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Family-friendly rentals near Old Town Kissimmee

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals near Old Town Kissimmee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 253 reviews

Relax into Resort-Style Living at a Bohemian Retreat

While away balmy evenings on the oversized screened patio and rest tired legs in the hot tub after a long day at the parks. This airy, spacious abode combines patterned rugs and cushions with leafy house plants and botanical prints for a calm vibe. We hope you trust us with your vacation. Your vacation is a priority to us! ABOUT THE SPACE: The first floor consists in living room with sofa bed, 1/2 bathroom, full kitchen, and an oversized patio with HOT TUB. The second floor has three bedrooms. One master with a king bed an a private bathroom and two other rooms, one with a queen bed and the other with two twin beds. In this home, every desire has been anticipated so this resort lifestyle will provide perfect memories and experiences that will last a lifetime. ABOUT WHY US: Self check in, fast WIFI, cable, gym, free parking, washer and dryer inside the home, reliable and fast communication with host, BEAUTIFUL home dƩcor, pack and play with soft mattress, high chair, and sofa bed for extra people. Did I mentioned the HOT TUB? and many other included necessities. You will be have access to the whole house and all the amenities in the resort. This is a self check in/check out home. ABOUT THE COMMUNICATION: We are fast responders and we should answer the very same day you may have an inquire. If you have any question, feel free to ask! The Regal Oaks Resort combines an oversized pool, water slides, a convenience store, a gym, and a bar and grill restaurant. Disney is 10 minutes away and Old Town is next door. Columbia Restaurant, Bucca Di Beppo, Pei Wei, and Red Lobster are nearby. We have AVIS and Budget rental car within walking distance from the house as well as PUBLIX, 7-ELEVEN, WALLGREENS, TMOBILE, and many other stares. Hypoallergenic dogs will be considered on a case to case basis. Not to exceed 20 pounds. Only very well groomed pets. (You will be charged large deposit if we encounter flea).

Top Guest favourite
Condo in Orlando
4.89 out of 5 average rating, 454 reviews

NEAR DISNEY -Nicely Reno’d 3-BR/BA Condo -Sleeps 8

Located < 2 miles to Walt Disney World in a Gated-Community ... A newly Refurbished, Spacious 1500 Sq ft Luxury 3-Bedroom / 3-ensuite Bath Condo It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney, best of work travel, to the best of Florida- this property offers the perfect environment for you to spend a lifelong perfect memory. Situated in Lake Buena Vista close to Disney & Marriot World Center - fun/work is just around the corner.

Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 157 reviews

Resort Style Vacation Townhouse, 10 Mins to Disney

Located only 10 minutes from DISNEY, this RESORT STYLE townhouse provides the perfect home for your vacation! Luxury 2 bedroom, 2.5 bathroom with 1 King-sized bed, and 2 double beds. Charming conservation view with screened patio featuring private Jacuzzi. Regal Oaks at Old Town community has world class Clubhouse: large pool, water slide, indoor gym, tennis court, restaurant, bar, convenience store, and 24HR security with gates. Walking distance to Old Town and Fun Spot, restaurants and stores.

Guest favourite
Apartment in Kissimmee
4.89 out of 5 average rating, 364 reviews

King Bed Family Condo Orlando Disney Universal

Welcome šŸŒž This unit is on the second floor, no elevator. Your deserved fun vacation away from home starts here Located in the heart šŸ’— of Walt Disney World and all Kissimmee and Orlando’s best fun spots! Includes 1 KING bed, 1 queensize and twinsize sofa bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video — perfect for relaxing after a fun-filled day.✨ šŸš— NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

Top Guest favourite
Townhouse in Kissimmee
5 out of 5 average rating, 253 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

Guest favourite
Townhouse in Kissimmee
4.88 out of 5 average rating, 207 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

Guest favourite
Townhouse in Kissimmee
4.9 out of 5 average rating, 201 reviews

AMAZING vacation house .Mins to Disney Regal oasks

Beautiful luxury Resort style Vacation house! Big screened patio with private jacuzzi . Excellent Location! 3miles from Disney resort, just 10 minutes form Disney, universal, sea world , 0.1 mile walking distance to Old Town fun. numerous restaurants ,tourist attractions and easy access to major highways such as SR 417 and 14 .Uber /Lyft stop ,lynx bus to Disney . Guests also have full access to all resort amenities and activities ! *FREE- WiFi and 3 Cable TV for each rooms 52ā€ living room

Top Guest favourite
Townhouse in Kissimmee
4.98 out of 5 average rating, 133 reviews

Regal Oaks Resort Lake View 2BR near Disney Parks

Our gorgeous 2 bed 2.5 bath DELUXE townhome is located in the pristine Regal Oaks Resort located just behind Old Town theme park and minutes from Disney, shopping, restaurants & more. Inside our home you will find a living/dining room combo and a kitchen boasting stainless steel appliances and granite countertops. Upstairs an in suite beautiful Mickey decor guest room and one master suite with private balcony overlooking a beautiful pound view and huge conservation area (all rooms no carpet).

Superhost
Townhouse in Kissimmee
4.84 out of 5 average rating, 289 reviews

*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!

Guest favourite
Townhouse in Kissimmee
4.82 out of 5 average rating, 162 reviews

#2662 Priv Jacuzzi Themed Villa Universal Disney

NEW HARDWOOD floor! SMART TVs in ALL ROOMS. FREE WIFI & COFFEE! Private JACCUZI! Southwest facing patio with plenty of SUNLIGHT! 3 miles from Disney Entrance! Walk to famous Old Town/Fun Spot/Stores, Uber/Lyft stop, Lynx bus to Disney; 15 mins to SeaWorld, 20 mins to Universal. 2 BD 2.5 BA, ALL Bedrooms with En-suite Bathrooms; Granite counter, Stainless Steal appliances; Pool, water slides, fitness, tennis, restaurant, bar, mini store, and 24-hour security guard.

Superhost
Townhouse in Kissimmee
4.89 out of 5 average rating, 265 reviews

RUSTY'S DEN House with Hot Tub 3 miles from Disney

This spacious and recently updated townhouse is located in a beautiful private and gated resort, which offers guests their own private hot tub, a shared pool with pool bar, gym, and a convenience store. No resort or parking fees! Guests have a private hot tub and enjoy neutral colors in the interior design that lend a gentle aesthetic, while modern industrial accents add a charm and character. Located just 3 miles from Disney & 11 miles to Universal Studios!

Top Guest favourite
Townhouse in Kissimmee
4.95 out of 5 average rating, 306 reviews

Disney/Universal Home Away from Home!

At the Regal Oaks Resort you will find a fantastic pool, water slides, games room, gym, sauna, onsite dining at the clubhouse and much more! We DO NOT have any additional resort fees, the price you pay is final, it includes everything and all free amenities at our resort! Nature's little get away. Our home is located in a very private section of the resort backing onto a large conservation area. Nothing but green life and palm trees!

Popular amenities for family-friendly rentals near Old Town Kissimmee

Quick stats about family-friendly rentals near Old Town Kissimmee

  • Total rentals

    350 properties

  • Nightly prices starting at

    $70Ā NZD before taxes and fees

  • Total number of reviews

    30K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    320 properties have a pool

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

Destinations to explore

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