Townhome holiday rentals near Old Town Kissimmee

A relaxing poolside area features shaded cabanas with comfortable lounge seating, inviting guests to unwind. A large swimming pool is visible in the background, surrounded by palm trees and vibrant landscaping. Sun loungers are positioned along the edge, providing ample space for leisure.

4.86 out of 5 average rating, 313 reviews

Magical 3-BDR Resort | Near Disney & Epic Universe

Premium corner unit with preservation views & a stunning Resort Clubhouse just a 1-min walk away. NO resort fees! | 1 min | Old Town Kissimmee | 3 min | Publix® | 3 min | McDonald's®, Wendy's®, Miller's Ale House® | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | Premium Outlet® I-4 | 9 min | DISNEY® AREA (All Parks) | 10 min | ESPN Sports | 10 min | Convention Center | 14 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 60 min | Bush Garden's® | 95 min | Sarasota & Clearwater

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.

4.94 out of 5 average rating, 161 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.

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, 255 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

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, 187 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, 210 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, 135 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).

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The dining area features a large wooden table set for dinner, with stylish chairs surrounding it. A cozy seating space is visible in the background, accompanied by a large window allowing natural light to enhance the warm tones of the decor.

4.89 out of 5 average rating, 269 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!

The image presents a four-part collage, featuring a bright bedroom with two spacious beds adorned with decorative pillows, a private hot tub surrounded by nature, a resort pool with loungers and a water slide, and a clubhouse area with expansive outdoor seating and vibrant landscaping.

4.85 out of 5 average rating, 131 reviews

♥︎ Disney-3 miles ♥︎ Private HotTub ♥︎Top Resort♥︎

Our gated-community townhouse offers a resort feeling with all the comforts of home, peaceful & quiet, yet central to Disney, Old Town, and all major attractions. After an exciting family day, relax in your private patio hot tub and enjoy the nature, or soak up some sun poolside at the resort. Fun for adults and kids of all ages! Also enjoy the resort tennis courts, pool table, gym, restaurant, and poolside snack bar! NO RESORT FEES! FREE PARKING!

A private hot tub is situated on a patio surrounded by a screen enclosure, offering views of a tranquil lake. A fountain can be seen in the distance, enhancing the serene atmosphere. Steps lead up to the hot tub, providing easy access.

4.95 out of 5 average rating, 220 reviews

Relaxing Resort Stay Hot Tub Lake View Near Disney

Escape to this relaxing 2-bedroom townhouse in the gated Regal Oaks Resort, just 15 minutes from Disney! Enjoy your own private hot tub overlooking a peaceful lake, unwind after park days, and take advantage of resort-style amenities like pools, water slides, a fitness center, and a kids' club. Whether you're planning a family vacation, couples’ getaway, or multigenerational trip, this home offers the perfect mix of comfort, convenience, and fun.

A bright bedroom features two double beds, each adorned with crisp white linens and neatly arranged towels. Two bedside tables with lamps are positioned beside the beds. Natural light streams in through the window, complemented by gray curtains, creating a serene environment.

4.88 out of 5 average rating, 181 reviews

⛵️THE⛵️ LAKE⛵️ HOUSE⛵️ (3BD/2BA/4 Smart TVs/Lakefront)⛵️

⚠️ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) ✔️Minimum age of 25 yo is required to book this unit and be ready to present photo ID when requested. Must attend the trip. ✔️Be one single family living outside Orlando area and visiting parks. ✔️Be kind, clean, and well-organized. ✔️Must carefully read and agree with (1) listing description, (2) house rules and (3) checkout instructions.

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.

4.94 out of 5 average rating, 217 reviews

2 BR Harmony House at Regal Oaks Resort

Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

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, 310 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 townhouse rentals near Old Town Kissimmee

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly townhouses

Townhouse in Four Corners

4.96 out of 5 average rating, 167 reviews

Near Disney/Kid-Friendly/Disney-Themed/Water Park

A clear blue swimming pool features gentle curves and shimmering water, surrounded by lounge chairs and palm trees. A waterslide is visible in the background, offering a fun attraction for guests. The inviting pool area is framed by a modern building with large windows.

4.84 out of 5 average rating, 317 reviews

Resort Living 4 Bed 3.5 Bath Townhome

The image displays a colorful two-story home with light green siding, accented by blue shutters. The pool area features a vibrant water slide and colorful play structures. The interior includes a children's sleeping area with themed decor and twin beds, creating a fun, inviting atmosphere.

4.93 out of 5 average rating, 119 reviews

Brand New Margaritaville Key Lime House by 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, 105 reviews

#2609 Resort Home near Disney Themed Jacuzzi 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.

4.98 out of 5 average rating, 44 reviews

Waterfront 2BR, Family resort in Disney area

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.

4.84 out of 5 average rating, 293 reviews

*Private jacuzzi!* Spacious home! Next to parks!

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, 129 reviews

Lake View - 5 Miles to Disney!

4.95 out of 5 average rating, 106 reviews

A colorful bunk bed structure is featured, decorated in vibrant shades of yellow, blue, and orange. The mural backdrop depicts a jungle scene with a leopard and tropical plants, enhancing the playful atmosphere of the room. Spiral staircases offer access to the upper sleeping area.

Townhouse in Davenport

Themed Home + Near Disney + Arcade + King Bed + Water Park + Spa

Townhouse rentals 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.

4.93 out of 5 average rating, 55 reviews

Travel Theme Private Home@Disney

A spacious living area is highlighted by soft neutral tones and modern furnishings. Multiple seating options surround a central ottoman, with large windows allowing natural light to illuminate the room. A flat-screen TV is mounted on the wall, complementing the inviting ambiance.

4.96 out of 5 average rating, 48 reviews

Beautiful Home w/ 3 En Suites & Breathtaking View

4.92 out of 5 average rating, 62 reviews

A modern living area features a light-colored sectional sofa paired with a glass coffee table on a blue area rug. Natural light floods the space through sliding glass doors, revealing an outdoor seating area. Elegant artwork adorns the walls, complementing the overall decor.

Townhouse in Davenport

Modern Champions Gate Home Near Parks

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.

4.9 out of 5 average rating, 205 reviews

AMAZING vacation house .Mins to Disney Regal oasks

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, 96 reviews

Cozy Disney Escape w/Heated Pool, Private Jacuzzi

A large swimming pool is set within a landscaped area, featuring a gentle curve and surrounded by lounge chairs and umbrellas. A clubhouse with a tiled roof is visible in the background, contributing to the inviting atmosphere of the gated community.

4.99 out of 5 average rating, 122 reviews

Family friendly/Pet friendly Orlando paradise

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.

4.94 out of 5 average rating, 34 reviews

Regal Oaks Renovated 4 Bed Unit

4.79 out of 5 average rating, 84 reviews

Lake View with sophisticated decor. South facing!

Townhouses with a patio

4.99 out of 5 average rating, 113 reviews

An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.

Townhouse in Davenport

3bd/2.5b Close to Disney °Luxury Paradise Living

A modern kitchen is showcased with light green cabinetry and stainless steel appliances. A large island with seating for four sits at the center. Soft lighting illuminates the space, while large glass doors offer views of the outdoor area.

4.96 out of 5 average rating, 136 reviews

Gerard’s Green View Lagoon Disney Getaway

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.

4.82 out of 5 average rating, 160 reviews

Vacation Home at Regal Oaks, 5 Minutes to Old Town

A charming exterior view of the yellow multi-level home is presented against a clear blue sky. Lush greenery and palm trees surround the entrance, while a bicycle rests beside the walkway. The architectural features include arched windows and a tiled roof.

4.91 out of 5 average rating, 184 reviews

MY HAPPY PLACE 3 Near to Celebration and Disney

A private pool area is enclosed by a screened lanai, featuring a spacious pool with clear water. A small seating arrangement with two wicker chairs and a table is visible, alongside a vibrant wall decoration. Lush greenery is seen beyond the pool area.

4.9 out of 5 average rating, 168 reviews

Home near Disney with Heated Pool

A spacious living area features a blend of modern and mid-century design elements. A large wooden dining table is accompanied by comfortable seating, while a green feature wall and decorative plants add a touch of nature. Light filters through the windows, illuminating the inviting space.

4.91 out of 5 average rating, 140 reviews

Disney Themed Townhome- 5 miles to Disney Property

An aerial view presents a vibrant community with several buildings and lush green landscaping surrounding a pool area. Close-up views of a modern kitchen showcase stainless steel appliances and light cabinets. A stylish living area features comfortable seating and decorative artwork, while the exterior reveals a welcoming townhouse entrance.

4.99 out of 5 average rating, 160 reviews

Stylish 3 Bedroom Townhome with Resort Amenities

A vibrant room features a red tube slide, artwork inspired by space, and a dresser with multiple drawers. Wall decals depict a galaxy and a spaceship, while glowing green panels create a striking backdrop. The door has an angular design, adding to the themed aesthetic.

4.96 out of 5 average rating, 127 reviews

*EPIC Bunk Slide*FREE Pool Heat*Minutes to Disney

Other townhome holiday rentals

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.

4.88 out of 5 average rating, 17 reviews

Regal Oaks 3BR Townhome | Resort Pool & Slides

A cozy living space is showcased with dark sofas accented by yellow pillows. A wooden coffee table holds decorative items, while a green plant adds a natural touch. Sunlight filters through sheer curtains, illuminating the neutral-toned walls and tiled flooring.

4.83 out of 5 average rating, 186 reviews

2 BR near Disney, Private Hot Tub, No Resort Fees!

5 out of 5 average rating, 9 reviews

RR788DRC - Upscale vacation rental - 7 guests

4.98 out of 5 average rating, 99 reviews

Clean, stylish retreat • Resort pool • Near Disney

New place to stay

3BDR Family Resort Stay | Pool & Water Slides

A private back patio features a jacuzzi and a dining table surrounded by wicker chairs. A large umbrella provides shade, while colorful beverage glasses decorate the table. Lush greenery is visible behind the patio screen, enhancing the outdoor space.

4.76 out of 5 average rating, 96 reviews

~Luxurious near Disney 2BD/2.5~Hot Tub 6 Sleeps +

4.8 out of 5 average rating, 30 reviews

Comfortable Stay Near Everything You Need!

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