Family-friendly rentals near Old Town Kissimmee

4.97 out of 5 average rating, 197 reviews

A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.

Apartment in Kissimmee

303_To Infinity & the Ocean Breeze Apartment

Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

A resort-style swimming pool is framed by palm trees and lounge chairs. The image shows a screened patio with a private jacuzzi and outdoor dining space, along with a colorful water slide visible nearby. The themed bedroom features bright decor and ample bedding, appealing to families.

4.93 out of 5 average rating, 107 reviews

#2609 Resort Home near Disney Themed Jacuzzi Pool

Relax in this LARGE FULLY RENOVATED LUXURY DESIGNER HOME in the famous REGAL OAKS RESORT w/ THEMED BR near DISNEY WORLD in ORLANDO FLORIDA! Enjoy the STUNNING LAKE FRONT VIEW, PRIVATE JACUZZI, NEW STYLISH FURNITURE, HEATED POOL, Waterslides, Poolside Bar, GAME ROOM, BILLIARD TABLES, Ping Pong, Restaurant, GYM, Tennis Court, and 24/7 Security Guard! - Walk 5 min to Old Town Amusement Park and World Food Trucks. - Drive 8 min to DISNEY, 20 min UNIVERSAL STUDIO, 15 min SEAWORLD and DISNEY SPRINGS

The master bedroom features a king-size bed adorned with plush pillows and a cozy blanket. Large sliding doors open to a private balcony with serene views. Stylish lamps illuminate the room, complemented by rich maroon and neutral tones on the walls.

5 out of 5 average rating, 256 reviews

BOOK your Disney inspired Lakefront retreat NOW!

Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

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, 192 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, 212 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 bright dining area with a large table set for meals overlooks a modern kitchen with amenities, including stainless steel appliances. A cozy bedroom features a bed adorned with black and red accents. An aerial view displays a vibrant resort pool area with water slides and lounging spaces.

4.92 out of 5 average rating, 371 reviews

Waterpark, Mini Golf, Batting Cage | Near Disney!

**Waterpark closed for maintenance from January 5th to February 5th, 2026** (See photo 7 in album for details) Located just minutes from Disney World & steps from restaurants. Your reservation will give you access to the resort’s amenities for up to 6 people without an additional charge! ✪AMENITIES✪ FantasyWorld amenities include: -Lazy river -Water slides -Heated pools -Pool bar -Splash pad -Jacuzzi -Gym -Picnic & BBQ areas -Playground -Arcade -Batting cage -Sports courts -Mini golf & more

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, 135 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).

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.

4.96 out of 5 average rating, 256 reviews

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

Welcome to our personal 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 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!

Superhost

4.77 out of 5 average rating, 335 reviews

Free Waterpark! Fantasy World - Fun at BnB

Experience magic at our Fantasy World Villas retreat, minutes from Disney, Universal & Sea World. This modern 2-bed villa boasts a Mickey-themed room, king-size bed in the master, full kitchen, laundry, private patio, free Wi-Fi & parking. Resort amenities include heated pools, hot tubs, lazy river, water slides, tiki bar, gym, playground, sports courts, and more. Enjoy nearby restaurants & grocery stores. Create unforgettable memories in this captivating home away from home! Book Now!

A bright and spacious living area showcases a modern design, featuring a welcoming sign displaying 'VACATION MODE ON.' A wine bottle and glasses are positioned on the counter, while natural light floods in through large windows, highlighting the dining area and outdoor views.

4.91 out of 5 average rating, 141 reviews

LARNE LODGE House with Hot Tub 3 miles to Disney!

Experienced superhosts - check out our other listing for reviews! Larne Lodge has just gone through a full modern renovation! Located just 3 miles from Disney and 11 miles from Universal Studios, Larne Lodge is the perfect vacation spot for families and friends to make lasting memories! This spacious townhouse is located in a beautiful private and gated resort, which offers guests a shared pool with a pool bar, gym, bar, restaurant, games room, and a convenience store.

The image showcases various themed sleeping areas within the vacation home. A Superhero Room displays colorful walls with superhero motifs, while the Princess Room features castle imagery. A cozy nook with a bunk bed is visible, alongside arcade machines that add to the playful environment.

4.94 out of 5 average rating, 125 reviews

Magical Hideaway - 15 min to Disney - Storey Lake

Welcome to The Magical Hideaway! Bring your family an immersive experience into our Disney-themed vacation home in Storey Lake community. Our home includes a specially themed Princess and Superhero rooms. Dive into fun at the resort pool with a lazy river and water slides. Enjoy your own plunge pool and our photo-op green wall. Entertainment includes 4 Roku TVs, Disney board games, and puzzles. We've also got you covered with a stroller, crib, and highchair provided.

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.

4.85 out of 5 average rating, 132 reviews

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

Our gated-community townhouse offers a resort feeling with all the comforts of home, peaceful & quiet, yet central to Disney, Old Town, and all major attractions. After an exciting family day, relax in your private patio hot tub and enjoy the nature, or soak up some sun poolside at the resort. Fun for adults and kids of all ages! Also enjoy the resort tennis courts, pool table, gym, restaurant, and poolside snack bar! NO RESORT FEES! FREE PARKING!

Popular amenities for family-friendly rentals near Old Town Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 251 reviews

Resort Style 12 min Disney, Jacuzzi, Sleeps 8

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, 219 reviews

2 BR Harmony House at Regal Oaks Resort

4.84 out of 5 average rating, 295 reviews

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

*Private jacuzzi!* Spacious home! Next to parks!

4.92 out of 5 average rating, 106 reviews

No Airbnb Fees!Themed Home w/Pool in Resort 231031

4.96 out of 5 average rating, 130 reviews

*Holiday Discounts*EPIC Bunk Slide*Mins to Disney

A spacious outdoor pool area is surrounded by lounge chairs and palm trees, with a large building in the background. A waterslide can be seen to the left, and the setting sun casts a warm glow over the entire scene.

4.96 out of 5 average rating, 237 reviews

Resort-style home close to Disney with jacuzzi

A large swimming pool is surrounded by lush palm trees and lounge chairs, providing a relaxing atmosphere. The vibrant blue water reflects the bright sky, while a resort building stands in the background, featuring expansive windows and outdoor seating areas under shaded umbrellas.

4.92 out of 5 average rating, 118 reviews

Spacious Lakefront Townhome – 4mi to Disney!

4.96 out of 5 average rating, 114 reviews

3BD/3BA Themed House Near Disney

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 221 reviews

A charming blue cottage is depicted, showcasing a combination of large windows and decorative greenery. The entrance is framed by a small garden, with a stone border and a variety of plants, creating an inviting outdoor space. A covered porch area is also visible.

Cottage in Kissimmee

Cozy Private Cottage 5 miles from Disney!

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.

4.88 out of 5 average rating, 113 reviews

Pets Welcome, Close to Parks, Stocked Kitchen

4.92 out of 5 average rating, 120 reviews

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.

Apartment in Kissimmee

Pet friendly Orlando area near ESPN Center

4.97 out of 5 average rating, 406 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.

Apartment in Orlando

Waterfront Condo minutes to Disney & Universal

4.86 out of 5 average rating, 426 reviews

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

OMG! Disney Area, Movie Theater, Game Room & Pool!

4.95 out of 5 average rating, 107 reviews

A colorful bunk bed structure is featured, decorated in vibrant shades of yellow, blue, and orange. The mural backdrop depicts a jungle scene with a leopard and tropical plants, enhancing the playful atmosphere of the room. Spiral staircases offer access to the upper sleeping area.

Townhouse in Davenport

Themed Home + Near Disney + Arcade + King Bed + Water Park + Spa

4.9 out of 5 average rating, 152 reviews

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

Flat in Kissimmee

Modern 3 Bedroom Apartment Near the Theme Parks

4.89 out of 5 average rating, 172 reviews

Flexible Early Check ins / Late Check outs*

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 309 reviews

The exterior of the cottage is highlighted by a welcoming front porch featuring two teal chairs. A white railing surrounds the steps, leading to the entrance. Natural light pours in through large windows, illuminating the inviting facade.

Tiny home in Kissimmee

Great reviews! Tiny home in quiet & safe area

Townhouse in Four Corners

4.96 out of 5 average rating, 171 reviews

Near Disney/Kid-Friendly/Disney-Themed/Water Park

4.84 out of 5 average rating, 132 reviews

A charming pink tiny house is positioned at the end of a tree-lined street. The house features a front porch with white railings and steps leading to a bright entry. Lush greenery and colorful shrubs enhance the front yard, creating a welcoming outdoor space.

Cottage in Kissimmee

Near Disney and all Parks- Tiny Cottage

4.95 out of 5 average rating, 148 reviews

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

Apartment in Orlando

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.

4.97 out of 5 average rating, 178 reviews

Waterfront Wizarding Near Universal's Harry Potter

An aerial view of the resort showcases multiple swimming pools surrounded by palm trees, with lounge chairs arranged around the poolside. The property features a water slide and is situated next to a serene lake, providing a picturesque setting for relaxation.

4.82 out of 5 average rating, 161 reviews

Vacation Home at Regal Oaks, 5 Minutes to Old Town

4.95 out of 5 average rating, 224 reviews

The living room features a light-colored sectional sofa with built-in cup holders, complemented by a decorative area rug. A flat-screen TV is mounted on the wall, and large windows are adorned with sheer curtains allowing natural light to filter through.

Apartment in Kissimmee

Gorgeous Apartment Close to Disney (Storey Lake)

A vibrant gaming area features a large wall mural of Mario characters, with Bowser prominently displayed. A console with colorful buttons invites interaction, paired with a large screen showcasing gameplay from Super Mario Bros. 3. The playful design appeals to children.

5 out of 5 average rating, 114 reviews

New Near Disney Lake View Pool Mario Sleeps 10

Family-friendly home rentals with wifi

A vibrant children's room features a playful Mario-themed mural with bright colors and soft lighting accentuating the décor. A spacious bed with a green blanket is framed by yellow curtains. The lower section includes a cozy seating area with a red table, inviting play and relaxation.

4.93 out of 5 average rating, 81 reviews

2389 RT - 4BD/ 3BA - Brand New Amazing Disney Home

The exterior of the townhouse features a welcoming entrance with a decorative wreath on the door. Light-colored siding complements the lush greenery surrounding the front yard. Windows with white shutters allow natural light to enter the interior spaces, while a parking area is visible in the foreground.

4.99 out of 5 average rating, 87 reviews

JRVacationHome@Regal Oak Resort-Old Town/Fun Spot

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.

4.98 out of 5 average rating, 46 reviews

No Airbnb fees! Waterfront 2BR home in Disney area

5 out of 5 average rating, 14 reviews

Tiny home in Kissimmee

EPIC Fortress

A vibrant dining area is shown, featuring a large table set for six. Below, a private hot tub is visible on a patio, surrounded by lush greenery. A spacious bedroom with elegant decor is highlighted, showcasing a comfy bed and large windows letting in natural light.

4.98 out of 5 average rating, 63 reviews

Disney Getaway, Hot Tub, 10 min to Parks, 6 people

4.86 out of 5 average rating, 91 reviews

Mickey and Star Wars Fun, Resort Pool & Slide

Superhost

Aerial view of the resort's landscaped grounds, featuring multiple swimming pools surrounded by palm trees. A water slide is visible beside the pool area, along with sun loungers. A serene lake is shown with a fountain, enhancing the tranquil atmosphere.