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Townhome holiday rentals in Kissimmee

Find and book unique townhouse rentals on Airbnb

Top-rated townhouse rentals in Kissimmee

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

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Guest favourite
Two themed children's bedrooms are featured, with Star Wars decor showcasing twin beds and colorful bedding. The vibrant Avatar mural is displayed in another room. A cozy living area is visible, adorned with playful accents and inviting seating.
Townhouse in Kissimmee
4.97 out of 5 average rating, 120 reviews

"Castaway Oasis" 5 Bed Townhome, Heated Pool & BBQ

Welcome to“Castaway Oasis”,newly decorated luxury 5 bedroom 4.5 bath townhouse with private heated pool in the resort of Windsor at Westside. 3 KING Bedrooms,2 exciting Kids bedrooms, Lazy Boy Sleeper Couch in the Loft. The community is an upscale, gated resort with a 10,000 sqft Clubhouse, 2 Pools, Lazy River, Hot Tub, Kids Splash pool, Tiki Bar& Fireplace lounge, Fitness Center, Volleyball Court, Basketball Court, FREE Arcade. Complimentary access to all amenities is included for our guests.

Top guest favourite
An open living and dining area features a modern aesthetic with a light wood accent wall. A spacious dining table accommodates six, complemented by stylish seating. The kitchen is equipped with stainless steel appliances, and a large flat-screen TV is mounted on the wall.
Townhouse in Kissimmee
4.98 out of 5 average rating, 171 reviews

13 Minutes To Disney, Pool, King Size, No Fees

- No Airbnb Service Fees -Weekly & Monthly discounts! - 3 bedroom, 3 bath townhome located in the heart of Disney. Gated Community. Pool. Gym. - Disney property (13 minutes), Disney Springs (20 min), Universal Studios (25 minutes), Sea World (24 minutes), Convention Center (17 minutes) - 5 minutes shopping, attractions and dining - Professionally maintained to give you and your family the best guest service experience - Movie Room - 75" flat screen TV - Fully stocked with all essentials

Top guest favourite
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.
Townhouse in Kissimmee
4.97 out of 5 average rating, 270 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!

Top guest favourite
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.
Townhouse in Kissimmee
4.88 out of 5 average rating, 144 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.

Top guest favourite
Townhouse in Kissimmee
4.95 out of 5 average rating, 119 reviews

4mi to Disney, Summer Oasis w/ Pool & Jacuzzi

Escape to our cozy Orlando townhouse where adventure meets nature! Relax in your private backyard jacuzzi with sunset views over lush greenery, sometimes even spotting deer. 🦌 Located in a resort-style gated community with a heated pool and water slides, it’s the perfect mix of fun and relaxation.🏖️ Minutes from theme parks, shopping, dining, and nightlife. In Regal Oaks Resort, a short walk to Old Town! – 10 min to Disney – 18 min to SeaWorld – 20 min to Universal

Superhost
The living and dining area features a light-colored sofa adorned with red cushions, accompanied by a dark coffee table. A dining table with six chairs is visible, alongside a kitchen area with stainless steel appliances. Wall decorations include geometric art and a wall clock.
Townhouse in Kissimmee
4.88 out of 5 average rating, 183 reviews

☀️THE☀️SUNSHINE☀️HOUSE☀️(3BD/2BA/3SmartTVs)☀️

⚠️ 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.iona

Top guest favourite
Townhouse in Kissimmee
4.87 out of 5 average rating, 152 reviews

Special offer near Disney - free waterpark 2857

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

Guest favourite
A private terrace features a spacious jacuzzi surrounded by outdoor seating. A barbecue grill is positioned nearby, with an inviting dining area visible in the background. The area is sheltered by a canopy, providing shade and comfort.
Townhouse in Kissimmee
4.81 out of 5 average rating, 139 reviews

Jacuzzi Magic Village 4 suites near Disney & 192

MAGIC VILLAGE VIEWS - 8 GUESTS - 4 SUITES - BBQ - JACUZZI - 06 MIN DISNEY Magic Village Views, new condominium, with houses of modern contemporary architecture, rooms with double height ceilings, contemporary furniture, terrace with barbecue and parking spaces in front of the unit. Well located near US-192, 6 minutes from Disney parks, 25 minutes from Universal, 26 minutes from Sea World, 3 minutes from pharmacies and Walmart. (3081 Rcf way)

Top guest favourite
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.
Townhouse in Kissimmee
4.95 out of 5 average rating, 237 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.

Guest favourite
The spacious living room features large windows allowing natural light to fill the area. A modern entertainment center displays a 65" Smart TV. Comfortable seating is arranged around a wooden dining table, with decorative plants elegantly placed throughout the room.
Townhouse in Kissimmee
4.93 out of 5 average rating, 110 reviews

3143 Luxury 3BR Townhouse by Disney World Orlando

This townhouse is located in a PRIME location NEXT to Disney Animal Kingdom. You can't get closer if you are staying outside the parks. Luxury modern & stylish design in every corner, 3 Bedroom and 3.5 bathroom. First master suite has a KING bed, second master suite has another KING bed and third bedroom in suite has two TWIN beds. All of them with a LED TV. Gated community and FREE parking with fine exclusive restaurant.

Top guest favourite
A private pool area is enclosed by a screened lanai, providing a safe and inviting space. The pool features a clear blue surface, surrounded by paver stones and outdoor seating. A red umbrella provides shade over the table and chairs, enhancing comfort for relaxing moments.
Townhouse in Kissimmee
4.97 out of 5 average rating, 119 reviews

4BR Resort Townhome with Private Pool near Disney

Welcome to your Disney World vacation home – your gateway to magic and fun! Nestled in the prestigious Terra Verde Resort, our inviting 4-bedroom townhome offers the perfect blend of comfort, convenience, and entertainment. Located just 10 miles from Disney World, 12 miles from Sea World, and 14 miles from Universal Studios, this home is ideal for families and groups looking to make the most of their Orlando adventure.

Guest favourite
Townhouse in Kissimmee
4.93 out of 5 average rating, 267 reviews

Boho Resort Villa | Pool, Spa & Disney Area

Relax in this stylish boho-inspired townhome, designed to be your cozy home away from home just 15 minutes from Disney. Perfect for families, this space blends comfort, warmth, and a laid-back vacation vibe. Unwind in a California King Tempur-Pedic bed, enjoy peaceful pond views, and take advantage of resort amenities like a pool, gym, and clubhouse after a day at the parks.

Popular amenities for townhouse rentals in Kissimmee

When is the best time to visit Kissimmee?

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Avg. price$175 SGD$180 SGD$194 SGD$175 SGD$153 SGD$164 SGD$171 SGD$150 SGD$137 SGD$142 SGD$163 SGD$194 SGD
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Quick stats about townhouse rentals in Kissimmee

  • Total holiday rentals

    Explore 1,410 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 75,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,390 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 290 rentals that welcome pets

  • Holiday rentals with a pool

    1,310 properties feature pools

  • Rentals with dedicated workspaces

    820 properties have a dedicated workspace

  • Wifi availability

    1,410 of Kissimmee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kissimmee rentals

  • 4.7 Average rating

    Kissimmee stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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