Places to stay near Old Town

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Top-rated holiday rentals near Old Town

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The resort-style pool is surrounded by palm trees and lounge chairs with blue umbrellas. A spacious deck features seating areas overlooking the water. The expansive pool area is designed with different sections for relaxation and recreation, enhancing the appeal of the outdoor environment.

Townhouse in Kissimmee

4.93 out of 5 average rating, 183 reviews

Resort Style Vacation Townhouse, 10 Mins to Disney

Located only 10 minutes from DISNEY, this RESORT STYLE townhouse provides the perfect home for your vacation! Luxury 2 bedroom, 2.5 bathroom with 1 King-sized bed, and 2 double beds. Charming conservation view with screened patio featuring private Jacuzzi. Regal Oaks at Old Town community has world class Clubhouse: large pool, water slide, indoor gym, tennis court, restaurant, bar, convenience store, and 24HR security with gates. Walking distance to Old Town and Fun Spot, restaurants and stores.

Superhost

The image displays a variety of spaces within the resort-style house. A comfortable living area is observed with two gray sofas and decor accents, while a cozy sleeping area features a large bed and artwork. A private hot tub and a sparkling pool surrounded by palm trees add to the appeal.

Home in Kissimmee

4.9 out of 5 average rating, 129 reviews

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

Welcome to our new resort-style house with a private Jacuzzi and BBQ. Very quiet neighborhood with free parking, free WIFI, swimming pool, a gym, tennis courts, and other amenities. Very centric location with short distances to the best places: - Walt Disney World: Magic Kingdom, Animal Kingdom, Disney Springs, and Epcot are all approx. 10 min drive - Universal Studios: approx. 30 min drive - There is a mini market inside the resort, and all types of supermarkets within a 5-10min drive.

Top Guest favourite

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.

Townhouse in Kissimmee

4.97 out of 5 average rating, 284 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!

Guest favourite

A light-filled dining area is highlighted by a large wooden table surrounded by colorful chairs. A well-equipped kitchen features a dark countertop with breakfast bar seating. In the background, the screened lanai offers views of outdoor seating and palm trees, enhancing the open and inviting space.

Townhouse in Kissimmee

4.9 out of 5 average rating, 151 reviews

Luxurious Remodeled Townhome minutes from Disney!

Our listing is set up under Airbnb's Simplified Pricing. The price you see is the price you pay, with no unexpected guest service fees added at checkout. Newly remodeled luxury townhouse located in gated community of Regal Oaks. Enjoy all the amenities of home plus the resort pool, bar, water slides, gym, and tennis courts. Located directly behind Old Town and just 10 minutes from Disney Parks. Enjoy the screened in lanai equipped with private hot tub, outdoor couch, gas grill, & more.

Guest favourite

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.

Townhouse in Kissimmee

4.85 out of 5 average rating, 333 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!

Guest favourite

A resort pool area is surrounded by palm trees and sunshine, featuring lounge chairs under white umbrellas. A paved deck encircles the pool, creating a relaxing atmosphere for guests. A blue slide can be seen in the background, enhancing the recreational space.

Townhouse in Kissimmee

4.88 out of 5 average rating, 146 reviews

Entire townhouse, Resort style, 5 miles to Disney!

Feel right at home in our outstanding location JUST 5 MILES FROM DISNEY! Exceptional 2 bed/2.5 bath townhome features premium one King bed, 2 twin beds and a queen size sofa bed with fully equipped kitchen, washing machine, smart TVs, a private patio, Jacuzzi and lake view. Contemporary furnishings, luxury feel. Located in gated resort with clubhouse, beautiful pool, water slide, gym, tennis court and more. Within 10 minutes drive to a variety of restaurants, shops, Fun Spot and more.

Top Guest favourite

Townhouse in Kissimmee

4.98 out of 5 average rating, 111 reviews

Clean, stylish retreat • Resort pool • Near Disney

Welcome to Villa Marquesa (private mgmt), a revamped 4-bed, 3.5-bath townhome made for families. After a fun-filled day at the parks, come home to a clean, comfy space where everyone can relax—watch a movie, cook a meal, or unwind by the resort-style pool (no resort fee). Sleeps 6 adults & 4 kids, with lake views from the screened lanai. Just 3 miles to Disney, 20 mins to Universal, steps from Old Town. Includes WiFi, Disney+, Netflix. Your family retreat starts here!!

Top Guest favourite

Townhouse in Kissimmee

4.88 out of 5 average rating, 243 reviews

Disney Area Lakefront Townhome + Private Jacuzzi

Relax by the lake after a full day at Disney! This family-friendly 2-bedroom townhome features a private jacuzzi on a screened lakefront patio, two ensuite bedrooms, a fully equipped kitchen, and space for up to 6 guests. You'll also enjoy complimentary access to resort amenities including a heated pool, waterslides, fitness center, tennis court, tiki bar and restaurant—all inside a 24-hour gated resort. Disney parks, Disney Springs and Old Town are just minutes away.

Guest favourite

Townhouse in Kissimmee

4.76 out of 5 average rating, 103 reviews

Family-Friendly Home Near Disney with Hot Tub

Welcome to your perfect family getaway near Disney! Our modern, family-friendly home is located in the beautiful Regal Oaks Resort, just minutes from Disney, Universal Studios, and SeaWorld. Enjoy the convenience of nearby restaurants, shopping, and top Orlando attractions, along with easy access to major highways. Whether you’re here for theme parks or relaxation, our home offers comfort, space, and a prime location—only 25 minutes from Orlando International Airport.

Guest favourite

A private patio features a bubbling hot tub alongside a dining area with a table and chairs, shaded by a vibrant orange umbrella. The space is enclosed by screens, offering a bright atmosphere with clear blue skies in the background.

Townhouse in Kissimmee

4.85 out of 5 average rating, 272 reviews

Resort Style 12 min Disney, Jacuzzi, Sleeps 8

Escape the crowds and enjoy your private oasis in our family-friendly townhouse, just 12 min from Disney! Located in the gated Regal Oaks Resort, you’ll enjoy resort perks—heated pool, gym, tennis & kids-eat-free restaurant—plus the comfort of home. Professional cleaning, fresh linens, free highchair & Pack ’n Play, sofa bed sheets on request, stroller rentals, starter kit & discounted park tickets. Comfort, savings & fun for up to 8 guests!

Guest favourite

A spacious outdoor patio is highlighted by a private Jacuzzi, surrounded by a screened enclosure. Comfortable seating is provided by wicker chairs, and a large umbrella offers shade. The home’s large windows enhance the inviting atmosphere of the outdoor space that backs onto a wooded area.

Townhouse in Kissimmee

4.89 out of 5 average rating, 285 reviews

Disney Escape private Hot-tub and no Resort Fees!

Once upon a time in sunny Orlando, a charming townhouse waited inside the luxurious Regal Oaks Resort, a gated community near shops, outlets, and dining. Just 16 minutes from Disney and 20 from Universal, it welcomed up to 8 guests. Enjoy a private screened porch, free resort amenities, and a fully equipped kitchen with laundry. A perfect home for families to laugh, relax, and make magical Orlando memories together. ✨

Superhost

Four bedrooms are showcased, each featuring distinct themes inspired by Hogwarts houses. Rooms include large beds with decorative accents, wall art, and layered bedding. Natural light enters through multiple windows, and ceiling fans contribute to a comfortable atmosphere.

Townhouse in Kissimmee

4.86 out of 5 average rating, 139 reviews

Magical Wizard Home 4BD, 3 BA Mins Away From Parks

Come live out your Harry Potter fantasies in this magical and luxurious 4 bedroom 3 bathroom townhouse just minutes away from all of your favorite Orlando theme parks. Each bedroom has you sorted into one of the Hogwart's houses. Dine in the Great Hall with access to a fully equipped kitchen. Lay back and relax in the common room with a 65 inch tv and various Harry Potter themed games. Your adventure awaits you!