Townhome holiday rentals in Osceola County

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, 203 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!

Townhouse in Four Corners

The exterior of a modern townhome is displayed, featuring a symmetrical facade with two garage doors. Lush green landscaping, including palm trees, frames the entrance, which is adorned with two red doors. A smooth paver driveway leads up to the home, enhancing its curb appeal.

4.96 out of 5 average rating, 114 reviews

Golf Course View Home in ChampionsGate

Welcome to Your ChampionsGate Oasis! Experience the perfect blend of luxury and convenience in this wonderful townhome located in the desirable gated community of ChampionsGate. Enjoy world-class golfing on stunning courses right at your doorstep, with breathtaking views of the ChampionsGate Course from your balcony—perfect for watching the sunrise! ChampionsGate is ideally situated just moments away from Disney World and many of Orlando's famous attractions, making it an excellent base for y

A spacious bedroom features a comfortable bed with crisp white linens and a light throw blanket. A large flat-screen TV is mounted on the wall. Soft lighting from bedside lamps enhances the peaceful ambiance. An en-suite bathroom is visible in the background.

4.95 out of 5 average rating, 170 reviews

Luxurious Modern Home Near Disney Pool & Gym

This astounding townhouse is brand new and furnished to a high standard. It’s the ideal retreat for an exquisite & up-scale family stay, located close to a wide variety of go-to attractions. This gated property at West Lucaya can host up to 8 people. We believe it’s the ultimate location to experience the area and to start discovering what adventure awaits in Kissimmee. Get ready to get inspired! Very close to some fabulous sites. All in all, guaranteed enjoyment and relaxation. All day long

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.

4.91 out of 5 average rating, 129 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 large swimming pool is surrounded by lounge chairs and palm trees, with a tropical feel. A bar area with seating and a shaded pavilion adds to the inviting atmosphere. Bright blue skies enhance the vibrant colors of the flowers in the foreground.

4.96 out of 5 average rating, 121 reviews

Tranquil Townhome near Disney/Resort Amenities2715

Platform fee 18.5% is paid by host. One of the closest resorts to Disney World (5 miles), 3-bedroom, 2.5-bath townhome overlooks a serene conservation area, There are heated outdoor pools and spas, sauna, gym, game room, mini golf, volleyball, tennis courts and kids' play areas. 1295 sqft of comfort and value—perfect for guests seeking relaxation and convenience, not hotel-style luxury or perfection **Primary guest registration with ID required through guest portal.

Superhost

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.

4.83 out of 5 average rating, 139 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to 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!

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.

4.95 out of 5 average rating, 102 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 bright bedroom features two double beds, each adorned with crisp white linens and neatly arranged towels. Two bedside tables with lamps are positioned beside the beds. Natural light streams in through the window, complemented by gray curtains, creating a serene environment.

4.88 out of 5 average rating, 187 reviews

⛵️THE⛵️ LAKE⛵️ HOUSE⛵️ (3BD/2BA/4 Smart TVs/Lakefront)⛵️

⚠️ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) ✔️Minimum age of 25 yo is required to book this unit and be ready to present photo ID when requested. Must attend the trip. ✔️Be one single family living outside Orlando area and visiting parks. ✔️Be kind, clean, and well-organized. ✔️Must carefully read and agree with (1) listing description, (2) house rules and (3) checkout instructions.

A private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.

4.95 out of 5 average rating, 224 reviews

2 BR Harmony House at Regal Oaks Resort

Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

A cozy living area is presented, featuring a dark gray sofa and a wooden coffee table with a unique art piece. Two abstract paintings are displayed on the wall, while a decorative plant adds a touch of greenery. Soft light from a lamp enhances the inviting space.

4.92 out of 5 average rating, 135 reviews

*NEAR DISNEY* 6 GUESTS... LOTS of Amenities

It's all about location! Our stylish yet cozy, recently renovated vacation spot. Features 3 bedroom, 2 full bathrooms, which consists of 1 king size bed, and 4 twin beds. Luxury feel, premium everything. Comfortably accommodates up to 6 guests. Conveniently located near Disney World. About 15 minutes away from Disney Springs and Premium outlets! Major parks, restaurants, supermarkets, Target and Walmart are within a short drive.

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.

4.98 out of 5 average rating, 127 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.

The image displays the entrance of the Encantada Resort, framed by tall palm trees and lush greenery. A well-maintained pathway leads to the resort's building, featuring Mediterranean architecture with Floridian accents. The clear sky above enhances the inviting atmosphere of the community.