Family-friendly rentals near Old Town

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.

4.98 out of 5 average rating, 250 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!

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.

4.97 out of 5 average rating, 284 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!

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.

4.9 out of 5 average rating, 151 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.

An aerial view of a uniquely shaped swimming pool is seen, surrounded by lush palm trees and blue umbrellas. The pool is designed with a gradual slope and steps, providing a relaxing environment for guests.

4.85 out of 5 average rating, 334 reviews

*Private spa!* 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!

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.

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.

4.98 out of 5 average rating, 111 reviews

4BR Lakefront Home•3 mi to Disney•Walk to Old Town

Welcome to Villa Marquesa (private mgmt), a revamped 4-bed, 3.5-bath end-unit 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!!

The bedroom features two full beds, each with themed bedding showcasing Mickey and Minnie Mouse. A red nightstand is positioned between the beds, and playful accents include plush toys. Light filters in through the window, complemented by white walls with polka dot accents.

4.91 out of 5 average rating, 125 reviews

1Private Heated HotTub Relaxing Resort near Disney

A cozy decorated and comfortable townhome with private jacuzzi. Minutes away from the magic, 15 mins to SeaWorld, 20 mins to Universal and walking distance to Old Town fun. This townhome was newly listed in February 2023, managed by an experienced co-host with 300+ nearly 5-star reviews. It is our top priority to make sure you have a smooth stay no matter one day, one week or one month. Our property is fully cleaned after each check out. You can book with us with confidence!

4.89 out of 5 average rating, 244 reviews

Disney Area Lakefront Townhome + Private Jacuzzi

Relax by the lake after a full day at Disney! This family-friendly 2-bedroom townhome features a private jacuzzi on a screened lakefront patio, two ensuite bedrooms, a fully equipped kitchen, and space for up to 6 guests. You'll also enjoy complimentary access to resort amenities including a heated pool, waterslides, fitness center, tennis court, tiki bar and restaurant—all inside a 24-hour gated resort. Disney parks, Disney Springs and Old Town are just minutes away.

4.76 out of 5 average rating, 103 reviews

Family-Friendly Home Near Disney with Hot Tub

Welcome to your perfect family getaway near Disney! Our modern, family-friendly home is located in the beautiful Regal Oaks Resort, just minutes from Disney, Universal Studios, and SeaWorld. Enjoy the convenience of nearby restaurants, shopping, and top Orlando attractions, along with easy access to major highways. Whether you’re here for theme parks or relaxation, our home offers comfort, space, and a prime location—only 25 minutes from Orlando International Airport.

The image showcases the vibrant swimming pool area of the resort, featuring a water slide and surrounded by palm trees. The kitchen area displays modern appliances, including a stove and granite countertops. A dining table is set for six, and a comfortable living space is visible with seating for relaxation.

4.95 out of 5 average rating, 342 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!

4.85 out of 5 average rating, 286 reviews

Tiny home in Kissimmee

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??

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.

4.88 out of 5 average rating, 338 reviews

Resort Townhome,Water Park-September Special Price

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A collage showcasing the townhome's features. The Mickey-themed guest room displays a bright mural, while the master suite is elegantly arranged. The kitchen is equipped with stainless steel appliances, and the living area offers a serene pond view through large sliding glass doors. A resort-style pool area is depicted from above.

4.98 out of 5 average rating, 141 reviews

Regal Oaks Resort Lake View 2BR near Disney Parks

4.91 out of 5 average rating, 360 reviews

Stylish Villa Near Disney | Pool and Resort

A bright bedroom contains two spacious beds dressed in light blue bedding. Floral accent pillows add color, while a large mural of a castle and lush greenery serves as a captivating backdrop. Natural light filters through pink curtains, enhancing the cheerful ambiance.

4.87 out of 5 average rating, 135 reviews

Pets Welcome, Close to Parks, Stocked Kitchen

A resort-style swimming pool is framed by palm trees and lounge chairs. The image shows a screened patio with a private jacuzzi and outdoor dining space, along with a colorful water slide visible nearby. The themed bedroom features bright decor and ample bedding, appealing to families.

4.93 out of 5 average rating, 150 reviews

#2609 Resort Home near Disney Themed Jacuzzi Pool

An outdoor patio area features a hot tub, accompanied by colorful chairs and a small table. The scene is set against a scenic lakeside view, framed by a protective screen enclosure, with gentle evening light illuminating the space.

4.94 out of 5 average rating, 108 reviews

Once Upon A DreamStay: *Luxury *Lakeview *Disney

A private screened patio features a jacuzzi with colorful lights, creating a calm ambiance. Two outdoor chairs are positioned nearby, providing a comfortable spot to relax. Soft lighting illuminates the area against a backdrop of lush greenery and a clear evening sky.

4.91 out of 5 average rating, 229 reviews

AMAZING vacation house .Mins to Disney Regal oasks

The dining area features a wooden table set for six, adorned with colorful placemats and plates. The bright space flows into a living area with a comfortable sectional sofa and a flat-screen television. Natural light streams through sliding doors leading to a patio.

4.91 out of 5 average rating, 150 reviews

Amazing Location in Regal Oaks close to Disney

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.

4.96 out of 5 average rating, 104 reviews

Resort themed home near Disney with spa

Family- and pet-friendly home rentals

4.74 out of 5 average rating, 163 reviews

The exterior of a two-story hotel building is shown, featuring a registration area with a bright sign. Outdoor seating at small tables is visible under soft lighting, while a colorful sunset provides a warm backdrop to the scene.

Flat in Kissimmee

Celebration Suites - 2 Miles from Disney - For 6

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.

4.95 out of 5 average rating, 240 reviews

2 BR Harmony House at Regal Oaks Resort

4.9 out of 5 average rating, 217 reviews

*Free Early Check ins / Late Check outs*

The open-concept living area features a modern kitchen and dining space, equipped with stylish furnishings and large windows bringing in natural light. A private pool is visible outside, alongside the suggested resort amenities, including a water slide. Comfortable seating is provided at the dining table.

4.86 out of 5 average rating, 100 reviews

Access to Amazing Water Park!

4.89 out of 5 average rating, 269 reviews

Bohemian Bungalow! <5 Miles from Parks! 2 Masters!

4.97 out of 5 average rating, 145 reviews

Cottage in Kissimmee

Cottage of Charms

4.87 out of 5 average rating, 456 reviews

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

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

4.93 out of 5 average rating, 146 reviews

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

Apartment in Celebration

Pet friendly Orlando area near ESPN Center

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 542 reviews

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

Bright & Cozy Cottage Near Disney

An aerial view of the resort showcases a large pool area surrounded by palm trees and lounge chairs. A vibrant water slide is positioned next to the pool, with patio seating visible near the clubhouse. The blue water reflects the landscape in a calm setting.

4.74 out of 5 average rating, 120 reviews

4 Br. Townhouse! Family Resort! 4 mi. from Disney!

4.9 out of 5 average rating, 210 reviews

Cozy family home w/ heated pool 15 min. to Disney

The image displays a variety of spaces within the resort-style house. A comfortable living area is observed with two gray sofas and decor accents, while a cozy sleeping area features a large bed and artwork. A private hot tub and a sparkling pool surrounded by palm trees add to the appeal.

4.9 out of 5 average rating, 129 reviews

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

4.85 out of 5 average rating, 26 reviews

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

4.62 out of 5 average rating, 45 reviews

RO2707BD - 4Bedrms - Regal Oaks

The exterior of the townhouse features a welcoming entrance with a decorative wreath on the door. Light-colored siding complements the lush greenery surrounding the front yard. Windows with white shutters allow natural light to enter the interior spaces, while a parking area is visible in the foreground.

4.99 out of 5 average rating, 95 reviews

JRVacationHome@Regal Oak Resort-Old Town/Fun Spot

4.75 out of 5 average rating, 36 reviews

Entire house 15min to Disney with Hot Tub

Family-friendly home rentals with wifi

A vibrant water slide structure features intertwining blue and green tubes, leading into a sparkling pool below. Lush potted plants surround the pool area, adding a touch of greenery to the fun atmosphere.

4.96 out of 5 average rating, 54 reviews

Regal Oaks Renovated 4 Bed Unit

4.69 out of 5 average rating, 39 reviews

Cozy Stay Your Home Away-Best location- Heated Spa

4.71 out of 5 average rating, 42 reviews

Spacious Townhome/Pool & Waterslides/Near Disney

A vibrant dining area is shown, featuring a large table set for six. Below, a private hot tub is visible on a patio, surrounded by lush greenery. A spacious bedroom with elegant decor is highlighted, showcasing a comfy bed and large windows letting in natural light.

4.98 out of 5 average rating, 89 reviews

Disney Getaway, Hot Tub, 10 min to Parks, 6 people

4.92 out of 5 average rating, 12 reviews

2615 Bugatti

5.0 out of 5 average rating, 3 reviews

NICE Villa W/ Private Patio, Hot Tub & Near Disney

5.0 out of 5 average rating, 12 reviews

Cottage in Kissimmee

Beauty and the Beast

An aerial view reveals a vibrant resort pool area surrounded by palm trees, featuring waterslides and sun loungers. The clear blue water invites relaxation, while the resort buildings frame the scene under a sunny sky.