Holiday rentals in Kissimmee

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Top-rated holiday rentals in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Villa in Kissimmee

5 out of 5 average rating, 110 reviews

Villa Sol Peaceful Pool/Hot tub Home

Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with the cabinet full of games, or play a little game of basketball right outside the pool. Enjoy the tennis courts, and playground. Stay in shape while you travel just steps away from the clubhouse gym. There is everything for the beach trips or the ball games. All of your baby's needs are covered as well.

Top guest favourite

Flat in Kissimmee

5 out of 5 average rating, 39 reviews

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.

Guest favourite

Home in Four Corners

4.97 out of 5 average rating, 110 reviews

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!

Top guest favourite

Home in Kissimmee

5 out of 5 average rating, 41 reviews

Family Vacay with Pool near WDW!

We hope to welcome you to this enchanting family retreat in Kissimmee, Florida, just 20 minutes from the magic of Walt Disney World Resort! This sunlit oasis is designed for unforgettable family vacations. Dive into your screened private pool, a cool oasis under the warm Florida sun, to create memories that'll last a lifetime. After an exhilarating day at the parks, return to this cozy home where you'll find the perfect blend of entertainment and relaxation.

Top guest favourite

Flat in Kissimmee

5 out of 5 average rating, 11 reviews

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

Top guest favourite

Home in Kissimmee

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!

Superhost

Home in Kissimmee

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!

Top guest favourite

Home in Kissimmee

4.78 out of 5 average rating, 23 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?

Top guest favourite

Home in Kissimmee

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

Top guest favourite

Home in Kissimmee

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

Guest favourite

Home in Kissimmee

4.92 out of 5 average rating, 153 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 .

Top guest favourite

Home in Kissimmee

4.92 out of 5 average rating, 26 reviews

Villa Resort Club

POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO .