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Find Hotels with Pools in Kissimmee, FL from $29

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Top Hotels with Pools in Kissimmee

Champions World Resort
3 out of 5
8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $43 per night from Dec 1 to Dec 2
3.7/5Good! (2,511 reviews)
ove this place

"I am a repeat customer for over 5 years now at Campion. It' always pleasant to be there. The staff in nice, rooms are clean + the grounds are awesome. I tell many people about this place + even brought more of them with me. So, keep up the good work !"…"

Reviewed on Aug 29, 2020

Champions World Resort
The Grand Orlando Resort at Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $44 per night from Dec 1 to Dec 2
3.2/5 (4,210 reviews)

"The location was great I liked how friendly staff was. I did not like the elevator it needs maintenance but rooms were okay"…"

Reviewed on Nov 9, 2020

The Grand Orlando Resort at Celebration
Seralago Hotel & Suites Main Gate East
3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $29 per night from Dec 16 to Dec 17
3.1/5 (3,715 reviews)

"Not very clean. Room had mildew smell and paint chipping off in shower."…"

Reviewed on Nov 2, 2020

Seralago Hotel & Suites Main Gate East
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Maingate Lakeside Resort
3 out of 5
7769 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $31 per night from Dec 14 to Dec 15
2.9/5 (3,214 reviews)

"Pros: good location, nice front desk staff Cons: dark parking lot at night as you have to walk to your room in a different building, not the cleanest, only the pool was open, walls are extremely thin and you can hear your neighbors all hours of the night I was traveling solo as a female and I wouldn’t ..."…"

Reviewed on Oct 5, 2020

Maingate Lakeside Resort
Mystic Dunes Resort & Golf Club by Diamond Resorts
3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $43 per night from Dec 1 to Dec 2
4.3/5Excellent! (3,823 reviews)

"Stayed in a 2 bdrm across from the waterfall pool and thought it was excellent! The only negative about my experience is that the “heated” pool was really cold."…"

Reviewed on Nov 22, 2020

Mystic Dunes Resort & Golf Club by Diamond Resorts
Fantasy World Resort
3.5 out of 5
5005 Kyngs Heath Rd, Kissimmee, FL
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4.2/5Very Good! (3,428 reviews)

"Nice place. I love the washer and dryer. The king bed could be changed it was very worn out. However the rest of the place was very nice."…"

Reviewed on Oct 27, 2020

Fantasy World Resort
Holiday Inn Club Vacations at Orange Lake Resort
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free Cancellation
The price is $144 per night from Dec 2 to Dec 3
4.2/5Very Good! (1,589 reviews)

"The property is outstanding. Did not enjoy the harassment to tour a time share. We were contacted everyday about doing a tour did not enjoy that part of the trip."…"

Reviewed on Nov 21, 2020

Holiday Inn Club Vacations at Orange Lake Resort
Staybridge Suites Orlando Royale Parc Suites
3 out of 5
5876 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free Cancellation
The price is $75 per night from Dec 3 to Dec 4
4/5Very Good! (1,895 reviews)

"Needed a place to sleep for a couple Hrs. Booked one king size, at the time of check in i was told they did not have a king size and upgraded me to a Two bedroom suite. It was great. And the offer a lake check out since I checked in so late. Front desk was super nice and helpful. Also had grab and ..."…"

Reviewed on Nov 23, 2020

Staybridge Suites Orlando Royale Parc Suites
Park Royal Orlando
2.5 out of 5
1500 North Thacker Ave, Kissimmee, FL
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3.7/5Good! (1,000 reviews)
Good night sleep

"It was great good location some street noise if you sleep by the window. But that’s what you get for great location. I would definitely stay again."…"

Reviewed on Mar 22, 2020

Park Royal Orlando
Gaylord Palms Resort & Convention Center
4 out of 5
6000 West Osceola Parkway, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $189 per night from Dec 1 to Dec 2
4.3/5Excellent! (1,457 reviews)

"Gorgeous property, extremely friendly and professional staff and the resort was very clean in general"…"

Reviewed on Nov 23, 2020

Gaylord Palms Resort & Convention Center
Legacy Vacation Resorts-Orlando
3.5 out of 5
2800 N Poinciana Blvd, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $73 per night from Dec 1 to Dec 2
3.8/5Good! (1,579 reviews)

"was a quick stay.check in was slow mostly because guest checking in before us asked a lot of questions and clerk took his time to tell him everything.no big deal.gave us a nice water bottle then asked if we want to donate.room was spotless roomy comfortable.only problem is I discovered when I got ..."…"

Reviewed on Oct 27, 2020

Legacy Vacation Resorts-Orlando
Parkway International Resort by Diamond Resorts
3 out of 5
6200 Safari Trl, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $46 per night from Dec 1 to Dec 2
4.5/5Wonderful! (1,451 reviews)

"I enjoyed our stay, better than Disney at a quarter of the price!"…"

Reviewed on Nov 25, 2020

Parkway International Resort by Diamond Resorts
Polynesian Isles by Diamond Resorts
3 out of 5
3045 Polynesian Isle Blvd., Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $55 per night from Dec 1 to Dec 2
4.7/5Exceptional! (2,142 reviews)

"Clean, quiet and very friendly staff. Thank you. The reason why I keep coming back."…"

Reviewed on Nov 21, 2020

Polynesian Isles by Diamond Resorts
Magic Moment Resort and Kids Club
3 out of 5
5200 West Irlo Bronson Memorial Highway, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $44 per night from Dec 13 to Dec 14
4.3/5Excellent! (4,298 reviews)

"This place is a good spot to stay with the family."…"

Reviewed on Nov 24, 2020

Magic Moment Resort and Kids Club
Caribe Cove Resort
3.5 out of 5
9000 Treasure Trove Ln, Kissimmee, FL
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4.3/5Excellent! (2,223 reviews)

"Great property! No problems at all ! Everyone was super helpful. Thank you"…"

Reviewed on Jun 23, 2020

Caribe Cove Resort
Comfort Suites Maingate East
3 out of 5
2775 Florida Plaza Blvd, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $84 per night from Dec 6 to Dec 7
4.5/5Wonderful! (1,654 reviews)

"Great location, good price. Would definitely recommend and will stay here again..."…"

Reviewed on Nov 1, 2020

Comfort Suites Maingate East
Holiday Inn Express & Suites Orlando-South Lake Buena Vista
3 out of 5
5001 Calypso Cay Way, Kissimmee, FL
Free Cancellation
The price is $55 per night from Dec 2 to Dec 3
4.2/5Very Good! (340 reviews)

"Amazing customer service. Rooms very clean and beds are very comfortable. Definitely will be back."…"

Reviewed on Nov 8, 2020

Holiday Inn Express & Suites Orlando-South Lake Buena Vista
Club Sevilla
2 out of 5
4646 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $45 per night from Dec 1 to Dec 2
4.4/5Excellent! (1,242 reviews)
PERFECT 🤞🏽

"OMGosh!!!! I booked online one night for 50.00 plus fees and taxes. It was a nice, quiet, clean property. The pool was amazing. The staff... Beyond amazing!!👍 FULLY furnished with great appliances...dishes...pots and pans. Full-time staff. The only thing I can say that was a little disappointing ..."…"

Reviewed on Nov 2, 2020

Club Sevilla
Orbit One Vacation Villas by Diamond Resorts
3 out of 5
2950 Entry Point Blvd, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $69 per night from Dec 1 to Dec 2
4.5/5Wonderful! (1,002 reviews)

"I truly enjoyed the resort. My only dislike was the beds were brand new and a little hard still. They hadn’t been broken in. Other than that, I will book again to stay!"…"

Reviewed on Nov 22, 2020

Orbit One Vacation Villas by Diamond Resorts
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $41 per night from Dec 1 to Dec 2
3.4/5 (2,785 reviews)

"Me encantó este hotel, muy buenas instalaciones , lo único no satisfactorio fue la atención en counter del lobby al momento del check in, personal poco amable!"…"

Reviewed on Nov 23, 2020

Ramada by Wyndham Kissimmee Gateway
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Hotels with Indoor Pools in Kissimmee

AmSun Vacation Homes
3 out of 5
1420 Celebration Blvd., Suite 200, Kissimmee, FL
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3.8/5Good! (351 reviews)
we

"Our stay was amazing. Definitely will be revisiting soon."…"

Reviewed on Jun 25, 2020

AmSun Vacation Homes
Champions World Resort
3 out of 5
8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $43 per night from Dec 1 to Dec 2
3.7/5Good! (2,511 reviews)
ove this place

"I am a repeat customer for over 5 years now at Campion. It' always pleasant to be there. The staff in nice, rooms are clean + the grounds are awesome. I tell many people about this place + even brought more of them with me. So, keep up the good work !"…"

Reviewed on Aug 29, 2020

Champions World Resort
Global Vacation Homes
3.5 out of 5
3100 Jodhpurs lane, Orlando, FL
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3.1/5 (7 reviews)
House was nice

"The carpet was stained. The pots and pans and dishes were not clean . There were no wash clothes and not enough towels for 8. But home was nice. The microwave needs to be replaced.. handle broke and a crack in the door. They need to do better up keep on the small things.."…"

Reviewed on Mar 16, 2017

Global Vacation Homes
RVH 052 Relax in Centre Court
3.5 out of 5
1366 Centre Court Ridge Dr Building I, Unit 301, Reunion, Kissimmee, FL
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No reviews
RVH 052 Relax in Centre Court
RVH 145 Centre Court Paradise
3.5 out of 5
1362 Centre Court Ridge Dr Unit 303, Building G, Reunion, Kissimmee, FL
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No reviews
RVH 145 Centre Court Paradise
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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.

Hotels with Outdoor Pools in Kissimmee

Fantasy World Resort
3.5 out of 5
5005 Kyngs Heath Rd, Kissimmee, FL
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4.2/5Very Good! (3,428 reviews)

"Nice place. I love the washer and dryer. The king bed could be changed it was very worn out. However the rest of the place was very nice."…"

Reviewed on Oct 27, 2020

Fantasy World Resort
Champions World Resort
3 out of 5
8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $43 per night from Dec 1 to Dec 2
3.7/5Good! (2,511 reviews)
ove this place

"I am a repeat customer for over 5 years now at Campion. It' always pleasant to be there. The staff in nice, rooms are clean + the grounds are awesome. I tell many people about this place + even brought more of them with me. So, keep up the good work !"…"

Reviewed on Aug 29, 2020

Champions World Resort
The Grand Orlando Resort at Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
The price is $44 per night from Dec 1 to Dec 2
3.2/5 (4,210 reviews)

"The location was great I liked how friendly staff was. I did not like the elevator it needs maintenance but rooms were okay"…"

Reviewed on Nov 9, 2020

The Grand Orlando Resort at Celebration
Seralago Hotel & Suites Main Gate East
3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $29 per night from Dec 16 to Dec 17
3.1/5 (3,715 reviews)

"Not very clean. Room had mildew smell and paint chipping off in shower."…"

Reviewed on Nov 2, 2020

Seralago Hotel & Suites Main Gate East
Maingate Lakeside Resort
3 out of 5
7769 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is $31 per night from Dec 14 to Dec 15
2.9/5 (3,214 reviews)

"Pros: good location, nice front desk staff Cons: dark parking lot at night as you have to walk to your room in a different building, not the cleanest, only the pool was open, walls are extremely thin and you can hear your neighbors all hours of the night I was traveling solo as a female and I wouldn’t ..."…"

Reviewed on Oct 5, 2020

Maingate Lakeside Resort
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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.

Kissimmee Hotels with Pools Information

Dive into your next vacation with reservations at a Kissimmee hotels with pools.
  • Browse verified consumer reviews from swimming lovers like you
  • Check out our vast selection of hotels to personalize your getaway to your liking
  • Submerge yourself into the lowest rates around on accommodations

Make a splash during your next vacation and book your stay at hotels with pools in Kissimmee.

A hotel with a swimming pool brings your otherwise ordinary trip up a notch. When vacationing with the family, a hotel pool makes all the difference. After a long day working a conference, unwind at a hotel with a hot tub in Kissimmee. If the kids are in tow, challenge them to a game of Sharks and Minnows after a long day of sightseeing to wear them out before bedtime. What’s more, hotels with swimming pools in Kissimmee invite you to wake up and get your day started with a morning dip.

Prices on Kissimmee hotels with pools don’t need to leave your wallet hanging out to dry. In fact, when you book your stay right here on Expedia, you’ll never feel like you’re drowning in high prices. Browse our collection of hotels with hot tubs Kissimmee and select the accommodation best matching your travel and budgetary needs. Book confidently knowing you always receive the best rates around, and start working on your butterfly stroke for your sojourn.

Frequently asked questions

What's it like visiting Kissimmee?
If taking it easy by the pool is your idea of a great vacation, you may want to consider family-friendly Kissimmee, which has 556 places to stay with pools. During your trip, you can explore sights such as Old Town and Orlando Vineland Premium Outlets, and then relax poolside at one of the accommodations in Kissimmee that guests like for their pools.
What are some accommodations with pools in Kissimmee?
Magic Moment Resort and Kids Club: 3-star hotel located near Old Town. Features free breakfast, an outdoor pool, and free parking. Baymont by Wyndham Celebration: Offers an outdoor pool, a children’s pool, and free breakfast. Caribe Cove Resort: Provides a sauna, an outdoor pool, and a hot tub. Maingate Lakeside Resort: 3-star hotel located near Disney’s Animal Kingdom® Theme Park. Features 3 outdoor pools, a children’s pool, and a poolside bar. The Grand Orlando Resort at Celebration: 3.5-star hotel located near Old Town. Offers 2 outdoor pools, a children’s pool, and 2 restaurants.
How many pool hotels will I be able to find in Kissimmee?
Expedia’s 556 hotels in Kissimmee give you a great choice for your poolside getaway.
What is there to see and do in Kissimmee?
Explore places like Old Town, Kissimmee Lakefront Park, and Silver Spurs Arena while you’re in Kissimmee. Make a point to visit attractions like Give Kids the World Village and Fun Spot America. Kissimmee appeals to visitors with its array of dining options, lively festivals, and fun-filled attractions.
When is the best time to book a hotel with a pool in Kissimmee?
Taking into account the local weather in Kissimmee can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and December with an average of 62°F. The rainiest months in Kissimmee are August, June, July, and September, with each month seeing an average of 7 inches of rainfall.
What's the best way to travel around Kissimmee?
Knowing the transportation options in Kissimmee can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop aboard a train at Kissimmee Station. Kissimmee might not have very many public transit options to choose from so consider renting a car to explore more.

Travelers Loved These Hotels with a Pool

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