A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Our top choices for Kissimmee romantic hotels

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (168 reviews)
"Not far from Disney properties. Great amenities!"
United States
DELMA T.
The price is AED 331
AED 866 total
includes taxes & fees
8 Jul - 9 Jul
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Crystal 3 Bedroom 10 Minutes to Disney

Crystal 3 Bedroom 10 Minutes to Disney
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Nice and clean house patio chairs were broken blinds were broken beds were not comfortable make noises, right beside highway too much traffic noise, saw a lizard and cockraches in the kitchen. Lot of parking"
Canada
Mohammad zaki A.
The price is AED 213
AED 1,823 total
includes taxes & fees
28 Jul - 29 Jul
Crystal 3 Bedroom 10 Minutes to Disney

Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!

Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!
Kissimmee
9.4 out of 10, Exceptional, (90 reviews)
"Just what we needed for a 4 night stay. Enjoyed the pool area. Close to some nice walking trails."
Canada
Joanne J.
The price is AED 262
AED 840 total
includes taxes & fees
5 Jul - 6 Jul
Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!

Quiet. Roomy. Close to Disney. Fast Wifi Parking.

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Grand Palms
9.4 out of 10, Exceptional, (8 reviews)
"Great stay! Very quiet and bigger than I expected... rooms where on the opposite side of the house, so that was super nice! It's super close to everything!! I will definitely stay again!"
United States
Sheri J.
Quiet. Roomy. Close to Disney. Fast Wifi Parking.

4BD/3BA Modern upgraded Townhome-private pool

4BD/3BA Modern upgraded Townhome-private pool
Kissimmee
9.6 out of 10, Exceptional, (13 reviews)
"Extremely clean and comfortable property. Would definitely stay again."
United States
Michelle C.
The price is AED 415
AED 1,635 total
includes taxes & fees
27 Jul - 28 Jul
4BD/3BA Modern upgraded Townhome-private pool

2BD/2BA condo close to Disney at Storey Lake #96

2BD/2BA condo close to Disney at Storey Lake #96
Kissimmee
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay and the condo was perfect for our family of four. It was clean, had all the supplies we needed and my kids enjoyed the pools. It was a quick drive to Disney, the convention area and also had restaurants and shopping nearby. We would stay here again!"
United States
Jessica G.
2BD/2BA condo close to Disney at Storey Lake #96

4BD/3BA Modern upgraded Townhome-private pool at Storey Lake

4BD/3BA Modern upgraded Townhome-private pool at Storey Lake
Kissimmee
9.8 out of 10, Exceptional, (17 reviews)
"The house was very nice and comfortable. It was great that everyone had their own space and bathroom. We did wish there were a few more small amenities, like coffee creamer or tea bags. Overall, it was a great stay, and we would definitely stay again."
United States
Brandi M.
The price is AED 294
AED 1,478 total
includes taxes & fees
8 Jul - 9 Jul
4BD/3BA Modern upgraded Townhome-private pool at Storey Lake

4BD/3BA Luxury Townhome w/pool at Storey Lake

4BD/3BA Luxury Townhome w/pool at Storey Lake
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"This place was a whole vacation within itself. Perfect modern layout with heated pool. Water park on the premises. Like a retreat house. I will definitely visit again."
United States
Nathaniel m.
4BD/3BA Luxury Townhome w/pool at Storey Lake

BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!

BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!
Kissimmee
8.8 out of 10, Excellent, (123 reviews)
"We enjoyed our rental! Everything was clean and in working order. The owners communicated very well. The pool area is fantastic!"
United States
Roger R.
The price is AED 364
AED 1,016 total
includes taxes & fees
5 Jul - 6 Jul
BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!

5BD/4BA Grand Townhome w/pool close to Disney

5BD/4BA Grand Townhome w/pool close to Disney
Kissimmee
9.8 out of 10, Exceptional, (13 reviews)
"Everything was perfect!"
United States
Chrissy H.
The price is AED 438
AED 1,805 total
includes taxes & fees
27 Jul - 28 Jul
5BD/4BA Grand Townhome w/pool close to Disney
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

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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 Center for the Arts. Whether you want to get a couple's massage or enjoy a candlelit dinner, you can pick from 28 hotels and other accommodations in Kissimmee to make for the perfect weekend away.
What's the best place to stay for couples in Kissimmee?
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY is a favorite resort for couples, and features a fitness center and a garden. Other good options for your romantic getaway include GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY and Two-Bedroom Villa at WESTGATE VACATION VILLAS Resort just One Mile from DISNEY.
How many romantic hotels can we expect to find in Kissimmee?
Expedia has 28 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.