Holiday rentals with outdoor seating near Old Town

The dining area features a wooden table set for six, adorned with colorful placemats and plates. The bright space flows into a living area with a comfortable sectional sofa and a flat-screen television. Natural light streams through sliding doors leading to a patio.

4.91 out of 5 average rating, 146 reviews

Amazing Location in Regal Oaks close to Disney

🏠 Vacation home 3 bedrooms In Regal Oaks Resort Winning Award 👮🏻 Secured gated community 🛌 KING, QUEEN & TWIN BEDS 🏊🏻‍♀️ Free use of large heated pool 🛝 Dual water slide pool, jacuzzi 🏃🏻 Fitness center 🎾 Tennis court 🏘️ Clubhouse 🍴restaurant 🍸 bar 🌡️ Private HOT TUB 🧑‍🍳 Fully equipped modern kitchen 🎡 10 min' walk to Old Town Park 🎢 Disney parks, just 5 miles 🏞️ Universal Studios, 13 miles 🍽️ Dining options within 2 miles 🅿️ Free parking

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.

4.97 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!

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, 356 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

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.

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.

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.

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).

4.99 out of 5 average rating, 194 reviews

A themed kitchenette features a bamboo bar with high seating and colorful pendant lighting. The walls are adorned with tribal art and shelves hold various artifacts. Kitchen appliances, including a refrigerator and counter space, reflect a blend of modern convenience and cultural decor.

Cottage in Kissimmee

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

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.

4.91 out of 5 average rating, 122 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.

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.

4.85 out of 5 average rating, 313 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!

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.

4.89 out of 5 average rating, 141 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.

4.98 out of 5 average rating, 103 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!!

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.

4.86 out of 5 average rating, 264 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!

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, 230 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.

Popular amenities for rentals with outdoor seating near Old Town

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A private heated pool is surrounded by a screened enclosure, featuring a brightly colored tiled edge. Sun loungers are positioned nearby, offering a relaxing space to unwind. A covered BBQ grill is accessible on the patio, creating an inviting setting for outdoor gatherings.

4.93 out of 5 average rating, 118 reviews

3BR / 2BR Heated Pool Home 7 Min to Disney |

A spacious living area features a modern sectional sofa arranged around a coffee table. The open layout connects to a dining area and a fully equipped kitchen, with blue cabinets and stainless steel appliances. Natural light fills the room through large windows.

4.83 out of 5 average rating, 132 reviews

3 Bd/ 2 Ba Sleeps 7! Calabria (9013 sqm)

A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.

4.98 out of 5 average rating, 170 reviews

Private Suite with Independent Entrance

A spacious living area features a modern sectional sofa and two blue lounge chairs. A large flat-screen television displays a fireplace design, creating a cozy focal point. Natural light fills the room through window coverings, and a potted plant adds a touch of greenery.

4.91 out of 5 average rating, 247 reviews

Cozy House with Private Pool. Kissimmee/Orlando

Aerial view captures the vibrant resort with multiple pools and water features, surrounded by lush greenery. The lower right features a cozy bedroom with Disney-themed decor and colorful beds. A private patio area is shown with a dining set and outdoor kitchen, along with water slides in a nearby pool.

4.92 out of 5 average rating, 118 reviews

#2666 Resort Home by Disney |Themed |Jacuzzi |Pool

An enclosed game room features a full-size ping pong table positioned on tiled flooring. String lights are hung overhead, creating a soft ambiance. Nearby, a seating area with wicker furnishings is complemented by a potted plant, while large windows allow natural light to brighten the space.

4.92 out of 5 average rating, 140 reviews

Hot tub, Pool table, King bed!

The image displays the Summerville Resort sign, highlighting its proximity to Disney. A comfortable bedroom is shown, featuring two spacious beds and colorful wall art. An inviting patio area with outdoor seating is visible, alongside a community pool surrounded by lounge chairs and palm trees.

4.86 out of 5 average rating, 102 reviews

Comfy Family Villa|5min->Disney!

4.9 out of 5 average rating, 198 reviews

Hotel style beds, Near Disney and Walmart

Apartment rentals with outdoor seating

5 out of 5 average rating, 15 reviews

Modern Vacation Home Just Minutes from Disney 8

A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.

4.92 out of 5 average rating, 104 reviews

Penthouse With EPIC Views

5 out of 5 average rating, 14 reviews

WorldQuest 3B2B Condo 15 min to Disney – Sleeps 8

A private balcony is showcased with a round table and two woven chairs, providing a serene view of the lake and surrounding landscape. Soft morning light reflects on the water, while a small potted plant adds a touch of greenery to the setting.

4.97 out of 5 average rating, 103 reviews

2-Bedroom Renovated Lakeside Condo Near Disney

5 out of 5 average rating, 12 reviews

Flat in Kissimmee

Haunted Mansion-inspired Ghoulish Sanctuary

4.97 out of 5 average rating, 60 reviews

A cozy studio is shown, featuring a king-sized bed with an accent wall in warm colors. A seating area with a couch and smart TV is visible. The kitchen area includes a table for two. The outdoor pool reflects sunlight, surrounded by loungers and palm trees.

Flat in Kissimmee

10 mins to Disney - First Floor - Clean Pool

4.99 out of 5 average rating, 146 reviews

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

Flat in Kissimmee

Chic Vibes Comfy King Bed Next to Parks/Food/shops

A private balcony features comfortable seating with a coffee table, overlooking the serene waters of Lake Bryan. The clear blue sky complements the tranquil view, creating a peaceful outdoor space ideal for relaxation.

4.88 out of 5 average rating, 84 reviews

Stylish lake condo-private Disney fireworks view!

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 247 reviews

Perfect for Two Families • Sleeps 8 • Top Location

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

4.93 out of 5 average rating, 135 reviews

Pet friendly Orlando area near ESPN Center

A view from the balcony showcases a large, inviting pool surrounded by palm trees and lounge chairs. The pool area is highlighted by decorative landscaping and is set against a backdrop of a multi-story building, reflecting the vibrant atmosphere of the resort.

4.95 out of 5 average rating, 183 reviews

A1 POOL VIEW-By Disney/Universal/Balcony view

A patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.

4.84 out of 5 average rating, 147 reviews

Stunning view, near Disney.

4.95 out of 5 average rating, 129 reviews

Apartment in Orlando

Modern Lake view Condo 1 mile from Disney

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

4.92 out of 5 average rating, 146 reviews

Modern Condo with Lake View Near Disney 3151

4.98 out of 5 average rating, 249 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Apartment in Orlando

Lakefront Resort Condo near Disney and Universal

4.92 out of 5 average rating, 193 reviews

A spacious heated swimming pool is surrounded by palm trees, offering a tropical atmosphere. Lounge chairs with umbrellas line the pool area, providing ample seating for relaxation. The pool's clear blue water reflects the blue sky, enhancing a calm and inviting environment.

Apartment in Orlando

Spacious+LakeView 3b2b w/Pool&Shuttle to Parks!

Other holiday rentals with outdoor seating

4.78 out of 5 average rating, 119 reviews

A charming cottage exterior is depicted, featuring a light green facade and white railings. A single turquoise chair is positioned on the porch. Lush greenery and ornamental plants line the walkway, complemented by a landscaped area with mulch and natural textures.

Bungalow in Kissimmee

Sandcastle Cottage#51 Tropical Palms Kissimmee, FL

A bright bedroom contains two spacious beds dressed in light blue bedding. Floral accent pillows add color, while a large mural of a castle and lush greenery serves as a captivating backdrop. Natural light filters through pink curtains, enhancing the cheerful ambiance.

4.89 out of 5 average rating, 123 reviews

Pets Welcome, Close to Parks, Stocked Kitchen

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.

4.84 out of 5 average rating, 149 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort

The resort pool area features a winding pool surrounded by paved stone flooring. Numerous lounge chairs are arranged for relaxation under palm trees. The colorful building provides a backdrop, while shaded umbrellas offer comfort and a tranquil atmosphere at this inviting retreat.

4.74 out of 5 average rating, 275 reviews

Fab 4Bedroom Townhome@Regal Oaks

A private screened patio features a jacuzzi with colorful lights, creating a calm ambiance. Two outdoor chairs are positioned nearby, providing a comfortable spot to relax. Soft lighting illuminates the area against a backdrop of lush greenery and a clear evening sky.

4.91 out of 5 average rating, 218 reviews

AMAZING vacation house .Mins to Disney Regal oasks

5 out of 5 average rating, 12 reviews

Spacious Fun, Near Disney, Coffee, Wi-Fi, Pool

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.

4.93 out of 5 average rating, 317 reviews

Comfy 2 Bedroom Townhouse w/ hot tub - Disney Area

A serene pool area is surrounded by palm trees, offering a curved design highlighted by clear blue water. The dining space features a sleek table set with dishware and modern green chairs. A cozy bedroom showcases a spacious bed with dark linens, while a vibrant living area includes an arrangement of light furniture and colorful accents.