
Pet-friendly holiday 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.

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 | 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!

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!

★Completely New★ 3 miles to Disney + Free Resort!
Closest FREE resort to Disney Parks! Plumeria Place is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in March 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 & 9' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Luxury Villa•FREE Pool heat•Hot Tub•Arcade•Fenced•
Escape to Sprocket Palms, a beautifully renovated 3,000 sq ft retreat just 20 minutes from Disney. The home blends style, comfort, and fun with a heated pool and spa, retro ’90s arcade, plush bedrooms and a relaxed outdoor lounge with TV for easy evenings together after long days at the parks. Designed for memorable stays, it’s the perfect spot for families and groups of all age, a place to unwind, spend time together and make the kind of memories that last long after the trip ends.

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!

Contemporary Stay 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

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

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 :)

Charming and Classic Decor House Decor near Disney
Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.
Popular amenities for Windsor Hills pet-friendly home rentals
Pet-friendly house rentals

Margaritaville Cottage 10 Minutes to DisneyWorld!

Delaneys Villa 4 Bedroom, 3 Bath, Pool & Hot Tub

Livin' the Dream, 3Kings, Closest FREE Resort WDW

Pelican House

Luxurious 8 Bedroom 5 Bathroom, Arcade & Theatre

Luxury 4 Bdr~Private Pool at Champions Gate

Your Magical Oasis Awaits, Disney is Minutes Away

Magical Castle Near Theme Parks
Pet-friendly home rentals with a pool

Disney Area - Heated Pool - 3 Bedroom Townhome

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

King Bed Apartment, Close to Disney

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

The Golden Bear Villa | Private Pool & Theater

4 bed/ 4 bath Windsor Hills

Sunset Paradise Villa in Orlando, Disney area.

Family Fun House: Pool & Game Room
Private, pet-friendly home rentals

Magical Private Lux Villa Pool & Disney Credit

New listing near Disney 2BR/2BA - Pool, Golf, Etc!

Disney Escape/ 7 Resort Pools/New Built/Pond View

The thrill of luxurious living just 15 min/Disney!

Lakefront Villa-10min to Disney!

Luxury Townhouse Near Disney | 3BR

Perfect Disney Relaxation! Water Park, Lazy River!

Pet-Friendly Heated Pool with Mini Golf 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 | $349 AUD | $331 AUD | $383 AUD | $374 AUD | $340 AUD | $347 AUD | $398 AUD | $366 AUD | $282 AUD | $321 AUD | $356 AUD | $422 AUD |
| 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 that are pet-friendly in Windsor Hills

Total holiday rentals
Explore 40 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at $184 AUD per night before taxes and fees

Verified guest reviews
Over 2,190 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Holiday 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 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
Destinations to explore
- Rentals with a washing machine and dryer Windsor Hills
- Rentals with a patio Windsor Hills
- Rentals with an EV charger Windsor Hills
- House rentals Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with outdoor seating Windsor Hills
- Rentals with a home theatre Windsor Hills
- Villa rentals Windsor Hills
- Rentals with pools Windsor Hills
- Serviced apartment rentals Windsor Hills
- Apartment rentals Windsor Hills
- Rentals with a hot tub Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Condo rentals Windsor Hills
- Pet-friendly rentals Four Corners
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- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Give Kids the World Village
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- ChampionsGate Golf Club




