
Pet-friendly holiday rentals in Kissimmee
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Kissimmee
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Themed rooms - gated community
Beautiful modern home with 3 full suites and 3 bathrooms — a rare find in the area! Located in the gated community THE HUB, featuring new construction, an American-style kitchen integrated with the TV room, and pet-friendly accommodations (rules apply). The community also offers a swimming pool and a small gym for guests. Guests enjoy: 🕒 24h self check-in 🔐 Unique access code valid only during the stay 🛏️ Linens and towels provided 🐾 Pet-friendly (check rules) 🏊 Community pool & small gym

Margaritaville Cottage,Hot Tub,Arcade, near Disney
Kick back and relax in this cozy two-bedroom cottage inside the gated Margaritaville Resort, only 4 miles from Disney. While the kids have a blast playing over 1,000 games on the full-size arcade machine inside, you can chill out on the patio with a cold drink. Forget crowded resort pools- you’ve got your own private hot tub to unwind in after a long day at the parks. Sunset Walk and the new Island H2O water park are just a short walk away. And bring your furry friend too — we’re pet friendly!

Do you Wanna Know Why We’re Among Guest Favorites
Welcome to your Orlando home away from home! 🏡✨ This cozy 2-story townhome features 3 comfortable bedrooms, a fully equipped kitchen, inviting living room, and dining area perfect for family gatherings. Located in the beautiful Lucaya Village Resort, just minutes from Disney, shopping, restaurants, and Orlando attractions. Enjoy high-speed Wi-Fi, Smart TVs, and access to community amenities including a pool, hot tub, fitness center, and clubhouse. Perfect for families and vacation travelers!

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Perfect Disney Holiday! Private Pool, Spa
Welcome to Perfect Disney Getaway! This beautiful 5-bedroom 5 bath home is located in the Paradise Palms Resort, a gated community very close to Disney and other parks. Enjoy a dip in your private pool - with no rear-facing neighbors! Have a soak in your spill-over jacuzzi hot tub. With a TV in every room and a movie theater, catch up on your favorite movies and shows. Bring the whole family to this great place with lots of room for fun and enjoy the Perfect Disney Getaway!

Luxury Encore Pool Spa Pets Game Rm Theater Gym
Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

Lush Green Retreat 10 Min to Parks Pets Allowed
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

Luxury Home w/ Pool & 6 Beds near Disney
Welcome to your modern escape in Kissimmee! Just 15 minutes from Orlando International Airport, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of comfort and luxury. Every detail has been thoughtfully upgraded—from the brand-new kitchen and spa-like bathrooms to the pristine private pool area—ensuring a relaxing stay. With sleeping arrangements for up to 9 guests across six beds, there’s plenty of space to unwind.

Montego Bay Retreat | 15 Min to Disney
Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

Cozy House with Private Pool. Kissimmee/Orlando
Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

StoreyLake Resort | Private Pool | 4BR Near Disney
Experience the best of Storey Lake Resort from this spacious 4-bedroom townhome just minutes from Disney. Spend your days enjoying the water park, lazy river, and resort amenities, then return home to your own private pool, complimentary BBQ grill, and comfortable family-friendly retreat. Sleeping up to 11 guests, this home is the perfect base for unforgettable Orlando adventures and lasting family memories.

Parrotdise Villa in Margaritaville 3 BED nr Disney
Welcome to "Parrotdise", your BRAND NEW, 3 bedroom island-inspired villa located in Margaritaville Resort Orlando! This property 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.
Popular amenities for Kissimmee pet-friendly home rentals
Pet-friendly house rentals

Lakefront | Heated Pool | Pet Friendly | Games

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

Villa Resort Club

Themed Retreat Near Disney~Pool/Spa~Pet Friendly

Pet-Friendly Pool Home Near Orlando

Gorgeous 6EnSuite PetFriendly @Encore Resort - 404

The Lake House - Next to Universal Studios - NEW ♥️

Dreamy Waterside Villa | Heated Pool & Near Disney
Pet-friendly home rentals with a pool

Elegant 5B & 3B Private Pool Villa near Disney

Andris Luxury Homes

Paradise Lake Lodge

Water park access near Disney Family Friendly home

5BR home with private pool /Windsor Island Resort

8BR/5BA pool house, Near Disney, Convention Center

Retreat by Disney, Universal-Pool-Dog Friendly

Luxe Hideaway 3BR/2BA Full Privacy/ Pool
Private, pet-friendly home rentals

Resort Retreat: Family Style 6BD Free Heated Pool

Modern magic near Disney 2BR/2BA- Pool, Golf, Etc!

Disney Fun Time 8BD 4K Movie Theater Jacuzzi Pool

The Villa Stay

Cozy Guest House Near MCO & Theme Parks

Guest Home_ Orlando Airport and Disney

Magical Villa Near Disney World

15 Min to Disney•Cozy Home Heated Pool & Game Room
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 NZD | $270 NZD | $277 NZD | $265 NZD | $226 NZD | $245 NZD | $256 NZD | $230 NZD | $210 NZD | $224 NZD | $249 NZD | $298 NZD |
| 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 Kissimmee

Total holiday rentals
Explore 1,160 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 41,250 verified reviews to help you choose

Family-friendly holiday rentals
1,040 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
1,020 properties feature pools

Rentals with dedicated workspaces
620 properties have a dedicated workspace

Wi-Fi availability
1,160 of Kissimmee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kissimmee rentals

4.6 Average rating
Kissimmee stays receive an average rating of 4.6 out of 5 from guests
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- Pet-friendly rentals Osceola County
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- Pet-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Aquatica
- ICON Park
- Tinker Field
- ChampionsGate Golf Club







