Townhouse holiday rentals in Kissimmee

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.

4.92 out of 5 average rating, 110 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

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, 195 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.

4.94 out of 5 average rating, 125 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, 214 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

An aerial view of the resort reveals a scenic layout surrounding a sparkling blue pool and vibrant water slides. Palm trees line the poolside area, where lounge chairs are arranged around the water's edge. The lush greenery and nearby lake add a natural touch to the inviting ambiance.

4.96 out of 5 average rating, 261 reviews

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi

Welcome to our personal Old Town Oasis! Beautiful LAKEVIEW property 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!

Townhouse in Four Corners

4.96 out of 5 average rating, 175 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.

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, 227 reviews

4.95 Rated Pool Home 10 Min to Disney

Trusted by over 400 guests with a 4.95 rating. Quiet pool home designed for easy, stress free stays. Spotless, clutter free, and exactly as described. Fast WiFi and simple self check in. 10 minutes to Disney and major attractions. “Spotless, easy check in, and perfect location.” “Exactly as described. Would stay again.” 2-bedroom townhouse in the gated Regal Oaks Resort Private hot tub overlooking a peaceful lake, ll Resort-style amenities like pools, water slides, a fitness center.

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, 122 reviews

Brand New Margaritaville Key Lime House by Disney

Close to Disney! Stunning *New 3 bedroom/ 3 bath home located inside the Luxury community of Margaritaville. This private oasis is centrally Located, few minutes away from the parks and restaurants. Sunset Walk is located next to the resort and it has more shopping, restaurants, Dine-in Lux Theater, & entertainment, including "Estefan Kitchen" by Gloria Estefan. While you unwind & relax, kids will love the new spectacular waterpark, Island H2O Live. Welcome to your island adventure!

A spacious outdoor pool area is surrounded by lounge chairs and palm trees, with a large building in the background. A waterslide can be seen to the left, and the setting sun casts a warm glow over the entire scene.

4.96 out of 5 average rating, 240 reviews

Resort-style home close to Disney with jacuzzi

This beautifully decorated vacation 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. The Disney parks are 10 min away!

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.

4.84 out of 5 average rating, 136 reviews

♥︎ Disney-3 miles ♥︎ Private HotTub ♥︎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, 118 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.

4.88 out of 5 average rating, 114 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!

Popular amenities for Kissimmee townhouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly townhouses

The resort features a large swimming pool surrounded by palm trees and deck chairs. A two-story clubhouse is visible in the background, along with water slides and a separate pool area. Lush greenery and blue skies create a vibrant atmosphere.

4.81 out of 5 average rating, 196 reviews

Spacious Townhouse at Regal Oaks, near Old Town

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, 168 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.

4.94 out of 5 average rating, 113 reviews

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

An expansive pool area is surrounded by palm trees and lounge chairs, with colorful umbrellas providing shade. A large water slide is visible in the background, complemented by vibrant buildings under a clear blue sky.

4.81 out of 5 average rating, 151 reviews

Perfect FantasyWorldClub NrDisney Amzing Amenities

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

4.93 out of 5 average rating, 165 reviews

Windsor Hills townhouse w/ pool & game room

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, 176 reviews

Mickey Pool • Frozen • Waterpark • Near Disney

A spacious bedroom features a large yellow quilted bedspread atop a king-size bed. Decorative wall art and two lamps flank the bed, while a plush blue throw is laid over the foot. A red robe hangs on a chair, adding a cozy touch to the room.

4.87 out of 5 average rating, 363 reviews

Be Our Guest !

Townhouse rentals with a washing machine and dryer

4.97 out of 5 average rating, 30 reviews

Amazing Themed 05 BRD/Pool at Windsor Westside

4.93 out of 5 average rating, 84 reviews

2389 RT - 4BD/ 3BA - Brand New Amazing Disney Home

A private hot tub is situated on an outdoor patio, enclosed by a screened area. Surrounding greenery and a tranquil water view are visible beyond the patio, providing a serene setting for relaxation.

4.98 out of 5 average rating, 49 reviews

Waterfront 2BR home close to Disney

5 out of 5 average rating, 10 reviews

Townhouse in Davenport

Amazing 3 bedroom getaway

Superhost

The dining area features a large wooden table set for dinner, with stylish chairs surrounding it. A cozy seating space is visible in the background, accompanied by a large window allowing natural light to enhance the warm tones of the decor.

4.87 out of 5 average rating, 278 reviews

RUSTY'S DEN House with Hot Tub 3 miles from Disney

A whimsical children's bedroom features a train-themed bunk bed with a vibrant yellow slide. The walls are decorated with a mural depicting a lush landscape, complemented by cartoon elements. A 50” Roku TV is mounted on the wall, while colorful bedding enhances the playful atmosphere.

4.91 out of 5 average rating, 58 reviews

Mickey Train Bed, Free Waterpark, 10 min to Disney

Townhouse in Four Corners

A bright and open living space features comfortable seating arranged around a large flat-screen TV. A dining area with a round wooden table is surrounded by woven chairs, while the kitchen showcases modern cabinetry and stainless steel appliances, illuminated by pendant lighting.

5 out of 5 average rating, 79 reviews

New Modern Home near Disney in Orlando

Superhost

A contemporary living room is showcased, featuring a comfortable sofa and two green chairs. A round dining table with four chairs is positioned nearby. A flat-screen TV is mounted on the wall, displaying a serene outdoor scene. Natural light filters through large glass doors, enhancing the space.

Townhouse in Four Corners

4.96 out of 5 average rating, 49 reviews

Luxury Villa Near Disney and Universal

Townhouses with a patio

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.

4.95 out of 5 average rating, 110 reviews

Cozy Villa Retreat Near Disney; Direct Pool Access

4.97 out of 5 average rating, 148 reviews

A bright dining area is equipped with a white table and six clear chairs. Overhead, a modern pendant light provides illumination. The table is set with dishes and cutlery, complemented by small potted plants on the center. Mirrored wall panels create a sense of space.

Townhouse in Clermont

Luxury 3 bdr townhome 12 miles to Disney

5 out of 5 average rating, 12 reviews

Disney Escape 4Br w/Resort Access-Storey Lake

Superhost

4.82 out of 5 average rating, 167 reviews

#2662 Resort Theme Villa Priv Spa Disney Universal

An open-plan living area features a spacious seating arrangement with two patterned chairs and a gray sofa. A large wooden dining table with blue chairs is visible, alongside a TV mounted on the wall. Light pours in through multiple windows, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 179 reviews

Jackies’s Jungle View Vacation Villa

4.92 out of 5 average rating, 122 reviews

A bright living room features large windows allowing natural light to fill the space. A gray sectional sofa is arranged alongside a wooden coffee table, with neutral decor elements and greenery nearby. The kitchen area, visible in the background, includes a granite countertop and modern light fixtures.

Townhouse in Orlando

Sand Lake Villa Townhouse by Universal & Disney

A playful bedroom features twin beds dressed in white linens with red accent blankets. The walls are decorated with cheerful Mickey Mouse designs, complemented by character plush toys on each bed. A nightstand with a lamp is positioned beside one of the beds.

4.91 out of 5 average rating, 115 reviews

Luxury Themed 5BR-Pool-Game Room

A vibrant dining area is shown, featuring a large table set for six. Below, a private hot tub is visible on a patio, surrounded by lush greenery. A spacious bedroom with elegant decor is highlighted, showcasing a comfy bed and large windows letting in natural light.