Some info has been automatically translated. Show original language

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.

1 of 1 pages1 / 1
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 out of 5 average rating, 271 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
Townhouse in Kissimmee
4.96 out of 5 average rating, 129 reviews

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

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, 268 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!

Top 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, 144 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.

Guest favourite
Townhouse in Kissimmee
4.84 out of 5 average rating, 351 reviews

Comfy 3 bdrs w/private jacuzzi 5 min *Disney*

This spacious and recently upgraded decor townhouse is located in the beautiful Regal Oaks Resort. Regal Oaks is a private, gated Vacation Home Community and Resort. Located just a few minutes away from the traditional Old Town parks,shops and dinning and only 20 minutes away from Disney,this house will bring much fun to families, friends and groups looking for a weekend of fun or enjoy the great theme parks around. ** NO CARPETS **free parking, wifi and all resort’s amenities

Top guest favourite
Townhouse in Kissimmee
4.98 out of 5 average rating, 105 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!!

Guest favourite
The image presents a four-part collage, featuring a bright bedroom with two spacious beds adorned with decorative pillows, a private hot tub surrounded by nature, a resort pool with loungers and a water slide, and a clubhouse area with expansive outdoor seating and vibrant landscaping.
Townhouse in Kissimmee
4.83 out of 5 average rating, 156 reviews

♥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!

Guest favourite
A private patio features a bubbling hot tub alongside a dining area with a table and chairs, shaded by a vibrant orange umbrella. The space is enclosed by screens, offering a bright atmosphere with clear blue skies in the background.
Townhouse in Kissimmee
4.85 out of 5 average rating, 267 reviews

Resort Style 12 min Disney, Jacuzzi, Sleeps 8

Escape the crowds and enjoy your private oasis in our family-friendly townhouse, just 12 min from Disney! Located in the gated Regal Oaks Resort, you’ll enjoy resort perks—heated pool, gym, tennis & kids-eat-free restaurant—plus the comfort of home. Professional cleaning, fresh linens, free highchair & Pack ’n Play, sofa bed sheets on request, stroller rentals, starter kit & discounted park tickets. Comfort, savings & fun for up to 8 guests!

Top guest favourite
A yellow cottage is featured, with a welcoming entrance that includes a set of wooden steps leading to a covered porch. White railings frame the porch, while a ceiling fan hangs above. Lush greenery and flowering plants are positioned near the entrance, enhancing the overall charm.
Cottage in Kissimmee
4.95 out of 5 average rating, 529 reviews

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.

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, 99 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.).

Guest favourite
A charming pink tiny house is positioned at the end of a tree-lined street. The house features a front porch with white railings and steps leading to a bright entry. Lush greenery and colorful shrubs enhance the front yard, creating a welcoming outdoor space.
Cottage in Kissimmee
4.84 out of 5 average rating, 140 reviews

Near Disney and all Parks- Tiny Cottage

Adorable and immaculate Tiny house Queen Bed in Master Loft with 2 twin beds- kids love to sleep up there ! Upper loft with 2 twin framed beds with new mattresses in Disney theme. Loft accommodates 2-4 children. We also have a Brand new pack and play for your infant or toddler if needed on the loft . The pack and play can be placed anywhere you desire.

Superhost
An open living space features a light-colored sectional sofa facing a large wall-mounted TV displaying a vibrant image of a castle. A dining area with white furniture and a staircase in the background create a welcoming environment, enhanced by natural light from the spacious layout.
Townhouse in Kissimmee
4.75 out of 5 average rating, 179 reviews

Resort Stay with Free Water Slides!

Just 10 minutes from Disney and 20 from Universal, this spacious 4-bedroom home sleeps 10 and offers a relaxing, carpet-free stay. Walk to Old Town, restaurants, and attractions. Enjoy resort-style amenities including pools, water slides, gym, and tennis court—all with the comfort of home.

Popular amenities for family-friendly rentals near Old Town

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

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Old Town
  7. Family-friendly rentals