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

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Check availability on Kissimmee Romantic Hotels

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12

Our top choices for Kissimmee romantic hotels

Exterior

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 ￥14,557
￥38,923 total
includes taxes & fees
Jul 6 - Jul 7
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Dining

6 MINS TO Disney

6 MINS TO Disney
Kissimmee
10.0 out of 10, Exceptional, (28 reviews)
"Nice place"
United States
Marisol Z.
The price is ￥21,835
￥72,156 total
includes taxes & fees
Jul 2 - Jul 3
6 MINS TO Disney
Fridge, microwave, oven, stovetop

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 ￥11,524
￥36,510 total
includes taxes & fees
Jun 30 - Jul 1
Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!
Exterior

Crystal 3 BR TH 10 Minutes to Disney

Crystal 3 BR TH 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 ￥8,249
￥78,839 total
includes taxes & fees
Jun 30 - Jul 1
Crystal 3 BR TH 10 Minutes to Disney
Pool

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 ￥16,837
￥70,407 total
includes taxes & fees
Jul 9 - Jul 10
4BD/3BA Modern upgraded Townhome-private pool at Storey Lake
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.
The price is ￥14,571
￥52,889 total
includes taxes & fees
Jul 12 - Jul 13
2BD/2BA condo close to Disney at Storey Lake #96
Smart TV, Netflix, DVD player, books

Remodeled 3/2 condo minutes to Parks, shopping and entertainment

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
9.4 out of 10, Exceptional, (44 reviews)
"The location was perfect for our needs and true to it's online description."
United States
Angie S.
The price is ￥14,395
￥41,449 total
includes taxes & fees
Jul 1 - Jul 2
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Pool

4BD/3BA Modern upgraded Townhome-private pool

4BD/3BA Modern upgraded Townhome-private pool
Kissimmee
9.6 out of 10, Exceptional, (7 reviews)
"This property is as advertised. Checkin was easy and the property was very clean. Would definitely stay again."
United States
Daniel R.
The price is ￥14,571
￥67,356 total
includes taxes & fees
Jul 20 - Jul 21
4BD/3BA Modern upgraded Townhome-private pool
Pool

2BD/2BA condo close to Disney at Storey Lake #80

2BD/2BA condo close to Disney at Storey Lake #80
Kissimmee
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay and only 15 min drive to Disney on a great road!"
United States
Kyle H.
The price is ￥14,571
￥52,889 total
includes taxes & fees
Jun 30 - Jul 1
2BD/2BA condo close to Disney at Storey Lake #80
Pool

4BD/3BA Modern Townhome with private pool (10' to WDW)

4BD/3BA Modern Townhome with private pool (10' to WDW)
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"The condo was perfect for our large family! Communication was excellent. We will definitely book again in the future!"
United States
Casandra B.
The price is ￥14,086
￥66,609 total
includes taxes & fees
Jul 27 - Jul 28
4BD/3BA Modern Townhome with private pool (10' to WDW)
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

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

10/10 Excellent
"If you have children it’s an amazing place to stay. They have so much for the kids to do. They have a kids club they had a Minion come to breakfast and dance with the kids and one day they had a bubble party. There is a family movie every night. The breakfast was great you got to make Mickey waffles they had different types every day they had cereal and yogurt. The resort fee was high. If you have kids it’s worth it. If you are basically just sleeping there it’s to high. The pool isn’t very big"
kathleen 7-night trip
Posted less than an hour ago
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

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 27 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 27 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 Silver Spurs Arena 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.