Holiday rentals with outdoor seating in Kissimmee

Spacious Disney Getaway: King Suites, Pool & Spa!

Escape to the magic of Orlando with your family and friends in style! Discover the ultimate vacation experience at our stunning 5-bedroom rental in the Bella Vida Resort, Kissimmee. This is your gateway to an unforgettable Florida getaway! Bella Vida Resort is conveniently located just minutes from Walt Disney World, Universal Studios, and all the top attractions Orlando has to offer. Plus, you'll have easy access to restaurants, shopping, and golf courses for an all-around incredible vacation.

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.

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!

Spacious 5BR home w/ pool & hot tub

Welcome to The Emerald Oasis by Free Me Collective - a pet-friendly 5-bedroom retreat inside gated Emerald Island Resort, 4 miles from Walt Disney World - Sleeps 10 | 5 bedrooms | 7 beds | 4 baths - Private screened pool & hot tub - open year-round, 24 hrs - Pool table, foosball, arcade games & movie theater - Full baby kit: Pack 'n Play, stroller, baby bath & more - Resort amenities incl. Tiki Bar, fitness center, sauna & sports courts - Pet-friendly w/ fully fenced backyard

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!

Orlando Dream Escape | Private Pool | Disney

Enjoy this beautiful renovated house with a private pool in Kissimmee. Ideal for families and groups of up to 8 guests. It has 3 bedrooms, 2 bathrooms, a sofa bed, a fully equipped kitchen, Wi-Fi, a washing machine, a dryer and free parking. Located near Disney, Universal, SeaWorld, restaurants and shops. Relax, enjoy the sun and create unforgettable memories with family and friends. Just minutes from Orlando's main attractions ✅ Private pool

Lakefront Villa w/pool 4mi to Walt Disney World

"Private South-Facing Pool (Sun All Day!)" and "Peaceful Lakefront Views with Local Wildlife "are just some of our guest's comments. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

*Luxurious Paradise Mansion: Pool, Spa & Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT in the stunning 3.5 square mile Reunion Resort. You will have your own private pool, spa, movie theater - game room, 3 master suites, 3 incredible themed bedrooms (MARVEL, FROZEN II, NASA) for kids or adults, the latest Xbox Series X game station, a 2500 ft2 pool deck overlooking a beautiful forest and pond, fire pit, & billiards table, minutes to Disney.

Paradise Lake Lodge

A beautiful chalet-style home. If you're looking for a romantic or peaceful getaway, this house promises to provide an unforgettable experience, ideal for relaxing, vacationing, or living surrounded by nature. Unique sunsets overlooking the lake, a true oasis where comfort meets natural beauty. This home is located just 25 minutes from Orlando International Airport and 30 minutes from Disney and Universal Studios Florida.

7851 Luxury 5BR Home w/ Private Pool Near Disney

Create unforgettable memories in this modern 5-bedroom, 5-bathroom home in Reunion Village, near Disney. Enjoy a private screened-in pool, game room, second-floor loft, open-concept living and dining area, modern kitchen, multiple king-sized bedrooms, themed bedrooms, high-speed Wi-Fi, TVs, washer/dryer, free parking, self check-in, and access to eligible Encore Club amenities. Ideal for families and groups.

406 - Toy Story & Safari Dream Condo

Feel right at home in our thoughtfully designed apartment, fully equipped to provide a comfortable and hassle-free stay. Whether you're here for relaxation or adventure, we have everything you need for the perfect getaway! The waterpark is free and a blast after a fun day at the parks or shopping in Orlando!