Townhome holiday rentals in Kissimmee

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, 192 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 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.

4.95 out of 5 average rating, 122 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.

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, 212 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

4.92 out of 5 average rating, 202 reviews

An open living space is showcased with modern furnishings, including a white sectional sofa, a sleek coffee table, and a dining area. Natural light filters through large windows, and a wall-mounted TV displays a streaming service. Polished tiles and potted plants enhance the contemporary aesthetic.

Townhouse in Clermont

Close to Disney! Modern home w/ private pool.

Located in a quiet eco-friendly community surrounded by nature, this two-floor end row townhouse offers close proximity to Disney Animal Kingdom (10 miles) and Walmart Supercenter (2 miles) as well as a huge number of dining options. After long days at theme parks or sight seeing, this home will help you take the stress away with its cozy soaking pool and relaxing nature view. Each bedroom has own bathroom! Please see the pictures and captions as well as continue reading below to learn more!

Townhouse in Four Corners

4.96 out of 5 average rating, 172 reviews

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

Your magical vacation starts here! Just 15 minutes from Disney World, this beautiful, family-friendly home offers luxury, themed rooms, and fun, perfect for creating unforgettable memories. The home is located in the ChampionsGate area. It has 3 bedrooms, 2.5 bathrooms, modern furniture, and super fast internet. You will have free access to the Enclaves at Festival amenities center which features a large beach-entry pool, kids water park, beach volleyball, mini-golf, restaurant, and gym.

Decorative pillows featuring iconic Mickey and Minnie Mouse characters are placed on a stylish bed. The minimalist design emphasizes a welcoming ambiance in the room, complemented by neutral tones and modern furnishings.

4.94 out of 5 average rating, 369 reviews

Waterpark, Mini Golf, Batting Cage | Near Disney

**Waterpark closed for maintenance from January 5th to February 5th, 2026** (See photo 7 in album for details) Located minutes from Disney World & steps from restaurants. Your reservation will give you access to the resort’s amenities for up to 6 people without an additional charge! ✪AMENITIES✪ FantasyWorld amenities include: -Lazy river -Water slides -Heated pools -Pool bar -Splash pad -Jacuzzi -Gym -Picnic & BBQ areas -Playground -Arcade -Batting cage -Sports courts -Mini golf & more

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, 236 reviews

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

Welcome to our personal 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!

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, 132 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!

4.99 out of 5 average rating, 115 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

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.

A private patio features a bubbling hot tub alongside a dining area with a table and chairs, shaded by a vibrant orange umbrella. The space is enclosed by screens, offering a bright atmosphere with clear blue skies in the background.

4.85 out of 5 average rating, 251 reviews

Resort Style 12 min Disney, Jacuzzi, Sleeps 8

Escape the crowds and enjoy your private oasis in our family-friendly townhouse, just 12 min from Disney! Located in the gated Regal Oaks Resort, you’ll enjoy resort perks—heated pool, gym, tennis & kids-eat-free restaurant—plus the comfort of home. Professional cleaning, fresh linens, free highchair & Pack ’n Play, sofa bed sheets on request, stroller rentals, starter kit & discounted park tickets. Comfort, savings & fun for up to 8 guests!

4.88 out of 5 average rating, 113 reviews

Kid-Approved Stay – Pool, Parks & Themed Rooms!

Give your family a stay they’ll never forget! Kids can rule their own Frozen kingdom or battle in a galaxy far, far away, while adults unwind after action-packed park days. ✔ Themed kids’ rooms – Frozen castle & intergalactic escape ✔ Private splash pool for a refreshing break ✔ Spacious & modern layout for families & groups ✔ Prime location near Disney, dining & top attractions Don’t miss out—book Let It Go Galaxy before it’s gone!

A spacious living area is featured, highlighted by a large sectional sofa and a glass coffee table at the center. Natural light fills the room through multiple windows, illuminating the neutral-colored walls and decorative accents. A dining area is visible in the background, complete with stylish seating.

4.89 out of 5 average rating, 127 reviews

Fully equipped house 5 beds, 7 people, near parks

New house, is a family home decorated with the best furnitures, to be a great experience to spend a family time. You can park your car on the street in front of the main door. The garage is closed whit my cars inside. Beautiful common spaces, whith pool, GYM, basketball and tennis courts, Kids playgroud. Beautiful common spaces, with pool, basketball and tennis courts. Kids playground Security access gate to visitors and residents

Popular amenities for townhouse rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

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, 120 reviews

Brand New Margaritaville Key Lime House by Disney

Townhouse in Champions Gate

A vibrant living room features a large Mickey Mouse mural on the wall, complemented by a cozy sectional sofa adorned with colorful cushions. A bright yellow rug adds warmth to the space, while large windows allow natural light to fill the room, offering views of the outdoors.

4.92 out of 5 average rating, 166 reviews

Magical Luxury Townhouse/CG Resort/Close to Disney

A colorful kids' retreat features vibrant, themed wall art depicting racing characters against a bright, rainbow backdrop. A flat-screen TV is mounted on the wall, and a multi-drawer storage unit is positioned nearby. The room is designed to inspire imagination and enjoyment.

4.95 out of 5 average rating, 112 reviews

*NEW*FREEwtrprk/5mins2disney/3Bdm/freebreakfast

A private pool area is enclosed by a protective screen, providing a serene oasis. The pool is surrounded by tiled flooring, with a table and chairs nearby for relaxation. Bright curtains frame the entrance to the living space, enhancing the overall inviting atmosphere.

4.91 out of 5 average rating, 243 reviews

DISNEY, WATER park, Private POOL, Comfort by A3G

The image features a multi-themed bedroom designed for children, showcasing vibrant wall murals of Disney characters and an Avengers theme. A cozy bed with bright bedding is seen. An engaging living area displays an air hockey table, Xbox console, and playful decor, inviting family fun.

4.91 out of 5 average rating, 129 reviews

Epic Fall Getaway | Near Parks | Resort Amenities

4.93 out of 5 average rating, 163 reviews

Family villa by Disney w/ pool & resort access

4.95 out of 5 average rating, 108 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

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.

4.96 out of 5 average rating, 172 reviews

Heated Mickey Pool, Frozen, Slides, Next 2 Disney

Townhouse accommodation with a washing machine and dryer

5 out of 5 average rating, 6 reviews

NEW Beautiful Townhome Near Disney w/ Themed Room

A modern living area displays a light grey sectional sofa with textured throw blankets. A glass coffee table is positioned centrally, complemented by decorative plants and elegant accessories. The open layout connects to a contemporary dining space with grey upholstered chairs and a stylish chandelier overhead.

5 out of 5 average rating, 19 reviews

Intimate & Comfy 3BD/2.5BA Near Disney!

A welcoming entryway reveals a spacious bedroom beyond. The textured wooden wall complements a round mirror and a potted plant nearby. Natural light streams through sheer curtains, illuminating soft bedding and accent pillows on the king-size bed, providing a calming and inviting atmosphere.

4.77 out of 5 average rating, 69 reviews

2.5 Aces Home with King bed & Jacuzzi!

A modern dining area features a spacious white table surrounded by six black upholstered chairs. Natural light filters through sheer curtains, highlighting the elegant design. The adjoining living area displays a stylish TV setup against a wood-paneled wall, complemented by decorative artwork and inviting seating.

4.95 out of 5 average rating, 57 reviews

4BR/3BA Townhome with private pool near Disney

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.

4.93 out of 5 average rating, 96 reviews

3143 Luxury 3BR Townhouse by Disney World Orlando

5 out of 5 average rating, 7 reviews

Magic Village Resort | 5 Minutes to Disney

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, 223 reviews

Relaxing Resort Stay Hot Tub Lake View Near Disney

5 out of 5 average rating, 8 reviews

NEW*Avatar/Inside Out• Pool & StoreyLake Resort

Townhouse rentals with a patio

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.

4.98 out of 5 average rating, 151 reviews

13 minutes to Disney | King Size | Pool | No Fees

4.99 out of 5 average rating, 135 reviews

A modern townhome exterior is highlighted by clean lines and a stone facade. Tall palm trees frame the entrance, which features a light-colored door surrounded by multiple large windows. Lush greenery and thoughtfully arranged shrubs complete the welcoming front landscape.

Townhouse in Clermont

Beautiful Townhome with Pool/Jacuzzi

A sprawling resort pool area is displayed, featuring winding water slides, a lazy river, and lush landscaping with palm trees. Sun loungers line the pool, while shaded cabanas provide relaxation spots. Nearby, green spaces are visible, enhancing the recreational setting.

4.93 out of 5 average rating, 133 reviews

5 miles from Disney - Full Waterpark, ALL nearby

Superhost

Aerial view of the resort's landscaped grounds, featuring multiple swimming pools surrounded by palm trees. A water slide is visible beside the pool area, along with sun loungers. A serene lake is shown with a fountain, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 106 reviews

Resort Townhouse With private Hot Tub Near Disney

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

The living area features a cozy teal sofa and a matching armchair, complemented by a light wood side table. Two framed botanical prints adorn the walls, and natural light filters through sheer curtains, illuminating a neutral-toned area rug beneath a round coffee table.

4.92 out of 5 average rating, 169 reviews

✨Casa Lago✨- Lakefront home near Disney

4.92 out of 5 average rating, 219 reviews

The private splash pool area is enclosed with a safety fence, featuring a paved deck. Lounge chairs provide seating options, while a covered grill area is visible in the corner. Surrounding greenery adds a natural element to the space.

Townhouse in Clermont

2021 construction, Modern home w/ private pool

A spacious living room is featured with a white sectional sofa adorned with blue accent pillows. Large windows allow natural light to fill the space, and a flat-screen TV is mounted on the wall. A dining table with blue chairs is positioned nearby.