
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

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

3BR near Disney - Pool, Waterslides, Jacuzzi
✨ 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!!

TreeHouse in the Cloud, (Close toTheme Parks
The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

4mi to Disney, Summer Oasis w/ Pool & Hot tub
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

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.

Resort themed home near Disney with spa
This new beautifully decorated vacation home sits in the quiet and well located resort of Regal Oaks. This is newly renovated property with quiet conservation views and private location within the resort. As with our sister property we take pride in being excellent host providing clean and comfortable accommodations. The home comes with everything you need (towels, linens, kitchen and cooking supplies, etc.).
Popular amenities for family-friendly rentals near Old Town
Family-friendly home rentals with a hot tub

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort

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

#2666 Resort Home by Disney |Themed |Jacuzzi |Pool

Vacation Home at Regal Oaks, 5 Minutes to Old Town

Do you Wanna Know Why We’re Among Guest Favorites

Resort Townhome with Water Park Near Disney

Mickey and Star Wars Fun, Resort Pool & Slide

A Colorful Splash | Magical Disney Lakeside Resort
Family- and pet-friendly home rentals

Pets Welcome, Close to Parks, Stocked Kitchen

Disney Themed home with Private Pool & Lazy River!

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

My Happy Place near to Celebration

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

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

Beauty 4 miles to Disney 3Br 2Ba Pool Home

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

Comfortable 3Bdrms/Private Hot Tub-Close to Disney

Cottage of Charms

Waterfront Resort getaway, close to Disney

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

Spacious Fun, Near Disney, Coffee, Wi-Fi, Pool

Bright & Cozy Cottage Near Disney

Luxury Mario Bros. Townhome Near DisneyWorld Parks

Waterfront Views/Private hot tub/3 miles to Disney
Family-friendly home rentals with wifi

2026 Themed NEW 08 Bedrooms At Solara Resort

Montego Bay Retreat | 15 Min to Disney

4BR Disney & Universal Themed Villa Reunion Resort

Gorgeous 5BR at Encore Resort next to Disney - 305

NEW! Disney 15 Min • Kissimmee 3BR Lucaya Resort

Exquisite Luxury Home Minutes from All Theme Parks

New Themed home w/pool in Margaritaville Poco Loco

4BR/3BA Townhouse w/ Private Pool in Storey Lake
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
- Serviced apartment rentals Old Town
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- Hotel rooms Old Town
- Rentals with outdoor seating Old Town
- Villa rentals Old Town
- Fitness-friendly rentals 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
- 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!





