Family-friendly holiday rentals in Kissimmee

A modern living area features a gray sofa and a light wood coffee table, with decorative items placed on it. A comfortable armchair adds seating options. Large glass doors open to a private patio space with outdoor furniture, allowing natural light to fill the room.

4.94 out of 5 average rating, 120 reviews

4741-104 Resort APT by Disney World Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

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.

4.99 out of 5 average rating, 155 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

4.86 out of 5 average rating, 432 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!

"Guest favorite" - This home is in the top 10% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

4.91 out of 5 average rating, 385 reviews

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.

Townhouse in Kissimmee

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

Townhouse in Four Corners

4.96 out of 5 average rating, 183 reviews

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

Your magical vacation starts here! Just 15 minutes from Disney World, this beautiful, family-friendly home offers luxury, themed rooms, and fun, perfect for creating unforgettable memories. The home is located in the ChampionsGate area. It has 3 bedrooms, 2.5 bathrooms, modern furniture, and super fast internet. You will have free access to the Enclaves at Festival amenities center which features a large beach-entry pool, kids water park, beach volleyball, mini-golf, restaurant, and gym.

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.

4.99 out of 5 average rating, 136 reviews

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

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

4.94 out of 5 average rating, 166 reviews

A door with a keypad entry system is shown, leading into the living space. Framed artwork adorns the wall in soft colors, while green curtains frame a nearby window. A glimpse of a bed is visible, covered with a textured blue bedspread.

Guest suite in Kissimmee

It's too much like a elegant mini-hotel (6)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless friendly and courteous guests from Brazil. We will always welcome you!

5 out of 5 average rating, 105 reviews

A colorful mural of a train enhances the living room's ambiance, complemented by a large sectional couch. Adjacent, a vibrant LEGO-themed bunk bed room features bright wall colors, inviting playful interactions. An underwater mural decorates another space, showcasing immersive coral designs, enhancing the magical atmosphere.

Home in Davenport

Themed Disney Villa | Pool | Arcade | Resort ºoº

Stay in a luxury Disney-themed home minutes from the parks. Enjoy a private heated pool and spa, Mario Kart arcade game room, themed bedrooms, and full Windsor Island Resort water park access. Perfect for large families and groups, with spacious living areas, fast WiFi, and premium streaming. Relax after park days or enjoy resort amenities, including a lazy river, slides, and a clubhouse. Your unforgettable Orlando vacation starts here,

4.99 out of 5 average rating, 139 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

This home was designed with the idea of imagination in mind. Imagination can take you to places you otherwise could have only dreamt of being in; Walt Disney himself said, "If you can dream it, you can do it". The vibrancy and life that fills this house represents imagination. When you set foot in this house, the real world fades away. Here, life can be a rainbow. People of all abilities are welcome to sing, dance, and have fun 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, 406 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!

4.99 out of 5 average rating, 146 reviews

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.

Townhouse in Kissimmee

Lake View - 5 Miles to Disney!

This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).

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, 168 reviews

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

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

Popular amenities for Kissimmee family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

The living room features a Mickey Mouse mural, complemented by a yellow sofa adorned with a blue star-patterned blanket. A glass coffee table sits in the center, while a small blue chair and a television are positioned against a light gray wall. Decorative items include a plush Mickey Mouse.

4.76 out of 5 average rating, 201 reviews

Mickey's House vacation/kissimmee4

Apartment in Four Corners

A whimsical bedroom features two beds adorned with white linens and vibrant red throw blankets displaying Mickey Mouse. A large Mickey-shaped decor piece is showcased on the wall, with cheerful lighting and a stuffed Mickey Mouse plush sitting on one bed.

4.99 out of 5 average rating, 148 reviews

Luxury Disney Condo | Resort Pools | Golf View

4.9 out of 5 average rating, 144 reviews

The living room showcases a sectional sofa adorned with decorative pillows, paired with a marble coffee table. Soft curtains frame the windows, and a mirror reflects the light. A colorful area rug anchors the space, complemented by elegant decor elements in gold.

Tiny home in Kissimmee

Luxury Tiny Cottage. Only 5 miles from Disney!

4.82 out of 5 average rating, 109 reviews

2 Bd/ 2 Ba Sleeps 8! Storey Lake (4721-203 CT)

A modern kitchen is presented with sleek white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and stove, are visible. A breakfast bar features two high-backed chairs, set with dishes and glassware, creating an inviting dining space. Ample natural light fills the area.

4.76 out of 5 average rating, 187 reviews

Newly Updated 2BR/2BA Luxury Unit at Storey Lake

4.91 out of 5 average rating, 180 reviews

Home in Davenport

No Airbnb Fees! Pvt PoolSPA/GameRoom/Resort 273361

4.86 out of 5 average rating, 174 reviews

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

Apartment

Westgate Vacation Villas - 1 Bedroom

4.98 out of 5 average rating, 233 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

Family- and pet-friendly home rentals

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.

4.92 out of 5 average rating, 240 reviews

Cozy House with Private Pool. Kissimmee/Orlando

4.99 out of 5 average rating, 143 reviews

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

Villa in Kissimmee

Beautiful home. Private pool. Close to Disney!

4.95 out of 5 average rating, 226 reviews

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.

Townhouse in Kissimmee

2 BR Harmony House at Regal Oaks Resort

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.

4.89 out of 5 average rating, 162 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

Superhost

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

4.85 out of 5 average rating, 216 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

Superhost

A vibrant Monsters Inc-themed double bedroom is presented, showcasing two double beds adorned with colorful bedding and plush character pillows. The walls are decorated in bold hues of blue and orange. A bedside lamp provides soft lighting, enhancing the playful decor.

4.76 out of 5 average rating, 135 reviews

Free Waterpark, Fantasy World, Monsters Inc Villa

4.91 out of 5 average rating, 146 reviews

A spacious living area features a blend of modern and mid-century design elements. A large wooden dining table is accompanied by comfortable seating, while a green feature wall and decorative plants add a touch of nature. Light filters through the windows, illuminating the inviting space.

Townhouse

Disney Themed Townhome- 5 miles to Disney Property

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.

4.9 out of 5 average rating, 123 reviews

Sleek Modern Gateway 10 Min to Parks Pets Allowed

Family-friendly home rentals with a pool

A spacious living area showcases a gray sofa adorned with decorative pillows. A dark rug sits beneath the seating arrangement, while a dining set with light wooden chairs and a round table is visible in the adjacent open-concept kitchen. A ceiling fan and floor lamp provide ambient lighting.

4.85 out of 5 average rating, 94 reviews

Relax in Cozy Apt 1/1 near to Disney

4.87 out of 5 average rating, 189 reviews

Next to Disney and retail therapy

A large outdoor pool is surrounded by lounge chairs and shade trees. The pool area features a covered structure, and a connected whirlpool is visible. Apartment buildings are seen in the background against a clear blue sky.

4.89 out of 5 average rating, 394 reviews

3BR/2Bath Spacious condo 15min to Disney

5 out of 5 average rating, 23 reviews

Townhouse in Davenport

Amazing 3 bedroom getaway

A sunny pool deck features a private pool surrounded by a screened enclosure. Four chaise lounge chairs are positioned near the pool, alongside a covered area with a table and chairs for outdoor dining.

4.96 out of 5 average rating, 161 reviews

Large House | Near Disney | Private Pool | 6 beds

The living area features a spacious gray sectional sofa arranged around a white coffee table, with decorative items adding style. A large window provides natural light, complemented by modern shelving and a lamp. The open kitchen is visible in the background, emphasizing a comfortable layout.

5 out of 5 average rating, 69 reviews

Modern Luxury Kissimmee Retreat

A circular pool is surrounded by lush palm trees and tropical plants. Sun loungers are arranged along the water's edge. The clear blue sky enhances the inviting atmosphere, while a splash pad with a red slide is visible in the background.

4.93 out of 5 average rating, 95 reviews

Sunny Day At Runaway Beach Club