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Holiday rentals with outdoor seating near Old Town

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Top-rated rentals with outdoor seating near Old Town

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Top guest favourite
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.
Townhouse in Kissimmee
4.97 out of 5 average rating, 286 reviews

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

Welcome to our personal vacation home, 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 & tiki bar with food & drinks, arcade games in 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
Townhouse in Kissimmee
4.92 out of 5 average rating, 181 reviews

Luxury Townhouse 2 Bedroom/ Hot Tub

Welcome to your storybook stay at Regal Oaks Resort. Relax on your private screened patio with a nice tree-lined views of the Regal Oaks natural reserve. This 2BR, 2.5BA townhouse delights guests of all ages with a Toy Story kids’ room, Beauty & the Beast dining, and Cinderella-inspired living. Family-friendly amenities include a baby chair, pack & play, Roku TV, backyard cornhole, and “Hey Disney” magic. The kitchen is ready for cozy meals with a coffee maker, kettle, and Mickey sandwich maker.

Guest favourite
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.
Townhouse in Kissimmee
4.87 out of 5 average rating, 357 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

Guest favourite
A clear blue swimming pool features gentle curves and shimmering water, surrounded by lounge chairs and palm trees. A waterslide is visible in the background, offering a fun attraction for guests. The inviting pool area is framed by a modern building with large windows.
Townhouse in Kissimmee
4.83 out of 5 average rating, 320 reviews

Resort Living 4 Bed 3.5 Bath Townhome

This townhouse in Regal Oaks Resort is only 5 miles from Disney, 10 miles from Sea World & 13 miles from Universal Studios, all reachable within 20 minutes by car, Uber or Lyft. The Orange County Convention Center is also 10 miles away. Next door, Fun Spot America in Kissimmee offers exciting rides and entertainment. Nearby golf options include Disney’s courses, Falcon’s Fire Golf Club, Celebration Golf Club, Hawk’s Landing, Shingle Creek, Orange County National & Reunion Resort Golf Courses.

Top guest favourite
A collage showcasing the townhome's features. The Mickey-themed guest room displays a bright mural, while the master suite is elegantly arranged. The kitchen is equipped with stainless steel appliances, and the living area offers a serene pond view through large sliding glass doors. A resort-style pool area is depicted from above.
Townhouse in Kissimmee
4.98 out of 5 average rating, 136 reviews

Regal Oaks Resort Lake View 2BR near Disney Parks

Our gorgeous 2 bed 2.5 bath DELUXE townhome is located in the pristine Regal Oaks Resort located just behind Old Town theme park and minutes from Disney, shopping, restaurants & more. Inside our home you will find a living/dining room combo and a kitchen boasting stainless steel appliances and granite countertops. Upstairs an in suite beautiful Mickey decor guest room and one master suite with private balcony overlooking a beautiful pound view and huge conservation area (all rooms no carpet).

Guest favourite
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, 123 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.

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, 315 reviews

*Private jacuzzi!* 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!

Top 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, 142 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, 104 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!!

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, 265 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 cozy living space is showcased with dark sofas accented by yellow pillows. A wooden coffee table holds decorative items, while a green plant adds a natural touch. Sunlight filters through sheer curtains, illuminating the neutral-toned walls and tiled flooring.
Townhouse in Kissimmee
4.83 out of 5 average rating, 197 reviews

2 BR near Disney, Private Hot Tub, No Resort Fees!

Make magical memories just 10 minutes from Disney’s Animal Kingdom in this beautifully renovated 2-bedroom, 2.5-bath townhome located in a top-rated family resort — with NO resort fees! Enjoy the comfort of home and the fun of a resort all in one place: ✨ Each bedroom features a private ensuite bathroom ✨ Relax in your private hot tub on a peaceful patio ✨ Full kitchen, cozy living space, and convenient half bath downstairs

Top 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
4.89 out of 5 average rating, 142 reviews

Luxurious Remodeled Townhome minutes from Disney!

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.

Popular amenities for rentals with outdoor seating near Old Town

Quick stats about holiday rentals with outdoor seating near Old Town

  • Total holiday rentals

    Explore 200 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 20,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    200 of Old Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Town rentals

  • 4.6 Average rating

    Old Town stays receive an average rating of 4.6 out of 5 from guests