Holiday Homes in Osceola County

4.98 out of 5 average rating, 122 reviews

Top Rated Luxury Lakeview 9-BR Villa @Storey Lake

This joyful & luxury vacation house (built in June 2022) with lake-view is located in the newest section of the renowned Storey Lake Resort, close to the Disney World & all major theme parks in Orlando. It features an immersive Avatar game room (air hockey, foosball, pool table, etc), 3 entertaining areas, 9 bedrooms w/ high-end deco, 5 bath, 12 SMART TVs, Netflix, fast WiFi, private pool/spa/patio facing a beautiful lake, EV outlet, & full access to the amazing amenities @Storey Lake clubhouse.

A winding lazy river glides through a tropical landscape, surrounded by palm trees and colorful plants. A wooden bridge crosses above, leading to a play area. The clear blue water sparkles under a bright sky with scattered clouds.

4.91 out of 5 average rating, 122 reviews

Urban Hip Disney condo with FREE Water Park!

Most central LOCATION in town! GORGEOUS, Brand NEW and super hip condo in the center of it all! Tastefully furnished and fully appointed to provide your family with a truly Magic vacation. Super fast Wifi, cable channels, parking immediately in front. Elevators, gated community. The resort offers FREE WATER PARK, lazy river, Tiki bar, a gym, sand volleyball, basketball court, kayak rentals and much more. Great shopping and restaurants in the vicinity and electronic lock for self check in.

Holiday home in Davenport

A modern living area features a gray sectional sofa adorned with bright yellow throw pillows. A black coffee table is positioned on a geometric rug. To the right, a dining area with a long wooden table and black chairs offers ample seating. Natural light brightens the space.

4.92 out of 5 average rating, 50 reviews

Chic & Cozy Family Home, w/PP, 15 min. to Disney

Charming+ Cozy + Newly Updated = Sums up this Vacation Rental. The entire home has been updated to include modern touches without risking the charm you expect in a home. Pops of color throughout the home aids in maintaining your happy mood while relaxing. We’ve incorporated a cool work station, should you need to handle any business. Traveling nurses are welcome! Wifi, board games, and a private enclosed pool is offered for further recreation. All are welcomed! Come & Enjoy our Florida home!

Holiday home in Haines City

A private pool is set within a screened enclosure, providing a view of the surrounding greenery and golf course. Lounge chairs with blue cushions are positioned nearby, inviting relaxation. The pool water appears clear and inviting under the natural light filtering through the enclosure.

4.86 out of 5 average rating, 165 reviews

Modern Southern Dunes Pool House on Golf Course

We invite you to Stay at our Updated 3 Bedroom Southern Dunes Pool home with a Golf View located in the award winning Southern Dunes Golf & Country Club. Of all Orlando golf courses in the Central Florida area, Southern Dunes may be the most unique. Located between Disney and Legoland, and Central Florida attractions. So whether it's the theme parks, golfing, beaches, shopping, water sports, fishing, relaxing or all of these, you'll find yourself perfectly placed for a great Florida vacation.

A dining area features a modern table with six dark chairs and placemats, set against a vibrant blue accent wall. A spacious living area is visible in the background, showcasing a large sectional sofa and a flat-screen TV, with natural light streaming through glass doors.

4.9 out of 5 average rating, 59 reviews

JC Disney Home! Cozy house near Disney

Located in the gated Lake Berkley resort(gated), this spacious 3 bedroom, 3 bathroom home is the perfect place for a group or family looking to stay near all the action of central Florida. Aside from an amazing location, guests who stay at lake Berkley will have free access to all the resort amenities, 2 pools, sports courts, a fishing lake, and more. 19 Min Drive to Disney World 23 Min Drive to Sea World 25 Min Drive to Universal Studios Experience Kissimmee With Us & Learn More Below!

Holiday home in Four Corners

The exterior showcases a modern condo with a two-car garage, surrounded by vibrant greenery. Inside, a spacious living area is filled with comfortable seating and art pieces on a light-colored wall. A tranquil bedroom features a four-poster bed, and the resort amenities display an expansive pool area with various aquatic features.

4.88 out of 5 average rating, 101 reviews

Walk to WaterPark!- Townhouse @Championsgate

Escape to this gorgeous condo, perfectly located near Disney parks! A large living area, a full kitchen & dining space, it’s designed for relaxation and convenience. Two bedrooms include a Mickey-themed room with a queen bed & 2 bunks, the other room a full King ensuite & two full bathrooms. Enjoy a covered patio i for quality time with family and friends. Best of all, you’ll have free access to two fantastic community waterparks with onsite dining and bars—your perfect vacation awaits!

Top Guest favourite

4.91 out of 5 average rating, 115 reviews

12 minutes from Disney+King bed+Free parking

Relax in this beautiful and comfortable townhouse located in Compass Bay resort, a fully gated vacation home community, located just minutes away from Disney,shops, outlets, restaurants, grocery stores, like Walmart, Target, and Publix. Our house accommodates a family or group up to 7 people. Private laundry and fully stocked kitchen, with brand new stainless steel appliances. Choosing our place will guarantee you the most joyful and memorable experience.

The exterior of a single-story house is displayed, featuring a sloped roof with solar panels. Lush green grass surrounds the home, complemented by well-maintained shrubs and trees. A driveway leads to the front entrance, enhancing accessibility.

4.83 out of 5 average rating, 90 reviews

Awesome 3BR/2BA House, Heated Pool & Disney Theme*

Awesome three bedroom two bathroom house just 20 minutes from Disney World and more. The living room contains a couch that can fold out into a queen bed ✅ The backyard contains a private pool. Our home has WiFi and a TV. For a $30 daily extra charge I will heat the pool to 87 degrees Fahrenheit - message me if you want this. There is a barbecue grill in the backyard and a washer/dryer, foosball table, and corn-hole set in the garage. You will love it!

Top Guest favourite

A modern living area is furnished with a spacious gray sectional sofa and complemented by stylish armchairs. A sleek coffee table rests on a soft rug, and a large flat-screen television is mounted on the wall. Natural light floods the room through floor-to-ceiling windows.

Holiday home in Four Corners

4.9 out of 5 average rating, 100 reviews

Sunny 3BDR Home at Champions Gate, Free Waterpark

Luxury 3 Bedroom, 2 bath Condo with Golf View and free waterpark access. Our beautiful home is located just 13 miles from Disney World theme parks in Champions Gate Resort with the amenities that include: 2 pools, lazy river, restaurant, gym, business center, tennis courts, and inside of the Champions Gate Country Club that is rated 4.4 in one of the best golf magazines. Sleeps 7: 1 King, 1 King, 1 Bunk Bed Twin and Double + Twin roll over bed

Holiday home in Babson Park

The exterior of the home is shown, featuring a light-colored siding and a welcoming entrance with steps leading up to a covered porch. Surrounding greenery and an open area are visible, with a vehicle parked nearby and a gravel driveway extending to the front.

4.77 out of 5 average rating, 39 reviews

Family-friendly home, nature, pool, games & trails

Relax and enjoy a peaceful private get away located in a safe rural area. 3 bedroom 2 bathroom home with a full kitchen equipped with essentials. Take a dip in our above the ground pool, enjoy a barbecue or sit around a cozy fire pit. Access to a washer and dryer at all times. Perfect for a friends and family vacation. (Air mattress available) Please note: This is a non-smoking home. Smoking is not allowed indoors.

The living area features a spacious seating arrangement with a gray sofa facing a flat-screen TV. A modern dining table set with orange and gray chairs is positioned nearby, set with dining ware. Large windows provide natural light, with access to a balcony overlooking greenery.

4.88 out of 5 average rating, 148 reviews

Cozy 3 BR Apartment - Near Disney! Pool Onsite

Lovely 3-bedroom, 2-bathroom full apartment in gated community with beautiful pool in Kissimmee, FL. It is just 10mins away from most theme parks. Stay at our lovely, peaceful and cozy apartment while you enjoy of the beauty of Orlando, FL and the amusement of the Disney parks. Enjoy our spacious bedrooms, entertainment in each room (Netflix, Disney+, Roku included), Wi-Fi, and fully equipped kitchen.

An aerial view captures a winding pool surrounded by lush greenery and comfortable lounge chairs. Several areas designed for relaxation are visible, along with a separate sandy area. Nearby, a multi-faceted waterslide adds a playful element to the landscape.