Find Hotels with Pool in Kissimmee, FL

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Our top choices for Kissimmee hotels with a pool

1. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (7,283 reviews)
The price is £94
includes taxes & fees
30 Nov - 1 Dec
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

2. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (5,411 reviews)
The price is £81
includes taxes & fees
30 Nov - 1 Dec
Marriott's Grande Vista

3. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (4,261 reviews)
The price is £81
includes taxes & fees
30 Nov - 1 Dec
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (6,247 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
The price is £156
includes taxes & fees
29 Nov - 30 Nov
Drury Plaza Hotel Orlando - Disney Springs Area

5. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.2 out of 10, Very good, (10,941 reviews)
  • cleanliness
    Splash into paradise at this resort with 6 outdoor pools, a lazy river, and a complimentary water park for endless aquatic fun.
The price is £182
includes taxes & fees
9 Dec - 10 Dec
The Grove Resort & Water Park Orlando

6. Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
7.8 out of 10, Good, (1,241 reviews)
  • cleanliness
    Splash into water park paradise with two refreshing pools and a tropical waterslide for families.
The price is £117
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Resort Orlando Suites - Waterpark by IHG

7. Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.4 out of 10, Very good, (7,340 reviews)
  • cleanliness
    Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.
The price is £98
includes taxes & fees
10 Nov - 11 Nov
Westgate Lakes Resort & Spa Universal Studios Area

8. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,300 reviews)
  • cleanliness
    Float through 7 outdoor pools or unwind in hot tubs at this family-friendly resort.
The price is £81
includes taxes & fees
29 Nov - 30 Nov
Vacation Village Orlando, Celebration

9. Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
Orlando
8.6 out of 10, Excellent, (6,295 reviews)
  • cleanliness
    Splash into Florida fun with 2 outdoor pools surrounded by loungers and umbrellas at this Disney-area retreat.
The price is £51
includes taxes & fees
22 Nov - 23 Nov
Rosen Inn Lake Buena Vista

10. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4,109 reviews)
  • cleanliness
    Enjoy a sparkling heated pool oasis just minutes from theme parks at this Orlando haven with friendly staff and comfort.
The price is £41
includes taxes & fees
10 Nov - 11 Nov
Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Kissimmee

Hotels with pools and free breakfast in Kissimmee

Hotels with pools and hot tubs in Kissimmee

Hotels with pools and waterparks in Kissimmee

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Kissimmee Hotel Reviews

Find out more about Kissimmee

Discover top Kissimmee attractions

Kissimmee is a vibrant hub for adventurous travellers, particularly families looking for memorable experiences. Start your journey by exploring the lush landscapes of nearby wetlands, where you can embark on thrilling airboat rides and spot diverse wildlife in their natural habitat. For those seeking a taste of Florida's rich history, the charming Old Town offers a delightful stroll through vintage shops and classic car shows, evoking a sense of nostalgia. Families will enjoy interactive experiences at a local science center, where hands-on exhibits ignite curiosity and creativity in children of all ages. If you're in the mood for an outdoor adventure, nearby natural parks provide scenic trails for biking or walking, perfect for connecting with nature. Finally, Kissimmee's dining scene is a treat, with a variety of eateries that cater to every palate, from casual bites to gourmet delights. After a day full of exploration, unwind in comfortable accommodations that prioritize quality service and convenience, ensuring your stay is as enjoyable as your adventures.

Frequently Asked Questions

What are the best hotels in Kissimmee with outdoor pools?

The Berkley, Orlando is a fantastic 4-star hotel boasting a superb outdoor pool that's part of a resort-inclusive experience, superb for those seeking a splash of luxury. Guests have given it an outstanding review rating of 9.8, frequently praising the friendly staff and great amenities. This hotel also offers suites and private hot tubs, adding an extra touch of indulgence for a truly memorable stay.


For families with little ones, or anyone looking for a bit more space and convenience, the Hilton Vacation Club Polynesian Isles Kissimmee, a 3-star gem with a 9.6 review rating, provides an outdoor pool with sun loungers, and even a children's playground. The spacious rooms and comfortable beds are often highlighted by guests, making it a comfortable base for your adventures. Plus, having a kitchen in your accommodation can be a real lifesaver for preparing snacks and meals.


Another excellent choice is the Embassy Suites by Hilton Orlando Lake Buena Vista South, a 4-star hotel with a remarkable 9.6 review rating. This hotel features an outdoor pool and offers free full breakfast, which is a brilliant perk, especially when travelling with children, and free wired internet in public areas. The spacious and clean suites are frequently commended by guests, and the attentive staff ensure a wonderful experience.


If you're after a budget-friendly option without compromising on quality, the Hampton Inn Kissimmee North, with its excellent 9.6 rating, offers a lovely outdoor pool with sun loungers and complimentary buffet breakfast. Guests often rave about the delicious breakfast buffet and the great staff, making it a really welcoming place to stay.


For a unique and luxurious stay, consider the "5 Mins to Disney, Large Corner 3BR Princess Jasmine Moroccan Luxury Suite" which boasts a superb 10.0 review rating.

How much does a hotel with outdoor pool in Kissimmee cost?

Enjoy staying in a hotel in Kissimmee with an outdoor pool. You can find a great deal from £41 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

Which Kissimmee hotels with outdoor pools are near Orlando, FL (MCO-Orlando Intl.)?

The 5 Mins to Disney, Large Corner 3BR Princess Jasmine Moroccan Luxury Suite, with a superb review rating of 10.0, offers a shared outdoor pool for a refreshing dip after a day of adventures. This hotel also provides a full kitchen and boasts lovely lake views, great for families who appreciate convenience and scenic surroundings. It is located approximately 19.0 km from Orlando, FL (MCO-Orlando Intl.) airport.


For families seeking a blend of comfort and convenience, the 4-star Embassy Suites by Hilton Orlando Lake Buena Vista South, with a fantastic 9.6 rating, features a wonderful outdoor pool and offers spacious suites. Guests frequently praise the friendly and attentive staff, the excellent breakfast, and the great location. Plus, you'll find free toiletries and free cribs, making it ideal for those travelling with little ones. This hotel is about 20.0 km from Orlando, FL (MCO-Orlando Intl.) airport.


Another excellent option is the Hampton Inn Kissimmee North, rated 9.6, which provides a welcoming outdoor pool with sun loungers, great for relaxing. Guests consistently highlight the friendly staff, clean rooms, and delicious free buffet breakfast. It's also conveniently located just 13.7 km from Orlando, FL (MCO-Orlando Intl.) airport, making arrivals and departures a breeze.


Families will also appreciate the Seasons Florida Resort, with a solid 9.0 rating, offering a clean outdoor pool for those sunny Florida days. Customers love the comfortable, clean rooms and the friendly, helpful staff, ensuring a pleasant stay. This resort is approximately 19.9 km from Orlando, FL (MCO-Orlando Intl.) airport.


Finally, the 3-star SpringHill Suites by Marriott Orlando Lake Buena Vista South, rated 8.8, is a fantastic choice for families, featuring an outdoor pool with sun loungers, a poolside bar, and even a waterslide for extra fun. It also boasts a children's pool and secured shared pool access. Guests often compliment the friendly staff, great breakfast, and comfortable beds.

Are there hotels in Kissimmee, Florida, United States of America with outdoor pool activities or events?

Yes, Kissimmee, Florida, boasts an array of hotels offering superb outdoor pool activities and amenities, great for those seeking quality and convenience on their holiday. Many establishments feature impressive water parks, thrilling waterslides, and inviting splash zones, ensuring a memorable experience for all ages.


For families and couples alike, the Gaylord Palms Resort & Convention Center stands out with its expansive three-acre water park, complete with a rapid river and multiple resort pools. Similarly, Margaritaville Resort Orlando, with its H2O Waterpark, provides complimentary access to its aquatic wonderland alongside three outdoor pools, promising endless fun in the sun. For a slightly more intimate yet equally enjoyable experience, the Holiday Inn Resort Kissimmee by the Parks offers two heated outdoor pools and a relaxing hot tub.


Some properties go a step further, providing event-style offerings such as private pool parties or organised entertainment. The Ramada Hotel & Water Park includes not only a water park, pool, and hot tub but also an arcade and restaurant for added enjoyment.

Are there hotels in Kissimmee that have private outdoor pools?

Yes, there are several excellent options in Kissimmee that offer the luxury of a private outdoor pool, superb for those seeking a secluded and refreshing escape.


The "5 Mins to Disney, Large Corner 3BR Princess Jasmine Moroccan Luxury Suite" boasts a private, secured outdoor pool, offering a truly exclusive experience with a fantastic guest review rating of 10.0. This suite also features a kitchen and lovely lake views, adding to its appeal for families who appreciate both convenience and scenic beauty.


For those who love the Margaritaville vibe, the Margaritaville Cottages Orlando by Vstays with H2O Waterpark, a 4-star property with a review rating of 9.2, offers private outdoor pools, along with a poolside bar and a kitchen. Guests consistently praise the friendly staff, clean houses, and comfortable beds, making it a great choice for a relaxing and enjoyable stay. Similarly, the Margaritaville Cottages Orlando by Rentyl with H2O Waterpark, another 4-star option with a 9.0 rating, also provides private pools, alongside a full-service spa offering a range of treatments from massages to facials – superb for a bit of pampering after a day of adventure.


The Margaritaville Resort Orlando with H2O Waterpark, a 4-star hotel rated 8.8, features private outdoor pools as well, in addition to a poolside bar, waterslides, and plenty of sun loungers, ensuring fun for all ages. Our customers frequently highlight the beautiful, big pool and the excellent service provided by the staff, making it a popular choice for families.


Finally, the All Suite Resort near Old Town Amusement Park and Disney World offers suites with private heated outdoor pools, a wonderful amenity for those cooler evenings.

Are there hotels in Kissimmee with outdoor pool cabanas or loungers?

Yes. When looking for a luxurious stay in Kissimmee, you'll find some fantastic hotels offering outdoor pool cabanas or loungers, superb for relaxing in style.


The ette hotel Orlando, a splendid 5-star establishment, provides complimentary pool cabanas along with comfortable sun loungers, ensuring a truly relaxing experience by their outdoor pool. This hotel also boasts a full-service spa with a wide array of treatments, from deep tissue massages to aromatherapy and body wraps, making it ideal for those seeking a pampering retreat. Guests consistently praise the friendly and helpful staff, comfortable rooms, and incredible food, with an outstanding review rating of 9.6.


For families with children, or anyone who enjoys a bit more activity, the Gaylord Palms Resort & Convention Center is a 4-star option that features pool cabanas and sun loungers. This resort also offers a resort-inclusive outdoor pool with a poolside bar and a waterslide, promising endless fun. Its rooms are described as excellent and beautiful, and the amenities are highly rated, contributing to its impressive 9.4 review score.


If golf is on your agenda, both WorldMark Reunion and Hilton Vacation Club Mystic Dunes Orlando are excellent 4-star choices. WorldMark Reunion provides pool cabanas and sun loungers by its outdoor pool, and it's a golfer's paradise with an onsite golf course, driving range, and mini-golf. Guests love the spacious and clean rooms, and the great water park, giving it a 9.4 rating. Similarly, Hilton Vacation Club Mystic Dunes Orlando offers pool cabanas, a poolside bar, and sun loungers by its resort-inclusive outdoor pool, alongside an onsite golf course and mini-golf. Its spacious and clean rooms, along with a fun pool, contribute to its 9.0 review score.


Finally, the Margaritaville Cottages Orlando by Rentyl with H2O Waterpark is another 4-star hotel featuring pool cabanas, a poolside bar, and an outdoor pool. This hotel also has a full-service spa offering hot stone massages, body scrubs, and facials, superb for unwinding after a day of adventure.

Which Kissimmee hotels offer poolside service for food and drinks?

Kompose Boutique Resort at Theme Parks is a fantastic choice for those seeking poolside service, boasting a delightful poolside bar where you can enjoy refreshments whilst soaking up the Florida sunshine. This 3-star resort, highly rated at 9.4, also offers comfortable sun loungers by the outdoor pool and complimentary buffet breakfast to kickstart your day.


For families and those who appreciate a bit more luxury, the 4-star Gaylord Palms Resort & Convention Center, with an impressive review score of 9.4, provides an exceptional poolside experience. Here, you'll find not only a vibrant poolside bar but also private pool cabanas and an exciting waterslide, superb for keeping the little ones entertained. Our customers frequently praise the incredible service and great amenities at this resort.


If you're looking for a holiday home vibe with the convenience of poolside service, consider the Margaritaville Cottages Orlando by Vstays with H2O Waterpark. These 4-star cottages, rated 9.2, feature their own poolside bar and private pools in some units, alongside access to a secured shared pool and the exciting H2O Waterpark. Guests frequently praise the friendly staff and clean houses, making it a comfortable and enjoyable stay.


Another excellent option for poolside dining and drinks is the Hilton Vacation Club Mystic Dunes Orlando. This 4-star property, with a customer rating of 9.0, offers a well-appointed poolside bar and is superb for golf enthusiasts, boasting an onsite golf course, mini-golf, and a driving range. Reviews often highlight the spacious, clean rooms and the fun pool area, making it a great choice for families.


Finally, the Margaritaville Cottages Orlando by Rentyl with H2O Waterpark, another 4-star establishment with a 9.0 rating, also features a dedicated poolside bar. Beyond the refreshing drinks, this resort offers an extensive full-service spa with a variety of treatments, from body scrubs and massages to facials and manicures, providing a truly relaxing escape for adults while the children enjoy the pool.

Are there hotels with outdoor pools that are close to Lake Buena Vista Factory Stores?

The Berkley, Orlando is a fantastic 4-star option, boasting a resort-inclusive outdoor pool and private hot tubs, superb for unwinding after a day of adventures. Guests consistently praise its friendly and kind staff, clean and great rooms, and super convenient location, earning it an impressive review rating of 9.8.


For those travelling with little ones, the Hilton Vacation Club Polynesian Isles Kissimmee, a 3-star hotel, offers a resort-inclusive outdoor pool, sun loungers, and even a children's playground. Its spacious rooms and comfy beds are often highlighted by guests, who rate it 9.6, appreciating the friendly staff and convenient location.


Families looking for extra space will find the Embassy Suites by Hilton Orlando Lake Buena Vista South, another 4-star hotel, particularly appealing with its outdoor pool and complimentary breakfast, including full breakfast on weekends. With a review rating of 9.6, guests consistently mention the spacious and clean rooms, excellent breakfast, and attentive staff.


If you're seeking a hotel with a superb score from previous guests, the 5 Mins to Disney, Large Corner 3BR Princess Jasmine Moroccan Luxury Suite features a shared outdoor pool, a kitchen, and lovely lake views.


Finally, the Hampton Inn Kissimmee North offers a refreshing outdoor pool with sun loungers, complimentary breakfast, and free WiFi, making it a great choice for value-conscious travellers.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Kissimmee for you.

How can I save on a hotel in Kissimmee with Expedia?

Before booking your Kissimmee hotel, remember to join One Key™, Expedia's free travel rewards programme. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

Is it cheaper to book flights and a hotel in Kissimmee as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.

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