Vacation rentals in Osceola County

5 out of 5 average rating, 24 reviews

Home in St. Cloud

Home theater & pool table near Disney parks

Escape to your own private retreat just minutes from Walt Disney World. This well‑appointed four‑bedroom house offers a king suite, queen bedroom, single‑twin room and a triple‑twin room. Enjoy movie nights in a dedicated home theater, challenge friends at the billiard table, or cook in an open kitchen with dining area and outdoor grill and patio. You’ll have full use of washer/dryer, fast Wi‑Fi and smart TVs. Peaceful yet fun getaway close to the parks awaits—book now and start making memories.

Superhost

5 out of 5 average rating, 3 reviews

Affordable Disney Family Townhome Pool/BBQ/Gym

Welcome to your modern 3-bedroom, 2.5-bath townhouse in a resort community just minutes from Disney. Enjoy a spacious open-plan living area, fully equipped kitchen and private screened patio. Resort-style amenities include pools, clubhouse and fitness center. In a quiet, secure neighborhood, this home offers easy access to Orlando’s world-famous theme parks, shopping centers and restaurants. Perfect for families or groups looking to experience the magic of Florida with all the comforts of home.

4.99 out of 5 average rating, 147 reviews

Villa in Osceola County

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

Escape to one of Reunion Resort's most unforgettable homes, where luxury meets nonstop fun just minutes from Disney. Enjoy your private pool & spillover spa on the sprawling 2,000 sq ft pool deck, then take in golf course views from the separate fire pit terrace & balcony. Inside, discover a Star Wars theater/game room with digital pinball, arcade games & karaoke, a Marvel kids' suite with tube slide, Xbox Series S, and a hidden Harry Potter cupboard. Perfect for unforgettable family vacations.

5 out of 5 average rating, 8 reviews

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Welcome to Aurora Lux Villa, a luxury home in Kissimmee! - Pool - 15 mins to Orlando Airport - 25 mins to Epic Universe - 25 mins to Volcano Bay - 25 mins to Disney Springs - Outdoor Playground for kids & Climbing Dome - Mini Golf - BBQ, Fire Pit & Outside furniture - 12 PPL (2 KING, 1 QUEEN, 2 TWIN & 2 SOFA BEDS) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7

4.94 out of 5 average rating, 129 reviews

Home in Lake Wales

Sunshine on the Lake | Boat Slip+Lakefront Fishing

Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

4.89 out of 5 average rating, 123 reviews

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

Condo in Osceola County

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

4.98 out of 5 average rating, 89 reviews

The exterior of a large, two-story home is displayed, featuring a light-colored facade and a covered front porch. Lush landscaping surrounds the driveway, which is paved with stone. A garage door is positioned on the right side, complemented by decorative lanterns and palm trees.

Home in Osceola County

Large Private Home on Golf course by Disney

Bring the whole family to this great place with lots of room for fun. With fantastic views of the 4th hole on the Tom Watson golf course and your own private pool and hot tub everyone will enjoy this stylish and modern vacation home. Located in premier Reunion Resort and only 10 minutes to Disney you can have it all! This home boats over 4000sq feet, two very large masters suites, 2 additional bedrooms and plenty of space throughout the home. There are 6 tvs! Pets are welcome too!

4.97 out of 5 average rating, 1,141 reviews

A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.

Treehouse in St. Cloud

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

An open-concept living area features a large sectional sofa in soft gray, arranged around a circular coffee table. A contemporary fireplace is integrated into the wall, providing a focal point. Glass doors lead to the outdoor pool area, enhancing natural light throughout the space.

5 out of 5 average rating, 77 reviews

Luxury Home w/ Pool & 6 Beds near Disney

Welcome to your modern escape in Kissimmee! Just 15 minutes from Orlando International Airport, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of comfort and luxury. Every detail has been thoughtfully upgraded—from the brand-new kitchen and spa-like bathrooms to the pristine private pool area—ensuring a relaxing stay. With sleeping arrangements for up to 9 guests across six beds, there’s plenty of space to unwind.

A private pool area features a crystal-clear pool, complemented by a spa and surrounded by paving stones. Lush palm trees are visible on the sides, and views of the golf course stretch in the background, creating a serene atmosphere for relaxation.

4.87 out of 5 average rating, 91 reviews

Luxury 4 Bedroom Home - Resort Access! Disney!

This luxury, four bedroom, three and a half bath home with private pool is located in the gated community of Reunion Resort of Orlando. Our spacious, 3200 square foot home is directly on the eighth fairway of the Tom Watson Golf Course. This professionally decorated home provides excellent accommodations with only the top-of-the-line furnishings and bedding including Large Screen TVs and black out window treatments in every bedroom.

5 out of 5 average rating, 5 reviews

Montego Bay Retreat | 15 Min to Disney

Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨