Apartment holiday rentals in Windsor Hills

4.92 out of 5 average rating, 156 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).

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.

4.92 out of 5 average rating, 106 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!

Apartment in Four Corners

A spacious living room is highlighted by a large television displaying a castle scene. A cozy sectional sofa in grey is complemented by vibrant green accent chairs. A contemporary coffee table sits in front, and the kitchen area features modern appliances visible in the background.

4.85 out of 5 average rating, 115 reviews

Magic Gate: Amazing Condo Near Disney Delights

Nestled in the prime locale of ChampionsGate Resort, just moments away from Disney and other major attractions, this 3BD/2BA unit awaits to make your vacation dreams come true. Spanning 1,558 Sq. Ft. has a fully equipped kitchen for culinary adventures, a cozy living room for family gatherings, a dedicated working station with desk and chair, a delightfully themed bedroom for the young, and a private game room ensuring endless family fun. Your ultimate retreat for cherished moments together!

4.82 out of 5 average rating, 308 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.

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.

4.98 out of 5 average rating, 164 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.

A vibrant water park is illustrated in the background, featuring colorful slides and pools surrounded by lounge areas. In the foreground, a cozy sleeping area showcases a blue accent wall decorated with playful Disney characters. A billiards table is visible, inviting recreational activities.

4.87 out of 5 average rating, 219 reviews

Superhero Retreat Near Disney Parks

Experience the magic of Disney and create memories for a lifetime at your very own “Superhero Retreat “. - 3 bedrooms and 2 bathrooms designed with Disney themes - Family-friendly atmosphere with kid amenities provided - Access to Windsor Hills Clubhouse with pools, water park, and gym - Free parking and no extra fees - Fully equipped kitchen with stainless steel appliances - Free WiFi with 400 Mbps speed - Located less than 2 miles from Walt Disney Resort

The living area features a comfortable sofa facing a large smart TV mounted on the wall. Natural light enters through windows, enhancing the space. A round coffee table sits in the center, surrounded by potted plants, with a dining area and a modern kitchen visible in the background.

4.93 out of 5 average rating, 209 reviews

Magical Stay Near Disney & ESPN

🏰 Make magical memories just minutes from Disney & ESPN! Bright 3BR, 2BA condo for up to 6 guests in a safe, gated community—perfect for families or friends! Why you’ll love it: Family-friendly & ideal for kids 🏡 Relax in comfort after a fun day at the parks 🍳 Fully equipped kitchen for easy meals 🛍️ Close to restaurants, shopping & entertainment 🎢 Only 1.5 miles from Disney World & ESPN Stress-free, unforgettable family vacation awaits!

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, 110 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.

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.

4.87 out of 5 average rating, 218 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!

Apartment in Four Corners

4.97 out of 5 average rating, 194 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

Superhost

A large condominium structure stands under a clear blue sky. Several palm trees frame the entrance, and well-maintained landscaping lies around the building. Vehicles are parked in designated spaces in front, with a visible path leading to the entrance.

4.73 out of 5 average rating, 124 reviews

Minutes to Disney best of Home, with a Resort feel

4.89 out of 5 average rating, 94 reviews

Apartment in Davenport

Luxurious Living 15 minutes from Disney

4.8 out of 5 average rating, 87 reviews

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.

Apartment in Davenport

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

A view from the balcony showcases a large, inviting pool surrounded by palm trees and lounge chairs. The pool area is highlighted by decorative landscaping and is set against a backdrop of a multi-story building, reflecting the vibrant atmosphere of the resort.

4.95 out of 5 average rating, 169 reviews

A1 POOL VIEW-By Disney/Universal/Balcony view

Apartment in Four Corners

The image features a collage of six photos showcasing various aspects of the condo. Highlights include a vibrant water park with dueling slides, a Star Wars themed bedroom with two beds and neon lights, a master bedroom with decorative bedding, a cozy living room with ample seating, and a modern kitchen equipped with stainless steel appliances and granite countertops.

5 out of 5 average rating, 45 reviews

Windsor Hill Fun Condo Starwars, Moana, Pool, Spa

A patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.

4.84 out of 5 average rating, 147 reviews

Stunning view, near Disney.

4.93 out of 5 average rating, 29 reviews

Disney 10 minutes! 3b2ba Pool, Spa, Kids SplashPad

A spacious pool area is surrounded by palm trees and tropical landscaping. Sun loungers line the pool deck, and a water park with slides is visible nearby. The multi-level condo buildings create a vibrant backdrop, ensuring a family-friendly environment.

4.79 out of 5 average rating, 148 reviews

Lovely vacation condo close to Disney & Universal!

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.

4.85 out of 5 average rating, 292 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

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

4.78 out of 5 average rating, 255 reviews

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.

Apartment in Davenport

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

A spacious living area features large windows allowing natural light and views of green trees outside. A sectional sofa in a neutral tone is complemented by decorative blue cushions. A glass coffee table rests on a textured area rug, and a television is positioned on a low media console.

4.9 out of 5 average rating, 125 reviews

Home away from home for the Parks!

Superhost

4.75 out of 5 average rating, 134 reviews

Storey lake, The Cove.

Apartment rentals with a pool

5 out of 5 average rating, 10 reviews

Magic Spring

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

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, 160 reviews

Chic Disney Resort Condo • Pool Access Near Parks

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, 12 reviews

*Pixie Dust Penthouse* Totally Remodeled, Luxury

5 out of 5 average rating, 40 reviews

Harry Potter Vacation• Windsor+ Pool• Near Disney

Superhost

A spacious living area features a large sectional sofa enveloped in soft gray fabric. Natural light pours in through multiple windows, illuminating a round coffee table centered on a textured rug. A wall-mounted TV is positioned across from the seating, providing ample space for entertainment.

4.79 out of 5 average rating, 33 reviews

Vacation Bliss! 3BR Resort Condo near Disney World