Holiday home rentals in Osceola County

4.99 out of 5 average rating, 137 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.

The vibrant exterior of the Runaway Beach Resort is captured, showcasing a welcoming facade with a combination of pastel colors. Lush palm trees line the entrance, while paved pathways lead toward the main doors. The sky features scattered clouds, adding to the inviting atmosphere.

4.82 out of 5 average rating, 109 reviews

Nice & Cozy Home - Runaway Resort near Disney

Runaway Beach Resort features colorful villas with bright and spacious living areas. Enjoy a tropical vacation with comfortable furnishing, recently painted and modern amenities. Spaciously comfortable 2 bedroom & 2 bathroom full equipped condo on first floor (no stairs). Strategically located in Kissimmee, just 10 minutes away from Disney and Universal Parks. Cable TV, AC & Heat, Free Wifi and Free Parking. This condo is the perfect combination between great location, Safety and Entertainment.

A vibrant water park area features a winding lazy river and a water slide, surrounded by landscaped greenery and palm trees. Sun loungers are positioned along the water, and guests can be seen enjoying various activities. Scenic views of a lake enhance the recreational atmosphere.

4.89 out of 5 average rating, 138 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 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.

4.84 out of 5 average rating, 172 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.

4.89 out of 5 average rating, 66 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.

4.84 out of 5 average rating, 114 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!

Holiday home in Celebration

An expansive pool area is surrounded by lush palm trees and well-maintained landscaping. Multiple lounge chairs are arranged near the water's edge, offering a comfortable space for relaxation. The inviting pool features a hot tub, creating an enjoyable environment for guests.

4.72 out of 5 average rating, 18 reviews

Double Suite - Walk Out to Pool, 5 min. to Disney!

1st floor Corner Unit 2-Bedrooms 2-Baths WALK OUT from living room to pool area! 7-person balcony! Full kitchen King bed in each bedroom, a sleeper sofa in the living room. Dog park on property - bring your pooch! Electric car charging station on property Free parking Free shuttle to all the Disney parks 360 degree pool with hot tub, putt putt, basketball, volleyball, ping pong, and Giant Connect Four Indoor and outdoor restaurant/bars 4-5 miles from Disney World and Disney Springs

4.9 out of 5 average rating, 126 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. Family friendly home

Top guest favourite

The entrance of Balmoral community is marked by a stone structure with a tile roof, featuring the name 'BALMORAL' prominently displayed. Lush palm trees and landscaped greenery surround the entrance, providing a welcoming ambiance. A blue sky with scattered clouds is visible in the background.

Holiday home in Haines City

5 out of 5 average rating, 31 reviews

Amazing Lakeview 4 BD Home w/ Pool & More!

Escape to Your Perfect Getaway! Indulge in the ultimate retreat at our thoughtfully designed Airbnb. Blending style, comfort, and modern amenities, our space offers a peaceful escape just minutes from the area’s top attractions. Relax in a spotless, inviting haven where every detail is curated to elevate your stay. Whether you’re visiting for adventure, relaxation, or business, your unforgettable experience starts here. Book now and make your next getaway extraordinary.

Top guest favourite

A modern two-story home is showcased with a spacious driveway and a brick-paved exterior. Large windows allow natural light to flood the interior. Lush greenery surrounds the property, enhancing the inviting curb appeal.

4.96 out of 5 average rating, 83 reviews

Beautiful 6 Bedroom Villa with pool near disney

Bring the whole family to this great place with lots of room for fun. Modern home located in Encore at Reunion. This fully furnished 6 bedroom, 6 bathrooms and your own refreshing heated pool and heated spa. The kitchen is modern This wonderful open floor plan is great for large families or guests to enjoy. Relaxation at its finest can be experienced outdoors by the pool and spa overlooking the extended brick-paved pool deck. Your very own tropical paradise

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.

4.84 out of 5 average rating, 100 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!