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, 147 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, 246 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, 283 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, 149 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, 332 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.

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.

4.93 out of 5 average rating, 121 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!

4.98 out of 5 average rating, 110 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!!

4.88 out of 5 average rating, 242 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.

A well-maintained exterior showcases a single-story house with a blue garage door and driveway, framed by a lush lawn and shaded trees. Inside, a bright living area is highlighted by modern decor and a large smart TV. A private screened pool is visible, surrounded by seating.

4.98 out of 5 average rating, 109 reviews

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

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, 540 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.

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

4.87 out of 5 average rating, 118 reviews

Mickey and Star Wars Fun, Resort Pool & Slide

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!

4.86 out of 5 average rating, 121 reviews

Resort Townhouse With private Hot Tub Near Disney

The entrance of a resort building is prominently featured, showcasing a warm color palette and architectural details. Tall columns support a shaded portico, welcoming guests. Lush greenery surrounds the area, and the sky is clear with subtle cloud formations, enhancing the inviting appearance of the resort.

4.95 out of 5 average rating, 169 reviews

Disney - Private Home@Regal Oaks!

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, 239 reviews

2 BR Harmony House at Regal Oaks Resort

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, 109 reviews

A Colorful Splash | Magical Disney Lakeside Resort

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, 228 reviews

AMAZING vacation house .Mins to Disney Regal oasks

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

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.

4.89 out of 5 average rating, 134 reviews

Pets Welcome, Close to Parks, Stocked Kitchen

A hot tub is situated on a patio with a view of a lake at sunset. The vibrant sky features hues of orange, pink, and purple, while a railing surrounds the space, enhancing the scenic atmosphere. The tranquil water reflects the colors of the sky.

4.99 out of 5 average rating, 100 reviews

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

4.87 out of 5 average rating, 455 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, 163 reviews

Private Pool + Spa Game Room •4m Disney •Pinball

4.96 out of 5 average rating, 141 reviews

Cottage of Charms

4.99 out of 5 average rating, 123 reviews

5BR Mario& Princess Peach•Pool•Theater•Free 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.

4.86 out of 5 average rating, 139 reviews

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

A spacious outdoor seating area features a modern grey sofa set surrounded by lush green walls, with a ceiling fan above. The large pool area showcases palm trees and lounge chairs under a clear blue sky. The entertainment room includes vibrant murals and a slide, while the game area contains stylish bunk beds and a movie theater setup with colorful lighting.

4.92 out of 5 average rating, 133 reviews

1.4 miles to Disney Luxury resort home by Walmart

Family-friendly home rentals with a pool

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.

4.85 out of 5 average rating, 146 reviews

Near Disney and all Parks- Tiny Cottage

A private heated pool is set within a screened enclosure, surrounded by a patio area. Two blue chairs and a white lounge chair are positioned nearby, with lush greenery visible beyond the pool. The clear water reflects the sky, creating a serene atmosphere.

4.99 out of 5 average rating, 167 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

4.9 out of 5 average rating, 208 reviews

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

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, 337 reviews

Resort Townhome with Water Park Near Disney

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, 62 reviews

Waterfront Resort 2BR just 3 miles from Disney!

5.0 out of 5 average rating, 12 reviews

Montego Bay Retreat | 15 Min to Disney

5.0 out of 5 average rating, 19 reviews

4BR Disney & Universal Themed Villa Reunion Resort

4.83 out of 5 average rating, 24 reviews

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

Family-friendly home rentals with Wi-Fi

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, 53 reviews

Regal Oaks Renovated 4 Bed Unit

4.89 out of 5 average rating, 18 reviews

Apartment in Kissimmee

Brand new luxury near clubhouse / lake view (405)

4.98 out of 5 average rating, 48 reviews

A cozy cabin exterior features natural wood siding, complemented by vibrant green doors. A spacious front deck with a railing offers seating, while a picnic table sits on the grassy area nearby, surrounded by lush trees and foliage.

Cabin in Kissimmee

Mouse House Cabin/ Legacy Disney Fort Wilderness

4.61 out of 5 average rating, 44 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

A bright living area features a comfortable couch adorned with decorative pillows and a dining table surrounded by chairs. A modern kitchen is visible in the background. Two inviting sleeping spaces are showcased, each with themed bedding featuring a playful character design.

4.9 out of 5 average rating, 63 reviews

Family Disney Escape｜Pools｜Sleep 6

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, 87 reviews

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