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
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

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.
¥10,759
¥36,096 total
includes taxes & fees
Sep 5 - Sep 6
Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.

2. 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
United States
Sheila M.
¥7,974
¥30,499 total
includes taxes & fees
Aug 16 - Aug 17
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

3. 2bd/2ba condo close to Disney, Storey Lake

2bd/2ba condo close to Disney, Storey Lake
Kissimmee
United States
Luis C.
¥11,486
¥48,181 total
includes taxes & fees
Aug 20 - Aug 21
2bd/2ba condo close to Disney, Storey Lake

4. 3 Bedrooms / 2 Bathrooms / Lake Berkley (1076 LB)

3 Bedrooms / 2 Bathrooms / Lake Berkley (1076 LB)
Lake Berkley
Canada
Jeff S.
¥16,895
¥79,143 total
includes taxes & fees
Aug 15 - Aug 16
3 Bedrooms / 2 Bathrooms / Lake Berkley (1076 LB)

5. 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.
¥12,770
¥49,904 total
includes taxes & fees
Aug 20 - Aug 21
2BD/2BA condo close to Disney at Storey Lake #80

6. "Pequod Lakeview" - 4BD/3BA Townhome near Disney

"Pequod Lakeview" - 4BD/3BA Townhome near Disney
Kissimmee
United States
Trey J.
¥12,770
¥63,850 total
includes taxes & fees
Aug 28 - Aug 29
"Pequod Lakeview" - 4BD/3BA Townhome near Disney

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

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
United States
kathy m.
¥14,186
¥41,166 total
includes taxes & fees
Aug 16 - Aug 17
Remodeled 3/2 condo minutes to Parks, shopping and entertainment

8. 4BD/3BA Modern upgraded Townhome-private pool at Storey Lake

4BD/3BA Modern upgraded Townhome-private pool at Storey Lake
Kissimmee
Canada
Arlene
¥12,770
¥64,169 total
includes taxes & fees
Aug 19 - Aug 20
4BD/3BA Modern upgraded Townhome-private pool at Storey Lake

9. 4BD/3BA Luxury Townhome w/pool at Storey Lake

4BD/3BA Luxury Townhome w/pool at Storey Lake
Kissimmee
United States
Nathaniel m.
¥15,164
¥66,732 total
includes taxes & fees
Sep 13 - Sep 14
4BD/3BA Luxury Townhome w/pool at Storey Lake

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.
¥12,764
¥49,880 total
includes taxes & fees
Aug 23 - Aug 24
2bd/2ba ground floor condo close to Disney, Storey Lake
View all properties

Top Kissimmee Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Clean"
Maranatha 1-night trip
Posted less than an hour ago
Hilton Vacation Club Mystic Dunes Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good
"The property was nice and has a lot of things to do. The only reason why I would say my stay wasn’t great was due to the fact we were thrown into a sales pitch we didn’t want. When we checked in, the “tour” was not optional, they asked when we wanted to book it. Then they took the no show fee from my card before the “tour” was even scheduled. Come to find out, it’s a timeshare presentation and they are very pushy and clearly the timeshare staff and front desk staff are not on the same page. The timeshare staff were pleasant at first, then once they knew we had no interest in a timeshare even from the beginning. They were incredibly rude. My fiancé and I went to have a nice birthday vacation, and it ended sour. But the property was nice."
Kaitlyn 2-night trip
Posted 1 hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Gorgeus"
Yariely 2-night trip
Posted 2 hours ago
Gaylord Palms Resort & Convention Center
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Happy with the services and amenities"
Sivaramakrishnan 6-night trip
Posted 2 hours ago
Galleria Palms Hotel
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

8/10 Good
"."
Juan Carlos 3-night trip
Posted 2 hours ago
Legacy Vacation Resorts - Kissimmee/Orlando
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

8/10 Good
"Todo bn"
Emanuel 2-night trip
Posted 2 hours ago
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"La atencion de Maria P la manager fue super increible"
Valeria 2-night trip
Posted 18 hours ago
Delta Hotels by Marriott Orlando Celebration
Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Lo recomiendo 100% nos gusta mucho ya nos hemos hospedado varias veces y siempre nos hemos ido con una buena impresión desde el estacionamiento limpio cuartos limpios se descansa muy bien bien silencioso y todo accesible desde restaurantes hasta comercios"
Jose 4-night trip
Posted 2 days ago
Seasons Florida Resort
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

10/10 Excellent
"Water slides are closed for the year"
Heather 3-night trip
Posted 5 days 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. 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.

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