Find Hotels with a Pool in Kissimmee, FL

Margaritaville Cottages Orlando by Rentyl is a delightful 4-star option for families seeking the luxury of private outdoor pools. Guests rave about the convenient location and the friendly staff, and with a review rating of 9.0, it's no wonder why many families choose this property for their stay. The cottages offer not only a private pool but also a poolside bar and an array of spa services, including deep tissue and Swedish massages, ensuring relaxation for parents while kids enjoy their own space.Another excellent choice is Margaritaville Cottages Orlando by Vstays, also rated at 9.0. This property features a private outdoor pool and a shared pool that is secured, making it a safe environment for children. Guests have highlighted the comfortable beds and exceptional customer service, making it a family favorite.Additionally, Margaritaville Resort Orlando, boasting a review score of 8.8, offers a beautiful private pool alongside its resort-style amenities, including cabanas and a waterslide. Families appreciate the spacious rooms and the beautiful pool area, great for fun-filled days under the Florida sun.For those looking for something a little different, the All Suite Resort near Old Town Amusement Park and Disney World®, rated 9.4, also features private pool options, providing easy access to Disney attractions while ensuring a comfortable stay.Lastly, the AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY is another gem with private pool facilities, rated 9.2, making it ideal for families wanting to enjoy the magic of Disney while having a cozy retreat to unwind after a day of adventure.

The ette hotel is a luxurious 5-star retreat in Kissimmee that offers an impressive outdoor pool area complete with complimentary cabanas and sun loungers. Guests rave about the friendly and helpful staff, along with the incredible food and excellent service, contributing to its outstanding review score of 9.8.Another fantastic option is WorldMark Reunion, a 4-star hotel that features a spacious outdoor pool equipped with both cabanas and loungers. This hotel is well-loved for its friendly staff and clean, spacious rooms, boasting a great rating of 9.4. With on-site golf courses and mini-golf, it's superb for families looking to enjoy outdoor activities together.The Gaylord Palms Resort & Convention Center is also a top mention, offering a resort-inclusive outdoor pool setting that includes cabanas and a poolside bar. Rated 9.2 by guests, this hotel is recognized for its beautiful rooms and exceptional customer service, making it a great choice for travellers seeking both relaxation and entertainment.For a slightly different vibe, consider the Hilton Vacation Club Mystic Dunes Orlando, which features comfortable outdoor cabanas and loungers by its outdoor pool. With a review score of 9.0, families appreciate its spacious rooms and fun pool environment.Lastly, Margaritaville Cottages Orlando by Rentyl, also rated 9.0, provides a laid-back atmosphere with outdoor pool cabanas and a poolside bar, superb for those looking to unwind after a day of adventure. This hotel is particularly praised for its convenient location and attentive staff, ensuring a memorable family getaway.

The Parkway International Resort is a delightful 3-star option in Kissimmee where guests can enjoy the refreshing atmosphere of an outdoor pool complemented by a convenient poolside bar. With a great rating of 9.6, travellers appreciate the friendly staff and clean, comfortable rooms, making it a great choice for families seeking relaxation and convenience.Another excellent choice is the Kompose Boutique Resort at Theme Parks, also rated 3 stars, which features an inviting outdoor pool and a poolside bar, superb for enjoying food and drinks while soaking up the sun. With a review rating of 9.4, guests rave about the fun atmosphere and attentive service, making it an ideal spot for families looking for a lively retreat.For a more upscale experience, the Gaylord Palms Resort & Convention Center stands out with its expansive outdoor pool area, featuring poolside cabanas and a poolside bar for an indulgent experience. This 4-star resort has earned a great rating of 9.2, with guests highlighting the incredible customer service and beautiful rooms, ensuring a memorable stay for families.The Hilton Vacation Club Mystic Dunes Orlando, another 4-star hotel, offers a fantastic outdoor pool with a poolside bar, rated 9.0 by travellers. Guests enjoy the spacious, clean accommodations and the fun atmosphere, making it a popular choice among families seeking both comfort and enjoyment.Lastly, Margaritaville Cottages Orlando by Rentyl, also rated 9.0, features an inviting outdoor pool and a poolside bar that enhances the laid-back vibe of the resort. Families appreciate the convenient location and friendly staff, paired with clean, comfortable accommodations, making it a superb getaway for those looking to unwind.