Townhouse holiday rentals in Osceola County

Find and book unique townhouses on Airbnb

Top-rated townhouse rentals in Osceola County

Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.

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Top Guest favourite

An aerial view of the resort reveals a scenic layout surrounding a sparkling blue pool and vibrant water slides. Palm trees line the poolside area, where lounge chairs are arranged around the water's edge. The lush greenery and nearby lake add a natural touch to the inviting ambiance.

Townhouse in Kissimmee

4.96 out of 5 average rating, 303 reviews

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi

Welcome to our personal vacation home, Old Town Oasis! Beautiful LAKEVIEW property 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 & tiki bar with food & drinks, arcade games in Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

LocationFamilyNearby

Guest favourite

The kitchen showcases modern grey cabinetry and sleek stainless steel appliances. A bright white countertop offers seating for four on padded bar stools. Coffee and tea-making supplies are visible on the counter, with accent decor displayed on the shelves. A pantry door stands closed nearby.

Townhouse in Kissimmee

4.94 out of 5 average rating, 157 reviews

Private Gated Community 8 mins away from Disney!

Gorgeous brand NEW luxury condo gated w 24 hr security guard. 8 mins from Disney & all parks!! 2 bedrooms, 2 bathrooms (rain shower & tub) Therapeutic beds in every room, including full size pull out. Smart TVs in every room w/cable, Netflix, Wifi. Extra steps to clean & sanitize. 2 min walk to Super Walmart. Walking distance to food, shopping, gas, Starbucks & more. washer dryer, coffee, tea, toiletries Clubhouse Resort with pool, jacuzzi, playground, gym, tennis & volley ball court, lake.

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Top Guest favourite

A vibrant water play area features colorful water structures spraying refreshing streams of water. The shallow pool is surrounded by paved tiles and green landscaping, providing a welcoming environment for families to enjoy. Bright blue skies with fluffy clouds create a cheerful atmosphere.

Townhouse in Kissimmee

4.96 out of 5 average rating, 209 reviews

Disney 5BR • Private Pool Free Heat • Pet Friendly

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

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Top Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 359 reviews

Debbie’s Disney Getaway Be our Guest!

Beautiful spacious entirely remodeled townhouse! It’s a large 1700 sq ft 2 story home. Hardwood flooring throughout the entire home. All bathrooms are new and updated. Fresh paint and all new furniture. Huge bedrooms, kitchen and dining rooms. Minutes from Disney World (3miles), Old Town Kissimmee boardwalk (1 mile), Univesal (11miles). Plenty of shopping near by. Big private side and backyard. NEW HEATED Pool 76F, basketball court and 2 play grounds. Ducks walk around 2 fountain areas ponds.

LocationFamilyCheckout

Guest favourite

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.

Townhouse in Kissimmee

4.85 out of 5 average rating, 335 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!

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Guest favourite

Townhouse in Kissimmee

4.85 out of 5 average rating, 318 reviews

6 miles from Disney ! Private pool

This Beautiful newly renovated 3 bedroom 2.5 bathroom luxury townhouse has a private pool with complimentary resort facilities. The house is close to the Resort and Clubhouse, which has a lobby/reception, snack bar, all-year heated pools, training facilities, and a game room. It is 15 minutes from all Disney parks and close to Orlando attractions. Orlando International Airport is just 40 minutes from the home. Very relaxing and cozy. Newly renovated with new appliances and furniture.

LocationFamilyOutdoor spaces

Superhost

A modern bedroom features a spacious bed with a light gray patterned comforter. Natural light filters through large windows adorned with soft curtains, illuminating the neutral decor. A nightstand with a lamp adds a touch of warmth.

Townhouse in Kissimmee

4.84 out of 5 average rating, 100 reviews

5 BR 6 BA Villa 5min to Disney!

Summerville Resort is a new and prestigious collection of town-home villas just 5 miles from the entrance to Walt Disney World! Be among the first to stay in this contemporary vacation rental with pristine finishes & amenities. No need to wait in line to shower here; each of the 5 bedrooms has its own attached bath. After a day exploring the parks, come home to indulgence at the Resort, which features a community hot tub, heated pool, fitness center, playground, and a sleek Clubhouse.

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Guest favourite

A resort-style swimming pool is surrounded by sun loungers and palm trees, with clear blue skies overhead. The pool depth is marked at 3 feet. Colorful townhome exteriors are visible in the background, creating a welcoming atmosphere.

Townhouse in Kissimmee

4.96 out of 5 average rating, 175 reviews

Spacious 5 bdr 6 bth just minutes to Disney!

Superhost Jess welcomes you to this 5-bedroom, 6-bath spacious townhome in the heart of Kissimmee! Perfectly situated to explore all of Orlando’s attractions, including Disney World just 4 miles away. Enjoy thoughtful touches like a welcome basket upon check-in. Need an extra king-sized bed instead of 2 singles? Just ask! Relax in the resort-style amenities: pool, hot tub, fitness center, and playroom. Plus, a private patio with BBQ & fire pit for your enjoyment!

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Guest favourite

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.

Townhouse in Kissimmee

4.94 out of 5 average rating, 131 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.

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Guest favourite

A dining area with a rectangular table set for six features simple decor and a centerpiece. A cozy living space is visible with a sofa, chairs, and a TV. Light streams in through large windows, accentuating the open layout and inviting atmosphere.

Townhouse in Osceola County

4.98 out of 5 average rating, 108 reviews

Amazing townhouse near Orlando theme parks

Welcome! This is your place to gather, relax and enjoy, near everything! Orlando theme parks are only between 6 to 20 miles away, and other attractions for all ages and preferences are also nearby. This spacious 4 beds and 2.5 baths home is fully equipped. It is also family friendly, so you will have the basic items for your children's stay. We are sure that you will experience a cozy ambience and that you will enjoy your stay here!

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Guest favourite

A spacious living room features a large sectional couch in light grey, complemented by a textured area rug. A flat-screen television is mounted on the wall, and modern light fixtures hang from the high ceiling. The open layout provides a clear view into the dining area and kitchen.

Townhouse in Kissimmee

4.9 out of 5 average rating, 109 reviews

Retreat w/ BBQ + 4 Ensuite Rooms | 6 min Disney

Welcome to your dream vacation getaway! Perfectly located in Magic Village Views, this elegant 4-bedroom townhome features private bathrooms, a half bath, and a BBQ grill, comfortably accommodating up to 9 guests. Just minutes from Walt Disney World, top restaurants, and shops, this fully equipped home combines luxury, comfort, and convenience. Perfect for families or friends seeking an unforgettable Orlando stay!

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Guest favourite

A spacious living area is showcased, featuring a large dining table surrounded by eight chairs. A comfortable sectional sofa is positioned nearby, complemented by decorative pillows. A wall-mounted TV is present, along with a side table. Natural light enters through the window with light curtains.

Townhouse in Kissimmee

4.94 out of 5 average rating, 414 reviews

Spacious Home 5BDR / 3Bth near Disney wth PoolView

20 minutes from Disney! This spacious 5-Bedroom, 3-bath townhome sleeps the whole crew with a pool view in the back Why you’ll love it 20 min to all Disney parks, 30 min to Universal Fully equipped kitchen & in-home washer/dryer Fast Wi-Fi & smart TVs in every room Resort pool, gym, playground & 24/7 gated security Self check-in with keypad. 3 onsite parking spots on Driveway

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