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

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

3BR w/spa - Resort w/Pool, Waterslides - Disney
✨ Close to Disney, Universal, SeaWorld ✨ Fully stocked kitchen, Free parking, Free WiFi ✨ Access to all resort’s amenities: Heated Pool, Dual Water Slides, Clubhouse, Restaurant, Bar, Gym, Arcades, & more ✨ No Resort Fee ✨ Private hot tub ✨ Steps to Old Town for dining, shopping, live music, & entertainment, and to Fun Spot America Family Rides for rollercoasters, arcades & more! ✨ Perfect for you to relax after a day of magic at Disney or explore Orlando’s best attractions ✨ Gated community

4M Disney! Private spa, Wi-Fi, Coffee/Tea
Welcome to our personal vacation home! Spacious townhouse located 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!

*Private jacuzzi!* Spacious home! Next to parks!
Soak in a hot tub under the stars at this comfortable home! This home sits in the quiet and well located resort of Regal Oaks. The place offers all resort style amenities with the comfort of a home away from home to enjoy and relax. Enjoy your vacation at the outdoor private spa, have a nice homemade meal in the outdoor terrace, or let others take care of you in the resort restaurant in front of the pool, while kids enjoy the slides and resort activities. Disney parks are 10 min away!

Entire townhouse, Resort style, 5 miles to Disney!
Feel right at home in our outstanding location JUST 5 MILES FROM DISNEY! Exceptional 2 bed/2.5 bath townhome features premium one King bed, 2 twin beds and a queen size sofa bed with fully equipped kitchen, washing machine, smart TVs, a private patio, Jacuzzi and lake view. Contemporary furnishings, luxury feel. Located in gated resort with clubhouse, beautiful pool, water slide, gym, tennis court and more. Within 10 minutes drive to a variety of restaurants, shops, Fun Spot and more.

1Private Heated HotTub Relaxing Resort near Disney
A cozy decorated and comfortable townhome with private jacuzzi. Minutes away from the magic, 15 mins to SeaWorld, 20 mins to Universal and walking distance to Old Town fun. This townhome was newly listed in February 2023, managed by an experienced co-host with 300+ nearly 5-star reviews. It is our top priority to make sure you have a smooth stay no matter one day, one week or one month. Our property is fully cleaned after each check out. You can book with us with confidence!

Clean, stylish retreat • Resort pool • Near Disney
Welcome to Villa Marquesa (private mgmt), a revamped 4-bed, 3.5-bath townhome made for families. After a fun-filled day at the parks, come home to a clean, comfy space where everyone can relax—watch a movie, cook a meal, or unwind by the resort-style pool (no resort fee). Sleeps 6 adults & 4 kids, with lake views from the screened lanai. Just 3 miles to Disney, 20 mins to Universal, steps from Old Town. Includes WiFi, Disney+, Netflix. Your family retreat starts here!!

4mi to Disney, Summer Oasis w/ Pool & Jacuzzi
Escape to our cozy Orlando townhouse where adventure meets nature! Relax in your private backyard jacuzzi with sunset views over lush greenery, sometimes even spotting deer. 🦌 Located in a resort-style gated community with a heated pool and water slides, it’s the perfect mix of fun and relaxation.🏖️ Minutes from theme parks, shopping, dining, and nightlife. In Regal Oaks Resort, a short walk to Old Town! – 10 min to Disney – 18 min to SeaWorld – 20 min to Universal

♥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!

2 BR Harmony House at Regal Oaks Resort
Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

Bright & Cozy Cottage Near Disney
My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

A Colorful Splash | Magical Disney Lakeside Resort
Unwind in our 2-story, Colorful Retreat, Minutes from Disney's Magic! NEWLY Renovated, Covered Patio, and Woodland Seclusion. Your Dream Vacation Awaits - Modern Comforts, Magical Wonders. FREE WIFI, and Jacuzzi! Discover a 1500 sq ft Townhouse, a Gateway to Luxury and Adventure. Your Fairy-Tale Begins Here!
Popular amenities for family-friendly rentals near Old Town
Family-friendly home rentals with a hot tub

Pets Welcome, Close to Parks, Stocked Kitchen

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

Family-Friendly Townhome, minutes from Disney

#2609 Resort Home near Disney Themed Jacuzzi Pool

Resort themed home near Disney with spa

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

Resort Townhouse With private Hot Tub Near Disney

Disney/Universal Home Away from Home!
Family- and pet-friendly home rentals

Montego Bay Retreat | 15 Min to Disney

Magical Disney House-Pool & Hot Tub,Free Waterpark

My Happy Place near to Celebration

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

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

4m Disney, Sundeck, Mini Golf, Pool Spa• Games

Do you Wanna Know Why We’re Among Guest Favorites

5BR Mario& Princess Peach•Pool•Theater•Free Resort
Family-friendly home rentals with a pool

Near Disney and all Parks- Tiny Cottage

Gorgeous Pool view/Waterfront/3 miles to Disney

Comfortable 3Bdrms/Private Hot Tub-Close to Disney

Spacious 2BR Apt in Resort 10 min from Disney

Cottage of Charms

Waterfront Resort getaway, close to Disney

Disney! Private Spa, Kid Friendly, Coffee, Wi-Fi

Brand-New Renovated 5BR Home at Storey Lake
Family-friendly home rentals with wifi

4BR Disney & Universal Themed Villa Reunion Resort

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Affordable Disney Family Townhome Pool/BBQ/Gym

A Groovy time, 10 Min to Disney, Walk to Old Town

NEW! Disney 15 Min•3BR Lucaya Resort in Kissimmee

Exquisite Luxury Home Minutes from All Theme Parks

New! Epic Dream House with Pool

2708 Coupe
Quick stats about family-friendly rentals near Old Town

Total holiday rentals
Explore 270 holiday rentals in Old Town

Nightly prices starting at
Old Town holiday rentals start at £53 per night before taxes and fees

Verified guest reviews
Over 23,350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
250 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
270 of Old Town holiday rentals include wifi access

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

4.7 Average rating
Old Town stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Townhouse rentals Old Town
- Rentals with lake access Old Town
- Rentals with outdoor seating Old Town
- Villa rentals Old Town
- Fitness-friendly rentals Old Town
- Flat rentals Old Town
- Rentals with a washing machine and dryer Old Town
- Pet-friendly rentals Old Town
- Rentals with an EV charger Old Town
- Rentals with a patio Old Town
- Rentals with pools Old Town
- Rentals with breakfast Old Town
- Rentals with a fireplace Old Town
- Rentals with a hot tub Old Town
- Waterfront rentals Old Town
- Serviced apartment rentals Old Town
- Resort rentals Old Town
- Apartment rentals Old Town
- House rentals Old Town
- Hotel rooms Old Town
- Family-friendly rentals Kissimmee
- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-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
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Aquatica
- ICON Park
- Tinker Field
- ChampionsGate Golf Club
- Island H2O Live!





