Townhome 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.

4.93 out of 5 average rating, 107 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

The living room features a modern design with a comfortable gray sofa adorned with orange accent pillows. A glass table is center stage, accompanied by two plush yellow armchairs. The space is brightened by natural light through large windows, complemented by decorative plants and artwork on the walls.

4.87 out of 5 average rating, 340 reviews

Roomy 2br w/ jacuzzi close to Disney

This townhouse provides a 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. Relax in your own private spa after a long day at the parks. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant and only 5 min from Disney and golfing area. Parking, wifi ,resort’s amenities are free Close to lakes, camping, beach, vineyards, farms

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, 191 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.

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, 255 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, 170 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

4.99 out of 5 average rating, 114 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 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

Escape to this relaxing 2-bedroom townhouse in the gated Regal Oaks Resort, just 15 minutes from Disney! Enjoy your own private hot tub overlooking a peaceful lake, unwind after park days, and take advantage of resort-style amenities like pools, water slides, a fitness center, and a kids' club. Whether you're planning a family vacation, couples’ getaway, or multigenerational trip, this home offers the perfect mix of comfort, convenience, and fun.

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!

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, 132 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).

A bright living and dining area showcases a large blue sofa adorned with decorative pillows. A wooden dining table is surrounded by four chairs. Natural light floods through sliding doors leading to an outdoor seating area, complemented by a soft area rug beneath the coffee table.

4.97 out of 5 average rating, 116 reviews

Lakeside Boho Bliss: The BohoBay

✨ Welcome to Bohobay ✨ Your cozy little hideaway just minutes from the magic of Disney and all the excitement Orlando has to offer. Tucked right by a peaceful lake, mornings here start with coffee and glittering water views, and evenings are made for a glass of wine with sunset vibes. 🌅 It’s the perfect blend of fun-filled days out and calm, soul-soothing nights in.

Popular amenities for townhouse rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

The image showcases various themed sleeping areas within the vacation home. A Superhero Room displays colorful walls with superhero motifs, while the Princess Room features castle imagery. A cozy nook with a bunk bed is visible, alongside arcade machines that add to the playful environment.

4.94 out of 5 average rating, 124 reviews

Magical Hideaway - 15 min to Disney - Storey Lake

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 themed room dedicated to space adventure features two spacious beds adorned with blue and white bedding depicting popular characters. The walls are decorated with vibrant murals showcasing scenes from a galaxy far, far away. A ceiling fan and modern lighting add to the playful atmosphere.

4.95 out of 5 average rating, 100 reviews

Disney Themed home with Private Pool & Lazy River!

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

4.95 out of 5 average rating, 107 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

ThemedHome+NearDisney+Arcade+KingBed+WaterPark+Spa

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 out of 5 average rating, 114 reviews

New Near Disney Lake View Pool Mario Sleeps 10

Townhouse in Four Corners

A vibrant family loft area showcases a colorful mural featuring beloved characters against a bright backdrop. Comfortable seating is provided with plush cushions on a cozy sectional and bean bags. A large Smart TV is mounted on the wall, creating an inviting space for entertainment.

4.96 out of 5 average rating, 111 reviews

Private Heated Pool~Lazy River~Near Disney~Resort

Townhouse accommodation with a washing machine and dryer

A spacious living area is highlighted by soft neutral tones and modern furnishings. Multiple seating options surround a central ottoman, with large windows allowing natural light to illuminate the room. A flat-screen TV is mounted on the wall, complementing the inviting ambiance.

4.96 out of 5 average rating, 48 reviews

Beautiful Home w/ 3 En Suites & Breathtaking View

This themed bedroom features two full beds adorned with green and white bedding. Wall art depicts Mickey Mouse and Minnie Mouse, complemented by lush green foliage accents. Soft lighting enhances the cozy ambiance, and a plush carpet covers the floor.

4.98 out of 5 average rating, 59 reviews

2588-Stunning Themed-House at Storey Lake

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.

4.93 out of 5 average rating, 80 reviews

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

A vibrant game room features colorful walls inspired by video game themes, including a prominent mural of familiar characters. An arcade machine and a TV are present for entertainment. A gray sofa is situated in the room, complemented by playful decor elements.

5 out of 5 average rating, 8 reviews

3BR Home Near Disney w/ Pool, Spa & Game Room

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.

4.96 out of 5 average rating, 79 reviews

Retreat w/ Private Suites + Resort | 10min Disney

5 out of 5 average rating, 24 reviews

An open-concept living area showcases a spacious sectional sofa adorned with various cushions. A modern dining area is visible, featuring a round table and four chairs. Elegant decor elements include framed wall art and a sleek light fixture, all set against a neutral color palette.

Townhouse in Clermont

Upstay-Luxury 3BR Home w Private Pool & Games Room

5 out of 5 average rating, 12 reviews

Townhouse in Poinciana

Orlando Paradise! 5BR Themed Home

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 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

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

4.97 out of 5 average rating, 146 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

Superhost

4.82 out of 5 average rating, 166 reviews

#2662 Resort Theme Villa Priv Spa Disney Universal

A modern kitchen is showcased with light green cabinetry and stainless steel appliances. A large island with seating for four sits at the center. Soft lighting illuminates the space, while large glass doors offer views of the outdoor area.

4.96 out of 5 average rating, 138 reviews

Gerard’s Green View Lagoon Disney Getaway

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

A modern open-concept living area showcases a fully equipped kitchen with stainless steel appliances and a granite breakfast bar with seating for four. A dining area accommodates six guests and offers views of an iconic castle displayed on the wall-mounted TV.