Holiday rentals with an EV charger in Osceola County

4.93 out of 5 average rating, 220 reviews

A private pool is visible, surrounded by a screened-in patio. Lush green grass and trees form a natural backdrop, providing a serene view. Sunlight filters through the foliage, creating a peaceful atmosphere for relaxation.

Home in Davenport

Orlando 5BD Retreat w/ Pool | Disney & Golf Nearby

Spacious and cozy house, gated, quiet, safe community, private pool, and view of preservation. | 3 min | Publix & Aldi Groceries, TacoBell & Wendy's | 4 min | Olive Garden & LongHorn Steakhouse | 5 min | Panera Bread & Miller's Ale House | 6 min | ChampionsGate Golf Club | 14 min | Walmart & TARGET | 19 min | DISNEY AREA | 19 min | ESPN Sports | 26 min | UNIVERSAL and EPIC Universe | 30 min | ORLANDO Convention Center | 39 min | MCO Airport | 60 min | Bush Garden's | 90 min | Sarasota & Beaches

A themed bedroom designed with space motifs features a twin over twin bunk bed with a ladder for access. The walls are decorated with an illustrated planet scene, while a playful area rug adds color to the carpeted floor.

4.96 out of 5 average rating, 107 reviews

Virtual Reality | Simulators | Pool | Disney 20min

Happy 2026 from Kissimmee! Westside Villa has just a few openings - snag it while you can! -20 minute drive to all Disney Parks -Private, heated pool; gas grill; EV charge on-site -Modern arcade: racing simulators, virtual reality, vintage games -3 king size suites with smart TVs; dedicated work space -2 pack-n-plays, highchair, strollers, wagon -Resort access: lazy river, splash pad, tiki bar, fitness center Arriving early in the day or leaving late? Ask about our half day add-on, if our cal

4.88 out of 5 average rating, 106 reviews

A dining area features a round table set with white plates and glasses, complemented by woven placemats. A cozy seating area with a brown leather couch and decorative pillows is visible, alongside a large window offering natural light and views of the outdoor space.

Condo in Celebration

Private balcony, Disney under 10 mins, Roku+Cable

Stay less than 10 mins away from Disney World! You'll be close to unique restaurants, shopping, and many other exciting theme parks. When you take a break from all that Orlando has to offer, you'll be relaxing inside your newly renovated condo. You'll have access to the gorgeous pool, hot tub, and restaurant, along with several fun activates spread throughout the property making those "take it easy" days just as enjoyable. Resort amenities but with the benefits of an owner's attention and care.

The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.

4.87 out of 5 average rating, 259 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

4.91 out of 5 average rating, 382 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

4.92 out of 5 average rating, 124 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.

Condo in Kissimmee

Pet friendly Orlando area near ESPN Center

Pet friendly Top floor unit located inside the Melia hotel with a pool view (no resort fee with some exceptions). Updated Disney theme décor. Prime location in the Heart of Disney Area, you will be within a few minutes of Disney (3.7 miles) and ESPN Wide World Sport Complex. Quick access to restaurants, shops and all the attractions that Orlando area as to offer. This 2 bedrooms, 2 bathrooms with 1070 square feet of living space, easily sleep 6. Large infinity pool with family activities.

Superhost

The image showcases a vibrant family-friendly condo, featuring colorful Disney-themed decor throughout the open living space. A spacious pool area is visible beyond the window, highlighting water features and play areas, while the cozy sleeping area is highlighted in the foreground.

Condo in Kissimmee

4.84 out of 5 average rating, 157 reviews

Toy Story Retreat Near Disney in Windsor Hills

Experience the magic of Disney at your very own “Toy Story Retreat.” - 3 bedrooms and 2 bathrooms with Disney-inspired design - Family-friendly atmosphere in a newly remodeled condo - Full access to Windsor Hills Clubhouse amenities - Ground-floor unit with greenspace views - Free WiFi and basic cable included - Just minutes from Walt Disney World® Resort It's important that the title is as close to 50 characters. You should use some of the other characteristics of the listing.

4.98 out of 5 average rating, 153 reviews

An open living and dining area features a modern aesthetic with a light wood accent wall. A spacious dining table accommodates six, complemented by stylish seating. The kitchen is equipped with stainless steel appliances, and a large flat-screen TV is mounted on the wall.

Townhouse in Kissimmee

13 Minutes To Disney, King Size, No Fees, Pool

- No Airbnb Service Fees -Weekly & Monthly discounts! - 3 bedroom, 3 bath townhome located in the heart of Disney. Gated Community. Pool. Gym. - Disney property (13 minutes), Disney Springs (20 min), Universal Studios (25 minutes), Sea World (24 minutes), Convention Center (17 minutes) - 5 minutes shopping, attractions and dining - Professionally maintained to give you and your family the best guest service experience - Movie Room - 75" flat screen TV - Fully stocked with all essentials

4.94 out of 5 average rating, 113 reviews

A serene bedroom features a spacious bed with decorative pillows. A nightstand with a clock and a small plant is placed beside the bed. The wall showcases an art piece of leaves against a deep blue background, and sunlight filters through the window with white blinds.

Guest suite in Davenport

NEW Cozy 1 bedroom w/ living room close to Disney

Kick back and relax in this calm, stylish space. 2 people max. It has a seperate entrance through the garage. The property is a single family house with 2 units. The space is private, does not share space. Includes wifi, A/C and parking. 1BR w/ Queen Bed, 1 Bathroom with a tub, has washer/dryer installed and a cozy Living room with a 55 inch TV. A 25 min drive to DIsney World and 35 to Universal Orlando. A Walmart Supercenter 8min away. Gas station 3 min away.

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, 238 reviews

Cozy House with Private Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

4.74 out of 5 average rating, 197 reviews

Apartment in Kissimmee

161 Mickey Mouse and his Friends

Un espacio sencillo y limpio de 28 metros cuadrados con cubertería completa para comidas ligeras (no hay fregadero exclusivo; se usa el lavamanos y se proporciona detergente y una esponja). Está muy bien ubicado y cuenta con piscina abierta desde el amanecer hasta el atardecer. Hay una zona de fumadores, un amplio jardín y amplio aparcamiento. Traslado gratuito a los parques da Disney en el ❤️ de Kissimmee.

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.