Kissimmee Hotel Guide - Romantic Hotels in Kissimmee, Orlando

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Check availability on Kissimmee Romantic Hotels

Our top choices for Kissimmee romantic hotels

Lobby sitting area

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,598 reviews)
"Nice large pools with ample seating, fun vibe, short walk to restaurants and entertainment. "
United States
Eric Theodore
The price is €196
includes taxes & fees
22 Feb - 23 Feb
Margaritaville Resort Orlando with H2O Waterpark
Aerial view

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, (2,300 reviews)
"Very friendly staff and a great location"
United States
Kevin
The price is €85
includes taxes & fees
3 Mar - 4 Mar
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Exterior

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very good, (3,928 reviews)
"Great location and friendly staff"
United States
Dana
The price is €48
includes taxes & fees
22 Feb - 23 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
3.5 star property
Kissimmee
8.4 out of 10, Very good, (1,311 reviews)
"Clean room, good price and staff"
United States
Jacob
The price is €74
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Resort Kissimmee by the Parks by IHG
Exterior

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, (2,647 reviews)
"Great room, clean, fresh and super easy check in. Pool and location is great! "
United States
Stephanie
The price is €159
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Club Vacations at Orange Lake Resort by IHG
4 outdoor pools, pool 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, (4,684 reviews)
"Clean, quality accommodations with friendly staff."
United States
Terry
The price is €147
includes taxes & fees
25 Feb - 26 Feb
Hilton Vacation Club Mystic Dunes Orlando
Property amenity

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
3.5 star property
Kissimmee
8.2 out of 10, Very good, (2,683 reviews)
"Staff was very helpful and friendly. Loved our stay"
United States
Stacey
The price is €89
includes taxes & fees
1 Mar - 2 Mar
Delta Hotels by Marriott Orlando Celebration
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, (1,315 reviews)
"room was very clean, the staff very nice, excellent hotel. "
United States
Nelson
The price is €94
includes taxes & fees
22 Mar - 23 Mar
Embassy Suites by Hilton Orlando Lake Buena Vista South
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very good, (1,458 reviews)
"Great stay !! "
United States
Omar
The price is €116
includes taxes & fees
22 Feb - 23 Feb
Westgate Town Center Resort
Lobby sitting area

Star Island Resort and Club

Star Island Resort and Club
3.5 star property
Kissimmee
8.4 out of 10, Very good, (1,353 reviews)
"Everything about my stay was amazing "
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Yes."
Bonnie 14-night trip
Posted 18 hours ago
Hilton Vacation Club Mystic Dunes Orlando

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 31 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 31 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.

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