
Holiday rentals with a patio in Windsor Hills
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Top-rated rentals with patio in Windsor Hills
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Disney Pool Villa | Windsor Hills | Sleeps 8
BOOK EARLY! Rated top 1% & Guest Favorite. Our popular home fills up 3-4 months in advance. 3BR/3BA Private Pool Villa in Windsor Hills Resort, Kissimmee! Newly renovated, gated resort, 3 miles to Disney World. Modern beach-coastal design, updated kitchen, family-friendly layout. Free parking, Wi-Fi, full resort access (pool, splash park, gym, playground). Near Universal (20 min), SeaWorld (18 min), Legoland (40 min). Perfect location for vacations Disney trips, sports events, and conventions.

Poolside, 3Br Windsor Hills, Waterpark, 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!

Disney Family Fun Villa
Windsor Hills - NEW Fully Renovated 6Bed&4Bath Villa with FREE pool heat - Private South Facing Pool and Spa - Smart TVs in every room - Free WIFI - Fully renovated & equipped kitchen with granite countertops & new appliances - 1.5 Miles to Disney - Close to Universal Studios, Shopping,Restaurants,Waterparks - Gated Community - Free Clubhouse Access with New Waterpark, Basketball, Tennis & Volleyball Courts & Putting Green - Newly renovated Marketplace Bar & Grill, Games Room & Convenience Store

Newly Renovated Condo! 1.5 miles from Disney World
Make your next trip to Florida one to remember when you stay at our NEWLY RENOVATED 3 bedroom, 2 bath condo located at the Gated Resort Community of Windsor Hills, Four Corners. Just miles from Walt Disney World, Universal studios, Downtown districts, Shopping, golfing and many Restaurants, Windsor Hills has many resort's amenities that are perfect for the family vacation. Our condo grants access to an array of amazing amenities – water park, large pool, arcade room, movie theater and more!!

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!

*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!

4 bedroom, south facing pool 3 miles to Disney
Create unforgettable family memories in our beautiful pool home with Star Wars, Minnie and Mickey themed twin rooms. Relax in the elegant king master suite with a private bath and soaking tub. Charming queen bedroom also includes its own private bathroom with shower. Enjoy a heated south-facing pool (heating extra charge) with no rear neighbors. Located in a guard-gated community offering a large resort-style pool, clubhouse with fitness center, arcade, movie room, and multiple sports courts.

Resort Home 3.5 miles to Disney with home theater
We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

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.

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.

Star Wars Bungalow | 4 Mi to Disney | Waterpark
Enjoy your stay at this gorgeous, freshly renovated home! MINUTES to Walt Disney World. • 🎢 WATER SLIDES • 🌟THEMED Star Wars Retreat •🍴 Entertainer's Kitchen • 🤱 BOB Jogger Stroller available • 🏖️ Private patio with HEATED POOL • ☕️ **Latte and Coffee Bar** • 📶 Fiber High Speed Wi-Fi Thoughtfully curated for your ultimate ENJOYMENT. Beautiful modern interior, ceramic tile floors, and high quality decor throughout. This impeccable 3 bedroom, 3 bath home sleeps up to 8.

Pool Home+ WaterPark Resort; Minutes from Disney
✨🏰 Disney-Themed 3BR/3BA Resort Home | Private Splash Pool 💦 | 10–15 Min to Disney 🎢✨ Enjoy your own private splash pool or take a short walk to the resort clubhouse featuring a heated pool, water slides, splash pad, arcade/game room, movie theater & convenience store. Every room is Disney-themed for nonstop fun and unforgettable family memories. Located in a private resort community with clubhouse, playground & water park access included with your stay! 🌴🐭✨
Popular amenities for rentals with patio in Windsor Hills
Flat rentals with a patio

°o° Modern 3B/2B Condo in Windsor Hills by Disney

Cozy Apartment Close to Disney

Beautiful Condo near Disney

Condo in Kissimmee

Condo in Kissimmee

Modern Disney Condo

2-Bedroom Renovated Lakeside Condo Near Disney

3171-302 Resort Lake View Disney Universal Orlando
House rentals with a patio

Resort 2 bedroom Townhome near Disney World

Paradise Cove at Windsor Hills Resorts

Entire Home in Kissimmee Florida

15 minutes to Disney - Sleeps 14, Arcade, Pool

BRAND NEW 3 mi to Disney Clean Modern Diamond

Disney-Themed & Arcade Rooms • Summerville Resort

Home mins to Disney, pool, arcade, waterslides

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Apartment rentals with a patio

A luxurious living just 15 min/Disney!

Disney Dream Condo & Pool

Penthouse Lakeview Minutes to Disney/ Universal

Disney Oasis

Disney Hideaway - *Sleeps 8*

Cozy Condo at Secret Lake near Disney

Magic Condo at a Resort Near Disney/ 10 Guests

Remodeled 2BR/2BA Near Disney, Pool +WiFi +Parking
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £183 | £186 | £204 | £190 | £165 | £169 | £183 | £166 | £152 | £165 | £183 | £211 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with a patio in Windsor Hills

Total holiday rentals
Explore 430 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at £51 per night before taxes and fees

Verified guest reviews
Over 10,290 verified reviews to help you choose

Family-friendly holiday rentals
420 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
420 properties feature pools

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wifi availability
430 of Windsor Hills holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor Hills rentals

4.8 Average rating
Windsor Hills stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a patio United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- University of Central Florida
- ChampionsGate Golf Club





