Townhouse holiday rentals near Old Town

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

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.

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, 244 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!

The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.

4.88 out of 5 average rating, 241 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

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, 282 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, 331 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, 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!!

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, 262 reviews

Resort-style home close to Disney with jacuzzi

This beautifully decorated vacation 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. The Disney parks are 10 min away!

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.

4.85 out of 5 average rating, 271 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!

A spacious Master Bedroom features a large bed dressed in white linens, complemented by neutral furnishings. A flat-screen TV is mounted on the wall opposite the bed, while soft natural light filters through the window adorned with light curtains.

4.91 out of 5 average rating, 358 reviews

Stylish Villa Near Disney | Pool and Resort

Welcome to Casa del Sol! Experience the perfect blend of modern comfort and convenience in our 2-bedroom vacation home, just minutes from Disney World and top theme parks. Designed for families and groups, this home features contemporary décor, a fully equipped kitchen, and a private screened patio for ultimate relaxation. Take a refreshing dip in the resort pool or unwind with a cocktail at the Tiki Bar

Popular amenities for townhouse rentals near Old Town

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

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.

5 out of 5 average rating, 277 reviews

BOOK your Disney inspired Lakefront retreat NOW!

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

4.93 out of 5 average rating, 181 reviews

StoreyLake Resort | Private Pool | 4BR Near Disney

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.

4.92 out of 5 average rating, 146 reviews

#2609 Resort Home near Disney Themed Jacuzzi Pool

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

A spacious outdoor patio is highlighted by a private Jacuzzi, surrounded by a screened enclosure. Comfortable seating is provided by wicker chairs, and a large umbrella offers shade. The home’s large windows enhance the inviting atmosphere of the outdoor space that backs onto a wooded area.

4.89 out of 5 average rating, 284 reviews

Disney Escape private Hot-tub and no Resort Fees!

A serene pool area is surrounded by palm trees, offering a curved design highlighted by clear blue water. The dining space features a sleek table set with dishware and modern green chairs. A cozy bedroom showcases a spacious bed with dark linens, while a vibrant living area includes an arrangement of light furniture and colorful accents.

4.95 out of 5 average rating, 123 reviews

4mi to Disney, Summer Oasis w/ Pool & Water Slides

A poolside cabana is showcased with comfortable seating and a wooden tray displaying drinks and desserts. The refreshing pool is visible in the background, surrounded by lush palm trees and lounge areas. The warm colors of the resort buildings complement the inviting outdoor atmosphere.

4.89 out of 5 average rating, 128 reviews

Moana's New Home at Resort (w/no fees!) in Orlando

Townhouse accommodation with a washing machine and dryer

The resort pool area is surrounded by palm trees and features a large, curvy swimming pool with a separate children's slide. Lounge chairs and umbrellas are arranged neatly along the poolside, providing ample seating. The clubhouse is visible in the background, with warm lighting under a vibrant sunset sky.

4.92 out of 5 average rating, 73 reviews

Travel Theme Private Home@Disney

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 bedroom features a spacious bed adorned with a dark throw blanket, revealing a design inspired by a haunted theme. The walls are painted in vibrant purple with a patterned accent. Two bedside lamps provide soft illumination, while a ceiling fan offers airflow.

4.95 out of 5 average rating, 269 reviews

Haunted Mansion Retreat with pool 7 min to Disney

The spacious living area features a comfortable gray couch adorned with vibrant cushions, complemented by two small tables. A large window provides natural light and a view of the outdoor area with a barbecue and pool, while a wall-mounted TV offers entertainment options.

4.89 out of 5 average rating, 295 reviews

Luxurious Dream 4/3 Bedroom Home w/private Pool

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, 61 reviews

Waterfront Resort 2BR just 3 miles from Disney!

4.89 out of 5 average rating, 150 reviews

3 Bedrooms / 3.5 Bathrooms / Magic Village (7471B)

4.76 out of 5 average rating, 103 reviews

Family-Friendly Home Near Disney with Hot Tub

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

Townhouse rentals with a patio

4.97 out of 5 average rating, 116 reviews

Stunning 3 bedrooms Magic Village | 2 mins Disney

4.95 out of 5 average rating, 104 reviews

Luxury Villa! Style, Comfort and Exclusivity

The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.

4.99 out of 5 average rating, 181 reviews

Lake View - 5 Miles to Disney!

A modern kitchen is presented, featuring black appliances that include a refrigerator, oven, and microwave. Light-colored cabinets offer ample storage space, while a mosaic backsplash adds a subtle contrast. A granite countertop accommodates various kitchenware and utensils, enhancing the functionality of the kitchen.

4.92 out of 5 average rating, 201 reviews

MY HAPPY PLACE 3 Near to Celebration and Disney

An aerial view of the resort showcases multiple swimming pools surrounded by palm trees, with lounge chairs arranged around the poolside. The property features a water slide and is situated next to a serene lake, providing a picturesque setting for relaxation.

4.79 out of 5 average rating, 189 reviews

Vacation Home at Regal Oaks, 5 Minutes to Old Town

4.89 out of 5 average rating, 133 reviews

Bay Lilly sleeps 8 your home away from home

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, 138 reviews

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

4.98 out of 5 average rating, 112 reviews

Townhouse in Clermont

Happiness is a destination ! - NEW house with pool

Other townhome holiday rentals

4.92 out of 5 average rating, 12 reviews

2615 Bugatti

The exterior of a townhome is presented, featuring a warm color palette and large windows. Lush plants and palm trees are visible, contributing to the inviting landscape. Images of resort amenities appear in the corners, showcasing the private pool and clubhouse activities.

4.81 out of 5 average rating, 27 reviews

Regal Oaks 3BR Townhome | Resort Pool & Slides

4.95 out of 5 average rating, 22 reviews

Bright & Modern Stay Closest to Disney

The image showcases a spacious swimming pool surrounded by lush palm trees and tropical plants. A relaxing atmosphere is created with clear blue water, while a shaded area is provided by a large umbrella. The clubhouse is visible in the background, completing the inviting scene.

4.92 out of 5 average rating, 74 reviews

Comfortable home w/ resort pool | 10 min to 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

4.69 out of 5 average rating, 36 reviews

Cozy Stay Your Home Away-Best location- Heated Spa

4.76 out of 5 average rating, 17 reviews

Luxury Family Townhouse Near Disney & Dining

A modern living area is presented with a comfortable sofa against a light blue wall. A wooden coffee table sits in front, adorned with decorative items, while a lamp adds soft lighting. An accent chair and a small chalkboard enhance the inviting space.