Holiday rentals with a patio in Windsor Hills

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

Top-rated Holiday Accommodation with Outdoor Verandahs in Windsor Hills

Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

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Top Guest favourite
A colorful Frozen-themed bedroom features a bunk bed with blue bedding and murals of characters on the walls. The vibrant decor incorporates cheerful elements, including bright textiles and playful wall art. Other images display the Mario-themed game room with pool table, a private pool surrounded by seating, and a resort area showcasing water slides and sports facilities.
Home in Kissimmee
4.95 out of 5 average rating, 58 reviews

Magical 6BR Family Retreat w/ Pool Near Disney

✨ Poke’s Dreamy Disney Getaway ✨ 🏡 House Features: ❄️ Frozen-Themed Bedroom for a magical escape 🎸 Coco-Themed Bedroom full of vibrant charm 🎮 Mario Mansion Game Room with exciting arcade vibes 💦 Private Patio with Heated Pool 🍳 Entertainer’s Kitchen for unforgettable family meals 📶 Fiber High-Speed Wi-Fi 🛏️ Sleeps up to 13 Guests 🎢 Resort Amenities: 🏞️ Clubhouse with Water Slides, Hot Tub, and Pool 🎥 Movie Theatre and Arcade 🏸 Sports Facilities: Tennis, Basketball, Pickleball, and

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.
Apartment in Kissimmee
4.94 out of 5 average rating, 103 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
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, 173 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 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, 152 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
4.96 out of 5 average rating, 179 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.

Top 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
4.86 out of 5 average rating, 138 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!

Guest favourite
Home in Kissimmee
5 out of 5 average rating, 6 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!

Top Guest favourite
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.
Condo in Kissimmee
4.98 out of 5 average rating, 116 reviews

Family, Windsor Hills, Sleep In with 11AM 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 favourite
Home in Kissimmee
4.97 out of 5 average rating, 78 reviews

Home mins to Disney, pool, arcade, waterslides

Welcome to Magic and Fun at Windsor Hills. Our enchanting Disney-themed 3-bedroom, 3-bathroom townhome offers all the comforts of home and features its own private plunge pool just steps away from the living room. Discover the ultimate getaway just moments away from the magic of Disney. Our entire home offers a sanctuary of comfort and convenience, meticulously designed to enhance your vacation experience. Newly renovated resort pool now OPEN!! Come and stay at Magic and Fun at Windsor.

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
4.96 out of 5 average rating, 113 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
A themed room designed with a sci-fi aesthetic features dark blue walls illuminated by ambient LED lighting. A comfortable gray couch and an ottoman are positioned near a large wall-mounted television, creating an inviting entertainment space.
Home in Kissimmee
4.96 out of 5 average rating, 158 reviews

Spring Discounts - 6 Mi. to Disney - Plunge Pool

📍 Amazing Location Near Disney • 6 miles to Walt Disney World • 15 miles to Universal Orlando Resort • 13 miles to SeaWorld Orlando • 30 miles to LEGOLAND Florida • 25 miles to Orlando International Airport • 1 mile to Walmart, Target, Publix & dining 🏡 4 bedrooms, each with a private bath. Smart TVs in every room. Private free heated plunge pool, plus resort pool access and free parking. One of the closest communities to Disney!

Top Guest favourite
A private heated plunge pool is surrounded by a screened enclosure, ensuring safety and comfort. Colorful outdoor furniture invites relaxation, while a vibrant umbrella provides shade. The wall features a playful design, adding a touch of whimsy to the outdoor space.
Home in Kissimmee
4.94 out of 5 average rating, 52 reviews

*Magical Getaway* w/ Heated Pool! Close to Disney

Experience magic and adventure at our Disney-themed townhouse, ideal for families, friends, and Disney fans. Enjoy spacious rooms, vibrant Disney dĂŠcor, and a private heated plunge pool. After a long day at the parks, unwind in cozy living spaces with modern amenities and movie nights. Located minutes from Disney World, it's the perfect base for a magical vacation. Create lasting memories in this enchanting, dream-like getaway!

Popular amenities for Windsor Hills Holiday Houses with Outdoor Verandahs

When is the best time to visit Windsor Hills?

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Avg. price$327 AUD$331 AUD$358 AUD$366 AUD$318 AUD$327 AUD$352 AUD$320 AUD$293 AUD$318 AUD$352 AUD$406 AUD
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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 $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 10,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    430 of Windsor Hills holiday 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

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Four Corners
  6. Windsor Hills
  7. Rentals with a patio