
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.

Luxury 5BR free heat private pool Disney Universal
Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

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!

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

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.

Modern 3-BR Luxury Townhome – Perfect for Families
Welcome to your home away from home! This beautifully renovated, professionally decorated 3-bedroom, 2.5-bath townhome is designed for comfort and style, offering a spacious retreat for up to 6 guests (or 8 with the use of an air mattress). Featuring a modern open-concept kitchen, living, and dining area, high-speed internet, and thoughtful amenities, this professionally decorated space offers the perfect blend of comfort and convenience. Book your stay today and feel right at home!

-A Sweet Home Near Theme Parks!-
Step into your ultimate vacation escape! This residence is perfectly positioned to offer easy access to all the best attractions and hotspots in the Kissimmee/Orlando region. Enjoy the convenience of having major theme parks such as Disney, Universal, Seaworld, ICON, and even airports, all within a short 20-25 minute drive. Nestled on a corner lot, this home boasts abundant parking, a spacious yard, and plenty of amenities, ensuring you feel right at home from the moment you arrive!

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!

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet
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 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

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 :)

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.

Amazing Villa near DisneyWorld FREE heated-pool
Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay
Popular amenities for Kissimmee pet-friendly home rentals
Pet-friendly house rentals

Lakefront | Heated Pool | Pet Friendly | Games

3 BR/2BA Home w Private Pool~12 min to Airport!

Hot tub, Pool table, King bed!

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

Comfy Family Villa|5min->Disney!

Mi Casita Near Disney/Universal

Magical Stays Near Disney

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

The Disney House • Immersive Rooms • Gaming Lounge

Upstay Pet Friendly Condo 6 Minutes from Disney

Encantada Resort:Pool Gym Clubhouse 10mi to Disney

contemporary home w/ private pool, near parks

Luxury Townhouse Near Disney | 3BR

The Sandy Gator

Resort Villa! Pool, Hot Tub & Game Room by Disney!

Modern/beautiful Mediterranean Oasis Near Disney
Private, pet-friendly home rentals

Private Disney Retreat Minutes from Theme Parks

Guest Home_ Orlando Airport and Disney

WaterView 4 miles to Disney 3Br 2Ba Pool Home

Pet Friendly Reunion Condo Minutes from Disney!

The Tempest Tide - A Pet & Family Friendly Getaway

Pet friendly 3bed room home 10 minutes from Disney

"The yellow dragonfly" Gorgeous resort encantada

Dream Stay: Resort Pool Villa minutes to Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £109 | £110 | £113 | £110 | £94 | £102 | £107 | £96 | £88 | £94 | £104 | £124 |
| 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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- Pet-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Orange County Convention Center
- Walt Disney World Resort Golf
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- 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
- ChampionsGate Golf Club






