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Check availability on Kissimmee Romantic Hotels

Our top choices for Kissimmee romantic hotels

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, (3924)
"Always great to stay there "
United States
Giandre
The price is 1.326.125 ₫
2.042.707 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1050)
"Great hotel"
United States
Steven
The price is 1.655.025 ₫
2.401.009 ₫ total
includes taxes & fees
18 Dec - 19 Dec
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, (5164)
"Beautiful place to stay."
United States
Mohammad
The price is 506.745 ₫
1.470.815 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Palazzo Lakeside Hotel
2 outdoor pools, pool loungers
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, (2500)
"Comfortable, nice pool, clean, friendly staff"
United States
Tammy
The price is 1.799.741 ₫
2.789.442 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Delta Hotels by Marriott Orlando Celebration
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3654)
"Beautiful resort with great amenities and hospitality abounds!!"
United States
Audrey
The price is 3.365.831 ₫
5.253.696 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
3.0 star property
Kissimmee
8.4 out of 10, Very good, (2104)
"Little aged hotel, but amneties are ok and the breakfast is really good"
Germany
Stefan
The price is 1.657.656 ₫
2.628.043 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
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, (4506)
"Clean rooms, great location and value."
United States
Jennifer
The price is 2.862.202 ₫
4.144.352 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Hilton Vacation Club Mystic Dunes Orlando
Water park
Ramada by Wyndham Hotel & 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, (1639)
"Great place to stay "
Mexico
Velma
The price is 947.052 ₫
1.821.498 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Ramada by Wyndham Hotel & Water Park
Lobby
Embassy Suites by Hilton Orlando Lake Buena Vista South

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, (1244)
"Excellent hotel. Beautiful, accommodating, comfortable. "
United States
Solimar
The price is 3.364.779 ₫
3.819.024 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Embassy Suites by Hilton Orlando Lake Buena Vista South
Outdoor pool, pool loungers
Best Western Plus Orlando Lake Buena Vista South Inn & Suites

Best Western Plus Orlando Lake Buena Vista South Inn & Suites

Best Western Plus Orlando Lake Buena Vista South Inn & Suites
2.5 star property
Kissimmee
8.0 out of 10, Very good, (1439)
"We stay for 9 nights, the room perfect and the staff excellent. "
United States
Luana
The price is 2.087.331 ₫
2.600.679 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Best Western Plus Orlando Lake Buena Vista South Inn & Suites
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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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 37 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 37 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.