Holiday rentals in Kissimmee

4.99 out of 5 average rating, 160 reviews

Villa in Kissimmee

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 24) at Orlando's premier vacation community. Enjoy your own Star Wars game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and just a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

5 out of 5 average rating, 40 reviews

Flat in Kissimmee

Modern Luxury Kissimmee Retreat

Welcome to our stunning Kissimmee apartment, where modern luxury meets ultimate comfort! This renovated 2-bedroom, 2-bathroom retreat offers high-end finishes, a fully equipped kitchen, large screen TVs, PlayStation 5, and high-speed Wi-Fi. Enjoy blackout curtains and white noise machines for restful nights. Complex amenities include a pool, gym, sauna, and tennis court. Located near Walt Disney World, Universal Studios, and top shopping, our apartment is the perfect base for your adventures.

4.92 out of 5 average rating, 118 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

Welcome to your family's next dream vacation! You'll be located only 10 minutes from Disney, 20 minutes from SeaWorld, 25 minutes from Universal, and just 30 minutes from Orlando International Airport (times vary by traffic). When you want to unwind at the house, you have a fully loaded game room (billiards, air hockey, foosball, and more!), private swimming pool and hot tub with a breathtaking lake view, BBQ grill, ultrafast Wi-Fi, and complimentary Disney+ on each of the five 4K Smart TVs.

4.97 out of 5 average rating, 110 reviews

Home in Four Corners

Dream Family Experience w/Star Wars & Lightyear Rm

Experience the magic of Disney World and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in ChampionGate Resort Phase III, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern retreat is focused on providing an unforgettable and exceptional family centric vacation experience!

5 out of 5 average rating, 11 reviews

Flat in Kissimmee

Bright King Suite w/ Pool + Gym and Near Parks

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

4.99 out of 5 average rating, 108 reviews

Traveler's Dream - King Bed, Pool, Games, Disney+

Welcome to our enchanting home, where magic and comfort collide! Nestled just moments away from the Disney parks, this whimsical haven is perfect for families and Disney enthusiasts alike. Dive into the magic with our sparkling pool, relax in our luxurious bedrooms, and enjoy the convenience of being a short stroll from the enchantment of Disney. Make your vacation a fairy tale come true – book your stay TODAY and let the memories begin!

5 out of 5 average rating, 5 reviews

Sleeps 30 | 12BR Home | Custom Rooms

🏰 12BR Family Villa near Disney! Sleeps 30 | Private Pool, Spa, Themed Bedrooms, Game Room & Theater | Located in Veranda Palms Resort just 7 miles from Disney. Features include Avengers-style theater, fully equipped kitchen, kids' themed rooms (Star Wars, Frozen, Minions & more), 10 bathrooms, and spacious living/dining areas. Enjoy resort amenities: pool, splash pad, gym & playground. Perfect for large families or group getaways!

4.79 out of 5 average rating, 24 reviews

The Eights House by Disney. Themed Island Dream

Location can't get better! Next to Disney Parks and Restaurant Row! This Guarded and gated place to stay is perfect for family trips. You will fall in love with our year round 12ft tree tastefully decorated by season. Mickey's Camping room, Frozen themed room, the cabin Christmas year round experience & 2 additional modern king rooms perfect for couples! Did I mention the stunning Avengers Home theater/game room and oversized pool?

4.99 out of 5 average rating, 107 reviews

Guest Suite

A totally independent suite * 1 Queen bed. * 1 single sofa bed * Equipped kitchen * Private bathroom * Free parking. * Wi-Fi * Terrace The location is perfect for enjoying all the theme parks Orlando has to offer: Disney Universal Studios Aquatica and Sea World. (they're just minutes away). It is conveniently close to restaurants, supermarkets, outlets, gas stations, excellent location for your vacation

4.97 out of 5 average rating, 131 reviews

Mins to Disney NO Airbnb Fees- Close to everything

15% Savings – We Cover Your Airbnb Fees! ★ 6 Miles to Disney | 15 Miles to Universal | 13 Miles to SeaWorld | 25 Miles to MCO | 6 Miles to ESPN Wide World of Sports ★ ✔ 4 Bedrooms | 4 Master Bathrooms | 2 King Suites ✔ Smart TVs in Every Room ✔ Free Parking for Multiple Vehicles ✔ Private Heated Plunge Pool + Community Pool Access ✔ 1 Mile to Walmart, Target, Publix & Tons of Dining Options

4.92 out of 5 average rating, 154 reviews

South Facing Pool Home! 5 Miles from Disney

Beautiful South Facing Pool Home! 5 Miles from Disney. This beautiful 4-bedroom home with two master bedrooms is located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions.The home includes a private fenced in South facing swimming pool. We offer free Pool heat, Gas Grill, and High Speed Wireless internet and Cable TV .