
Pet-friendly vacation rentals in Windsor Hills
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Windsor Hills
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Margaritaville Cottage 10 Minutes to DisneyWorld!
✨ Location, Location, Location! We’re conveniently located in the beautiful Margaritaville Resort—just a short drive from all the Orlando fun: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld 🌴 Sunset Walk 💦 H2O Water Park ⚠️ Please Note: This stay does not include access to resort amenities or the main pool. However, many guests choose to purchase access to H2O Water Park using the savings from resort fees! ⸻ 🎉 Nearby Highlights 🍽️ Sunset Walk A vibrant destination filled with restaurants, shopping, live entertainment, and a movie theater. 💦 H2O Water Park Located right on the resort property with fun for all ages. Additional fees apply. 🍷 Formosa Garden Winery Just a 5-minute walk! Enjoy wine, beer, and beautiful views. Open Thursday–Sunday — we highly recommend making a brunch reservation! ⸻ 🏡 Cottage Accommodations • 2 spacious bedrooms • 2 full bathrooms • Convertible couch (turns into a queen bed) • Free & easy parking • Free WiFi • TVs with cable in the living room + both bedrooms (Netflix & Disney+ included) • High ceilings • Back patio with lounge chairs • Second-floor balcony with two Adirondack chairs • Fully stocked kitchen • Gated security + 24-hour watch ⸻ 📋 House Rules 🚫 No parties under any circumstance (per Airbnb policy) 🚭 No smoking — $200 fine if violated 👥 No unregistered guests 🐾 Pets If you plan to bring a pet, please let us know before arrival. • $50 service fee • Max 2 pets

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

Gorgeous 5BR PetFriendly @Encore Near Disney 7693
Modern, stylish, and luxurious, 3000sf home, with 5 bedrooms, at the world's renowned Encore Resort at Reunion. It features a game room, a huge backyard, an oversized private pool, spa. A true dream vacation home. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE

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.

Waterfront Condo minutes to Disney & Universal
Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

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

Tranquil Azure Haven 10 Min to Parks Pets Friendly
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
Popular amenities for Windsor Hills pet-friendly home rentals
Pet-friendly house rentals

Kid-Friendly Themed Vacation Home Disney/Universal

Pet-Friendly Pool Home Near Orlando

Townhouse na Disney

Remy's Refuge: Stylish 4BR - 10 min to Disney!

4 bed/ 4 bath Windsor Hills

Magical Stays Near Disney

5BR Mario& Princess Peach•Pool•Theater•Free Resort

New 2025! 2 miles to Disney 3 Ensuites 3.5 Baths
Pet-friendly home rentals with a pool

Comfy Villa | 5 Min to Dinsey! Hot Tub & BBQ*

Bluey Summer| Free Water Park | 8 min to Disney

Luxury Townhouse Near Disney | 3BR

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Townhome: FREE Waterpark & Pool, Miles from Disney

Family Fun House: Pool & Game Room

Magic Village Resort Gated Community Disney World

Large Private Home on Golf course by Disney
Private, pet-friendly home rentals

Windsor Hills 5BR • Free Heat • Private Arcade

*NEW* Beautiful Condo at Windsor Palms Resort

3 Bedroom Townhome 5 minutes from Disney!!

Luxury 5BR Villa 2 Miles to Disney with Game Room

Windsor Hills Home w/Arcade Game Room|Near Disney

6BR/4B Villa, Pool, 2 Miles from Disney World

Modern Condo: 10 Min to Disney + Fireworks Views!

Encantada Resort | Private Pool | 3BR Near Disney
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,907 GYD | G$56,907 GYD | G$58,581 GYD | G$55,443 GYD | G$50,422 GYD | G$51,468 GYD | G$59,000 GYD | G$54,188 GYD | G$41,844 GYD | G$47,493 GYD | G$52,723 GYD | G$62,556 GYD |
| 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 vacation rentals that are pet-friendly in Windsor Hills

Total vacation rentals
Explore 40 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at G$29,291 GYD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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
Destinations to explore
- Rentals with outdoor seating Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with an EV charger Windsor Hills
- Rentals with a washer and dryer Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with a home theater Windsor Hills
- Rentals with pools Windsor Hills
- Apartment rentals Windsor Hills
- Villa rentals Windsor Hills
- House rentals Windsor Hills
- Condo rentals Windsor Hills
- Rentals with a patio Windsor Hills
- Serviced apartment rentals Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Pet-friendly rentals Four Corners
- Pet-friendly rentals Osceola County
- Pet-friendly rentals Florida
- Pet-friendly rentals 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





