Condo vacation rentals in Windsor Hills

A spacious pool area is featured, surrounded by palm trees and lounge chairs. The expansive waterpark includes vibrant waterslides, providing a lively atmosphere. A relaxing hot tub is also visible nearby, complemented by a well-maintained landscaping that enhances the resort's inviting ambiance.

4.98 out of 5 average rating, 194 reviews

Poolside, Waterpark, 3Br Windsor Hills, Disney 2mi

Your Windsor Hills Getaway starts here! This beautiful condo overlooks the resort pool, waterpark with waterslides, lake and just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8 with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool and Lake! The clubhouse is steps away, with a store, food, drinks, game room arcade, movie theater and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

4.92 out of 5 average rating, 161 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).

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.

4.86 out of 5 average rating, 207 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. Slide and Water Park will not reopen until Wednesday, February 18th.

A vibrant outdoor water park is depicted, featuring two large water slides and a colorful kids' splash area. Surrounding palm trees provide shade, and a spacious pool area is visible in the background, inviting relaxation and fun.

4.91 out of 5 average rating, 229 reviews

Disney's Doorstep, 3 Bed 2 Bath, Waterslides!

Welcome to your dream vacation! This 3 bedroom, 2 bath, is right on Disney's doorstep, this amazing vacation rental has all the amenities you'd put on your dream list. Two water slides, a kids splash park, walk in pool, movie theater with wheelchair access, game room, fitness center, putting green, playground, shop for snacks, and more! This condo also comes fully furnished with a washer/dryer, WiFi, elevator for wheelchair access, and more. This is sure to be your relaxation destination.

A bright living area features a comfortable brown sofa and loveseat, accented with decorative pillows. A modern coffee table is centered on tiles that enhance the spaciousness. Natural light filters through large windows, while a flat-screen TV is mounted on the wall, framed by stylish light curtains.

4.86 out of 5 average rating, 161 reviews

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

Welcome to our Star Wars themed rental in Kissimmee, FL, just 3 miles from Disney World! Experience the ultimate vacation in a galaxy far, far away. Located in Windsor Hills Resort with a heated community pool and two water slides. The kids bedroom has Star Wars decor, twin bunk beds, and an electronic pinball machine. The condo is decorated with Star Wars artwork and a half-sized Darth Vader figure. The kitchen is fully equipped. Don't miss this chance to live out your Star Wars fantasies.

4.98 out of 5 average rating, 121 reviews

11 am checkout, Windsor Hills, Family, Disney.

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.

4.93 out of 5 average rating, 188 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.

4.88 out of 5 average rating, 102 reviews

Themed 3bd/2ba Condo_Water Park_ 2 miles to Disney

¡Welcome to Mickey’s Casa! Located just 2 miles away from Disney World, Windsor Hills is an upscale gated community resort offering: Resort with 24hr Security Giant Resort Pool + Sun Deck 2 Story Water Slide & Children Splash Area Gaming and Arcade Center Family Activities at Clubhouse Movie Theatre Professional Fitness Center Basketball, Tennis, Pickle Ball, and Sand Volleyball Putting Green Grills and picnic pavilion Multiple playgrounds Newly renovated Market Grill and Cafe

An aerial view showcases a resort-style pool surrounded by lounge chairs. A colorful water park with slides is located nearby, complemented by lush greenery and palm trees. Multiple buildings are visible in the background, offering a welcoming atmosphere for families.

4.85 out of 5 average rating, 187 reviews

WH Condo. Pool/Waterpark and close to Disney!

Take an elevator to unit 302 and witness beautifully decorated Disney themed rooms. Directly outside is a lovely pool and kid-friendly waterpark. All amenities included in cost: game room, theater, exercise room, tennis courts, play grounds, sand volleyball, putting green, basketball court and a marketplace and grill. Located 15 minutes to all 4 Disney parks and Sea World! Looking for more space? Check out our townhome also located in Windsor Hills at 7668 Fitzclarence

An aerial view captures the resort's inviting pool area, featuring a large, curvilinear swimming pool surrounded by lounge chairs. Adjacent, a water park offers colorful slides and play structures. The three-story condo is visible in the background, highlighted by lush landscaping.

4.91 out of 5 average rating, 175 reviews

Windsor Hills Resort - Disney Pool View Condo

Location, location, location! Windsor Hills pool view condo and only 2 miles to Disney World! This 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

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, 215 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!

4.94 out of 5 average rating, 235 reviews

Andy's Toy Chest at Resort Minutes from Disney!

This fantastic 3 bedroom, 2 bathroom condo is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This condo features an amazing themed bedroom that will help your little ones feel the Disney magic!

Popular amenities for Windsor Hills condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Luxury condo rentals

Superhost

A spacious outdoor pool area is featured, surrounded by lounge chairs and lush greenery. The inviting blue water of the hot tub is visible in the foreground, while a larger pool and well-maintained landscaping are seen in the background under clear blue skies.

5 out of 5 average rating, 5 reviews

Orlando Dream- Minutes from everything important

A private balcony extends from the penthouse, offering a panoramic view of the nearby lake and lush greenery. Outdoor seating is arranged along the railing, providing a space to relax and enjoy the scenery. The clear blue sky complements the serene landscape.

5 out of 5 average rating, 8 reviews

Vista Cay Huge Lake Front Penthouse / Corner

Superhost

The outdoor pool area features a large pool with a decorative fountain and surrounding palms. Lounge chairs are arranged near the water, with a resort building visible in the background, adding to the tropical ambiance of the setting.

5 out of 5 average rating, 3 reviews

Luxury 1-Bedroom Villa | Sheraton Vistana Orlando

Condo in Lake Buena Vista

The spacious kitchen area features a breakfast bar with four high-backed stools, adjacent to a dining table that comfortably seats six. Natural light illuminates the light-colored cabinetry and modern appliances, while warm tones in the decor create a welcoming ambiance.

4.93 out of 5 average rating, 14 reviews

2 bdrm onsite disney! family friendly!

A spacious dining area is presented with a large wooden table set for eight, surrounded by comfortable chairs. Soft grey walls complement the decor, while light enters from generous windows. Nearby, a comfortable seating area invites relaxation, featuring a blend of textures and warm lighting.

5 out of 5 average rating, 31 reviews

Vista Cay Lakeview Fantasy, Next to EPIC and OCCC

Superhost

The outdoor swimming pool is surrounded by palm trees and features lounge chairs for relaxation. A hot tub is adjacent to the pool, and a shade structure provides relief from the sun. The serene landscape is complemented by the soft glow of evening light.

4.67 out of 5 average rating, 3 reviews

Marriott's Imperial Palms | Three-Bedroom Villa

4.93 out of 5 average rating, 28 reviews

A spacious living area is furnished with a light gray sofa adorned with colorful pillows and two blue armchairs. A coffee table sits on a soft area rug, while large sliding glass doors open to a balcony overlooking green landscapes and golf activities.

Condo in Four Corners

Reunion Golfview/Balcony Early CheckInLateChckout

A spacious living area is showcased with a large wall-mounted television and a wooden shelf below. A cozy sectional couch is positioned alongside two wooden chairs, while a textured area rug anchors the seating. The dining space is visible, featuring a long table with white chairs.

4.85 out of 5 average rating, 131 reviews

Modern Resort + FREE Waterpark Near Disney | 3171

Weekly condo rentals

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.

4.94 out of 5 average rating, 98 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

4.94 out of 5 average rating, 83 reviews

Windsor Hills Resort Condo-Disney, Golf, and Fun!

A spacious living area features two large sofas arranged around a circular coffee table. A modern television is mounted on a wall unit, displaying a scenic image. Natural light enters through sliding glass doors that lead to an outdoor space.

4.99 out of 5 average rating, 85 reviews

Renovated Luxury Condo in Windsor Hills Resort!

4.93 out of 5 average rating, 27 reviews

Lovely Place at Windsor Hills - Condo 2 bd / 2 bh

5 out of 5 average rating, 12 reviews

Magical Getaway • 10 Min to Disney • Pool & Resort

The image showcases four views, including a modern kitchen with granite countertops, a vibrant water park with slides, a spacious pool area with sun loungers, and a cozy bedroom featuring a comfortable bed and natural light from large windows.

4.9 out of 5 average rating, 29 reviews

Windsor Hills Condo Near Disney

4.88 out of 5 average rating, 17 reviews

Condo in Four Corners

Windsor Hills Bright Condo, Pool, Spa, By Disney

5 out of 5 average rating, 23 reviews

*Pixie Dust Penthouse* Totally Remodeled, Luxury

Pet-friendly condo rentals

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.

4.96 out of 5 average rating, 109 reviews

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, 144 reviews

3 Bedroom w/large patio on Resort Golf Course

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.

4.97 out of 5 average rating, 433 reviews

Waterfront Condo minutes to Disney & Universal

A spacious living area features comfortable seating with gray sofas and decorative pillows. A coffee table sits at the center, accompanied by a decorative lamp. The open-concept design leads to a modern kitchen with wooden cabinetry, visible in the background.

4.82 out of 5 average rating, 130 reviews

Beautiful Lake View Condo, Vista Cay-1004

4.96 out of 5 average rating, 169 reviews

Magically Close to Disney- Serene LakeView Condo

4.92 out of 5 average rating, 134 reviews

A resort-style area is depicted, featuring a circular pool surrounded by lush palm trees and vibrant landscaping. The building is visible in the background, with a clear blue sky above. A purple text overlay states 'No Resort Fees' across the image.

Condo in Celebration

Pet Friendly in Orlando Area near Disney.

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.91 out of 5 average rating, 152 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

A modern living area is presented with a dining table and four chairs positioned beside a kitchenette. A green sofa adds a pop of color, while large windows provide ample natural light. The space opens to a bedroom area, creating an inviting atmosphere.