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, 173 reviews

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

Your Windsor Hills Getaway starts here! This top-rated 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!

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, 123 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, 212 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.

4.85 out of 5 average rating, 157 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.

4.83 out of 5 average rating, 299 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, 109 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 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, 184 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, 163 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.

4.86 out of 5 average rating, 212 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.

4.86 out of 5 average rating, 193 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 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.

4.92 out of 5 average rating, 174 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.

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

An outdoor pool area is surrounded by palm trees and vibrant green umbrellas. Comfortable lounge chairs line the pool deck, offering ample space for relaxation. The pool features a curved design, and the surrounding landscaping includes flowers and shrubs, creating an inviting atmosphere.

5 out of 5 average rating, 6 reviews

Marriott's Sabal Palms | Two-Bedroom Villa

Marriott's Grande Vista @ Orlando - 2 BR Villa

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!

4.98 out of 5 average rating, 56 reviews

Penthouse Corner at next to Epic and OCCC. Parks

Stunning Storey Lake Resort near Disney

A tranquil pool area is surrounded by palm trees and lounge chairs, offering a refreshing blue water surface. An interior bedroom features a spacious bed with light-colored bedding and yellow walls. An aerial view reveals additional resort amenities, including a hot tub and landscaped gardens.

5 out of 5 average rating, 3 reviews

Reunion Resort | Family and a Golf Course Paradise

A spacious dining and living area features a round dining table with six chairs, alongside a comfortable seating arrangement with two blue armchairs. Large windows with sheer curtains provide ample light, while a stylish chandelier hangs above, enhancing the inviting ambiance.

Need Place Tonight?Here's 2Bd Villa at Royal Palms

4.67 out of 5 average rating, 6 reviews

A vibrant view of the resort shows modern buildings lined along a sandy beach area. Bright yellow umbrellas provide shade over white lounge chairs, while palms add greenery to the beachside setting. The clear blue water enhances the tropical atmosphere.

Condo in Orange County

4 Bedroom Luxury Flat in Orlando, FL near Disney!

Weekly condo rentals

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.

4.97 out of 5 average rating, 155 reviews

Heavenly Bliss - 3 bed 2 bath condo near Disney!

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, 82 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

4.9 out of 5 average rating, 21 reviews

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

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.

4.94 out of 5 average rating, 34 reviews

Sunny Condo Retreat ~ Clean. Cozy. Convenient.

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.

4.95 out of 5 average rating, 21 reviews

Windsor Hills Condo Near Disney

5 out of 5 average rating, 9 reviews

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

4.92 out of 5 average rating, 26 reviews

Mickey's Welcome Inn - Closest Resort to Disney

5 out of 5 average rating, 38 reviews

3 Bedroom Condo, 24/7 Security, 2 Miles to Disney

Pet-friendly condo rentals

4.94 out of 5 average rating, 136 reviews

The living room features a power reclining sofa and love seat, arranged around a dark coffee table. A modern painting adorns the wall, and natural light enters through large windows, illuminating the adjoining kitchen area visible in the background.

Condo in Davenport

9 miles from Disney - Bella Piazza spacious condo

4.85 out of 5 average rating, 286 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 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, 100 reviews

Penthouse Lakeview Minutes to Disney/ Universal

A cozy sleeping area features a spacious bed dressed in crisp linens, accompanied by two bedside tables topped with lamps. A wall-mounted television offers access to various streaming services. Light-colored walls and a vibrant orange accent wall enhance the inviting atmosphere.

4.77 out of 5 average rating, 269 reviews

King Bed Small Studio Disney World Universal

4.8 out of 5 average rating, 246 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.

Condo in Davenport

Brand New AwardWinning Renovated Condo Near Disney

4.91 out of 5 average rating, 120 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.

4.99 out of 5 average rating, 110 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.