
Family-friendly rentals near Old Town Kissimmee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals near Old Town Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.

303_To Infinity & the Ocean Breeze Apartment
Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

#2609 Resort Home near Disney Themed Jacuzzi Pool
Relax in this LARGE FULLY RENOVATED LUXURY DESIGNER HOME in the famous REGAL OAKS RESORT w/ THEMED BR near DISNEY WORLD in ORLANDO FLORIDA! Enjoy the STUNNING LAKE FRONT VIEW, PRIVATE JACUZZI, NEW STYLISH FURNITURE, HEATED POOL, Waterslides, Poolside Bar, GAME ROOM, BILLIARD TABLES, Ping Pong, Restaurant, GYM, Tennis Court, and 24/7 Security Guard! - Walk 5 min to Old Town Amusement Park and World Food Trucks. - Drive 8 min to DISNEY, 20 min UNIVERSAL STUDIO, 15 min SEAWORLD and DISNEY SPRINGS

BOOK your Disney inspired Lakefront retreat NOW!
Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

Townhouse - 5 miles to Disney!
Dip in the heated community pool, enjoy the many amenities at this amazing resort, unwind in this vacation rental’s private hot tub with Bluetooth and night lights when you book in this exciting stay in Kissimmee! Going out? Gather family and friends & experience the magic of Disney World, Harry Potter rides at Universal Studios, Sea World, etc. At less than a mile to Old Town where you can go on rides, shop, and dine! Return to the 3-bd, 2.5-bths townhome and lounge in the sunny lanai & ENJOY!

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*
This townhouse provides an open main living space that allows you to connect the dining and a fully equipped kitchen. The house can accommodate up to 6 guests, divided into one luxe king en-suite, and a design theme two full en-suite. After a long day at the parks with a beautiful lakefront view, relax in your private spa. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant, and only 5 min from Disney and golfing area Free Parking Close to lakes, camping, beach, vineyards, farms

Waterpark, Mini Golf, Batting Cage | Near Disney!
**Waterpark closed for maintenance from January 5th to February 5th, 2026** (See photo 7 in album for details) Located just minutes from Disney World & steps from restaurants. Your reservation will give you access to the resort’s amenities for up to 6 people without an additional charge! ✪AMENITIES✪ FantasyWorld amenities include: -Lazy river -Water slides -Heated pools -Pool bar -Splash pad -Jacuzzi -Gym -Picnic & BBQ areas -Playground -Arcade -Batting cage -Sports courts -Mini golf & more

Regal Oaks Resort Lake View 2BR near Disney Parks
Our gorgeous 2 bed 2.5 bath DELUXE townhome is located in the pristine Regal Oaks Resort located just behind Old Town theme park and minutes from Disney, shopping, restaurants & more. Inside our home you will find a living/dining room combo and a kitchen boasting stainless steel appliances and granite countertops. Upstairs an in suite beautiful Mickey decor guest room and one master suite with private balcony overlooking a beautiful pound view and huge conservation area (all rooms no carpet).

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi
Welcome to our personal Old Town Oasis! Beautiful LAKEVIEW property in Regal Oaks Resort! Coffee, Nespresso, tea, free Wi-Fi! It's close to the theme parks and everything that Orlando has to offer! Come relax in your own private spa after a long day at the parks, or enjoy the resort water slides, heated pool, pool side games and tiki bar with food and beverage, arcade games in the Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

Free Waterpark! Fantasy World - Fun at BnB
Experience magic at our Fantasy World Villas retreat, minutes from Disney, Universal & Sea World. This modern 2-bed villa boasts a Mickey-themed room, king-size bed in the master, full kitchen, laundry, private patio, free Wi-Fi & parking. Resort amenities include heated pools, hot tubs, lazy river, water slides, tiki bar, gym, playground, sports courts, and more. Enjoy nearby restaurants & grocery stores. Create unforgettable memories in this captivating home away from home! Book Now!

LARNE LODGE House with Hot Tub 3 miles to Disney!
Experienced superhosts - check out our other listing for reviews! Larne Lodge has just gone through a full modern renovation! Located just 3 miles from Disney and 11 miles from Universal Studios, Larne Lodge is the perfect vacation spot for families and friends to make lasting memories! This spacious townhouse is located in a beautiful private and gated resort, which offers guests a shared pool with a pool bar, gym, bar, restaurant, games room, and a convenience store.

Magical Hideaway - 15 min to Disney - Storey Lake
Welcome to The Magical Hideaway! Bring your family an immersive experience into our Disney-themed vacation home in Storey Lake community. Our home includes a specially themed Princess and Superhero rooms. Dive into fun at the resort pool with a lazy river and water slides. Enjoy your own plunge pool and our photo-op green wall. Entertainment includes 4 Roku TVs, Disney board games, and puzzles. We've also got you covered with a stroller, crib, and highchair provided.

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort
Our gated-community townhouse offers a resort feeling with all the comforts of home, peaceful & quiet, yet central to Disney, Old Town, and all major attractions. After an exciting family day, relax in your private patio hot tub and enjoy the nature, or soak up some sun poolside at the resort. Fun for adults and kids of all ages! Also enjoy the resort tennis courts, pool table, gym, restaurant, and poolside snack bar! NO RESORT FEES! FREE PARKING!
Popular amenities for family-friendly rentals near Old Town Kissimmee
Family-friendly home rentals with a hot tub

Resort Style 12 min Disney, Jacuzzi, Sleeps 8

2 BR Harmony House at Regal Oaks Resort

*Private jacuzzi!* Spacious home! Next to parks!

No Airbnb Fees!Themed Home w/Pool in Resort 231031

*Holiday Discounts*EPIC Bunk Slide*Mins to Disney

Resort-style home close to Disney with jacuzzi

Spacious Lakefront Townhome – 4mi to Disney!

3BD/3BA Themed House Near Disney
Family- and pet-friendly home rentals

Cozy Private Cottage 5 miles from Disney!

Pets Welcome, Close to Parks, Stocked Kitchen

Pet friendly Orlando area near ESPN Center

Waterfront Condo minutes to Disney & Universal

OMG! Disney Area, Movie Theater, Game Room & Pool!

Themed Home + Near Disney + Arcade + King Bed + Water Park + Spa

Modern 3 Bedroom Apartment Near the Theme Parks

Flexible Early Check ins / Late Check outs*
Family-friendly home rentals with a pool

Great reviews! Tiny home in quiet & safe area

Near Disney/Kid-Friendly/Disney-Themed/Water Park

Near Disney and all Parks- Tiny Cottage

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Waterfront Wizarding Near Universal's Harry Potter

Vacation Home at Regal Oaks, 5 Minutes to Old Town

Gorgeous Apartment Close to Disney (Storey Lake)

New Near Disney Lake View Pool Mario Sleeps 10
Family-friendly home rentals with wifi

2389 RT - 4BD/ 3BA - Brand New Amazing Disney Home

JRVacationHome@Regal Oak Resort-Old Town/Fun Spot

No Airbnb fees! Waterfront 2BR home in Disney area

EPIC Fortress

Disney Getaway, Hot Tub, 10 min to Parks, 6 people

Mickey and Star Wars Fun, Resort Pool & Slide

Resort Townhouse With private Hot Tub Near Disney

Stitch and Angel Studio
Quick stats about family-friendly rentals near Old Town Kissimmee

Total holiday rentals
Explore 390 holiday rentals in Old Town Kissimmee

Nightly prices starting at
Old Town Kissimmee holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 31,860 verified reviews to help you choose

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Holiday rentals with a pool
350 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
380 of Old Town Kissimmee holiday rentals include wifi access

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

4.7 Average rating
Old Town Kissimmee stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Townhouse rentals Old Town Kissimmee
- Rentals with a washing machine and dryer Old Town Kissimmee
- Rentals with lake access Old Town Kissimmee
- Fitness-friendly rentals Old Town Kissimmee
- Serviced apartment rentals Old Town Kissimmee
- Apartment rentals Old Town Kissimmee
- Villa rentals Old Town Kissimmee
- Rentals with outdoor seating Old Town Kissimmee
- House rentals Old Town Kissimmee
- Pet-friendly rentals Old Town Kissimmee
- Rentals with a patio Old Town Kissimmee
- Rentals with pools Old Town Kissimmee
- Rentals with an EV charger Old Town Kissimmee
- Rentals with breakfast Old Town Kissimmee
- Flat rentals Old Town Kissimmee
- Rentals with a hot tub Old Town Kissimmee
- Hotel rooms Old Town Kissimmee
- Waterfront rentals Old Town Kissimmee
- Rentals with a fireplace Old Town Kissimmee
- Resort rentals Old Town Kissimmee
- Family-friendly rentals Kissimmee
- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club
- Crayola Experience




