating, 333 reviews

BreathtakingView-1BR/2BA-1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Top guest favourite
A panoramic view captures the lush Arnold Palmer PGA golf course along with the resort pool area featuring a hot tub. The vibrant Star Wars themed bedroom includes wall decorations and arcade features. Inside, a cozy living area is showcased with a large TV and French doors leading outside.
Apartment in Kissimmee
4.96 out of 5 average rating, 172 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

This modern 3-bedroom TOP FLOOR (with an ELEVATOR right to the door) luxury condo has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

Guest favourite
Apartment in Kissimmee
4.92 out of 5 average rating, 152 reviews

New Luxury Condo near Disney

A passos da piscina e parque aquático. Covid-19 safe. Wi-fi de 500 megabytes! O apartamento possui localização privilegiada: está no condomínio fechado Windsor Hills, o mais próximo dos parques. A 10 minutos do Animal Kingdom, Epcot, Hollywood Studios e Magic Kingdom e a 25 minutos dos parques da Universal. Além disso, possui fácil acesso ao aeroporto (US 192, FL 417 e I-4), Downtown Orlando, Miami e a todos os atrativos da região da Central Flórida (Daytona Beach, Clearwater, St. Petersburg).

Guest favourite
A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.
Apartment in Kissimmee
4.86 out of 5 average rating, 127 reviews

Stylish Condo 20 mins to Disney/King Bed

Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

Guest favourite
The image showcases a vibrant family-friendly condo, featuring colorful Disney-themed decor throughout the open living space. A spacious pool area is visible beyond the window, highlighting water features and play areas, while the cozy sleeping area is highlighted in the foreground.
Apartment in Kissimmee
4.85 out of 5 average rating, 156 reviews

Toy Story Retreat Near Disney in Windsor Hills

Experience the magic of Disney at your very own “Toy Story Retreat.” - 3 bedrooms and 2 bathrooms with Disney-inspired design - Family-friendly atmosphere in a newly remodeled condo - Full access to Windsor Hills Clubhouse amenities - Ground-floor unit with greenspace views - Free WiFi and basic cable included - Just minutes from Walt Disney World® Resort It's important that the title is as close to 50 characters. You should use some of the other characteristics of the listing.

Top guest favourite
Apartment in Kissimmee
4.98 out of 5 average rating, 114 reviews

Family, Windsor Hills, Sleep In with 11AM Checkout

Walk into your home away from home. Enjoy a relaxing stay. Located on 4th floor. Enjoy morning coffee on a screened-in balcony or a late snack. Pet-free home. Please NO Smoking. Children are always welcome. Come enjoy all of the accommodating facilities at Windsor Hills with a top-notched 24/7 gated security. FREE parking & leisure activities! Maximum of 3 cars allowed per reservation. This includes all guest that are visiting. All unregistered drivers will be denied access by HOA.

Guest favourite
An inviting living space features a modern gray sofa centered around a round coffee table, set on a plush area rug adorned with a playful pattern. A wall-mounted fan circulates air beneath a vibrant Mickey Mouse artwork, while a dining table for four is positioned nearby.
Apartment in Kissimmee
4.94 out of 5 average rating, 171 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

Top guest favourite
A spacious lagoon-style pool is surrounded by palm trees, with lounge chairs arranged around its perimeter. A welcoming clubhouse is visible in the background, featuring large windows and a tiled roof.
Apartment in Kissimmee
4.98 out of 5 average rating, 161 reviews

Heavenly Bliss - 3 bed 2 bath condo near Disney!

We invite you to come stay in our beautifully decorated condo. A fully air conditioned 3 bedroom condo, with 2 bathrooms, Heavenly Bliss is extremely well furnished with your comfort in mind. Heavenly Bliss is at a convenient location that will save you Money and Time. It is easy to get around the Parks, Stores and Restaurants of your choice, and less than 1.5 miles from the gates of Disney. Our Florida Getaway vacation condo provides all the benefits you need while on vacation.

Guest favourite
An open-air tiki bar is visible near the pool area, featuring a vibrant blue wall adorned with tropical decorations. The bar is equipped with a dark countertop, and barstools are arranged for seating. Guests can be seen interacting with staff behind the bar.
Apartment in Kissimmee
4.91 out of 5 average rating, 233 reviews

Tiki bar | 15 minutes to Disney

Beautiful and cozy apartment at the Windsor Palms resort. 15 min to DISNEY and 10 min to Margaritaville Orlando WATER PARK. Lots of restaurants and fun activities nearby. Tastefully furnished, top floor, two-bedrooms / two-bathrooms condominium (Quiet 3rd-floor unit). Included high-speed internet allows you to work while you are away. If you have a bigger party, check my other condo in the building by looking at Airbnb.com rooms/52778689

Guest favourite
An overhead view reveals the expansive pool area of the resort, featuring a large heated pool surrounded by lounge chairs. A vibrant water park with slides and play areas is visible, set among lush greenery and palm trees, providing ample recreation options.
Apartment in Kissimmee
4.87 out of 5 average rating, 216 reviews

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!

1ST FLOOR! 3 Bedroom/2 Bathroom Condo with 2 Master Suites! Main Master Suite has a King bed, TV and DVD player, walk in closet and a walk in shower. Second Master Suite has a King bed, TV and DVD player, and a door with direct access to the second bathroom. Guest Bedroom 3 has two Twin beds and a TV and DVD player. The living room features a TV over a beautiful electric fireplace and leather sofas - one is a sofa sleeper!

Guest favourite
The aerial view showcases a spacious pool area surrounded by lush palm trees and lounge chairs. A bright water slide is visible in the background, leading to the pool. A serene lake serves as a picturesque backdrop, enhancing the resort's atmosphere.
Apartment in Kissimmee
4.85 out of 5 average rating, 197 reviews

One in a Minion condo your kids will love +450Mbps

Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, pool and dueling water slides. It features a smart lock, High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer.

Guest favourite
The open living area features a round dining table with four chairs, a wall-mounted TV, and a comfortable sofa. Natural light enters through sliding glass doors leading to a scenic outdoor view. A rustic wood accent wall adds texture to the space.
Apartment in Four Corners
4.88 out of 5 average rating, 168 reviews

"Ocean's Gate" - 2BD/2BA condo near Disney

Welcome to our beautiful ground-level condo! With the prime location at ChampionsGate Resort near Disney World and major parks, this 2BD/2BA condo unit is designed for your best accommodation. Spread out in 1,558 Sq. Ft., the unit offers a fully equipped kitchen, a cozy living room, a working station, and comfortable bedrooms. With access to the Clubhouse and resort amenities, you’ll spend amazing days in our home!

Popular amenities for Windsor Hills apartment rentals

Quick stats about apartment rentals in Windsor Hills

  • Total holiday rentals

    Explore 50 holiday rentals in Windsor Hills

  • Nightly prices starting at

    Windsor Hills holiday rentals start at € 94 per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Windsor Hills holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor Hills rentals

  • 4.8 Average rating

    Windsor Hills stays are highly rated by guests – averaging 4.8 out of 5!