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Check availability on Kissimmee Romantic Hotels

Our top choices for Kissimmee romantic hotels

Lobby sitting area

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,612 reviews)
"Staff was great and the rooms were a great value "
United States
Daniel
The price is ₩212,488
₩319,699 total
includes taxes & fees
Feb 22 - Feb 23
Margaritaville Resort Orlando with H2O Waterpark
Aerial view

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
3.0 star property
Kissimmee
8.4 out of 10, Very Good, (2,257 reviews)
"Very friendly staff and a great location"
United States
Kevin
The price is ₩90,807
₩143,965 total
includes taxes & fees
Feb 24 - Feb 25
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Exterior

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very Good, (3,896 reviews)
"Great location and friendly staff"
United States
Dana
The price is ₩46,311
₩82,010 total
includes taxes & fees
Feb 22 - Feb 23
Ramada by Wyndham Kissimmee Gateway
Exterior

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
Kissimmee
8.4 out of 10, Very Good, (1,296 reviews)
"Clean room, good price and staff"
United States
Jacob
The price is ₩90,663
₩131,529 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Resort Kissimmee by the Parks by IHG
Property amenity

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
3.5 star property
Kissimmee
8.2 out of 10, Very Good, (2,658 reviews)
"Staff was very helpful and friendly. Loved our stay"
United States
Stacey
The price is ₩109,040
₩164,662 total
includes taxes & fees
Mar 2 - Mar 3
Delta Hotels by Marriott Orlando Celebration
4 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4,683 reviews)
"Clean, quality accommodations with friendly staff."
United States
Terry
The price is ₩153,075
₩222,820 total
includes taxes & fees
Mar 2 - Mar 3
Hilton Vacation Club Mystic Dunes Orlando
Lobby

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,305 reviews)
"room was very clean, the staff very nice, excellent hotel. "
United States
Nelson
The price is ₩156,015
₩177,076 total
includes taxes & fees
Feb 22 - Feb 23
Embassy Suites by Hilton Orlando Lake Buena Vista South
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,438 reviews)
"Great stay !! "
United States
Omar
The price is ₩130,416
₩197,088 total
includes taxes & fees
Feb 22 - Feb 23
Westgate Town Center Resort
Lobby sitting area

Star Island Resort and Club

Star Island Resort and Club
3.5 star property
Kissimmee
8.4 out of 10, Very Good, (1,334 reviews)
"Everything about my stay was amazing "
United States
Jessica
Star Island Resort and Club
3 outdoor pools, cabanas (surcharge), pool umbrellas

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
4.0 star property
Kissimmee
9.2 out of 10, Wonderful, (1,391 reviews)
"Yes the room was very clean and the staff are very friendly "
United States
Carmen
The price is ₩366,327
₩493,718 total
includes taxes & fees
Mar 6 - Mar 7
Gaylord Palms Resort & Convention Center
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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Top Kissimmee Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"everything was nice"
Timothy 2-night trip
Posted 2 days ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

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 Medieval Times, Osceola Performing Arts Center, or Capone's Dinner Show. Whether you want to get a couple's massage or enjoy a candlelit dinner, you can pick from 31 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 31 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.