Find Romantic Hotels in Kissimmee, FL

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Check availability on Kissimmee Romantic Hotels

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Kissimmee Romantic Hotels

Star Island Resort and Club
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Star Island Resort and Club

3.5 star property
8.2 out of 10, Very good, (1266)
"Was a great stayed, everything claen and the staff were amazing too"
The price is £116
includes taxes & fees
2 Aug - 3 Aug
Star Island Resort and Club
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1347)
"Great Resort."
Reunion Resort & Golf Club
Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4101)
"We loved vacationing here and will definitely be back again. "
The price is £105
includes taxes & fees
27 Jul - 28 Jul
Hilton Vacation Club Mystic Dunes Orlando
1-101 Legacy Dunes, Just Steps to the Beach Style Pool, Minutes to Disney!
Property grounds

1-101 Legacy Dunes, Just Steps to the Beach Style Pool, Minutes to Disney!

10.0 out of 10, Exceptional, (46)
"Great location, and host was so easy and quick to contact!"
1-101 Legacy Dunes, Just Steps to the Beach Style Pool, Minutes to Disney!
1-103 Legacy Dunes, Steps to Pool, Minutes to Disney, King Bed
Property grounds

1-103 Legacy Dunes, Steps to Pool, Minutes to Disney, King Bed

8.8 out of 10, Excellent, (3)
"Location relative to the Pool is excellent. Cleanliness of the Condo was good. It had a skunk smell when we arrived. We cleared it quickly. The grounds and pool area was not cleaned daily. There were crews working on cleaning so maybe we were there at a bad time. This complex has many owners using their properties. The owners were very friendly with the renting guests. We will return to Legacy again"
1-103 Legacy Dunes, Steps to Pool, Minutes to Disney, King Bed
1-105 Legacy Dunes, Tropical Beach Style Walk-in Pool, King Bed, 65" Tv, Patio
Outdoor pool, a heated pool

1-105 Legacy Dunes, Tropical Beach Style Walk-in Pool, King Bed, 65" Tv, Patio

8.6 out of 10, Excellent, (13)
"Close to attractions, clean, comfortable"
1-105 Legacy Dunes, Tropical Beach Style Walk-in Pool, King Bed, 65" Tv, Patio
1-304 Legacy Dunes, Close to Disney, Pool View, Screened Balcony, King Bed
Outdoor pool, a heated pool

1-304 Legacy Dunes, Close to Disney, Pool View, Screened Balcony, King Bed

9.4 out of 10, Exceptional, (24)
"We enjoyed our stay. We were close to restaurants, shopping and attractions."
1-304 Legacy Dunes, Close to Disney, Pool View, Screened Balcony, King Bed
14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool
Outdoor pool, a heated pool

14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool

9.2 out of 10, Wonderful, (30)
"The condo was beautiful and perfect for our trip to WDW! It was as described, and the private patio was a plus. My two boys and I enjoyed our stay here very much, it had everything needed for a relaxing stay. Shops, restaurants, and activities were conveniently located within a short driving distance. We highly recommend this property!"
14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool
19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym
Outdoor pool, a heated pool

19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym

9.6 out of 10, Exceptional, (82)
"I like the place had a lot of space, a lot of things to do in the area and outside the area, i would definitely stay again !!"
19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym
19-202 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax
Outdoor pool, a heated pool

19-202 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax

9.4 out of 10, Exceptional, (44)
"Very very nice and enjoyable "
19-202 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax
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
"We’ve been coming to this hotel for years. It always great. Never had an issue and I will continue to come. I will say though if you sign up for their timeshare presentation, it’s a lie that’s it’s only 90 minutes and they will continue to try and push you into purchasing one even when you’ve made it clear you don’t want to. I lost about 5 hours of my day, left with a headache and was so annoyed and upset that day because of it."
Dany 5-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 34 hotels and other accommodations in Kissimmee to make for the perfect retreat.
What's the best accommodation for couples in Kissimmee?
All Suite Resort near Old Town Amusement Park and Disney World is a favourite resort for couples, and features private pools and kitchens. Other good options for a stay with your sweetheart include AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY and GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY.
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.