
Family-friendly rentals near Old Town
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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

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

3BR near Disney - Pool, Waterslides, Hot tub
✨ 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

Do you Wanna Know Why We’re Among Guest Favorites
Welcome to your Orlando home away from home! 🏡✨ This cozy 2-story townhome features 3 comfortable bedrooms, a fully equipped kitchen, inviting living room, and dining area perfect for family gatherings. Located in the beautiful Lucaya Village Resort, just minutes from Disney, shopping, restaurants, and Orlando attractions. Enjoy high-speed Wi-Fi, Smart TVs, and access to community amenities including a pool, hot tub, fitness center, and clubhouse. Perfect for families and vacation travelers!

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.

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!!

Royal Retreat Disney Themed Pool Home, Arcade, Theater
Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

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.
Popular amenities for family-friendly rentals near Old Town
Family-friendly home rentals with a hot tub

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

Mickey Fantasia Family Friendly w/accessibility

Resort TH 2b/2.5b With Private Hot Tub near Disney

Free Waterpark, Fantasy World, The Mickey House

Vacation Home at Regal Oaks, 5 Minutes to Old Town

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

A Colorful Splash | Magical Disney Lakeside Resort

Resort Style Vacation Townhouse, 10 Mins to Disney
Family- and pet-friendly home rentals

Pets Welcome, Close to Parks, Stocked Kitchen

Magical Disney House-Pool & Hot Tub,Free Waterpark

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

My Happy Place near to Celebration

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Private Cottage. Only 5 miles from Disney.

5BR Mario& Princess Peach•Pool•Theater•Free Resort

Amazing Villa near DisneyWorld FREE heated-pool
Family-friendly home rentals with a pool

Gorgeous Pool view/Waterfront/3 miles to Disney

4BR Disney & Universal Themed Villa Reunion Resort

Cottage of Charms

Waterfront Resort getaway, close to Disney

Brand-New Renovated 5BR Home at Storey Lake

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

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

2 Bedrooms / 2 Bathrooms / Storey Lake (3150-404 P
Family-friendly home rentals with wifi

Montego Bay Retreat | 15 Min to Disney

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

Authentic Disney Fort Wilderness Cabin near WDW-2

Gorgeous 5BR at Encore Resort next to Disney - 305

Affordable Disney Family Townhome Pool/BBQ/Gym

New! Epic Dream House with Pool

Modern Oasis at Storey Lake w/ 4BR & Heated Pool

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 £52 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
- Rentals with lake access Old Town
- Townhouse rentals Old Town
- Hotel rooms Old Town
- Fitness-friendly rentals Old Town
- Rentals with an EV charger Old Town
- Flat rentals Old Town
- Rentals with a washing machine and dryer Old Town
- Rentals with a hot tub Old Town
- Waterfront rentals Old Town
- Rentals with outdoor seating Old Town
- Villa rentals Old Town
- Apartment rentals Old Town
- Resort rentals Old Town
- Pet-friendly rentals Old Town
- Rentals with a patio Old Town
- Rentals with pools Old Town
- Rentals with breakfast Old Town
- Rentals with a fireplace Old Town
- Serviced apartment rentals Old Town
- House 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
- Tinker Field
- Aquatica
- ICON Park
- ChampionsGate Golf Club
- Island H2O Live!





