Search Romantic Hotels in Kissimmee

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Check availability on Kissimmee Romantic Hotels

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Top Kissimmee Romantic Hotels

Star Island Resort and Club
Relax by the pool surrounded by palm trees and lounge chairs.

Star Island Resort and Club

3.5 star property
8.2 out of 10, Very good, (1259)
"Great stay"
Star Island Resort and Club
Reunion Resort & Golf Club
Surrounded by lush greenery and palm trees, this resort offers multiple pools and a lazy river.

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1371)
"Great place for families"
Reunion Resort & Golf Club
Hilton Vacation Club Mystic Dunes Orlando
Relax by the serene pool surrounded by a natural rock formation.

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4168)
"Excellent place for familys "
The price is ฿3,046
฿4,557 total
includes taxes & fees
18 Aug - 19 Aug
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 Kissimmee Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Check in took time and not much explained finally found room and key didnt work . Room was immaculate with everything you could possibly need . Fully equipped kitchen . Target opposite and great restaurants along main road abd shopping options ..loved the pools a littke crowded at times . Felt rushed at check out ..cleaner banging on door at 9am saying we need to leave so she could clean and sat outside door. Thought we had until 10am . We paid for breakfast for 2 this was not added either had to resolve at front desk . "
Natalie 6-night trip
Posted 2 days ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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 33 hotels and other accommodations in Kissimmee to make for the perfect retreat.
How many romantic hotels should we expect to find in Kissimmee?
Expedia has 33 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.