Find Romantic Hotels in Kissimmee, FL

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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, (159 reviews)
"Excellent accommodations."
United States
Raychelle
The price is ¥15,134
¥38,444 total
includes taxes & fees
Apr 12 - Apr 13
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

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

5BD/4BA Grand Townhome w/pool close to Disney
Kissimmee
10.0 out of 10, Exceptional, (11 reviews)
"This property was amazing. The place was clean and perfect for my family"
United States
April S.
The price is ¥20,730
¥80,872 total
includes taxes & fees
Mar 15 - Mar 16
5BD/4BA Grand Townhome w/pool close to Disney

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
9.0 out of 10, Wonderful, (120 reviews)
"Nice and relaxing. Great pool very within walking distance. Lots to do. Close to entertainment and shopping."
United States
Beth R.
The price is ¥18,957
¥47,196 total
includes taxes & fees
Mar 17 - Mar 18
BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!

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

2bd/2ba condo close to Disney, Storey Lake
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"It was an nice smooth experience renting out the property the pictures the were posted up on vrbo about the condo is exactly how the room is 10/10 experience"
United States
Luis C.
The price is ¥14,351
¥51,613 total
includes taxes & fees
Mar 24 - Mar 25
2bd/2ba condo close to Disney, Storey Lake

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

2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)
Kissimmee
9.6 out of 10, Exceptional, (7 reviews)
"All Super.."
United States
Vicente
The price is ¥30,226
¥71,461 total
includes taxes & fees
Mar 22 - Mar 23
2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)

Crystal 3 BR TH Gated Resort Close to Disney

Crystal 3 BR TH Gated Resort Close 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 ¥13,381
¥79,752 total
includes taxes & fees
Mar 25 - Mar 26
Crystal 3 BR TH Gated Resort Close to Disney

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

"Pequod Lakeview" - 4BD/3BA Townhome near Disney
Kissimmee
9.4 out of 10, Exceptional, (19 reviews)
"We loved the pool and the location to the amenities was just a short walk down the path behind the house. We would definitely stay here again!"
United States
David C.
The price is ¥21,048
¥74,874 total
includes taxes & fees
Mar 18 - Mar 19
"Pequod Lakeview" - 4BD/3BA Townhome near 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, (87 reviews)
"Condo was perfect. Would stay again "
United States
Lori S.
The price is ¥12,186
¥36,639 total
includes taxes & fees
Mar 23 - Mar 24
Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (142 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is ¥27,878
¥73,960 total
includes taxes & fees
Apr 13 - Apr 14
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Upstay: Resort Home w Private Pool Near Disney

Upstay: Resort Home w Private Pool Near Disney
Kissimmee
8.2 out of 10, Very Good, (18 reviews)
"Nice get away for the weekend. Great location "
United States
Sivi F.
The price is ¥22,939
¥67,377 total
includes taxes & fees
Mar 16 - Mar 17
Upstay: Resort Home w Private Pool Near 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

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 30 hotels and other accommodations in Kissimmee to make for the perfect weekend away.
What's the best place to stay for couples in Kissimmee?
All Suite Resort near Old Town Amusement Park and Disney World is a favorite resort for couples, and features private pools and kitchens. Other good options for your romantic getaway include AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY and GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY.
How many romantic hotels can we expect to find in Kissimmee?
Expedia has 30 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.