
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

Perfect FantasyWorldClub NrDisney Amzing Amenities
Dazzling Newly Renovated condo with superb amenities, a host of on-site amenities and activities, only 4 miles from Disney and 12 miles to Universal. This unit has been completely renovated as of December 2021 with brand new furniture, TVs and linens. Nicest unit at Fantasy World at the most affordable prices. This stunning Kissimmee Townhouse is located in a lovely gated resort. You'll get to enjoy the resort's Swimming pool, Golfing, tennis, Ping-Pong, batting Cage etc! Never a slow day here!

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 w/spa - Resort Pool, Waterslides - 4mi 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!

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!!

Resort-style home close to Disney with jacuzzi
This beautifully decorated vacation 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. The Disney parks are 10 min away!

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.

2 BR near Disney, Private Hot Tub, No Resort Fees!
Make magical memories just 10 minutes from Disney’s Animal Kingdom in this beautifully renovated 2-bedroom, 2.5-bath townhome located in a top-rated family resort — with NO resort fees! Enjoy the comfort of home and the fun of a resort all in one place: ✨ Each bedroom features a private ensuite bathroom ✨ Relax in your private hot tub on a peaceful patio ✨ Full kitchen, cozy living space, and convenient half bath downstairs

Cottage of Charms
Step into the magic and reconnect with nature at this charming Cottage. This cozy Tiny Home is only 4 miles from the enchanting gates of Disney World. Surrounded by shops, dining, and pixie-dusted fun all within walking distance, you’ll feel like you’re in your own fairytale. When resting from your adventures, create magical moments right at home with the amazing amenities, and don't forget to visit our stunning pool.
Popular amenities for family-friendly rentals near Old Town
Family-friendly home rentals with a hot tub

Mickey's House vacation/kissimmee4

No Airbnb fees! Home Theater! Pvt Pool/ Spa 278291

Magical Disney House-Pool & Hot Tub,Free Waterpark

Waterfront Resort getaway, close to Disney

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

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Vacation Haven Close 2 Disney ~ waterslides & pool

Private Cottage. Only 5 miles from Disney.
Family- and pet-friendly home rentals

Pets Welcome, Close to Parks, Stocked Kitchen

Waterfront Condo minutes to Disney & Universal

Pet Friendly in Orlando Area near Disney.

4m Disney All Day Sun, Mini Golf, Pool• Spa• Games

King Bed First Floor Family Condo Disney Universal

Do you Wanna Know Why We’re Among Guest Favorites?

Disney Retreat w/ Private Splash Pool + Game Room

Enchanted Home Near Disney • Arcade Room
Family-friendly home rentals with a pool

Fully themed, free arcade, south facing pool & spa

2 Bedroom Disney * Parks Area Resort * King & 2 Qu

Comfortable home w/ resort pool | 10 min to Disney

JRVacationHome@Regal Oak Resort-Old Town/Fun Spot

2 Bedrooms/2 Bath - For 10

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

Chic 2BR Condo w Mickey Theme Room near WDW

Disney & Conventions • Pool with Water Slides
Family-friendly home rentals with wifi

2026 Brand New 6BR w/ Theater & Game Room/Solara

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

Pet-Friendly Pool Home Near Orlando

Mickey & Friends House

Epic Game Room Villa Golf Course View Near Disney

2602SN - Stunning Home 5 Ensuites Near Disney

4BR/3BA Townhouse w/ Private Pool in Storey Lake

A Colorful Splash | Magical Disney Lakeside Resort
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 $90 SGD 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
- Apartment rentals Old Town
- Rentals with lake access Old Town
- Rentals with a hot tub Old Town
- House rentals Old Town
- Waterfront rentals Old Town
- Flat rentals Old Town
- Rentals with pools Old Town
- Rentals with a washing machine and dryer Old Town
- Rentals with a fireplace Old Town
- Serviced apartment rentals Old Town
- Pet-friendly rentals Old Town
- Hotel rooms Old Town
- Rentals with an EV charger Old Town
- Fitness-friendly rentals Old Town
- Villa rentals Old Town
- Rentals with a patio Old Town
- Rentals with breakfast Old Town
- Resort rentals Old Town
- Townhouse rentals Old Town
- Rentals with outdoor seating Old Town
- Family-friendly rentals Kissimmee
- Family-friendly rentals Osceola County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Camping World Stadium
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- University of Central Florida
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports
- Universal's Islands of Adventure





