Condo vacation rentals in Windsor Hills

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.

4.86 out of 5 average rating, 126 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!

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.

4.9 out of 5 average rating, 216 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 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, 180 reviews

Poolside 3BR Windsor Hills~Waterpark~2mi to Disney

Your Windsor Hills Getaway starts here! This 5-star condo overlooks the resort pool & waterpark and is 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, hot tub, and waterpark with waterslides! The clubhouse is just steps away, with a store, food, drinks, game room, and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

4.82 out of 5 average rating, 304 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!

4.98 out of 5 average rating, 111 reviews

Family, Disney, Windsor Hills, 11 am 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, 167 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.

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, 185 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

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, 216 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

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.

4.9 out of 5 average rating, 167 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 room features a comfortable sofa with colorful accent pillows, a coffee table, and a flat-screen TV mounted on the wall. A round dining table with chairs is visible in the background, along with artwork and decor that add a touch of elegance.

4.87 out of 5 average rating, 215 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!

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.

4.85 out of 5 average rating, 195 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.

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, 144 reviews

Lovely vacation condo close to Disney & Universal!

Family friendly 3 bedroom 2 bath condo on first level (handicap accessible) at Windsor Hills Resort. Gated access with private parking. Go straight to the condo with Lockbox access code. 7 minute drive to all Disney parks. As a guest you have access to the beautiful pool, hot tub, Water Park, gym, movie theater, Community Center at no extra cost. Everything is open and available.

Popular amenities for Windsor Hills condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Luxury condo rentals

Orange Lake-River Island

An aerial view reveals a large resort pool surrounded by palm trees and lounge chairs. Several hot tubs and cabanas are visible, while pathways wind through landscaped gardens. The clubhouse is situated nearby, complementing the vibrant outdoor atmosphere.

5 out of 5 average rating, 8 reviews

Comfortable 1BR Villa w/ Kitchen in Lake Buena Vis

The resort building is shown against a clear blue sky, featuring multiple balconies and a Mediterranean-style design. A water fountain is visible in the foreground, with lush palm trees and flowering plants enhancing the surroundings, all set beside a calm waterway.

Condo in Celebration

Great for a big family, 3 Bedroom suite!

A spacious bedroom features a large bed with a light-colored duvet and decorative pillows. Nightstands with stylish lamps are positioned on either side of the bed. Natural light enters from a window adorned with sheer blinds, illuminating the warm wood flooring.

5 out of 5 average rating, 10 reviews

Casa Lucia Lakeview condo @vista Cay Close to OCC

A birds-eye view captures the well-maintained resort buildings surrounding a serene lake. The landscape displays manicured greenery and palm trees, while the distant skyline features modern residential structures bathed in warm sunlight.

4.88 out of 5 average rating, 41 reviews

1BR magical condo near Disney & Epcot!

A dining area features a wooden table set for six, complemented by light-colored chairs. A cozy accent chair sits nearby. The walls are adorned with a vibrant artwork, and the open kitchen is visible in the background, showcasing modern appliances and a granite countertop.

Peaceful 2bd Villa in Sabal Palm, FL

A well-lit living area features a comfortable sofa and matching loveseat, complemented by decorative pillows. A wooden coffee table is centered on a textured rug. Framed artwork adorns the walls, and natural light streams through windows with light curtains.

4.79 out of 5 average rating, 120 reviews

Premium 3BR Condo Resort Perks near Epic Universe!

Condo in Lake Buena Vista

Disney's Saratoga Springs Resort & Spa

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.

4.93 out of 5 average rating, 87 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

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, 84 reviews

Renovated Luxury Condo in Windsor Hills Resort!

A cozy dormitory space features two bunk beds draped with red fabric. A wooden door leads to the room, where a starry ceiling complements golden light fixtures. A Victorian-style chair and a small trunk add charm, while natural light filters through a window with red curtains.

4.93 out of 5 average rating, 57 reviews

Fully Themed Harry Potter Magical Experience!

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, 16 reviews

#304 Resort 3BR/2BA Pool/Spa WindsorHill Disney

5 out of 5 average rating, 21 reviews

Your Sun, Fun and Everything Relaxation Retreat!

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, 88 reviews

Windsor Hills | Disney| Waterpark|Arcade|Theater

4.98 out of 5 average rating, 47 reviews

Crete Poolside Condo near Disney - Windsor Hills R

Pet-friendly condo rentals

4.94 out of 5 average rating, 140 reviews

Condo in Davenport

9 miles from Disney - Bella Piazza spacious condo

4.85 out of 5 average rating, 289 reviews

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.

Condo in Champions Gate

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, 121 reviews

Pet friendly Orlando area near ESPN Center

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, 102 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, 138 reviews

3 Bedroom w/large patio on Resort Golf Course

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, 119 reviews

Home away from home for the Parks!

4.99 out of 5 average rating, 112 reviews

Bongo’s Pad~ Gated Resort~ 3 Miles to 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.