Apartment holiday rentals in Windsor Hills

A modern living area features a cozy sofa facing a mounted TV, displaying a serene landscape. Behind the sofa, an electric fireplace adds ambiance. The open layout connects to a well-equipped kitchen, enhancing a sense of space within the inviting atmosphere. Accessibility to dining areas is evident.

4.91 out of 5 average rating, 159 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

A modern living area features a white sectional sofa and a stylish coffee table with gold accents. A flat-screen television is mounted on the wall, complemented by minimalist shelving. Large windows dressed with sheer curtains allow natural light to fill the space, creating a bright and welcoming environment.

4.91 out of 5 average rating, 105 reviews

Resort Style Sunshine Oasis near Theme Parks

Discover Orlando's charm at our resort-style oasis in a gated community with lots of amenities! Nestled near Disney, this modern haven features 2 stunning pools for ultimate relaxation. Delight in nearby restaurants, perfect for foodies. Families will love the kid-friendly atmosphere, and fitness enthusiasts can stay active in the on-site gym. Our clean, contemporary design ensures a comfortable stay, making it an ideal choice for your Orlando getaway. Conveniently located on the first floor.

The dining area is furnished with a stylish table and white chairs, illuminated by pendant lights above. A cozy living space is visible in the background, featuring a dark sofa and a wall-mounted TV. Natural light filters through the nearby windows.

4.9 out of 5 average rating, 187 reviews

Valentina’s Condo - Resort Vibes!

Best rated property near the Magic of Disney! Enjoy the Florida weather in this beautiful & stylish, fully renovated 2-bedroom, 2-bath condo located on the 1st floor of a lovely resort. Conveniently close to Disney Parks, it's the perfect place to stay with your loved ones & enjoy all the resort's amenities: a stunning pool w a Tiki Bar (w bar food), a splash pad, hot tub, theater, game room, tennis court, basketball court, sand volleyball court, fitness room, BBQ area, clubhouse, & much more!

4.82 out of 5 average rating, 307 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Brand new flooring, mattresses, AC, water heater and more! Disney SO close! Our Property Manager will see to any needs during your stay, a rental registration is required. Beautiful, clean and comfy condo in Windsor Hills Resort with a new WATER PARK and tons of amenities. Stainless appliances and granite, free wifi/cable, desk/charging station and PS 3 with games, Pack N play, stroller, high chair, wash/dryer, a starter kit of supplies. No hidden fees, free parking. Perfect for families!

The community pool area features a winding pool surrounded by palm trees and lounge chairs. A colorful water slide is visible, along with shaded cabanas. The well-maintained grounds include lush greenery and pathways leading to residential buildings in the background.

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.

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.

4.94 out of 5 average rating, 172 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.

A spacious living area is designed with light-colored walls and a large sectional sofa adorned with decorative pillows. A round coffee table sits in the center on a patterned area rug. Large sliding doors provide access to a balcony, framed by greenery.

4.97 out of 5 average rating, 129 reviews

Oakwater Resort, Kissimmee , 1.5 Miles to Disney

Enjoy your vacation or business trip in this tastefully 1800 square feet, richly decorated 3 bedroom and 2 full and 1 half bathrooms.The condo located in gated community just 1.5 miles from the gates of Disney. Sleeping arrangements for 8 and more guests with bed linens and towels provided. Full equipped kitchen with pots, pans, and many more kitchen essentials. Washer and dryer There is a clubhouse a few steps from the condo with heated pool, fitness center, tennis court, playground.

Superhost

Aerial view captures the expansive Windsor Hills water park, with colorful slides and pools. The lower images showcase a family-friendly living room, brightened by wall murals featuring iconic Disney characters and cozy furnishings, including a spacious bed with vibrant bedding.

4.73 out of 5 average rating, 146 reviews

Toy Story Retreat Near Disney

Immerse yourself in the magic of Disney and create lifelong memories at your very own Toy Story Retreat. - Newly remodeled 3-bedroom, 2-bathroom condo - Family-friendly atmosphere with Disney-inspired design - Access to Windsor Hills Clubhouse with pools and gym - Ground-floor unit with greenspace views - Fully equipped kitchen and in-unit washer/dryer - Free WiFi and parking - Kid-friendly amenities like high chair and stroller - No extra fees, including resort fees

The open living and dining area features a large L-shaped sofa and a glass table, with natural light flowing through French doors. A wall mural showcases a Star Wars theme, while the private balcony offers expansive views of the Arnold Palmer PGA golf course and sunset skies.

4.91 out of 5 average rating, 109 reviews

Gorgeous Views: Golf Front, StarWars, XBox, 2Pools

This modern 3-bedroom 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.

Apartment in Four Corners

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.

4.88 out of 5 average rating, 171 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!

A Star Wars themed bedroom features two twin beds with themed bedding. A decorative quilt with a pattern of star fighters is placed over one bed, while the other is dressed in a space-themed cover. A bedside table holds a lamp shaped like a lightsaber, with blue walls adorned with framed artwork.

4.91 out of 5 average rating, 187 reviews

Themed Resort Condo | Pool | Spa | Mins to Disney

The Magic Galaxy – an affordable 3 bedroom, 2 bath condo in the gated Windsor Palms resort, known for its cleanliness and thematic charm. The retreat features themes from Star Wars, Mickey Mouse, Jurassic World, and Harry Potter. Enjoy resort amenities like a pool, spa, splash pad, courts for basketball, tennis, and volleyball, a movie theater, game room, gym, Tiki bar and grill, and a sundry shop.

Apartment in Four Corners

4.97 out of 5 average rating, 191 reviews

Orlando Fun: Minutes to Disney and Margaritaville

A cozy, comfortable, and convenient 2-bedroom condominium with 2 full bathrooms, a fully-equipped kitchen (coffee and tea provided), a beautifully decorated living/ dining room, 2 walk-in closets (with plenty of shelves, drawers, and hangers), a washer, a dryer (with laundry detergent provided), an iron, AC (or heating in winter), cable TV, WiFi, and a screened-in balcony.

Popular amenities for Windsor Hills apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.89 out of 5 average rating, 94 reviews

Luxurious Living 15 minutes from Disney

Superhost

An open dining area features a modern table set for six, surrounded by stylish white chairs. Framed art pieces adorned with nature motifs are mounted on the warm-toned walls, providing a tranquil ambiance. A chandelier provides soft lighting over the table.

4.78 out of 5 average rating, 197 reviews

Beautiful Roomy Condo near Disney & Universal

The vibrant resort area features a lagoon-style pool with colorful water slides, offering a fun place for guests to enjoy. Lounge chairs are arranged around the pool, and lush palm trees provide shade in the background.

4.94 out of 5 average rating, 72 reviews

Windsor Hills Fun Lake View Mickey Disney Condo

The living area features sleek white tile flooring and a modern aesthetic. A large flat-screen TV is mounted on the wall, while a stylish coffee table sits at the center. Sunlight filters through the window, illuminating a lush green plant beside the entrance.

4.78 out of 5 average rating, 91 reviews

BEAUTIFUL NEW APARTMENT A FEW MINUTES FROM DISNEY

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.

4.91 out of 5 average rating, 235 reviews

Tiki bar | 15 minutes to Disney

A resort-style pool area is surrounded by palm trees and lush landscaping, with inviting lounge chairs arranged nearby. The clear water reflects a bright sky, and a separate lounge area with a decorative façade is partially visible in the background.

4.83 out of 5 average rating, 151 reviews

Orlando Spacious 2-Suites & Resort-Style Pool

An aerial view captures the expansive water park and Olympic-sized pool at Windsor Hills Resort. Colorful water slides are visible alongside lounge areas with green seating. Surrounding palm trees and lush landscaping enhance the outdoor recreational space, inviting families to enjoy the amenities.

4.99 out of 5 average rating, 89 reviews

Windsor Hills | Disney| Waterpark|Arcade|Theater

A comfortable living area is showcased with a modern, light blue sectional sofa and an accent chair. A television is positioned against the wall, while a patterned area rug adds color to the space. The open layout allows views into the kitchen and dining area.

4.95 out of 5 average rating, 146 reviews

Blissful 3-bedroom condo with pool. Feat. king bed

Pet-friendly apartment rentals

Apartment in Champions Gate

An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.

4.86 out of 5 average rating, 291 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

4.94 out of 5 average rating, 143 reviews

9 miles from Disney - Bella Piazza spacious condo

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

4.92 out of 5 average rating, 125 reviews

Pet friendly Orlando area near ESPN Center

4.96 out of 5 average rating, 106 reviews

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

Apartment in Orlando

Penthouse Lakeview Minutes to Disney/ Universal

The living room features a spacious sectional sofa and a flat-screen TV mounted on a wooden console. Large glass doors provide a view of the patio and golf course, while natural light fills the room through the sheer curtains. A potted plant adds a touch of greenery.

4.94 out of 5 average rating, 139 reviews

3 Bedroom w/large patio on Resort Golf Course

4.97 out of 5 average rating, 419 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Apartment in Orlando

Waterfront Condo minutes to Disney & Universal

Superhost

A spacious bedroom features a plush, tufted headboard and a large window allowing natural light to fill the room. Two bedside lamps provide additional illumination, while modern furnishings add contemporary flair. A round mirror is mounted above the bed, reflecting the inviting ambiance.

4.78 out of 5 average rating, 255 reviews

Brand New AwardWinning Renovated Condo Near Disney

The exterior of the condo presents a welcoming appearance with light yellow siding and a distinctive arch window. A well-maintained pathway leads to the entrance, bordered by manicured landscaping. Trees from the conservation area provide a natural backdrop, enhancing the serene environment.

4.92 out of 5 average rating, 145 reviews

Cozy single story condo near Disney

Apartment rentals with a pool

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.

4.85 out of 5 average rating, 131 reviews

Stylish Condo 20 mins to Disney/King Bed

An aerial view captures a resort-style pool surrounded by lush greenery. The pool features multiple sections and shaded seating areas. Sun loungers and umbrellas are arranged around the water, with palm trees adding a tropical touch. Nearby, a winding road leads through the community.

4.8 out of 5 average rating, 86 reviews

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

A view of a spacious resort-style pool area featuring various sections including a water park with slides and a splash pad. Surrounding palm trees offer shade, while lounge chairs are positioned around the pool's edge, creating an inviting atmosphere for relaxation.

4.93 out of 5 average rating, 91 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

5 out of 5 average rating, 10 reviews

Magic Spring

The image captures a vibrant outdoor resort area featuring a lagoon-style pool and waterslides in shades of blue and green. Sun loungers are arranged around the pool, surrounded by palm trees and open green spaces. A two-story condo building stands in the background.

4.95 out of 5 average rating, 38 reviews

Sunny Condo Retreat ~ Clean. Cozy. Convenient.

5 out of 5 average rating, 11 reviews

*Pixie Dust Penthouse* Totally Remodeled, Luxury

Apartment in Four Corners

A large resort-style pool is viewed in the foreground, surrounded by a spacious deck featuring lounge chairs. A clubhouse sits in the background, with palm trees lining the perimeter under a clear blue sky scattered with clouds.

4.93 out of 5 average rating, 40 reviews

2BD Champions Gate Magical Near Disney (CG 1177)