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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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Top guest favourite
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.
Townhouse in Kissimmee
4.93 out of 5 average rating, 101 reviews

#2609 Resort Home near Disney Themed Jacuzzi Pool

Relax in this LARGE FULLY RENOVATED LUXURY DESIGNER HOME in the famous REGAL OAKS RESORT w/ THEMED BR near DISNEY WORLD in ORLANDO FLORIDA! Enjoy the STUNNING LAKE FRONT VIEW, PRIVATE JACUZZI, NEW STYLISH FURNITURE, HEATED POOL, Waterslides, Poolside Bar, GAME ROOM, BILLIARD TABLES, Ping Pong, Restaurant, GYM, Tennis Court, and 24/7 Security Guard! - Walk 5 min to Old Town Amusement Park and World Food Trucks. - Drive 8 min to DISNEY, 20 min UNIVERSAL STUDIO, 15 min SEAWORLD and DISNEY SPRINGS

Guest favourite
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.
Townhouse in Kissimmee
4.9 out of 5 average rating, 165 reviews

Home near Disney with Heated Pool

Our space has been prepped to be modern, spacious, and vibrant! It has 3 Bedrooms and 2 1/2 bathrooms. Includes HEATED POOL that is regularly maintained as well as other important amenities like washer and dryer. All linens have been replaced along with towels and rugs. Club house is also a great place to spend time as it includes hot tubs, pools, a bar, pool table, & gym! Resort is gated and well maintained by staff. SE HABLA ESPAÑOL *Maintenance may access property only upon approval by guest*

Top guest favourite
A lush outdoor water complex showcases a winding lazy river surrounded by palm trees and landscaped greenery. Lounge chairs are positioned alongside the water, providing ample space for relaxation. In the background, a clubhouse and scenic waterfront can be seen under a bright blue sky.
Townhouse in Kissimmee
4.97 out of 5 average rating, 122 reviews

Luxury 5BR free heat private pool Disney Universal

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!

Top guest favourite
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.
Townhouse in Kissimmee
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!

Top 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
4.95 out of 5 average rating, 116 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.

Top guest favourite
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.
Townhouse in Kissimmee
4.98 out of 5 average rating, 134 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).

Guest favourite
The townhouse exterior showcases a bright yellow facade with a tiled roof, flanked by lush palm trees and manicured landscaping. A clean walkway leads to the welcoming front door, set against a backdrop of vibrant blue skies and fluffy white clouds.
Townhouse in Kissimmee
4.89 out of 5 average rating, 211 reviews

Beautiful Townhouse Near Disney! Private Hot Tub!

Welcome! This beautiful 2bd/2.5 bath townhouse is just 15 minutes from Disney! Our prime location is also close to other central Florida attractions such as Universal Studios and SeaWorld! There is a private hot tub in the backyard patio to enjoy after a long day at the parks! We also provide travel-sized toiletries, fresh towels, laundry supplies, etc., so you can pack light! We know that traveling can be tiring so please allow us to offer you an amazing home away from home. Happy travels!

Top guest favourite
A vibrant gaming area features a large wall mural of Mario characters, with Bowser prominently displayed. A console with colorful buttons invites interaction, paired with a large screen showcasing gameplay from Super Mario Bros. 3. The playful design appeals to children.
Townhouse in Kissimmee
5 out of 5 average rating, 109 reviews

New Near Disney Lake View Pool Mario Sleeps 10

Disney Lakeview Haven is a newly updated 5 bedroom townhome featuring a relaxing modern BOHO design, 3 themed rooms (Mario, Frozen, and Star Wars) with amazing murals and play features for kids, 2 King bed master suites, and a private rear patio and splash pool with colored string lights. Located in Storey Lake resort which is known for quick access to Disney outside of the Disney resorts on Osceola Parkway which has little to no traffic and is a relaxing ride to the parks.

Guest favourite
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.
Townhouse in Kissimmee
4.85 out of 5 average rating, 131 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to 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!

Top guest favourite
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
4.99 out of 5 average rating, 111 reviews

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

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

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
4.94 out of 5 average rating, 216 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.

Top guest favourite
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.
Townhouse in Kissimmee
4.99 out of 5 average rating, 126 reviews

Lake View - 5 Miles to Disney!

This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).

Popular amenities for townhouse rentals in Kissimmee

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$170 SGD$174 SGD$178 SGD$176 SGD$154 SGD$165 SGD$172 SGD$151 SGD$138 SGD$150 SGD$160 SGD$191 SGD
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Quick stats about townhouse rentals in Kissimmee

  • Total holiday rentals

    Explore 1,470 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 73,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,420 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    1,390 properties feature pools

  • Rentals with dedicated workspaces

    830 properties have a dedicated workspace

  • Wifi availability

    1,460 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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  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
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