Holiday rentals with a patio in Windsor Hills

Find and book unique rentals with patio on Airbnb

Top-rated rentals with patio in Windsor Hills

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

1 of 1 pages1 / 1
Top guest favourite
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.
Apartment in Kissimmee
4.98 out of 5 average rating, 202 reviews

Poolside, 3 Br Windsor Hills, Waterpark, By Disney

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!

Top guest favourite
A vibrant water park area features colorful slides and splash pads. Water sprays from various playful fixtures, and guests can be seen enjoying the amenities. The backdrop includes a multi-story building with palm trees surrounding the area, providing a fun and engaging environment.
Flat in Kissimmee
4.95 out of 5 average rating, 117 reviews

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!!

Top guest favourite
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, 163 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 favourite
A serene backyard pool area is enclosed by a screened lanai, featuring two lounge chairs adorned with vibrant blue and green cushions. Lush greenery and trees are visible beyond the pool, enhancing the peaceful view. The clear water reflects the cloud-dotted sky.
Home in Kissimmee
4.95 out of 5 average rating, 187 reviews

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.

Guest favourite
A home theater room is equipped with red stadium seating for eight, positioned toward a large screen displaying vibrant visuals. An arcade game machine is set beside the screen, with ambient blue lighting accentuating the dark walls, creating an engaging entertainment space.
Home in Kissimmee
4.87 out of 5 average rating, 149 reviews

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!

Top guest favourite
Home in Kissimmee
4.96 out of 5 average rating, 108 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

BOOK EARLY! ⭐ One of Windsor Hills “Rated Most Popular Top 1% Homes” & “Rated Guest Favorite!” Popular home books up 3-4 months in advance.⭐ Enjoy your own private pool just 3 miles from Disney! Newly renovated 3BR/3BA villa designed for families. Equipped with: 1 stroller, 2 high chairs, Pack ‘n Play, baby gate, and white-noise machines in every room. Full access to water park, splash pad, playground, and resort amenities, perfect for magical, stress-free family vacations. 😊

Top guest favourite
Home in Kissimmee
5 out of 5 average rating, 13 reviews

Themed Villa:10 min to Disney: Pool, Gameroom, BBQ

Welcome to Colorful Haven, a vibrant family getaway near Disney and other top attractions. Enjoy an exceptional experience as you splash in a private pool, play fun games, enjoy outdoor dining, and relax in rooms with an amazing theme. Plus, enjoy access to resort amenities including the waterpark, sports courts, fitness center, and clubhouse. Disney World - 8 min drive Old Town - 14 min drive Universal Studios - 30 min drive Book For Unforgettable Memories In Kissimmee—See Details Below!

Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 196 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.

Guest favourite
A light-filled living area features a gray sectional sofa with accent pillows, arranged around a low coffee table. A patterned rug sits beneath, while a tall floor lamp adds warmth. Large sliding glass doors provide views of the outdoor patio, framed by sheer curtains.
Townhouse in Kissimmee
4.97 out of 5 average rating, 119 reviews

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.

Top guest favourite
Townhouse in Kissimmee
4.95 out of 5 average rating, 64 reviews

2 King Suites~Disney 4mi~Pvt Pool~Free H2O Slides!

Stay at Pooh’s Hideaway with a "Pooh-L", 75″ multidirectional TV for movies & games, plus free resort amenities and waterpark—just 4 miles from Disney. Perfect for your family! 🎮 Resort perks: waterslides, arcade, gym, courts & putting green 🍯 Kids’ spaces: treehouse bunks & cozy reading nook 🛏️ Luxury comfort: Casper mattresses & stylish interiors 🍴 Chef-ready kitchen: modern appliances ☕️ VIP lounge: coffee, tea, wine & spirits 🌳 Peaceful park view to relax

Guest favourite
Villa in Kissimmee
4.89 out of 5 average rating, 45 reviews

Luxury Disney Villa 5BR (4 Miles from Disney)

This family-friendly luxury 5-bedroom, 5-bath, with private pool and spa home has everything you need for a relaxing Disney vacation. Located in Windsor Hills, a beautiful, gated vacation resort community, the house is just 4 miles from the gates of Walt Disney World theme parks. This spacious, clean, well-maintained, and aesthetically decorated home comfortably hosts up to 12 guests. We invite you to relax and make vacation memories in sunny Florida!!

Superhost
The exterior of a single-level home is displayed, featuring a two-car garage and well-maintained landscaping. A private pool area with a screened enclosure is shown, alongside vibrant water slides and various recreational amenities visible nearby.
Home in Kissimmee
4.83 out of 5 average rating, 103 reviews

Themed Rooms with Private Pool in Kissimmee

Welcome to your fun house retreat! - Unique themed rooms: Harry Potter, Star Wars, Mickey, Avengers - Private pool and spa with open green space - 24/7 gated community access - Amazing Windsor Hills Resort amenities - Free WiFi and TV in every room - No resort fees - You will get amazing 24/7 care and support from start to finish. We look forward to hosting you! - Located near Disney with no rear neighbors

Popular amenities for rentals with patio in Windsor Hills

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 €61 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!