Vacation rentals with a patio in Windsor Hills

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Top-rated patio rentals in Windsor Hills

Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area features a comfortable dark gray sofa and a stylish coffee table, surrounded by neutral decor. A large flat-screen TV is positioned on a modern console against a bright wall, while natural light fills the space through multiple windows.
Home in Kissimmee
4.97 out of 5 average rating, 160 reviews

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

Top guest favorite
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.
Condo in Kissimmee
4.98 out of 5 average rating, 172 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!

Top guest favorite
An outdoor dining area features a large, custom-built wooden table surrounded by black chairs. Blue plates and glassware are meticulously arranged for an inviting meal. A bright blue pool glimmers in the background, enclosed by a mesh screen to ensure privacy.
Villa in Kissimmee
4.97 out of 5 average rating, 135 reviews

*Brand New!* Minutes to Disney + Free Resort!

Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Top guest favorite
An open-plan living area features a spacious seating arrangement with two patterned chairs and a gray sofa. A large wooden dining table with blue chairs is visible, alongside a TV mounted on the wall. Light pours in through multiple windows, enhancing the inviting atmosphere.
Townhouse in Kissimmee
4.95 out of 5 average rating, 170 reviews

Jackies’s Jungle View Vacation Villa

ALL NEW fully remodeled and updated! One of the closest and newest communities to Walt Disney World! Located just 5 minutes from Disney, our freshly updated townhouse is the perfect location for your next Florida adventure. A fully equipped kitchen, super-fast Wifi, heated community pool, and a brand new Walmart just down the street are only a few of the many amenities you will find with this incredible rental. Our 1600 sq. ft. home is bright, fresh, and waiting to welcome our next guests.

Top guest favorite
Condo in Kissimmee
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.

Top guest favorite
A playful bedroom features a wooden loft bed designed like a house, accompanied by a sturdy ladder. Soft bedding is arranged inside the loft. A colorful light fixture hangs from the ceiling, illuminating the room. A closet door can be seen in the background, beside a vibrant wall poster.
Home in Kissimmee
4.95 out of 5 average rating, 40 reviews

4 bed/ 4 bath Windsor Hills

Closest homes with pools to Disney 10-15 minutes drive. Walmart groceries, Starbucks 5 minutes very near. amenities liquor, pharmacies, smoke shops, restaurants, gas. Highway 192 close by.. 5 - 10 minutes in car. the full cancellation is meant for hurricanes, pandemics, etc. other exigencies. please don't book the house and tie up the calendar for many months only to cancel 10 days prior - it makes it harder to book last minute and cover mortgage and expenses on our side, etc.

Top guest favorite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Apartment in Kissimmee
5 out of 5 average rating, 108 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Guest favorite
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.
Condo in Kissimmee
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.

Guest favorite
The exterior of a two-story home is shown, featuring a well-maintained lawn and a paved driveway leading to a two-car garage. A circular entrance is highlighted by a decorative front door, with large windows allowing natural light to flow inside. The sky is partly cloudy.
Home in Kissimmee
4.96 out of 5 average rating, 103 reviews

Manor on Knottingham Near Disney

Welcome to "Manor on Knottingham," nestled in the heart of Four Corners. The rustic charm, adorned with vintage Disney-inspired decor, transports guests to a bygone era of beloved characters and timeless tales. Outside, enjoy the sparkling blue pool and warm summer weather. A great place for family and friends. "Manor on. Knottingham" promises an extraordinary stay, where the magic of Disney and the comfort of a home merge into an unforgettable experience.

Top guest favorite
A comfortable living area features a sectional sofa adorned with cushions in shades of yellow, teal, and deep purple. Two small tables sit in front, accompanied by a patterned area rug, while decorative wall art adds visual interest. Natural light filters through a window with blinds.
Apartment in Bay Lake
4.97 out of 5 average rating, 102 reviews

Charming Oasis 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Top guest favorite
The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.
Townhouse in Kissimmee
4.99 out of 5 average rating, 123 reviews

Lake View - 5 Miles to Disney!

This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).

Top guest favorite
A refined dining area is seen, featuring a polished wooden table set with elegant tableware. Dark leather chairs surround the table, while light reflects off the glossy tile floor. The open layout reveals a modern kitchen in the background, highlighted by stylish lighting fixtures.
Home in Kissimmee
4.96 out of 5 average rating, 46 reviews

2545 - 5 Bedrooms w/ Pool & Water Park included

Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! Step into pure luxury at this newly remodeled 5-bedroom, 5-bathroom retreat, complete with your very own private pool and spa! Located in the sought-after, gated Windsor Hills Resort, this vacation home isn’t just a place to stay – it’s a place to create lasting memories! Perfectly positioned near the Disney Parks, you’re in for a magical adventure.

Popular amenities for Windsor Hills patio rentals

When is the best time to visit Windsor Hills?

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Avg. priceﺩ.ﺇ848ﺩ.ﺇ859ﺩ.ﺇ929ﺩ.ﺇ951ﺩ.ﺇ826ﺩ.ﺇ848ﺩ.ﺇ1,025ﺩ.ﺇ907ﺩ.ﺇ837ﺩ.ﺇ848ﺩ.ﺇ863ﺩ.ﺇ951
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Quick stats about vacation rentals with a patio in Windsor Hills

  • Total vacation rentals

    Explore 450 vacation rentals in Windsor Hills

  • Nightly prices starting at

    Windsor Hills vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 9,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    430 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    440 properties feature pools

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Windsor Hills vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor Hills rentals

  • 4.7 Average rating

    Windsor Hills stays receive an average rating of 4.7 out of 5 from guests