A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Find Romantic Hotels in Kissimmee, FL

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Check availability on Kissimmee Romantic Hotels

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Top Kissimmee Hotel Reviews

The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"Our stay was amazing! This is the only place we will stay in when we are in town on vacation! It is like our second home. Our home away from home. We are never disappointed!"
Jimica 5-night trip
Posted 3 hours ago
The Berkley, Orlando
Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Todo estuvo muy bien. Muy atentos todos. Volvería a quedarme."
FRANCISCO 6-night trip
Posted 3 hours ago
Seasons Florida Resort
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"It was a wonderful stay"
Deborah 5-night trip
Posted 6 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Very quiet and peaceful. The staff was friendly and the grounds were very well kept."
Jeanette 4-night trip
Posted 1 day ago
Hilton Vacation Club Mystic Dunes Orlando

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. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Kissimmee Lakefront Park, Osceola Heritage Park, or Austin-Tindall Regional Park. Whether you want to get a couple's massage or enjoy a candlelit dinner, you can pick from 28 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 28 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.

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