Condo holiday rentals in Windsor Hills

4.92 out of 5 average rating, 159 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).

An aerial view of the community water park features vibrant water slides and a children's water play area. Lounge chairs are arranged around the expansive pool, surrounded by lush greenery. Additional seating is provided near the water slides, creating an inviting space for relaxation and fun.

4.85 out of 5 average rating, 209 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

Welcome to Windsor Hills' Gated Vacation Community! Perfect for an adventurous family vacation or a relaxing getaway in the sun. I am excited to host your stay. Your unit is located on the 3rd floor. Get a quick exercise and hike up (39 stairs) to the front door or catch a break and use the elevator located on the ground level. Once inside, enjoy the newly remodeled 2Bdr, 2Bth condo, fully equipped to accommodate your stay. We are a PET and SMOKE-FREE property. Additional cleaning fee applied.

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, 189 reviews

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

Your Windsor Hills Getaway starts here! This beautiful 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.

4.86 out of 5 average rating, 135 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!

The image showcases a vibrant family-friendly condo, featuring colorful Disney-themed decor throughout the open living space. A spacious pool area is visible beyond the window, highlighting water features and play areas, while the cozy sleeping area is highlighted in the foreground.

4.85 out of 5 average rating, 163 reviews

Toy Story Retreat Near Disney in Windsor Hills

Experience the magic of Disney at your very own “Toy Story Retreat.” - 3 bedrooms and 2 bathrooms with Disney-inspired design - Family-friendly atmosphere in a newly remodeled condo - Full access to Windsor Hills Clubhouse amenities - Ground-floor unit with greenspace views - Free WiFi and basic cable included - Just minutes from Walt Disney World® Resort It's important that the title is as close to 50 characters. You should use some of the other characteristics of the listing.

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, 204 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.

4.82 out of 5 average rating, 310 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, 118 reviews

Windsor Hills, 11AM checkout. 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, 181 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.

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, 214 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!

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, 152 reviews

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

You will be close to everything when you stay at this centrally-located condo just 2.5 miles from the gates of Disney World. The condo sits in the gated community of Oakwater Resort which features shared free premium amenities such as: pool, kids splash pad, hot tub, gym, game room, tennis/basketball court. Grocery/shopping is within walking distance (right next to the resort).

A serene outdoor swimming pool is surrounded by lush greenery and palm trees. The clear, inviting water reflects the evening light. Colorful umbrellas provide shade around the pool area, creating a relaxing atmosphere for guests.

4.88 out of 5 average rating, 129 reviews

2-104 Legacy Dunes, Lake View, Heated Pool, Gym

Two Bedrooms 1 King Sized Bed 1 Queen Sized Bed 1 Queen Sized Sleeper Sofa Bed Sleeps up to 6 Guests 2 Full Bathrooms Ground Floor, No Stairs to Climb Close to Walt Disney World Screened Patio with a Lake View Washer and Dryer Roku TV's Free Wi-Fi Free Parking Heated Outdoor Swimming pool Tennis Court, Basketball, Pickleball, Volleyball Game Room Playground Gym Gated Community

Popular amenities for Windsor Hills condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.89 out of 5 average rating, 98 reviews

The thrill of luxurious living just 15 min/Disney!

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, 59 reviews

Fully Themed Harry Potter Magical Experience!

A cheerful children's room features two twin beds adorned with colorful bedding, themed with cartoon characters. A light nightstand is positioned between the beds, accompanied by a playful lamp. Walls are decorated with framed images and character art, adding a fun and inviting touch.

4.95 out of 5 average rating, 87 reviews

Windsor Hills 3/2 condo w/free water park

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.

4.88 out of 5 average rating, 26 reviews

Windsor Hills Condo Near Disney

5 out of 5 average rating, 20 reviews

*Pixie Dust Penthouse* Totally Remodeled, Luxury

4.93 out of 5 average rating, 15 reviews

Cozy condo in waterpark resorts and golf course

5 out of 5 average rating, 13 reviews

Family Friendly II

4.96 out of 5 average rating, 26 reviews

Your Sun, Fun and Everything Relaxation Retreat!

Pet-friendly condo rentals

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, 293 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

4.92 out of 5 average rating, 129 reviews

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.

Condo in Celebration

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.

Condo 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, 141 reviews

3 Bedroom w/large patio on Resort Golf Course

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.

4.79 out of 5 average rating, 256 reviews

Brand New AwardWinning Renovated 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, 133 reviews

Home away from home for the Parks!

4.8 out of 5 average rating, 125 reviews

wonderful ap remodeled in july the heart of 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.

4.92 out of 5 average rating, 147 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Condo rentals with a pool

A comfortable living room features a spacious sectional sofa adorned with decorative cushions. A large TV is mounted on the wall, displaying a serene landscape. Light enters through sliding glass doors, leading to a balcony, enhancing the room's bright ambiance.

4.78 out of 5 average rating, 211 reviews

Magic Stay at Windsor Hills! 2 bedroom apartment!

5 out of 5 average rating, 3 reviews

Condo in Orlando

2 BR home with in balcony and panoramic views

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, 96 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

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 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!

4.92 out of 5 average rating, 26 reviews

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

4.72 out of 5 average rating, 18 reviews

2 Bd/ 2 Ba Sleeps 5! Champions Gate (1053 SS)