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, 150 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

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.

4.93 out of 5 average rating, 181 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.

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, 239 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!

The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.

4.88 out of 5 average rating, 237 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

This townhouse provides an 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. After a long day at the parks with a beautiful lakefront view, relax in your private spa. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant, and only 5 min from Disney and golfing area Free Parking Close to lakes, camping, beach, vineyards, farms

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, 140 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).

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.

4.97 out of 5 average rating, 277 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!

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.

4.9 out of 5 average rating, 147 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.

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, 328 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!

A private hot tub is situated on a patio surrounded by a screen enclosure, offering views of a tranquil lake. A fountain can be seen in the distance, enhancing the serene atmosphere. Steps lead up to the hot tub, providing easy access.

4.95 out of 5 average rating, 245 reviews

4.95 Rated Pool Home 10 Min to Disney

Trusted by over 400 guests with a 4.95 rating. Quiet pool home designed for easy, stress free stays. Spotless, clutter free, and exactly as described. Fast WiFi and simple self check in. 10 minutes to Disney and major attractions. “Spotless, easy check in, and perfect location.” “Exactly as described. Would stay again.” 2-bedroom townhouse in the gated Regal Oaks Resort Private hot tub overlooking a peaceful lake, ll Resort-style amenities like pools, water slides, a fitness center.

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.

4.88 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.

4.98 out of 5 average rating, 109 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 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.

4.95 out of 5 average rating, 122 reviews

4mi to Disney, Summer Oasis w/ Pool & Water slides

Escape to our cozy Orlando townhouse where adventure meets nature! Relax in your private backyard jacuzzi with sunset views over lush greenery, sometimes even spotting deer. 🦌 Located in a resort-style gated community with a heated pool and water slides, it’s the perfect mix of fun and relaxation.🏖️ Minutes from theme parks, shopping, dining, and nightlife. In Regal Oaks Resort, a short walk to Old Town! – 10 min to Disney – 18 min to SeaWorld – 20 min to Universal

Popular amenities for outdoor seating rentals near Old Town

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday 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.

4.94 out of 5 average rating, 126 reviews

3BR Kissimmee Home w/ Heated Pool, 7min Disney

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.

4.9 out of 5 average rating, 127 reviews

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

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.

4.9 out of 5 average rating, 132 reviews

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

A resort pool area features a winding pool surrounded by landscaped gardens and palm trees. Comfortable lounge chairs are arranged along the deck. A thatched cabana can be seen in the background, providing shade and relaxation. The bright blue sky enhances a serene outdoor atmosphere.

4.82 out of 5 average rating, 241 reviews

Check in now last minute deal

4.9 out of 5 average rating, 214 reviews

Do you Wanna Know Why We’re Among Guest Favorites

A sunlit community pool area showcases a large pool surrounded by palm trees and lounge chairs. The clubhouse, with expansive windows and a vibrant facade, stands in the background. Colorful slides and umbrellas add to the inviting recreational atmosphere.

4.95 out of 5 average rating, 105 reviews

A Colorful Splash | Magical Disney Lakeside Resort

An outdoor patio area features a hot tub, accompanied by colorful chairs and a small table. The scene is set against a scenic lakeside view, framed by a protective screen enclosure, with gentle evening light illuminating the space.

4.93 out of 5 average rating, 101 reviews

Once Upon A DreamStay: *Luxury *Lakeview *Disney

An inviting private pool area is enclosed with a protective screen, featuring a vibrant pineapple pool float positioned beside the water. Sunlight reflects on the clear blue pool, and the surrounding white fence offers privacy. The spa area is visible in the background.

4.77 out of 5 average rating, 294 reviews

Beautiful 3BR House w/ Private Pool near Disney

Apartment rentals with outdoor seating

The inviting living area features a pair of modern teal sofas arranged around a glass-topped coffee table. A large TV is mounted on the wall opposite, with sunlight filtering in through sliding glass doors that lead to a balcony overlooking a scenic view.

4.82 out of 5 average rating, 170 reviews

*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*

A welcoming living area features a dark brown sofa adorned with decorative pillows in warm tones. Greenery decorates the wall behind the sofa, complemented by a modern lamp. A nearby circular table and chair set add to the inviting space, with natural light filtering through a window.

4.91 out of 5 average rating, 145 reviews

Lush Green Retreat 10 Min to Parks Pets Allowed

4.86 out of 5 average rating, 118 reviews

Cozy Apartment Close to Disney

5 out of 5 average rating, 7 reviews

Apartment in Orlando

Luxury Disney 2 Bed/Bath • Balcony •Lake Views

4.97 out of 5 average rating, 113 reviews

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.

Apartment in Orlando

2-Bedroom Renovated Lakeside Condo Near Disney

4.75 out of 5 average rating, 4 reviews

10 Min to Disney World Family Friendly Stay

A large resort-style pool, shaped like a Mickey Mouse head, is surrounded by palm trees and lounge chairs. Guests are seen relaxing on sun loungers and enjoying the water, with umbrellas providing shade in certain areas. Additional smaller pools are visible nearby.

4.86 out of 5 average rating, 152 reviews

Amazing Apartment in Orlando - Kissimmee

4.89 out of 5 average rating, 105 reviews

A private balcony features a table and four chairs, overlooking a serene lake. The shimmering pool area is visible below, surrounded by lush green trees. Clear blue skies provide a tranquil backdrop to the scenic outdoor space.

Apartment in Orlando

Apartment in Orlando

Condo rentals with outdoor seating

4.97 out of 5 average rating, 264 reviews

Ideal for Two Families • Sleeps 8 • Top Location

4.95 out of 5 average rating, 192 reviews

A1 POOL VIEW-By Disney/Universal/Balcony view

4.97 out of 5 average rating, 443 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Condo in Orlando

Waterfront Condo minutes to Disney & Universal

4.95 out of 5 average rating, 137 reviews

Condo 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.

4.9 out of 5 average rating, 157 reviews

Modern Condo with Lake View Near Disney 3151

4.81 out of 5 average rating, 160 reviews

Sunset every single day /ReserveView 4BR/Elevator

The spacious living and dining area features contemporary furnishings with a large grey sofa accented by colorful cushions. A dining table for six is set nearby, with sunlight pouring through multiple windows, illuminating the open layout that extends to a private balcony.

4.8 out of 5 average rating, 270 reviews

Stunning Sunny Central Condo w/ Pool & Balcony

4.95 out of 5 average rating, 110 reviews

A spacious living area features a comfortable sectional sofa and a coffee table atop a textured rug. Light blue walls enhance the bright atmosphere, while artwork adorns the walls. The open kitchen includes wooden cabinetry and modern appliances, with seating available at the countertop.

Condo in Orlando

Renovated Condo 2 miles away from Disney Lake view

Other holiday rentals with outdoor seating

An aerial view of the resort showcases a large pool area surrounded by palm trees and lounge chairs. A vibrant water slide is positioned next to the pool, with patio seating visible near the clubhouse. The blue water reflects the landscape in a calm setting.

4.74 out of 5 average rating, 119 reviews

4 Br. Townhouse! Family Resort! 4 mi. from Disney!

A private hot tub is situated on an outdoor patio, enclosed by a screened area. Surrounding greenery and a tranquil water view are visible beyond the patio, providing a serene setting for relaxation.

4.95 out of 5 average rating, 59 reviews

Waterfront Resort getaway, close to Disney

4.73 out of 5 average rating, 33 reviews

Entire house 15min to Disney with Hot Tub

5 out of 5 average rating, 23 reviews

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

4.93 out of 5 average rating, 115 reviews

Villa in Kissimmee

Luxury Villa! /Game Room/ Pool Heater

A spacious Master Bedroom features a large bed dressed in white linens, complemented by neutral furnishings. A flat-screen TV is mounted on the wall opposite the bed, while soft natural light filters through the window adorned with light curtains.

4.92 out of 5 average rating, 355 reviews

Stylish Villa Near Disney | Pool and Resort

The image showcases the vibrant swimming pool area of the resort, featuring a water slide and surrounded by palm trees. The kitchen area displays modern appliances, including a stove and granite countertops. A dining table is set for six, and a comfortable living space is visible with seating for relaxation.

4.95 out of 5 average rating, 338 reviews

Disney/Universal Home Away from Home!

A modern living area is presented with a comfortable sofa against a light blue wall. A wooden coffee table sits in front, adorned with decorative items, while a lamp adds soft lighting. An accent chair and a small chalkboard enhance the inviting space.