Holiday rentals with outdoor seating near Old Town

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.

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, 215 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!

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).

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, 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.

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, 259 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!

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, 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!

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, 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.

4.84 out of 5 average rating, 347 reviews

Comfy 3 bdrs w/private jacuzzi 5 min *Disney*

This spacious and recently upgraded decor townhouse is located in the beautiful Regal Oaks Resort. Regal Oaks is a private, gated Vacation Home Community and Resort. Located just a few minutes away from the traditional Old Town parks,shops and dinning and only 20 minutes away from Disney,this house will bring much fun to families, friends and groups looking for a weekend of fun or enjoy the great theme parks around. ** NO CARPETS **free parking, wifi and all resort’s amenities

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!!

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.

4.85 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!

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.

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

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 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, 171 reviews

Private Suite with Independent Entrance

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, 120 reviews

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

A private pool area is surrounded by a screened enclosure, featuring a well-shaped pool and a jetted hot tub. Lounge chairs are positioned nearby, with a grassy area beyond. The evening sky displays hues of pink, creating a serene atmosphere, enhanced by string lights that illuminate the space.

4.94 out of 5 average rating, 187 reviews

*Luxe Disney Home* Priv Pool/Spa- 6BR Sleeps 15

The resort features a sprawling pool area surrounded by lush palm trees and landscaped gardens. Clear blue waters meander through the space, creating a serene atmosphere. Sun loungers are spaced around the pool, inviting relaxation under the expansive sky.

4.91 out of 5 average rating, 169 reviews

5 Bdrm (sleeps 13), free water park,closeto Disney

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, 104 reviews

Comfy Family Villa|5min->Disney!

4.9 out of 5 average rating, 203 reviews

Cozy family home w/ heated pool 15 min. to Disney

A private heated pool is set within a screened enclosure, surrounded by a patio area. Two blue chairs and a white lounge chair are positioned nearby, with lush greenery visible beyond the pool. The clear water reflects the sky, creating a serene atmosphere.

4.99 out of 5 average rating, 159 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

Apartment rentals with outdoor seating

5 out of 5 average rating, 16 reviews

Flat in Orlando

Modern Vacation Home Just Minutes from Disney 8

4.97 out of 5 average rating, 104 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.

Flat in Orlando

2-Bedroom Renovated Lakeside Condo Near Disney

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

4.98 out of 5 average rating, 58 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

4.99 out of 5 average rating, 103 reviews

A cozy balcony is furnished with a comfortable seating area, featuring a blue sofa and a light-colored table. Palm trees are visible in the foreground, along with a serene waterfront view that stretches into the distance under a clear blue sky.

Flat in Orlando

Lake View Penthouse

A serene view of a calm lake surrounded by well-maintained buildings within a gated community. Two birds fly gracefully over the water, and a fountain can be seen in the distance, adding to the peaceful ambiance of the scene.

4.96 out of 5 average rating, 150 reviews

WATER View 4BR/Elevator/DISNEY Area

The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.

4.91 out of 5 average rating, 131 reviews

Sleek Modern Gateway 10 Min to Parks Pets Allowed

A scenic view showcases a serene body of water framed by a neatly maintained lawn and a wooden walkway extending into the distance. Several houses line the opposite shore under a clear blue sky, enhancing the peaceful outdoor setting.

4.84 out of 5 average rating, 167 reviews

Modern 2Bed 2Bath FREE Waterpark @ Storey Lake

A spacious living area is shown with two comfortable couches facing each other. A round coffee table is centered on a wood floor, surrounded by natural light from large windows. A modern ceiling fan and soft lighting fixtures add to the inviting atmosphere.

4.86 out of 5 average rating, 107 reviews

15min->Disney-Pool-HotTub-Sauna-Gym-Free Parking

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 248 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 sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.

4.93 out of 5 average rating, 132 reviews

Modern, spacious, and relaxing!

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

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, 194 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, 120 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

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, 150 reviews

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

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, 149 reviews

Amazing Location in Regal Oaks close to Disney

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

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

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, 318 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.