House holiday rentals in Osceola County

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.

Family · Value · Hospitality

Lakefront home near Disney/Beach

Relax after a long day visiting the beaches, Disney, or springs in this peaceful lakefront home. Enjoy your morning coffee on the front patio overlooking the lake or wind down with a glass of wine underneath the pergola soaked with tropical flora. A paved walking path is just a few steps from the front door with quick access to the local marina. Downtown St Cloud is minutes away where you can enjoy local eats, drinks, shopping and other amenities! 30 minutes from Disney, an hour to the beaches.

Location · Value · Walkability

The Magical Retreat near Disney

Welcome to your Orlando retreat! This spacious 5-bedroom, 4.5-bathroom townhome at the exclusive Azur Resort offers everything you need for an unforgettable vacation. Designed with comfort and style in mind, this home is ideal for families, groups, and anyone looking to explore the magic of Orlando. Located just mins from Orlando's top attractions- Disney World, Universal, and world-class shopping and dining. You’re at the center of it all! Book now and start making memories at the Azur Resort!

Value · Location · Check-in

Premium location - Near Disney

Beautiful modern home with 3 full suites and 3 bathrooms — a rare find in the area! Located in the gated community THE HUB, featuring new construction, an American-style kitchen integrated with the TV room, and pet-friendly accommodations (rules apply). The community also offers a swimming pool and a small gym for guests. Guests enjoy: 🕒 24h self check-in 🔐 Unique access code valid only during the stay 🛏️ Linens and towels provided 🐾 Pet-friendly (check rules) 🏊 Community pool & small gym

Value · Location · Cleanliness

Luxury Lake Views 15BR 16.5BA, Sleeps 40, Theater

Welcome to your perfect getaway — a stunning 15-bedroom, 15-bathroom home that comfortably sleeps up to 40 guests. Each of the 15 bedrooms comes with its own en-suite bathroom, giving every guest hotel-like privacy. The gourmet kitchen is fully equipped for group cooking, and both indoor and outdoor dining areas make meals and entertaining a breeze. Ideal for family reunions, corporate retreats, or large group vacations, this spacious villa combines modern luxury with breathtaking lake views.

Family · Value · Accuracy

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

Family · Location · Sleep quality

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

Family · Location · View

-A Sweet Home Near Theme Parks!-

Step into your ultimate vacation escape! This residence is perfectly positioned to offer easy access to all the best attractions and hotspots in the Kissimmee/Orlando region. Enjoy the convenience of having major theme parks such as Disney, Universal, Seaworld, ICON, and even airports, all within a short 20-25 minute drive. Nestled on a corner lot, this home boasts abundant parking, a spacious yard, and plenty of amenities, ensuring you feel right at home from the moment you arrive!

Location · Family · Quiet

Disney 4M+BBQ + Pool/Spa + Arcade+Cinema+ 2master

Mickey’s Movie House – 4 Miles to Disney! 🎉 Complimentary welcome snack basket with sweet & salty treats included with every stay. Amazingly upgraded home with a private pool & spa, arcade, electronic pinball machine and cinema room! power recliners, 85” movie screen, and a video pinball machine! spacious 5BR layout with a luxury master suite and themed kids' rooms. Fast 1GB WiFi, Roku TVs, and a fully equipped kitchen Pet-friendly with a fenced yard! Book your dream getaway today

Location · Value · Layout

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!

Family · Location · Check-in

"Cutty Shack" Waterfront Kissimmee River House 3/3

"Cutty Shack" is the perfect fishing retreat. It is a 3 bedroom, 3 bath home built by our family in 1969. The Cutty Shack will sleep 6-7. This large stilt home (all living area is upstairs) is situated directly over Kissimmee River and right next door to Camp Mack River Resort. You and your group can enjoy peaceful evenings in the house, or walk next door to grab a drink and watch a "weigh-in". Our family has enjoyed this retreat for five generations and we hope you will too!

Location · Family · Laundry

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

Family · Location · Sleep quality