Townhouse holiday rentals in Osceola County

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Top-rated townhouse rentals in Osceola County

Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.

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Top Guest favourite

The image captures a beautiful aerial view of a community near a tranquil body of water at sunset. The surrounding landscape features lush greenery and well-maintained townhouses with a striking view of the water reflecting the colorful sky.

Townhouse in Kissimmee

4.95 out of 5 average rating, 166 reviews

Luxury 5BR free heat private pool Disney Universal

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!

Guest favourite

Townhouse in Kissimmee

4.85 out of 5 average rating, 137 reviews

4 BD luxury (All-suites) home with BBQ near Disney

Welcome to our enchanting 8 guest haven! Experience the seamless fusion of opulence and coziness at this spacious retreat! Our unbeatable location situates you just minutes from the magic of Disney World, the excitement of Universal Studios, an array of exclusive dining options, outlet shopping, and much more! Enjoy your private grill area, creating cherished family moments. This perfect property provides everything you need to unwind. *Themed Breakfast service is optional at an additional fee.

Top Guest favourite

Aerial view of the resort features multiple pools, waterslides, and palm trees in a vibrant environment. Below, a cozy living room showcases a comfortable sofa, decorative pillows, and a beach-themed wall art. A dining area with a modern pendant light and table is visible, indicating a welcoming space.

Townhouse in Kissimmee

4.96 out of 5 average rating, 119 reviews

3BR w/Private Hot Tub - Heated Pool - 4mi Disney

✨ Close to Disney, Universal, SeaWorld ✨ Fully stocked kitchen, Free parking, Free WiFi ✨ Access to all resort’s amenities: Heated Pool, Dual WaterSlides, Clubhouse, Restaurant, Bar, Gym, Arcades, & more ✨ No Resort Fee ✨ Steps to Old Town for dining, shopping, live music, & entertainment, and to Fun Spot America Family Rides for rollercoasters, arcades & more! ✨ Perfect for families and groups to relax after a day of magic at Disney or explore Orlando’s best attractions ✨ Secured community

Guest favourite

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.

Townhouse in Kissimmee

4.9 out of 5 average rating, 176 reviews

Home near Disney with Heated Pool

Our space has been prepped to be modern, spacious, and vibrant! It has 3 Bedrooms and 2 1/2 bathrooms. Includes pool that is regularly maintained as well as other important amenities like washer and dryer. All linens have been replaced along with towels and rugs. Club house is also a great place to spend time as it includes hot tubs, pools, a bar, pool table, & gym! Resort is gated and well maintained by staff. SE HABLA ESPAÑOL *Maintenance may access property only upon approval by guest*

Guest favourite

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.

Townhouse in Kissimmee

4.92 out of 5 average rating, 134 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!

Guest favourite

Townhouse in Kissimmee

4.9 out of 5 average rating, 100 reviews

2693 Resort 4BR House Waterpark by Disney Orlando

Minutes from Disney, stylish & peaceful Townhouse, with 4 bedrooms and 3 full bathrooms, fully equipped kitchen for up to 8 guests, located in the family friendly Storey Lake Resort. Enjoy our private pool with optional water heater. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great Resort amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Lake, Kayak, Tiki Bar, Ice Cream Shop & more.

Guest favourite

Townhouse in Kissimmee

4.93 out of 5 average rating, 170 reviews

4BR/Close to Disney/Free BBQ&Storey Lake WaterPark

This stunningly designed townhouse is the perfect family escape, located just 4 miles from Walt Disney World 🎢. Relax in spacious king-size rooms, splash in your private screened-in pool, and enjoy top-notch resort amenities. Bring the whole family – furry friends included – and create magical memories at nearby theme parks! 🐬 16 miles to SeaWorld 🎢 19 miles to Universal Studios ✈️ 27 miles to Orlando International Airport Your dream vacation starts here! Book now!

Guest favourite

A comfortable living room features a sofa with plush cushions, alongside a pair of accent chairs. A wooden coffee table rests on a patterned area rug, while two large framed artworks are displayed on the wall. Natural light enters through glass doors, complemented by soft drapes.

Townhouse in Kissimmee

4.93 out of 5 average rating, 313 reviews

Comfy 2 Bedroom Townhouse w/ hot tub - Disney Area

Our Modern and Contemporary townhouse is located at Regal Oaks Resort, an exclusive gated resort style condo very close to the main attractions. Fully equipped, comfortable living room with a sofa bed, an amazing dining area, and a private oversized screened patio with hot tub. This beautiful townhouse provides 2 bedrooms, 2 en-suite bathrooms, and a half-bathroom. Also, an incredible open concept kitchen with wood cabinets, granite counter, and a stainless appliances.

Guest favourite

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.

Townhouse in Kissimmee

4.83 out of 5 average rating, 144 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!

Top Guest favourite

A bedroom featuring a vibrant Frozen theme is complemented by colorful wall artwork depicting characters from the film. Two spacious beds are arranged in the room, with soft white bedding. Natural light filters through a window adorned with white curtains, adding a cozy touch.

Townhouse in Kissimmee

4.92 out of 5 average rating, 100 reviews

Themed w/ Private Pool, 4bd/4b, Next to Disney

Enjoy a vacation in this luxury townhome, geared for families. ❄️Themed Frozen and Lion King rooms 💦Private Heated(free) Pool 🏰15-25Mins to WDW and Universal 🦁 NEW Lion King Themed Room!! 🧸Kid Gear Included(Stroller, Toys etc) 🏝️Resort-Splash Pad, Lazy River, Pools 🛏️Room for Multiple Families 🛁Spa Toiletries and Starter Pack of Supplies included 🍳Kitchen for supplies for all the cooking 💻Free WiFi

Superhost

A cozy living area is featured with comfortable seating, including a sleek sofa and stylish chairs. A contemporary fan hangs from the ceiling, while a wall-mounted TV is displayed above a dark cabinet. A dining area is set with a table and decorative plates, with views of the screened patio.

Townhouse in Kissimmee

4.83 out of 5 average rating, 214 reviews

Fun, Sun, Theme Parks and More

Build lasting vacation memories and sleep in style just minutes from Disney World. Your family will be at home in this spacious 3 bedroom townhouse with its own private heated pool (no extra charge) and full kitchen. And when you're not at Disney, it's just a 5 minute walk to the clubhouse and FREE heated pool and water park at the fabulous Windsor Hills resort.

Guest favourite

A vibrant collage illustrates the resort's attractions, showcasing a water playground with colorful slides and playful water features. A serene pool area is highlighted, surrounded by palm trees and lounge chairs, while a modern clubhouse with ample seating is visible under a bright sky.

Townhouse in Kissimmee

4.83 out of 5 average rating, 102 reviews

Orlando's Dreamy Oasis Awaits You!

Nestled in the heart of Orlando, this 4-bedroom townhouse is your dream family vacation home, stretching over a lavish 2100 sq ft. Immerse yourself in its sunlit, open-concept living area, featuring a grand kitchen island - a rendezvous spot for delightful family feasts. Every culinary essential awaits you in this fully-equipped gourmet kitchen.