Pet-friendly holiday rentals in Windsor Hills

Boho Bliss Escape• Poolside•Minutes from Adventure

🌿✨ Welcome to Boho Bliss Townhouse! ✨🌿 Your boho-chic retreat near Kissimmee ’s top attractions! 🏰 8 min Walt Disney World w/o traffic!!!! 🎢 25 min Universal ✈️ 25 min Orlando Airport 🐊 Gatorland 🛍️ Old Town Kissimmee 🎡 ICON Park features The Wheel, dining, and SEA LIFE Aquarium 🌊 Lake Tohopekaliga 🍖 Medieval Times offers dinner and a show. 🎢 Fun Spot America provides amusement park fun 🌿 Kissimmee Lakefront Park offers a relaxing lakeside experience 🌳 Shingle Creek Park is perfect for nature

Disney Escape at Windsor Hills

This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

View the Disney fireworks from your pool!

Our home is close to Walt Disney World - Shopping - Restaurants . You’ll love the fully stocked granite kitchen, ALL SMART TVs in EVERY room, the views (fireworks), the location, the high ceilings & ceiling fans. Our home is great for couples, families (with kids), and furry friends (pets). Laundry room is INSIDE. The garage is full of games (air hockey, pool & foosball) The pool has a covered lanai with table & chairs for outdoor eating while overlooking our lake with a lighted fountain.

Disney Home Windsor Hills 3BED 3BATH Pool Parking

Recently renovated. Steps to Clubhouse + no rear neighbour. 500 mb wi-fi! The Disney Vacation Home is well located: the resort is one of the closest to the parks entrances. 10 minutes away from Animal Kingdom, Epcot, Hollywood Studios and 25 minutes away from Universal Studios, Island of Adventure and Volcano Bay. With an easy access to the airport (US 192, FL 417 and I-4 roads), Downtown Orlando, Miami and all the attractions in Central Florida (Daytona Beach, Clearwater and St. Petersburg).

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!

Feel the Magic: 9 min Disney, Pool & Pet friendly

✨ Looking for comfort, privacy, and fun near Disney? Our home features a private pool and spa, perfect for relaxing after the parks. Optional pool heating is available for $49 per night. Thoughtfully prepared for families, the house welcomes guests, including those traveling with pets, for easy Florida days. Magic Kings House invites you to create unforgettable moments at Windsor Palms, a favorite resort among guests. Every detail has been carefully arranged to provide a memorable stay.

4m Disney Sun, Free Snacks, Golf, Pool• Spa• Games

SUN SUN SUN. All day sun with our Private LARGE sun deck. Newly added golf putt putt. Also Cornhole 🎉 Complimentary welcome snack basket with sweet & salty treats included with every stay. Hot Tub, Private pool , fully fenced large yard . A game room with pool table, darts, arcade game and just added , an electronic pinball machine , there’s also a retro record player. 4 miles to Disney. Disney themed, king bed, queen bed and twins, large fenced yard for dogs

A luxurious living just 15 min/Disney!

Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

Themed Pool Home 2 Miles to Disney

Welcome to your dream vacation home! - Newly remodeled 3 bedroom, 3 bathroom townhome with themed rooms - Private splash pool, fully screened-in - Prestigious Windsor Hills Resort with no resort fee - Access to a new kids water park, clubhouse, gym, and more - Free Wifi and fast internet for your Zoom meetings - 24 hour security and gated access - Have a pet? $250 pet fee on 1st; $125 each additional pet - Check out our 5 Star Reviews!

1BD Cottage "Limoncello" in Margaritaville

Welcome to your own island-inspired oasis. Our charming cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater. All Pets Must Be Preapproved :)

Retro Retreat• Themed Stay• Near Disney• Waterpark

Guest favorite on Airbnb. Retro Retreat is a one-of-a-kind 3BR Disney-themed townhome just 2 miles from the parks. Step into a playful 1950s-inspired escape with immersive themed rooms, a private plunge pool, and easy access to resort amenities including a lagoon pool and waterslides. Pet-friendly, thoughtfully designed, and far from cookie-cutter—this is the stay families remember long after the trip ends.