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Check availability on Kissimmee Romantic Hotels

Our top choices for Kissimmee romantic hotels

Aerial view
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

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, (2,157 reviews)
"Amazing stay "
United States
Larry
The price is 1.365.832 ₫
2.295.517 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Property amenity
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
3.5 star property
Kissimmee
8.2 out of 10, Very good, (2,565 reviews)
"Loved our stay! Great hotel and staff. "
Canada
isabella
The price is 1.660.011 ₫
2.629.542 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Delta Hotels by Marriott Orlando Celebration
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very good, (3,908 reviews)
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is 1.416.000 ₫
2.143.774 ₫ total
includes taxes & fees
10 Feb - 11 Feb
Ramada by Wyndham Kissimmee Gateway
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

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, (1,175 reviews)
"Excellent amenities including breakfast and comfortable stay. "
Canada
SAGAR
The price is 1.864.886 ₫
2.638.420 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Resort Kissimmee by the Parks by IHG
In-room safe, laptop workspace, blackout curtains, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very good, (5,158 reviews)
"Awesome place to stay! Clean and staff incredible!"
United States
Jeffrey
The price is 1.343.546 ₫
2.419.020 ₫ total
includes taxes & fees
12 Jan - 13 Jan
Palazzo Lakeside Hotel
4 outdoor pools, pool cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4,585 reviews)
"This a great property with renovated rooms."
United States
Swati
The price is 2.634.480 ₫
3.884.492 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Hilton Vacation Club Mystic Dunes Orlando
Exterior
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
4.0 star property
Orange Lake
8.8 out of 10, Excellent, (2,555 reviews)
"Nice location. "
United States
EMILY
The price is 3.125.654 ₫
4.672.065 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Lobby
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,638 reviews)
"Great , great hotel great location "
United States
Adrian
The price is 3.872.134 ₫
5.825.844 ₫ total
includes taxes & fees
12 Jan - 13 Jan
Margaritaville Resort Orlando with H2O Waterpark
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center
4.0 star property
Kissimmee
9.2 out of 10, Wonderful, (1,363 reviews)
"Beautiful hotel! Great staff! Perfect stay"
United States
Faris
The price is 7.853.534 ₫
10.345.915 ₫ total
includes taxes & fees
18 Jan - 19 Jan
Gaylord Palms Resort & Convention Center
Lobby sitting area
Star Island Resort and Club

Star Island Resort and Club

Star Island Resort and Club
3.5 star property
Kissimmee
8.2 out of 10, Very good, (1,307 reviews)
"Easy check-in lots of things to do on property and close to everything"
United States
Jessica
Star Island Resort and Club
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

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, Capone's Dinner Show or Osceola Performing Arts Center. Whether you want to get a couple's massage or lounge around in luxurious bedding, you can pick from 34 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 34 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.