
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.

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

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!

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa
A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.

Villa Resort Club
VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

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!

Remodeled 2BR/2BA Near Disney, Pool +WiFi +Parking
Entire family will enjoy this luxury condominium located in Kissimmee Florida. Minutes away from all Walt Disney parks, quick drive to Disney Springs and close to major highways. Many attractions within walking distance such as water parks, Studio Grille movie theater, grocery stores, pharmacies, gift shops and plenty restaurants. The condominium includes two primary bedroom suites with en-suite fully remodeled bathrooms. Entire condo is beautifully remodeled to make you feel at home.

Gorgeous 6EnSuite PetFriendly @Encore Resort - 404
New Modern 3,300sf luxury home with 6 suites, at world's renowned Encore Resort at Reunion. Featuring 6 suites, a game room, a beautiful backyard, a private pool and spa, and a garage. 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 HOUSE RULES*

Remy's Refuge: Stylish 4BR - 10 min to Disney!
Our 4-bedroom, 3-bath Orlando vacation rental house was designed for fun. Bring your friends, your family, and your friends’ families. Bring a group of up to 10 people and enjoy perks that the resorts and hotels don’t offer! NOTE: Airbnb has placed the location marker for our rental home in the wrong spot. Though the marker seems to suggest otherwise, we are most certainly LAKESIDE, with lake views from the swimming pool and outdoor area. Take a look at our photos for proof!

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

The thrill of 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!

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. **

Luxury Disney Vacation Home on Reunion Golf Resort
This 5 bedroom Luxury family vacation home has one of the most picturesque views in all of Reunion, located on the 14th fairway of the Jack Nicklaus course. 2 MASTER SUITES which looks over your private POOL & SPA. All rooms are professionally decorated with a Disney and a Harry Potter room. Your family will stay busy with the arcade, ping pong table and a large number of board games for all ages. Pool area has a basketball net, New WEBER BBQ and Kamado Joe
Popular amenities for Kissimmee pet-friendly home rentals
Pet-friendly house rentals

The Disney House • Immersive Rooms • Gaming Lounge

Beautifully Renovated, Centrally Located Pool Home

Comfy Family Villa|5min->Disney!

15 Min to Disney•Cozy Home Heated Pool & Game Room

Luxury 4 Bedroom Home - Resort Access! Disney!

Mi Casita Near Disney/Universal

View the Disney fireworks from your pool!

Pool House in Kissimmee
Pet-friendly home rentals with a pool

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

Kid-Friendly Themed Vacation Home Disney/Universal

6 miles from Disney ! Private pool

Epic stay at Vista Cay!

Stylish Stay in Davenport

Luxury Townhouse Near Disney | 3BR

Themed rooms - resort acess

Relax & Play :Luxury Villa Near Disney w/ Pool&Spa
Private, pet-friendly home rentals

contemporary home w/ private pool, near parks

Authentic Disney Fort Wilderness Cabin near WDW-2

Home theater & pool table near Disney parks

Guest Home_ Orlando Airport and Disney

Disney-themed Pool home (4BR) in Kissimmee

Pet Friendly Reunion Condo Minutes from Disney!

Magic Village Resort | 5 Minutes to Disney

"The yellow dragonfly" Gorgeous resort encantada
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £110 | £111 | £113 | £111 | £95 | £103 | £107 | £96 | £88 | £94 | £104 | £125 |
| 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 £22 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 & child-friendly amenities

Holiday rentals with a pool
1,020 properties feature pools

Rentals with dedicated workspaces
620 properties have a dedicated workspace

Wifi availability
1,160 of Kissimmee holiday rentals include wifi 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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- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- ESPN Wide World of Sports
- 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






