Family-friendly rentals near Old Town

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.

4.92 out of 5 average rating, 109 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

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, 375 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

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, 259 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!

A comfortable living area is displayed, featuring a large flat-screen TV on a media console. Two sleek sofas provide seating, complemented by a coffee table. Natural light enters through sliding glass doors, leading to a patio with garden views, adding to the inviting space.

4.68 out of 5 average rating, 189 reviews

@Look@ ~ Regal Oaks-4BD/3Bath/Hot Tub! ~ Sleeps 9!

* Comfortably accommodates 9 guests! * Private laundry and fully furnished kitchen! * Enjoy free Keurig coffee k-cups! * Screened porch with relaxing hot tub! * Just minutes drive to Disney World, Universal Studios, SeaWorld, and walking distance to Old Town! * Multiple activities and restaurants within walking distance! * Access to Regal Oaks Resort amenities - pool, waterslides, fitness center, clubhouse, mini market, business center, bar and grill, tennis court, and the list goes on!!

The image showcases a spacious townhouse complex within a gated resort, featuring warm-toned exterior walls and a distinctive red-tiled roof. Surrounding greenery includes palm trees and well-maintained landscaping. Ample parking spaces are visible in front, highlighting the convenience of access.

4.84 out of 5 average rating, 335 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

A vibrant pool area is showcased, featuring bright water play structures including a pink water umbrella and colorful fountains. Sun loungers and umbrellas in various colors surround the pool, with palm trees lining the background under a clear blue sky filled with fluffy clouds.

4.86 out of 5 average rating, 413 reviews

Gated community, 5 miles from Disney

Decorated prioritizing comfort for our guests, smart lock for a self check in. Our community is now part of Calypso Cay Resorts. All of our guests are allowed to cross over to all 3 properties including the big Holiday Inn side. 5 swimming pools in total, 3 hot spas, water slides, mini golf, basketball, tennis, volleyball, playground, rock climbing, and more. They also have a bar/lounge, a snack bar/deli, coffee shop, 300 feet Zipline available for a purchase.

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, 133 reviews

♥︎ Disney-3 miles ♥︎ Private HotTub ♥︎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!

4.85 out of 5 average rating, 300 reviews

Free Waterpark- Fantasy World, Mickey and Minnie

Discover magic in our charming villa at Fantasy World Villas, near Disney, Universal & Sea World. Enjoy a whimsical Mickey & Minnie-themed room, king-size master bedroom, modern kitchen, and private patio. Resort: pools, slides, lazy river, kids' activities, gym, sports courts & more. Walk to shops & restaurants. Free WiFi, parking & resort access. Create unforgettable memories in our enchanting villa, just steps from theme parks & resort fun! Book now!

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, 314 reviews

Disney/Universal Home Away from Home!

At the Regal Oaks Resort you will find a fantastic pool, water slides, games room, gym, sauna, onsite dining at the clubhouse and much more! We DO NOT have any additional resort fees, the price you pay is final, it includes everything and all free amenities at our resort! Nature's little get away. Our home is located in a very private section of the resort backing onto a large conservation area. Nothing but green life and palm trees!

A yellow cottage is featured, with a welcoming entrance that includes a set of wooden steps leading to a covered porch. White railings frame the porch, while a ceiling fan hangs above. Lush greenery and flowering plants are positioned near the entrance, enhancing the overall charm.

4.95 out of 5 average rating, 503 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

The image displays a resort landscape featuring various pastel-colored buildings surrounding a large pool area. A view of the tranquil lake is visible, with numerous palm trees and lounge chairs positioned near the water. The highlighted apartment is located on the second floor of one building.

4.98 out of 5 average rating, 401 reviews

Gorgeous❤️ Pool & Lake View Condo near Disney Parks

Welcome to Runaway Beach Club — your peaceful escape just minutes from the magic! With airy high ceilings and Key West-style decor, you’ll feel at home the moment you walk in. Whether you’re visiting theme parks or just want to relax, this cozy retreat is tucked away from the chaos but close to everything. Perfect for couples, small families, or business travelers. Book your stay and unwind in your own private slice of paradise!

4.84 out of 5 average rating, 270 reviews

A comfortable living area features a soft blue sofa adorned with patterned pillows. Natural light enters through window treatments, brightening the space. Nearby, a dining area accommodates four with a wooden table, while a well-equipped kitchen is visible in the background.

Tiny home in Kissimmee

Jubilee Cottage 12 miles from Epic Universe

Quaint cottage with high-end appliances, perfect for business travelers or small families. Fully equipped kitchen. Lovely porch. Comfortable loving room with 2 recliners. A/C and 5 fans keep the unit cool! Full use of facilities: pools, gym, reception area, game room, miniature golf. 5 minutes from Disney, walking distance to Old Town. Why stay in a hotel when you can stay in Jubilee Cottage??

Popular amenities for family-friendly rentals near Old Town

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The sleeping area features two spacious beds adorned with colorful patterned bedding. Natural light fills the room through a window dressed in vibrant patterned curtains. Decorative wall mirrors and art enhance the modern decor, complemented by a ceiling fan and neutral-toned walls.

4.8 out of 5 average rating, 232 reviews

Enchanting Newly Renovated 1.5miles to Disney (760

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, 220 reviews

2 BR Harmony House at Regal Oaks Resort

4.8 out of 5 average rating, 215 reviews

2772 Disney 4BD Resort Home + Private Spa

The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.

4.99 out of 5 average rating, 137 reviews

Lake View - 5 Miles to Disney!

The dining area features a large wooden table set for dinner, with stylish chairs surrounding it. A cozy seating space is visible in the background, accompanied by a large window allowing natural light to enhance the warm tones of the decor.

4.87 out of 5 average rating, 277 reviews

RUSTY'S DEN House with Hot Tub 3 miles from Disney

4.89 out of 5 average rating, 119 reviews

Home in Kissimmee

Magical Themed Home Near Disney w/ Arcade Room

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, 194 reviews

Townhouse - 5 miles to Disney!

A vibrant children's bedroom features a double bunk bed with a trundle, adorned in bright orange bedding. The playful walls are decorated with colorful polka dots and Mickey Mouse motifs. A cozy chair and a desk with a lamp complete the inviting space.

4.87 out of 5 average rating, 312 reviews

Resort Townhome with Water Park Near Disney

Family- and pet-friendly home rentals

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.

4.92 out of 5 average rating, 121 reviews

Pet friendly Orlando area near ESPN Center

4.97 out of 5 average rating, 413 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

4.86 out of 5 average rating, 427 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!

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.

4.9 out of 5 average rating, 154 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

4.89 out of 5 average rating, 177 reviews

Home in Kissimmee

Cozy Christmas tree House Near Disney

A comfortable living area is highlighted by a dark leather sofa with decorative pillows. A wooden coffee table sits on a patterned rug, while a round dining table and chairs are positioned by large windows allowing natural light to fill the space.

4.81 out of 5 average rating, 100 reviews

Chic Cottage near Disney - Lots of Amenities!

4.78 out of 5 average rating, 116 reviews

Cozy Vacation Condo next to Disney Universal

4.88 out of 5 average rating, 113 reviews

Kid-Approved Stay – Pool, Parks & Themed Rooms!

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 312 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

4.92 out of 5 average rating, 104 reviews

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.

Home in Kissimmee

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

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.

4.84 out of 5 average rating, 133 reviews

Near Disney and all Parks- Tiny Cottage

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, 257 reviews

BOOK your Disney inspired Lakefront retreat NOW!

4.96 out of 5 average rating, 109 reviews

Cottage of Charms

4.99 out of 5 average rating, 132 reviews

A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.

Villa in Four Corners

Mickey Fantasia Family Friendly w/accessibility

A sprawling resort pool area is displayed, featuring winding water slides, a lazy river, and lush landscaping with palm trees. Sun loungers line the pool, while shaded cabanas provide relaxation spots. Nearby, green spaces are visible, enhancing the recreational setting.

4.93 out of 5 average rating, 134 reviews

5 miles from Disney - Full Waterpark, ALL nearby

A modern living space showcases a kitchen with white cabinetry and stainless steel appliances. The open layout includes a dining area with a red and white checkered table, comfortable seating, and a vibrant accent wall. Natural light enters through large windows, illuminating the cozy atmosphere.

4.83 out of 5 average rating, 428 reviews

Mickey Mouse Themed Getaway next to Disney 1

Family-friendly home rentals with Wi-Fi

4.84 out of 5 average rating, 19 reviews

10 Min from Disney • Great Location & Comfort

The image displays a colorful two-story home with light green siding, accented by blue shutters. The pool area features a vibrant water slide and colorful play structures. The interior includes a children's sleeping area with themed decor and twin beds, creating a fun, inviting atmosphere.

4.93 out of 5 average rating, 120 reviews

Brand New Margaritaville Key Lime House by Disney

A spacious living area is shown, featuring a white sectional sofa and a dining table with modern wooden chairs. Natural light floods the room through large sliding glass doors, while decorative elements like a floor lamp and wall art add subtle details.

4.81 out of 5 average rating, 271 reviews

2BD/2BA Storey Lake condo close to Disney #51

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.

4.99 out of 5 average rating, 67 reviews

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

A vibrant water slide structure features intertwining blue and green tubes, leading into a sparkling pool below. Lush potted plants surround the pool area, adding a touch of greenery to the fun atmosphere.

4.94 out of 5 average rating, 35 reviews

Regal Oaks Renovated 4 Bed Unit

An aerial view captures the expansive resort-style pool area, featuring tropical landscaping and winding water features. Sun loungers and cabanas line the poolside, while a lazy river and splash park invite guests to relax and enjoy. The serene water is bordered by a scenic lake.

4.94 out of 5 average rating, 162 reviews

O-Gated Resort-5 miles to Disney-2 FREE Water Park

A bright and open living area features modern furnishings including a sleek dining table and comfortable seating. Natural light filters through large windows, and a flat-screen TV is mounted on the wall. The kitchen island with a quartz countertop provides additional workspace.

4.9 out of 5 average rating, 155 reviews

SL106 - Modern Condo - Resort Access included

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.