Family-friendly rentals near Old Town

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, 153 reviews

#2609 Resort Home near Disney Themed Jacuzzi Pool

Relax in this LARGE FULLY RENOVATED LUXURY DESIGNER HOME in the famous REGAL OAKS RESORT w/ THEMED BR near DISNEY WORLD in ORLANDO FLORIDA! Enjoy the STUNNING LAKE FRONT VIEW, PRIVATE JACUZZI, NEW STYLISH FURNITURE, HEATED POOL, Waterslides, Poolside Bar, GAME ROOM, BILLIARD TABLES, Ping Pong, Restaurant, GYM, Tennis Court, and 24/7 Security Guard! - Walk 5 min to Old Town Amusement Park and World Food Trucks. - Drive 8 min to DISNEY, 20 min UNIVERSAL STUDIO, 15 min SEAWORLD and DISNEY SPRINGS

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, 252 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!

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

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).

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, 287 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, 337 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.

4.86 out of 5 average rating, 148 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, 112 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!!

4.89 out of 5 average rating, 246 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.

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, 339 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious outdoor pool area is surrounded by lounge chairs and palm trees, with a large building in the background. A waterslide can be seen to the left, and the setting sun casts a warm glow over the entire scene.

4.96 out of 5 average rating, 264 reviews

Resort-style home close to Disney with jacuzzi

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

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, 343 reviews

Disney/Universal Home Away from Home!

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.

4.9 out of 5 average rating, 127 reviews

1Private Heated HotTub Relaxing Resort near Disney

A sunlit community pool area showcases a large pool surrounded by palm trees and lounge chairs. The clubhouse, with expansive windows and a vibrant facade, stands in the background. Colorful slides and umbrellas add to the inviting recreational atmosphere.

4.95 out of 5 average rating, 110 reviews

A Colorful Splash | Magical Disney Lakeside Resort

4.87 out of 5 average rating, 119 reviews

Mickey and Star Wars Fun, Resort Pool & Slide

The resort-style pool is surrounded by palm trees and lounge chairs with blue umbrellas. A spacious deck features seating areas overlooking the water. The expansive pool area is designed with different sections for relaxation and recreation, enhancing the appeal of the outdoor environment.

4.93 out of 5 average rating, 183 reviews

Resort Style Vacation Townhouse, 10 Mins 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, 130 reviews

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

Family- and pet-friendly home rentals

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.

4.86 out of 5 average rating, 137 reviews

Pets Welcome, Close to Parks, Stocked Kitchen

4.81 out of 5 average rating, 180 reviews

The exterior of the hotel features a welcoming entrance with a registration area. Outdoor seating is available with tables and chairs under soft lighting. A colorful sunset enhances the skyline, highlighting the hotel's inviting ambiance.

Apartment in Kissimmee

Celebration Suites - 2 Miles from Disney - For 6

A bright living area features two white slipcovered sofas accented with patterned cushions. A coffee table rests in the center, surrounded by potted plants. Natural light enters through glass doors leading to the outside, complemented by a ceiling fan and wall decorations.

4.95 out of 5 average rating, 387 reviews

Adventure Awaits—Gorgeous Townhouse Close to Disney Parks

4.9 out of 5 average rating, 217 reviews

*Free Early Check ins / Late Check outs*

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, 241 reviews

2 BR Harmony House at Regal Oaks Resort

Four bedrooms are showcased, each featuring distinct themes inspired by Hogwarts houses. Rooms include large beds with decorative accents, wall art, and layered bedding. Natural light enters through multiple windows, and ceiling fans contribute to a comfortable atmosphere.

4.87 out of 5 average rating, 141 reviews

Magical Wizard Home 4BD, 3 BA Mins Away From Parks

A charming blue cottage is depicted, showcasing a combination of large windows and decorative greenery. The entrance is framed by a small garden, with a stone border and a variety of plants, creating an inviting outdoor space. A covered porch area is also visible.

4.89 out of 5 average rating, 247 reviews

Cozy Private Cottage 5 miles from Disney!

4.95 out of 5 average rating, 145 reviews

Dino-Mickey's Den

Family-friendly home rentals with a pool

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.

4.95 out of 5 average rating, 546 reviews

Bright & Cozy Cottage Near Disney

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.

4.84 out of 5 average rating, 150 reviews

Near Disney and all Parks- Tiny Cottage

4.65 out of 5 average rating, 48 reviews

RO2707BD - 4Bedrms - Regal Oaks

4.76 out of 5 average rating, 37 reviews

Entire house 15min to Disney with Hot Tub

A private hot tub is situated on an outdoor patio, enclosed by a screened area. Surrounding greenery and a tranquil water view are visible beyond the patio, providing a serene setting for relaxation.

4.95 out of 5 average rating, 64 reviews

Family Resort Retreat: Pool, Slides, 3 Mi Disney!

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

5.0 out of 5 average rating, 46 reviews

Disney Theme Rooms | Private Pool | Storey Lake

5.0 out of 5 average rating, 6 reviews

4 Bd/ 3 Ba/ Lucaya Village (8-101)

Family-friendly home rentals with Wi-Fi

4.79 out of 5 average rating, 122 reviews

A charming cottage exterior is depicted, featuring a light green facade and white railings. A single turquoise chair is positioned on the porch. Lush greenery and ornamental plants line the walkway, complemented by a landscaped area with mulch and natural textures.

Bungalow in Kissimmee

Sandcastle Cottage#51 Tropical Palms Kissimmee, FL

5.0 out of 5 average rating, 4 reviews

NICE Villa W/ Private Patio, Hot Tub & 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.

4.97 out of 5 average rating, 91 reviews

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

4.96 out of 5 average rating, 26 reviews

Mickey & Friends House

4.71 out of 5 average rating, 42 reviews

Family Gathering/Pool & Waterslides/Near Disney

A cozy living area features a light-colored sofa with coordinating cushions, positioned beside large windows that allow natural light to flood in. A colorful area rug depicting Mickey Mouse adds playfulness, while a glass coffee table sits in front. An open kitchen area is visible in the background.

4.95 out of 5 average rating, 37 reviews

Disney Cottage • 5 Miles to Parks • Full Kitchen

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