Hotels with a Pool in Kissimmee

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
Apr 11 - Apr 12
Tomorrow
Apr 12 - Apr 13
This weekend
Apr 11 - Apr 13
Next weekend
Apr 18 - Apr 20

Hotels with a Pool in Kissimmee

Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

9.0 out of 10, Wonderful, (3798)
The price is $145
includes taxes & fees
$128 per night
Apr 20 - Apr 21
Hilton Vacation Club Mystic Dunes Orlando
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 neighborhoods in Kissimmee

Get a lay of the land and find the perfect place to stay
Default Image

Orange Lake

Four Corners's Orange Lake neighborhood has a host of places to visit such as Walt Disney World® Resort and Orange Lake Golf.

See properties in Orange Lake
Orange Lake

Top landmarks in Kissimmee

caught in a torrential downpour while exploring Old Town but did get to see lots of the awesome classic cars that come out for the weekly Friday night car show - a busy tourist spot but a nice change from the neighboring Disney/Sea World/Universal parks

Old Town

Why not give yourself a treat with a trip to Old Town, one of the most popular family attractions located 7.1 mi (11.4 km) from central Kissimmee. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you have fun at Old Town, you'll love Fun Spot America, just a short walk away.

See properties in Old Town
Old Town

Frequently asked questions

What are the best hotels with a pool in Kissimmee?
With hypo-allergenic bedding, premium bedding and plenty of opportunities for pool days, Marriott’s Cypress Harbour Villas is a hit with travelers. Marriott’s Lakeshore Reserve is another popular Kissimmee hotel with a pool.
What are the cheapest hotels with a pool in Kissimmee?
Candlewood Suites Orlando - Lake Buena Vista, an IHG Hotel is one of the cheapest properties with a pool in Kissimmee. On top of that, it features a terrace and premium bedding. Holiday Inn Express & Suites Orlando - Lake Buena Vista, an IHG Hotel is another option that promises poolside fun on a budget. Check out the range of great-value hotels in Kissimmee with a pool from $66 and live it up for less.
What is the best time to stay in a hotel with a pool in Kissimmee?
If you want the warmest weather, plan your trip for July. The temperatures are around 77ºF (25ºC) to 91ºF (33ºC) at this time. January sees the coolest temperatures between 54ºF (12ºC) and 70ºF (21ºC). For a more relaxed setting and potentially cheaper Kissimmee hotels with a pool, visit in September when it’s quieter.
What hotels with a pool are closest to Old Town?
With pool sun loungers and a barbecue grill, Barefoot’n Resort is one of the closest hotels with a pool to Old Town. Comfort Suites Maingate East is another option just a short drive away. Balance sightseeing with leisure time when you book a hotel in Kissimmee with a pool near this attraction.
What hotels with a pool are closest to Orlando Intl. Airport (MCO)?
Arrive, slip into your swimsuit and relax at Hyatt Regency Orlando International Airport. It’s around 1 mile east of Orlando Intl. Airport (MCO). You can take advantage of pillow top mattresses and hypo-allergenic bedding here too. Another nearby option is Homewood Suites by Hilton Orlando Airport. Reserve a stay at either of these properties, or check out other Kissimmee hotels with a pool close to the airport.
What are the best 5-star hotels with a pool in Kissimmee?
Live the high life at The Ritz-Carlton Orlando, Grande Lakes, where a pool is just the start of things to get excited about. It also offers beauty services and room service too. Or, alternate between enjoying luxurious comforts and treating yourself to a swim at Waldorf Astoria Orlando - An Official Walt Disney World® Hotel. Look for 5-star hotels in Kissimmee with a pool and take your getaway to new heights.
Are there any hotels with a pool in Kissimmee with parking?
There are 26,280 Kissimmee hotels with a pool and parking. Book a room at Marriott’s Lakeshore Reserve, which has a barbecue grill and a waterslide. Hilton Vacation Club Polynesian Isles Kissimmee also blends leisurely swims with the convenience of parking.