Townhome holiday rentals in Kissimmee

A shaded lounging area features comfortable seating and a glass-top table, set with refreshments. In the background, a large pool glistens under the sun, surrounded by palm trees and various seating options, including cabanas and sun loungers.

4.84 out of 5 average rating, 214 reviews

Orlando Disney ºoº 3BD in Resort | Kissimmee

Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

Superhost

An open-plan living and dining area is highlighted, featuring a glass dining table with six chairs. A cozy sofa sits invitingly next to a wall-mounted Smart TV. The kitchen is equipped with modern appliances, with a small island and snacks displayed on the countertop.

4.82 out of 5 average rating, 194 reviews

⭐️THE⭐️ STAR⭐️ HOUSE⭐️ (4BD/3BA/5 Smart TVs)⭐️

⚠️ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) ✔️Max of 8 guests (adults + children + infants) ✔️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.

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, 219 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 spacious living area is showcased, featuring a large sectional sofa with decorative pillows. A flat-screen TV is mounted on a media console, while a coffee table sits in the center. Light from nearby windows enhances the open atmosphere leading into the dining area.

4.93 out of 5 average rating, 244 reviews

Tito's Beachy Townhouse, 1.5 miles from Disney

One of the closest and newest communities to Walt Disney World! Located just 5 minutes from Disney, our freshly updated townhouse is the perfect location for your next Florida adventure. A fully equipped kitchen, super-fast Wifi, heated pool, and a brand new Walmart just down the street are only a few of the many amenities you will find with this incredible rental. Our 1600 sq. ft. home is bright, fresh, and waiting to welcome our next guests. Absolutely the best unit in the entire community!

4.97 out of 5 average rating, 115 reviews

Townhouse in Orlando

Convenient Townhouse

Single-story townhome. A small conservation area serves as a background to the back porch. There is one parking space right in front of the home. It is conveniently located 15 minutes from the Orlando International Airport; 12 minutes from Gatorland, 25 from Walt Disney World, Universal Studios; and 1 hour from Kennedy Space Center and Cocoa Beach. USTA campus 20 minute drive via 417. Eateries, grocery stores, and pharmacies are within a 5 minute drive. 1 room is used for storage (not shown)

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, 233 reviews

4.95 Rated Pool Home 10 Min to Disney

Trusted by over 400 guests with a 4.95 rating. Quiet pool home designed for easy, stress free stays. Spotless, clutter free, and exactly as described. Fast WiFi and simple self check in. 10 minutes to Disney and major attractions. “Spotless, easy check in, and perfect location.” “Exactly as described. Would stay again.” 2-bedroom townhouse in the gated Regal Oaks Resort Private hot tub overlooking a peaceful lake, ll Resort-style amenities like pools, water slides, a fitness center.

A modern dining area features a glass table surrounded by six white chairs. A turquoise runner and matching napkins are laid out on the table, while a large mirror reflects the light from a stylish chandelier. Sliding doors offer a view of the outside space.

4.85 out of 5 average rating, 113 reviews

Modern & cheerful, private pool, near Disney

Our vacation home has it all: comfort, luxury, and entertainment. Modern furnishing, themed rooms, and your own private pool are just a few of the amenities you’ll enjoy during your stay in our kid-friendly 4 BR/3 BA home. You will also be just a few minutes away from Orlando’s main attractions including Disney World, Universal Studios, SeaWorld, Orange County Convention Center, and much more. And to top it all off, free access to Storey Lake’s amazing Water Park and Fitness Center!

4.95 out of 5 average rating, 127 reviews

4BD All-suites luxury home with BBQ near Disney!

Welcome to our charming home for 8! Experience the seamless fusion of opulence and coziness at this spacious retreat! Our unbeatable location situates you just minutes from Disney World, the excitement of Universal Studios, an array of exclusive dining options, outlet shopping, and much more! Enjoy your private grill area, creating unforgettable family moments. This perfect property provides everything you need to relax! *Themed Breakfast service is optional at an additional fee.

A collage of inviting spaces within the townhome is displayed. It includes a cozy living area with seating, a modern kitchen with granite countertops, and two colorful bedrooms, showcasing unique decor. A welcoming sign stating 'Be our Guest' is prominently featured.

4.97 out of 5 average rating, 231 reviews

BE OUR GUEST! Close to Disney and Universal - Pool

Our magical Disney Getaway is a townhome with touches of Disney! You will have the ENTIRE place to yourself! It is conveniently located in Mango Key, a small gated community, only 4 miles away from Disney World and 18 miles away from Universal. It is also located near many other major attractions, supermarkets, shopping centers, restaurants, and highways. This is a spacious and comfortable town-home offering all the amenities of a private home with 2 en-suite bedrooms!

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, 247 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 modern living area boasts high ceilings and large windows that invite natural light. Elegant furnishings include two gray sofas and a wooden dining table set against a backdrop of neutral tones. A flat-screen TV is mounted on the wall, and vibrant artwork decorates the space.

4.95 out of 5 average rating, 104 reviews

A Refined Modern Oasis next to Disney World

An architecturally stunning 2400 square foot corner villa next to Disney World Orlando that is privately owned and designed by the world-renowned Pininfarina Group of Italy embodies modern sophistication with open-concept living, high ceilings, 4 bedrooms (2 master bedrooms – one on each floor), 4 en-suite bathrooms, and a downstairs half bath. All bathrooms each have their own bath and shower supplies. THERE ARE NO CAMERAS ANYWHERE ON OR IN THE PROPERTY.

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, 226 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.

Popular amenities for townhouse rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

Townhouse in Four Corners

4.96 out of 5 average rating, 184 reviews

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

4.99 out of 5 average rating, 124 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

4.95 out of 5 average rating, 110 reviews

Townhouse in Davenport

No Airbnb Fees! Themed /Pvt Pool/Game Room. 238901

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, 147 reviews

Lake View - 5 Miles to Disney!

A queen bed with white linens is centered in this room, complemented by matching nightstands and lamps. Behind the bed, a large mural depicts a castle under a starry sky. A mirror reflects the room's decor, adding to the bright and open atmosphere.

4.95 out of 5 average rating, 185 reviews

Mickey Pool • Frozen • Waterpark • Near Disney

A bright dining area with a large table set for meals overlooks a modern kitchen with amenities, including stainless steel appliances. A cozy bedroom features a bed adorned with black and red accents. An aerial view displays a vibrant resort pool area with water slides and lounging spaces.

4.91 out of 5 average rating, 387 reviews

Heated Pool & Lazy River, Mini Golf | Near Disney!

A cozy bedroom features a twin over full bunk bed with a nature-themed mural of trees and wildlife behind it. The vibrant outdoor area showcases a private plunge pool with a screened enclosure surrounded by lounge chairs and an umbrella, offering a relaxing retreat.

4.89 out of 5 average rating, 142 reviews

Tropical Family Retreat 5 mi. to Disney Magic

Superhost

A Disney-themed double bedroom features two yellow beds adorned with black-and-white polka dot pillows and playful Mickey Mouse accents. A luminous mural of Mickey and Minnie Mouse is highlighted against a castle backdrop. Additional images showcase the master bedroom, resort pool, and a modern living area.

4.75 out of 5 average rating, 133 reviews

New Listing! Free Waterpark 2br/2ba, Fantasy World

Townhouse accommodation with a washing machine and dryer

A spacious living area features a comfortable sectional sofa and a large Smart TV, inviting relaxation after a busy day. The serene bedroom displays a plush bed with floral accents and soft lighting, while the outdoor view highlights a resort-style pool area surrounded by sun loungers.

4.93 out of 5 average rating, 15 reviews

Magical Stay Near Disney | Pool + Resort Access

A modern two-story building features a neutral facade with large windows. Inside, a spacious living area showcases comfortable seating arrangements and abundant natural light, complemented by stylish décor. An outdoor patio is presented with ample seating, surrounded by greenery and offering a peaceful atmosphere.

4.9 out of 5 average rating, 132 reviews

3 BD/3.5 BA Sleeps 6! MagicVillage Views (7471 BD)

Four images showcase a resort-style community featuring a series of interconnected pools surrounded by palm trees and lounge chairs. A modern living space with bright turquoise accents, a sleek kitchen, and a cozy bedroom with a spacious bed are also displayed, along with a private screened-in pool.

4.99 out of 5 average rating, 86 reviews

NEW Resort Home + FREE Water Park Close to Disney!

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, 206 reviews

Townhouse - 5 miles to Disney!

4.97 out of 5 average rating, 71 reviews

An outdoor sitting area features comfortable wicker chairs adorned with colorful cushions, arranged around a glass table. Lush green grass surrounds the space, with gentle trees framing the view of a serene pond and open landscape under a clear blue sky.

Townhouse in Davenport

Luxury Waterfront Retreat near Orlando Parks

Townhouse in Four Corners

The exterior of a modern townhome is displayed, featuring a symmetrical facade with two garage doors. Lush green landscaping, including palm trees, frames the entrance, which is adorned with two red doors. A smooth paver driveway leads up to the home, enhancing its curb appeal.

4.97 out of 5 average rating, 116 reviews

Golf Course View Home in ChampionsGate

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, 322 reviews

Disney/Universal Home Away from Home!

A screened patio features a hot tub surrounded by lounge chairs and a dining area. An umbrella provides shade over the table, and potted yellow flowers add a touch of color. The backdrop includes the exterior of the house and a glimpse of the landscape.

4.95 out of 5 average rating, 19 reviews

Waterfront Views/Private hot tub/3 miles to Disney

Townhouse rentals with a patio

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.

4.83 out of 5 average rating, 141 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort

4.97 out of 5 average rating, 150 reviews

A bright dining area is equipped with a white table and six clear chairs. Overhead, a modern pendant light provides illumination. The table is set with dishes and cutlery, complemented by small potted plants on the center. Mirrored wall panels create a sense of space.

Townhouse in Clermont

Luxury 3 bdr townhome 12 miles 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.

4.88 out of 5 average rating, 269 reviews

Luxurious Dream 4/3 Bedroom Home w/private Pool

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.

4.81 out of 5 average rating, 170 reviews

Vacation Home at Regal Oaks, 5 Minutes to Old Town

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, 249 reviews

4M Disney! Private spa, Wi-Fi, Coffee/Tea

A private pool area is enclosed with black mesh fencing, creating a secure environment. The pool features a smooth surface and is accompanied by loungers for relaxation. A vibrant mural is painted on one wall, adding a colorful touch to the outdoor space.

4.97 out of 5 average rating, 103 reviews

Making memories on vacation!

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, 175 reviews

Home near Disney with Heated Pool

A modern open-concept living area showcases a fully equipped kitchen with stainless steel appliances and a granite breakfast bar with seating for four. A dining area accommodates six guests and offers views of an iconic castle displayed on the wall-mounted TV.