Find Romantic Hotels in Kissimmee, FL

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Check availability on Kissimmee Romantic Hotels

Tonight
28 Jul - 29 Jul
Tomorrow
29 Jul - 30 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Kissimmee Romantic Hotels

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

Star Island Resort and Club

3.5 star property
8.2 out of 10, Very Good, (1277)
"Great stay"
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, (1356)
"Great place for families"
The price is AED 812
AED 1,096 total
includes taxes & fees
29 Jul - 30 Jul
Reunion Resort & Golf Club
Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4153)
"Amazing place for the family and little kids!"
The price is AED 346
AED 518 total
includes taxes & fees
4 Aug - 5 Aug
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, (83)
"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, (45)
"If you're looking for a place to stay that has easy access to the parks, shopping, restaurants & everything Orlando has to offer, while also wanting somewhere to relax, then this is definitely the place for you! It was perfectly sized for our family of 4, but you could honestly have a couple more guests and still have plently of room. The pool is beautiful and a nice place to just chill. Will definitely be booking again the next time we find ourselves in the Orlando area. "
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

Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

10/10 Excellent
"El Waterpark debe tener instalaciones más nuevas se ven de mucho tiempo y con moho"
Jenny 4-night trip
Posted 16 hours ago
Ramada by Wyndham Hotel & Water Park

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 33 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 AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY and GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY.
How many romantic hotels can we expect to find in Kissimmee?
Expedia has 33 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.