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!

FamilyValueDecor

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!

LocationValueTV

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!

FamilyLocationDecor

4.85 out of 5 average rating, 321 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.

FamilyValueBathroom

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.

FamilyLocationDecor

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.

FamilyLocationParking

A modern living area features a light-colored sectional sofa and three gray armchairs surrounding a low coffee table. The open layout allows for views of the dining area and kitchen. Pendant lights hang above the kitchen island, while large windows provide natural light.

4.85 out of 5 average rating, 278 reviews

Beautiful 4BD/3BA townhome w/ private pool #55

Enjoy our 4-bedroom townhome, perfect for your family and friends to create amazing memories! A 1,950 Sq. Ft. unit filled with modern furnishings, and designer details. The unit also has an individual thermostat control in each bedroom and living area. A very robust allergen filter and purifier are also part of this home along with a potent dehumidifier. Enjoy the breathtaking Floridian sunset from a private pool nestled in the backyard.

LocationFamilyIndoor spaces

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.

ValueLocationView

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

Create unforgettable memories at Mickey's Magic Getaway! Just 1.6 miles from Disney, this modern 3BR, 3.5BA townhome in gated Magic Village Resort sleeps 8 and is perfect for families or groups. Enjoy spacious living areas, a fully equipped kitchen, in-unit laundry, a game room with pool table and ping pong, kid-friendly touches, free parking, and resort amenities — all the comfort and convenience of home, minutes from the magic ✨

FamilyLocationCondition

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)

LocationValuePool

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!

ValueLocationParks

A modern living area is highlighted by a textured wood accent wall and a flat-screen television. Comfortable blue chairs and a gray sofa provide seating options, while a glass coffee table sits on a soft area rug. Natural light filters through sheer curtains, enhancing the inviting space.

4.95 out of 5 average rating, 111 reviews

Storey Lake Cheerful 4-beds with pool near Disney

Relax with your family at this peaceful and beautiful place to stay and enjoy with the whole family. Close to Disney parks and an amazing resort-like amenities with pool, lazy river and bar. *** House has been recently remodeled! New pics coming soon. Inside walls have been painted and all carpet replaced by a beautiful vinyl! ***

LocationFamilyWi-Fi

Popular amenities for Kissimmee townhouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly townhouses

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

LocationValueGetting around

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

ValueLocationLong stay

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!

FamilyLocationCheckout

4.95 out of 5 average rating, 104 reviews

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

LocationFamilyCleanliness

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, 220 reviews

Mickey Pool • Frozen • Waterpark • Near Disney

LocationFamilyHospitality

4.94 out of 5 average rating, 140 reviews

Townhouse in Davenport

5BR Family Adventure /w Pvt Pool & Game Room 3890!

LocationFamilyAccess

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

ValueLocationDecor

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

ValueLocationCheck-in

Townhouse rentals with a washing machine and dryer

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!

LocationFamilyKitchen

4.89 out of 5 average rating, 246 reviews

Disney Area Lakefront Townhome + Private Jacuzzi

ValueFamilyComfort

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!

LocationFamilyPool

4.78 out of 5 average rating, 101 reviews

NearDisneyUniversal*5 bed*4bath*pool*waterpark

LocationFamilyPool

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!

FamilyLocationWi-Fi

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.

4.94 out of 5 average rating, 158 reviews

Private Gated Community 8 mins away from Disney!

LocationValueLong stay

5.0 out of 5 average rating, 46 reviews

Disney Theme Rooms | Private Pool | Storey Lake

LocationFamilyKitchen

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!

LocationValueAccuracy

Townhouses with a patio

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

FamilyLocationKitchen

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

ValueFamilySleep quality

4.76 out of 5 average rating, 119 reviews

Dream Place near the Magic Kingdom

ValueLocationCleanliness

4.93 out of 5 average rating, 135 reviews

Private Pool•StoreyLakes Resort•Near Disney•Themed

ValueFamilyHospitality

A large swimming pool is surrounded by lush palm trees and lounge chairs, providing a relaxing atmosphere. The vibrant blue water reflects the bright sky, while a resort building stands in the background, featuring expansive windows and outdoor seating areas under shaded umbrellas.

4.91 out of 5 average rating, 153 reviews

Spacious Lakefront Townhome – 4mi to Disney!

ValueFamilyIndoor spaces

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.

4.9 out of 5 average rating, 201 reviews

Home near Disney with Heated Pool

ValueLocationBathroom

The living room features a spacious layout with two cozy sofas placed on a patterned area rug. A large screen smart TV is mounted on the wall, complemented by a stylish entertainment unit. Decorative cushions add color, while soft lighting enhances the inviting ambiance.

4.94 out of 5 average rating, 191 reviews

Disney Dream Townhouse

FamilyValueCleanliness