Find Romantic Hotels in Kissimmee, FL

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Check availability on Kissimmee Romantic Hotels

Tonight
Feb 22 - Feb 23
Tomorrow
Feb 23 - Feb 24
Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9

Compare Kissimmee Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Star Island Resort and Club
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Star Island Resort and Club

3.5 star property
8.0 out of 10, Very Good, (1303)
"Everything "
The price is ₩184,892
₩234,262 total
includes taxes & fees
Feb 25 - Feb 26
Star Island Resort and Club
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1221)
"The front desk staff were absolutely amazing! Christina went above and beyond to accommodate my family in our stay. The stay was so nice, we called and extended our reservation! Our kids loved the lazy River and the access to a yard area."
The price is ₩350,148
₩465,355 total
includes taxes & fees
Mar 25 - Mar 26
Reunion Resort & Golf Club
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, (3631)
"We never had issues with noise the 5 days we were there! The rooms were big and very clean. Nice to have the kitchen and a balcony. We also loved the different pool options and golf course and restaurant on site. Only addition that would be nice would be a playground area for the kids."
The price is ₩170,559
₩242,388 total
includes taxes & fees
Mar 5 - Mar 6
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.
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Frequently asked questions

Searching for romantic hotels in Kissimmee?
Are you and your partner in need of a romantic escape? Couples choose Kissimmee for its top-notch restaurants and renowned opera house. If you’re a pair that loves cultural attractions, you might check out Osceola Performing Arts Center, Medieval Times, or Capone’s Dinner Show. Whether you want to get a couple’s massage or enjoy a candlelit dinner, you can pick from 45 hotels and other accommodations in Kissimmee to make for the perfect weekend away.
How many romantic hotels can we expect to find in Kissimmee?
Expedia has 45 romantic Kissimmee hotels for you to get cozy in.
When is the best time of year for a romantic getaway to Kissimmee?
If you’re hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Kissimmee: The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Kissimmee are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What is there to do in Kissimmee?
There’s nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Kissimmee has to offer. If you’re hoping to experience some of the local culture, you’ll love Kissimmee for its lively festivals, fun-filled attractions, and major shopping area. You might think about stopping by Disney’s Animal Kingdom® Theme Park, Walt Disney World® Resort, or Old Town while you’re seeing the sights.
What's the best way to get to Kissimmee and around town during my romantic getaway?
This information about transportation options in Kissimmee might help your romantic getaway go off without a hitch: Make your way to Kissimmee with a flight to Kissimmee, FL (ISM-Kissimmee Gateway), which is the closest major airport located 1.8 mi (2.9 km) from the city center. Nearby metro stations include Tupperware Station and Poinciana Station. To see more of the larger area, hop aboard a train at Kissimmee Station.