
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!

Waterfront next to Resort by Disney Game &Theater
Lakefront Luxury Everything is Completely remodeled 5 bdrms\5 bthrms luxury villa – Located in the gated Paradise Palms Resort,which is just around the corner from Disney. Only a few steps away from the Clubhouse amenities & nature path,this home offers privacy & lake\nature views from the sun soaked south facing color changing pool\spa.Enjoy , New home theater, two 1st floor master bdrms & 2 bthrms + another master & immersive themed rooms on 2nd floor. AC Arcade TV gameroom & billiards Loft

Disney-themed, Private Pool with heat, King Bed!
Don't miss the chance to enjoy this beautifully renovated and Disney + Universal-themed home in a gated resort! Central to almost everything, you'll find this home has everything you need for a memorable stay in Central Florida! Memory foam mattresses, Smart TVs in every room, a fully stocked kitchen and a private pool! Not to mention the amazing clubhouse amenities which include a luxury resort-style pool, basketball court, volleyball court and a kid's playground! You will LOVE this place!

Arcade Garage | King Bed | 15 Min to MCO & Disney
Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. Send me a message to find out if we’re offering any additional seasonal discounts! -25 mins to Disney Parks -15 mins to Orlando International Airport - 12 mins to Silver Spurs Arena/Osceola Heritage Park -15 mins to Lake Nona -15 mins to USTA National Campus -1 hour from Cocoa Beach - 3 mins to Walmart & Plaza.

Luxury 4 Bdr~Private Pool at Champions Gate
Spacious & Bright Townhome. Two Story 1,914 Square feet townhome includes 4 Bedrooms, 3 Bathrooms, a Private Swimming Pool with outdoor furniture. Enjoy the privacy of the relaxing exterior space, No neighbors view from the backyard. The ideal vacation spot for families and groups. For 10 people. Modern open floor plan, beautifully designed combination living and dining room perfect for entertaining. Fully equipped kitchen, slate appliances, quartz countertop and bar stools.

Gorgeous 8BR at Encore Resort next to Disney - 281
Modern luxury home built in 2020, located at world renowned Encore at Reunion. Almost 4,000sf of a/c area, featuring 8 bedrooms, 6 full baths, game room, private pool and spa. 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*

4BR/Close to Disney/Free BBQ&Storey Lake WaterPark
This stunningly designed townhouse is the perfect family escape, located just 4 miles from Walt Disney World 🎢. Relax in spacious king-size rooms, splash in your private screened-in pool, and enjoy top-notch resort amenities. Bring the whole family – furry friends included – and create magical memories at nearby theme parks! 🐬 16 miles to SeaWorld 🎢 19 miles to Universal Studios ✈️ 27 miles to Orlando International Airport Your dream vacation starts here! Book now!

Luxury Townhouse Near Disney | 3BR
Enjoy a brand new, beautifully designed townhouse located in the exclusive Magic Village community, just minutes away from Disney Parks. What you’ll love: • Private patio with outdoor furniture • Free Wi-Fi • Fresh towels & linens • Fully equipped kitchen • BBQ grill (no additional fee) • Free parking (no extra cost) The pool, tennis court and fitness center should pay $100 extra fee per group per day. ✨ Book now and enjoy a memorable stay near the magic!

Feel the Magic: 9 min Disney • Pool • Pet • Relax
✨ Looking for comfort, privacy, and fun near Disney? Our pet-friendly home is ready to welcome your family — including your furry friend — for amazing days under the Florida sun. Magic Kings House invites you to create magical moments with your loved ones, offering comfort and exclusivity at Windsor Palms, the resort most loved by guests. Every detail has been carefully prepared to make your vacation easy, relaxing, and filled with wonderful memories. 🌴🐶☀️

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

Mi Casita Near Disney/Universal
Welcome to your own private oasis in Kissimmee! Our charming 3-bedroom home boasts a beautiful private pool. Unwind in the serene surroundings while still being just moments away from the excitement of world-class theme parks and entertainment. Enjoy a fully-equipped kitchen, comfortable living areas, and spacious bedrooms for a memorable stay that combines the comforts of home with a sun-soaked Florida experience. Book your escape today!

Luxury 4 Bedroom Home - Resort Access! Disney!
This luxury, four bedroom, three and a half bath home with private pool is located in the gated community of Reunion Resort of Orlando. Our spacious, 3200 square foot home is directly on the eighth fairway of the Tom Watson Golf Course. This professionally decorated home provides excellent accommodations with only the top-of-the-line furnishings and bedding including Large Screen TVs and black out window treatments in every bedroom.
Popular amenities for Kissimmee pet-friendly home rentals
Pet-friendly house rentals

Family Getaway w/ Pool & Arcade – Near All Parks !

Disney Villa, Heated Pool, Jacuzzi & Game Room

Cozy House with Private Pool. Kissimmee/Orlando

Family fun 4 bdrm, w pool and GR 554

30% off long stay 4bd pool home

House 3 miles from Disney

Disney & Universal Retreat| Heated Pool | Fire Pit

Disney Getaway w/ Pool & Hot Tub + Game Room, BBQ
Pet-friendly home rentals with a pool

4/3 Villa! Heated POOL-Theater-Arcades-GYM-POKER

Private Disney Retreat Minutes from Theme Parks

4226-SL Amazing 4 Bd Storey Lake Home Near Disney

WHR Private 4 bd Villa, Gameroom/Pool/Spa, Disney!

Lakeview Villa| Heated Pool, BBQ & Near Disney

Price drop- Disney Parks • Pool • Gated community

Luxury Resort 4Br/Sleep 10 - Pool-Spa-e BBQ

15min->Disney-Pool-HotTub-Sauna-Gym-Free Parking
Private, pet-friendly home rentals

Your home way from home !

Luxe Solara Retreat- Pool+ Lazy River+ 8mi Disney

Spacious 4BR home in Kissimmee, FL

Gorgeous two-level home Sunshine Stylish

Luxury Villa Golf Course View

Modern home 4BR/3.5BA with Pool near Disney World

Dream Stay Orlando with a pool and home theater

Unique &Cozy 3/2, Disney, Universal minutes away!
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 SGD | $191 SGD | $195 SGD | $191 SGD | $163 SGD | $177 SGD | $185 SGD | $166 SGD | $152 SGD | $162 SGD | $180 SGD | $215 SGD |
| 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 1,210 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 40,930 verified reviews to help you choose

Family-friendly holiday rentals
1,070 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
1,070 properties feature pools

Rentals with dedicated workspaces
700 properties have a dedicated workspace

Wifi availability
1,200 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
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Give Kids the World Village
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Reunion Resort Golf Courses - Palmer & Watson






