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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.

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Top Guest favourite
The master bedroom features a king-size bed adorned with plush pillows and a cozy blanket. Large sliding doors open to a private balcony with serene views. Stylish lamps illuminate the room, complemented by rich maroon and neutral tones on the walls.
Townhouse in Kissimmee
5.0 out of 5 average rating, 277 reviews

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

Top Guest favourite
An outdoor patio area is enclosed with a protective screen, featuring a dining table with an umbrella. Comfortable seating is arranged nearby. A hot tub is positioned to the side, surrounded by lush greenery and a wall for privacy.
Townhouse in Kissimmee
4.98 out of 5 average rating, 241 reviews

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!

Guest favourite
The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.
Townhouse in Kissimmee
4.88 out of 5 average rating, 239 reviews

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

Top Guest favourite
Home in Kissimmee
4.99 out of 5 average rating, 151 reviews

10 Min to Disney | Heated Pool, Games, King Bed

🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

Top Guest favourite
Aerial view of the resort displaying a large, inviting swimming pool surrounded by palm trees and lounge chairs. Water slides are visible next to the pool area. The clubhouse is nearby, with additional greenery and a water feature enhancing the landscape.
Townhouse in Kissimmee
4.97 out of 5 average rating, 280 reviews

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!

Guest favourite
A light-filled dining area is highlighted by a large wooden table surrounded by colorful chairs. A well-equipped kitchen features a dark countertop with breakfast bar seating. In the background, the screened lanai offers views of outdoor seating and palm trees, enhancing the open and inviting space.
Townhouse in Kissimmee
4.9 out of 5 average rating, 148 reviews

Luxurious Remodeled Townhome minutes from Disney!

Our listing is set up under Airbnb's Simplified Pricing. The price you see is the price you pay, with no unexpected guest service fees added at checkout. Newly remodeled luxury townhouse located in gated community of Regal Oaks. Enjoy all the amenities of home plus the resort pool, bar, water slides, gym, and tennis courts. Located directly behind Old Town and just 10 minutes from Disney Parks. Enjoy the screened in lanai equipped with private hot tub, outdoor couch, gas grill, & more.

Guest favourite
A resort pool area is surrounded by palm trees and sunshine, featuring lounge chairs under white umbrellas. A paved deck encircles the pool, creating a relaxing atmosphere for guests. A blue slide can be seen in the background, enhancing the recreational space.
Townhouse in Kissimmee
4.88 out of 5 average rating, 146 reviews

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.

Top Guest favourite
Townhouse in Kissimmee
4.98 out of 5 average rating, 109 reviews

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!!

Top Guest favourite
A private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.
Townhouse in Kissimmee
4.95 out of 5 average rating, 239 reviews

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.

Guest favourite
A large, inviting pool area is surrounded by palm trees and lounge chairs, offering a relaxed atmosphere. A two-story building with a terracotta roof is visible in the background, featuring several windows that reflect the bright blue sky.
Home in Kissimmee
4.96 out of 5 average rating, 103 reviews

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.).

Top Guest favourite
A comfortable living area features a soft blue sofa adorned with patterned pillows. Natural light enters through window treatments, brightening the space. Nearby, a dining area accommodates four with a wooden table, while a well-equipped kitchen is visible in the background.
Tiny home in Kissimmee
4.85 out of 5 average rating, 285 reviews

Jubilee Cottage 12 miles from Epic Universe

Quaint cottage with high-end appliances, perfect for business travelers or small families. Fully equipped kitchen. Lovely porch. Comfortable loving room with 2 recliners. A/C and 5 fans keep the unit cool! Full use of facilities: pools, gym, reception area, game room, miniature golf. 5 minutes from Disney, walking distance to Old Town. Why stay in a hotel when you can stay in Jubilee Cottage??

Top Guest favourite
An aerial view of the resort showcases a winding pool surrounded by palm trees and sun loungers. Dueling water slides in bright green and blue provide fun for all ages. Nearby, a hot tub invites relaxation amidst the tranquil setting.
Townhouse in Kissimmee
4.88 out of 5 average rating, 334 reviews

Resort Townhome with Water Park Near Disney

Just minutes from Disney and Universal, this spacious townhome sleeps 9 guests and offers resort-style amenities including heated pools, water slides, gym access, and SmartHome features, all with no resort fees. Walk to Old Town's dining and attractions, and relax in comfort after days of theme park adventures. Perfect for families wanting location, convenience, and fun.

Popular amenities for family-friendly rentals near Old Town

Quick stats about family-friendly rentals near Old Town

  • Total holiday rentals

    Explore 260 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 23,870 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Old Town holiday rentals include Wi-Fi 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