Holiday rentals with an EV charger in Osceola County

4.97 out of 5 average rating, 102 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

BOOK EARLY! Rated top 1% & Guest Favorite. Our popular home fills up 3-4 months in advance. 3BR/3BA Private Pool Villa in Windsor Hills Resort, Kissimmee! Newly renovated, gated resort, 3 miles to Disney World. Modern beach-coastal design, updated kitchen, family-friendly layout. Free parking, Wi-Fi, full resort access (pool, splash park, gym, playground). Near Universal (20 min), SeaWorld (18 min), Legoland (40 min). Perfect location for vacations Disney trips, sports events, and conventions.

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.

4.88 out of 5 average rating, 269 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.

The exterior of the home features a spacious driveway, paved in light-colored bricks, leading up to an attached garage with an ornate door. A well-maintained lawn with green grass and palm trees is visible, complemented by a clear blue sky filled with clouds.

4.8 out of 5 average rating, 112 reviews

View the Disney fireworks from your pool!

Our home is close to Walt Disney World - Shopping - Restaurants . You’ll love the fully stocked granite kitchen, ALL SMART TVs in EVERY room, the views (fireworks), the location, the high ceilings & ceiling fans. Our home is great for couples, families (with kids), and furry friends (pets). Laundry room is INSIDE. The garage is full of games (air hockey, pool & foosball) The pool has a covered lanai with table & chairs for outdoor eating while overlooking our lake with a lighted fountain.

A screened-in pool area features a clear blue pool with floatation devices, surrounded by a sunlit deck. A Tiki bar with seating stands to one side, while lounge chairs are arranged along the edge. Lush greenery is visible beyond the enclosure.

4.95 out of 5 average rating, 122 reviews

Disney Retreat | Huge Pool with Spa | 2 King beds

Don’t leave that Disney Magic at the parks - experience it by coming home to your spacious 5 BR with 2 King suites, 3.5 baths, and newly renovated design. The high ceilings and open floor plan make it perfect for family time, while the private backyard oasis, complete with a pool and spa (heating optional) and Tiki Bar, offers a great space for relaxation. The themed bedrooms, including Star Wars, Frozen, and Mickey & Minnie, add a fun and whimsical touch that’s perfect for guests of all ages.

Guest suite in Haines City

A waterfront property is showcased, featuring a wooden exterior and a covered boat slip. Lush greenery surrounds the home, with a fire pit visible in the yard. The structure appears elevated, with a spacious deck above the boat area, providing picturesque canal views.

4.84 out of 5 average rating, 102 reviews

2 BR 1 BA Lake House , Boat Slip, Pets, (king bed)

Escape to the perfect, peaceful pet friendly retreat with king bed. We are located on one of the 5 canals on Lake Hatchineha, the first of The Kissimmee Chain of Lakes. Connecting us to The Kissimmee River where you can rent a boat at Camp Mac and drive it home or bring your own boat and park it under cover in one of the boat slips.We are 45 minutes from Orlando airport or an hour from Tampa. 45 min to Disney's Magic kingdom/Universal Studios. 30 min to Legoland. Bok Towers free pass for 4.

4.99 out of 5 average rating, 142 reviews

Villa in Osceola County

*Private Golf-Front Oasis with Pool, Spa & Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

Superhost

A spacious living area is presented with a comfortable sectional sofa adorned with various cushions. A large, circular coffee table sits atop a soft rug, while a vibrant mural featuring a sunset over hills acts as a striking backdrop. Warm orange curtains frame the windows, enhancing the inviting ambiance.

Villa in Kissimmee

4.85 out of 5 average rating, 143 reviews

3mi to Disney Star Wars Galaxy Edge 7BDRM Villa

Embark on a galactic adventure in our Star Wars-themed 7-bedroom, 4.5-bathroom villa just 3 miles to Disney. Close to Celebration, Old Town & downtown Orlando, this retreat features a fully equipped kitchen, private pool & patio. Each room transports you to iconic Star Wars locations like Tatooine, Mos Eisley Cantina, Jabba's Palace, Dagobah, Death Star, Coruscant, Millennium Falcon & Bespin. The community offers resort amenities including pools, trails, gym, mini golf, tennis & basketball.

4.93 out of 5 average rating, 217 reviews

Townhouse in Kissimmee

Amazing, luxe 3BD/2BA home mins to Parks! 5 Stars!

Welcome to our luxurious resort-style townhome in the heart of the Disney World area! Our prime location puts you just minutes away from all the parks, restaurants, and shopping you could want. With TVs in every room and resort amenities like a fitness center, playroom, and volleyball court, there's something for everyone. And when you're ready to unwind, you can soak up the sunshine and natural beauty that surrounds our resort. Book now and experience the ultimate Orlando vacation!!

4.97 out of 5 average rating, 156 reviews

A resort-style swimming pool is surrounded by sun loungers and palm trees, with clear blue skies overhead. The pool depth is marked at 3 feet. Colorful townhome exteriors are visible in the background, creating a welcoming atmosphere.

Townhouse in Kissimmee

Spacious 5 bdr 6 bth just minutes to Disney!

Superhost Jess welcomes you to this 5-bedroom, 6-bath spacious townhome in the heart of Kissimmee! Perfectly situated to explore all of Orlando’s attractions, including Disney World just 4 miles away. Enjoy thoughtful touches like a welcome basket upon check-in. Need an extra king-sized bed instead of 2 singles? Just ask! Relax in the resort-style amenities: pool, hot tub, fitness center, and playroom. Plus, a private patio with BBQ & fire pit for your enjoyment!

A game room is presented with a red and neutral color scheme, featuring a billiard table with a set of colorful pool balls arranged on it. A television is mounted on the wall, and a dartboard is visible. The space is accented with vibrant wall art and seating areas.

4.9 out of 5 average rating, 136 reviews

No Airbnb Fee | Newly Renovated 4BR w/ Pool!

**We offer EV Charger for FREE!!! The magic of Orlando starts at home! This incredible house has much more than you need; it has everything you WANT! We offer guests comfort, convenience and an amazing experience!! Transparency and communication is very important to us! We want to make it clear, that we are here at your disposal for any doubts or suggestions. We can't wait to have you here enjoying peace and quiet and having lots of fun!

4.89 out of 5 average rating, 105 reviews

Home in Davenport

PrivatePool•WaterPark•2 KingBeds•NearDisney•HotTub

🏝️ Welcome to Themed Retreat Villa – A Family-Focused Escape Near Orlando 🌴Pet Friendly Step into a one-of-a-kind family vacation experience at this 4- edroom, 3-bathroom themed villa—nestled in the same sought-after neighborhood as Blue Paradise Villa. Designed for fun, comfort, and unforgettable memories, this home offers a fully immersive stay with four uniquely themed bedrooms: 🎥 Avatar 🌿 Jungle Cruise 💚 Shrek 🌊 SpongeBob SquarePants