Find Romantic Hotels in Kissimmee, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kissimmee Romantic Hotels

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Kissimmee Romantic Hotels

Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3.0 star property
Kissimmee
8.0 out of 10, Very Good, (3914)
"Always great to stay there "
United States
Giandre
The price is ￥7,829
￥12,058 total
includes taxes & fees
Dec 21 - Dec 22
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, (1023)
"Nice location "
United States
Nicole
The price is ￥11,650
￥16,308 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Resort Kissimmee by the Parks by IHG
2 outdoor pools, sun loungers
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 star property
Kissimmee
8.2 out of 10, Very Good, (2479)
"Comfortable, nice pool, clean, friendly staff"
United States
Tammy
The price is ￥10,407
￥16,220 total
includes taxes & fees
Dec 14 - Dec 15
Delta Hotels by Marriott Orlando Celebration
7 outdoor pools, cabanas (surcharge), pool umbrellas
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, (2513)
"My fave place to stay when in Orlando."
United States
Jodi
The price is ￥18,329
￥27,455 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3649)
"Great location, close to Disney, heated pool it was a big plus, Nice breakfast and service! "
United States
Eleni
The price is ￥19,264
￥30,327 total
includes taxes & fees
Dec 9 - Dec 10
Margaritaville Resort Orlando
Daily buffet breakfast (USD 17 per person)
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, (2078)
"Staff was super friendly "
United States
Isaac
The price is ￥8,698
￥14,281 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Water park
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

3.0 star property
Kissimmee
7.0 out of 10, Good, (1606)
"Great place to stay "
Mexico
Velma
The price is ￥5,592
￥10,755 total
includes taxes & fees
Dec 10 - Dec 11
Ramada by Wyndham Hotel & Water Park
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, (4465)
"It was a great stay"
United States
Glynnis
The price is ￥15,184
￥22,523 total
includes taxes & fees
Dec 14 - Dec 15
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, (1236)
"Great staff good location nice hotel very clean. "
United States
Hector
The price is ￥13,247
￥15,036 total
includes taxes & fees
Dec 21 - Dec 22
Embassy Suites by Hilton Orlando Lake Buena Vista South
In-room safe, laptop workspace, blackout drapes, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5148)
"Overall good experience would stay again"
United States
Jacquelyn
The price is ￥5,149
￥11,131 total
includes taxes & fees
Dec 14 - Dec 15
Palazzo Lakeside Hotel
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.
View all properties

Top Kissimmee Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Yes "
Michael 7-night trip
Posted 1 day ago
Holiday Inn Resort Kissimmee by the Parks by IHG

Explore a world of travel with Expedia

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, Capone's Dinner Show, or Osceola Performing Arts Center. Whether you want to get a couple's massage or enjoy a candlelit dinner, you can pick from 38 hotels and other accommodations in Kissimmee to make for the perfect weekend away.
What's the best place to stay for couples in Kissimmee?
All Suite Resort near Old Town Amusement Park and Disney World is a favorite resort for couples, and features private pools and kitchens. Other good options for your romantic getaway include GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY and AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY.
How many romantic hotels can we expect to find in Kissimmee?
Expedia has 38 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.