Search Romantic Hotels in Kissimmee

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Kissimmee Romantic Hotels

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

Star Island Resort and Club

3.5 star property
8.0 out of 10, Very good, (1285)
"Great place"
The price is ฿4,764
฿5,990 total
includes taxes & fees
4 Jan - 5 Jan 2025
Star Island Resort and Club
Reunion Resort & Golf Club
11 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1193)
"Great stay!"
The price is ฿11,040
฿14,155 total
includes taxes & fees
26 Dec - 27 Dec
Reunion Resort & Golf Club
Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

9.0 out of 10, Wonderful, (3427)
"The house keeping is not the best. "
The price is ฿2,951
฿4,516 total
includes taxes & fees
21 Jan - 22 Jan 2025
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.
Don't see what you're looking for?
See all available properties in Kissimmee

Frequently asked questions

Searching for romantic hotels in Kissimmee?
Are you and your partner in need of a romantic getaway? 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 Medieval Times, Osceola Performing Arts Center or Capone’s Dinner Show. Whether you want to get a couple’s massage or lounge around in luxurious bedding, you can pick from 49 hotels and other accommodation options in Kissimmee to make for the perfect retreat.
How many romantic hotels should we expect to find in Kissimmee?
Expedia has 49 romantic Kissimmee hotels for you to get cosy 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, take a look at these details about year-round temperatures in Kissimmee: The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Kissimmee are August, July, September and June, with each month seeing an average of 196 mm of rainfall.
What is there to do in Kissimmee?
There’s nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Kissimmee. 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 centre. Nearby metro stations include Tupperware Station and Poinciana Station. To see more of the larger area, hop aboard a train at Kissimmee Station.