Townhouse holiday rentals in Kissimmee

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.

4.96 out of 5 average rating, 176 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!

A serene lakeside seating area is highlighted by sandy ground and palm trees. Sturdy wooden posts are anchored with rope, creating a relaxed atmosphere. In the background, a tranquil lake reflects the sky, enhancing the peaceful outdoor setting.

4.98 out of 5 average rating, 150 reviews

Disney 5BR • Private Pool Free Heat • Pet Friendly

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, 287 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!

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.

4.85 out of 5 average rating, 337 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!

4.85 out of 5 average rating, 322 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.

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.

4.86 out of 5 average rating, 148 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.

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.

4.84 out of 5 average rating, 102 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.

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.

4.93 out of 5 average rating, 132 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 scenic aerial view captures a resort layout featuring several interconnected pools, water slides, and lounge areas. Lush palm trees provide shade around the pools, traversing pathways lead to various recreational spots, and a serene lake reflects the clear blue sky in the background.

4.83 out of 5 average rating, 208 reviews

Disney 4 miles *LazyRiver Club* Private Pool*4B/3B

Discover luxurious comfort at the beautiful Island Paradise home. For your vacation we provide the best family friendly tropical getaway. The entire Townhome is crafted with intentional love. We will enhance your vacation by feeling right at home paired with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, poolside service for our restaurant and bar, kayaking, and mini golf.

4.92 out of 5 average rating, 118 reviews

A spacious living area features a light-colored sectional sofa adorned with accent pillows in shades of blue and gray. A wood coffee table sits atop a patterned rug. The open kitchen is visible in the background, showcasing modern cabinetry and pendant lighting.

Townhouse in Celebration

Modern 3Bed Townhouse in the Heart of Reunion 772

Welcome to Our Stunning 3-Bedroom townhouse – Perfect for Families & Groups! Experience luxury, comfort, and top-tier hospitality in our brand-new 3-bedroom, 2.5-bathroom townhouse, designed to accommodate up to 6 guests. Whether you're planning a family vacation or a getaway with friends, our spacious retreat has everything you need for an unforgettable stay. Prime Location at Reunion Resort, just a few miles from the Disney area.

4.81 out of 5 average rating, 144 reviews

Excelent 4 stes jacuzzi near Disney &192 (3081)

MAGIC VILLAGE VIEWS – 8 GUESTS – 4 SUITES – BBQ – JACUZZI – 8 MINUTES FROM DISNEY Don’t waste time! Book with confidence and enjoy an amazing stay! Magic Village Views is a modern gated community featuring beautiful contemporary-style homes, spacious interiors with impressive double-height ceilings, stylish décor, and modern furnishings. This home also offers a private patio with a BBQ grill and Jacuzzi. (3081 Rcf way)

A stylish living area features a modern wooden accent wall with a large flat-screen television. Two round coffee tables sit in front of a comfortable sofa. A dining table with elegant black chairs is set nearby, illuminated by a contemporary light fixture, enhancing the welcoming space.

4.94 out of 5 average rating, 104 reviews

Retreat w/ Private Suites + Resort | 10min Disney

Welcome to your dream vacation home! Perfectly located at The Hub at Westside Reserve, this stylish 3-bedroom, 3-bath townhome offers comfort, privacy, and modern design for up to 8 guests. With easy access to I-4 and Highway 429, you’re just 10 minutes from Disney and close to Orlando’s best restaurants, shops, and attractions. Ideal for families seeking luxury, convenience, and relaxation in one unforgettable stay!

Popular amenities for Kissimmee townhouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly townhouses

A vibrant children's room features a playful Mario-themed mural with bright colors and soft lighting accentuating the décor. A spacious bed with a green blanket is framed by yellow curtains. The lower section includes a cozy seating area with a red table, inviting play and relaxation.

4.87 out of 5 average rating, 110 reviews

2389 Rt - 4Bd/ 3Ba - Brand New Amazing Disney Home

An aerial view highlights a vibrant pool area featuring a multi-loop waterslide. Surrounding the pools are shaded lounge chairs and umbrellas, with palm trees adding a tropical touch. The layout showcases a spacious lazy river and areas for relaxation.

4.83 out of 5 average rating, 137 reviews

Free Waterpark, Fantasy World, The Mickey House

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, 221 reviews

Mickey Pool • Frozen • Waterpark • Near Disney

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, 190 reviews

Lake View - 5 Miles to Disney!

4.95 out of 5 average rating, 256 reviews

A vibrant themed bedroom features illuminated decorations and a spacious bed adorned with colorful bedding. A private pool area is visible, showcasing illuminated water and seating. The surrounding landscape includes tropical palm trees, enhancing the outdoor ambiance. A game room with arcade machines adds an entertaining touch.

Townhouse in Davenport

5BR Splash into Fun with Pvt Pool & Game Room 7483

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.

5.0 out of 5 average rating, 150 reviews

New Near Disney Lake View Pool Mario Sleeps 10

4.95 out of 5 average rating, 105 reviews

4BRThemed/Pool/Near Disney/PetsOk/Free BBQ&Resort

4.99 out of 5 average rating, 149 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

Townhouse rentals with a washing machine and dryer

A modern living space is captured, featuring a cozy sofa adorned with decorative pillows. A large area rug adds warmth to the floor. In the background, a dining table and sleek kitchen bar stools are visible, creating an open and inviting atmosphere.

4.82 out of 5 average rating, 212 reviews

"Love Storey" - Lush 4BD/3BA Townhome near Disney

A spacious living area is highlighted by a blue sectional sofa and a round coffee table atop a patterned area rug. The room features a ceiling fan, large windows with sheer curtains, and an open view towards a modern dining space with a table seating six.

4.92 out of 5 average rating, 277 reviews

Enchanted Terra 3/2 Lake Home resort near Disney

A cozy living space is showcased with dark sofas accented by yellow pillows. A wooden coffee table holds decorative items, while a green plant adds a natural touch. Sunlight filters through sheer curtains, illuminating the neutral-toned walls and tiled flooring.

4.84 out of 5 average rating, 228 reviews

2 BR near Disney, Private Hot Tub, No Resort Fees!

4.88 out of 5 average rating, 209 reviews

4 Bedrooms/ 4.5 Bathrooms/ Magic Village (7575 Bd)

A panoramic view captures a vibrant community featuring a pool surrounded by lush greenery. Modern kitchen amenities are visible in a light-filled space. A cozy living area showcases comfortable seating and artistic wall decor. A serene bedroom offers a spacious bed with access to a private balcony.

4.89 out of 5 average rating, 110 reviews

Modern Family Friendly 3 bed 2.5 bath Townhome!

5.0 out of 5 average rating, 47 reviews

Disney Theme Rooms | Private Pool | Storey Lake

A spacious living area features a comfortable sectional sofa facing a large window that opens to a view of palm trees. A modern kitchen with a large island and bar stools is positioned adjacent to a dining space with a table and chairs.

4.96 out of 5 average rating, 83 reviews

Peaceful 5BR/5.5BA just minutes to Disney!

4.91 out of 5 average rating, 57 reviews

RR7862 - Marios Bros at Reunion - 8 guests

Townhouses with a patio

A spacious living area features a sectional sofa accompanied by accent chairs, arranged around a coffee table. Abstract wall art is displayed above the seating, while natural light brightens the space through multiple windows. The open layout connects to a modern kitchen in the background.

4.89 out of 5 average rating, 124 reviews

Gorgeous & Modern 💎 3BR Townhouse near from Disney

The exterior view of the townhouse showcases a lush palm tree and manicured shrubbery lining the pathway. The light-colored building features arched entries and a welcoming front door, adding to the inviting atmosphere of the resort community.

4.9 out of 5 average rating, 162 reviews

4847 Resort Pool house Disney Universal Orlando

4.9 out of 5 average rating, 151 reviews

Modern 4BR Townhome with Private Pool for 10

4.76 out of 5 average rating, 119 reviews

Dream Place near the Magic Kingdom

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, 252 reviews

Townhouse - 5 miles to Disney!

A spacious living area is highlighted by a stylish pool table convertible to a ping pong table. Large windows allow natural light and offer views of the outdoor space. Comfortable seating is arranged around a modern entertainment center featuring a Smart TV.

4.94 out of 5 average rating, 127 reviews

Disney 1.6mi | Pool Table | Gated Resort | 3BR

A large community pool is surrounded by blue umbrellas and lounging chairs. The paved area exhibits a sunny, inviting atmosphere, while vibrant palm trees offer shade. The villa's proximity to the pool is highlighted, facilitating easy access from the private lanai.

4.9 out of 5 average rating, 147 reviews

Cozy Villa Retreat Near Disney; Direct Pool Access

The exterior of a two-story townhome showcases a light gray facade with white trim and blue shutters. A stone accent is present near the garage, which provides space for parking. Lush greenery and well-maintained landscaping are visible in the front yard.