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

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Kissimmee romantic hotels

1. Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.

Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.
Kissimmee
United States
Dorenda W.
AED 248
AED 828 total
includes taxes & fees
30 Aug - 31 Aug
Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.

2. 2bd/2ba condo close to Disney, Storey Lake

2bd/2ba condo close to Disney, Storey Lake
Kissimmee
United States
Luis C.
AED 265
AED 1,081 total
includes taxes & fees
2 Sep - 3 Sep
2bd/2ba condo close to Disney, Storey Lake

3. 4BD/3BA Modern upgraded Townhome-private pool

4BD/3BA Modern upgraded Townhome-private pool
Kissimmee
United States
Michelle C.
AED 294
AED 1,471 total
includes taxes & fees
19 Sep - 20 Sep
4BD/3BA Modern upgraded Townhome-private pool

4. 5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD

5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD
Kissimmee
United States
Jennifer
AED 384
AED 2,112 total
includes taxes & fees
31 Aug - 1 Sep
5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD

5. 4BD/3BA Modern upgraded Townhome-private pool

4BD/3BA Modern upgraded Townhome-private pool
Kissimmee
United States
Khalid A.
AED 294
AED 1,463 total
includes taxes & fees
31 Aug - 1 Sep
4BD/3BA Modern upgraded Townhome-private pool

6. 2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)

2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)
Kissimmee
United States
Brian
AED 292
AED 1,329 total
includes taxes & fees
2 Sep - 3 Sep
2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)

7. 2BD/2BA condo close to Disney at Storey Lake #80

2BD/2BA condo close to Disney at Storey Lake #80
Kissimmee
United States
Mary Z.
2BD/2BA condo close to Disney at Storey Lake #80

8. 5BD/4BA Grand Townhome w/pool close to Disney

5BD/4BA Grand Townhome w/pool close to Disney
Kissimmee
United States
Frank V.
5BD/4BA Grand Townhome w/pool close to Disney

9. 5BD Private Pool Villa - Storey Lake Resort - 4810 LL

5BD Private Pool Villa - Storey Lake Resort - 4810 LL
Kissimmee
United States
Michael G.
AED 331
AED 1,942 total
includes taxes & fees
13 Sep - 14 Sep
5BD Private Pool Villa - Storey Lake Resort - 4810 LL

10. 2bd/2ba ground floor condo close to Disney, Storey Lake

2bd/2ba ground floor condo close to Disney, Storey Lake
Kissimmee
United States
John D.
2bd/2ba ground floor condo close to Disney, Storey Lake
View all properties

Top Kissimmee Hotel Reviews

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"The right spot to everything"
Bernard 2-night trip
Posted less than an hour ago
Seasons Florida Resort
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"I enjoy this property very much, I have been coming here since I was a baby for over 30+ years. I've had stays in this hotel in 1994, 1998, 2000, 2002, 2004, 2005, 2009, 2010, 2012, 2013, 2017, 2017 again, 2018, and now 2026. Under the names of Ramada, Radisson, Grand Orlando Resort, and now Delta by Marriott. I was brought here as a kid, celebrated my senior graduation here, proposed to my wife on the eighth floor of the Tower Building; I've come here alone, I've come here with parents, I've come with extended family, and I've come with my fiancée turned wife. I have a strong sentimental affection for this property, it is the main hotel I've stayed at in my life and my main comparison against any hotel I stay at, should I be somewhere other than Celebration. I have made much art inspired by the architecture and aesthetic layout of this property across my life. I tend to visit places that look like this building when I dream even. All of this is to tell you how sincere my adoration is for the 2900 Parkway Boulevard resort, and I wanted to thank you for being its most recent acquirer. I firmly believe that, under the Marriott leadership, this property can attain its greatest years to come."
Vito 3-night trip
Posted 1 day ago
Delta Hotels by Marriott Orlando Celebration

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. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Kissimmee Lakefront Park, Osceola Heritage Park, or Austin-Tindall Regional Park. 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.