Find Romantic Hotels in Kissimmee, FL

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Check availability on Kissimmee Romantic Hotels

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, (164 reviews)
"Excellent accommodations."
United States
Raychelle
The price is AED 239
AED 761 total
includes taxes & fees
20 May - 21 May
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Crystal 3 BR TH Gated Resort 10 Minutes to Disney

Crystal 3 BR TH Gated Resort 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 187
AED 1,790 total
includes taxes & fees
2 Jun - 3 Jun
Crystal 3 BR TH Gated Resort 10 Minutes to 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, (144 reviews)
"The host was great, the pool and spa were warm and great. The house was clean and had good amenities! Will definitely keep in mind for future visits "
United States
Sarah H.
The price is AED 523
AED 1,559 total
includes taxes & fees
18 May - 19 May
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
Buena Ventura Lakes
10.0 out of 10, Exceptional, (35 reviews)
"Clean spacious very cozy & relaxing"
United States
Nicky B.
The price is AED 526
AED 1,232 total
includes taxes & fees
19 May - 20 May
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

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 AED 390
AED 1,379 total
includes taxes & fees
20 May - 21 May
2 Bedrooms/ 2 Bathrooms/ Storey Lake (4731-304 CT)

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 AED 265
AED 1,103 total
includes taxes & fees
25 May - 26 May
2bd/2ba condo close to Disney, Storey Lake

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)
"This property was amazing. The place was clean and perfect for my family"
United States
April S.
The price is AED 438
AED 1,765 total
includes taxes & fees
26 May - 27 May
5BD/4BA Grand Townhome w/pool close 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, (89 reviews)
"Condo was perfect. Would stay again "
United States
Lori S.
The price is AED 258
AED 811 total
includes taxes & fees
31 May - 1 Jun
Lovely 1 bed/1 bath Condo, Just 7 miles from Disney!

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

"Pequod Lakeview" - 4BD/3BA Townhome near Disney
Kissimmee
9.4 out of 10, Exceptional, (20 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 AED 294
AED 1,478 total
includes taxes & fees
7 Jun - 8 Jun
"Pequod Lakeview" - 4BD/3BA Townhome near Disney

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (122 reviews)
"Everything was perfect"
United States
Natasha B.
The price is AED 474
AED 1,429 total
includes taxes & fees
20 May - 21 May
ON SALE! 4BD 3BTH 1.5 MILES 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 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 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.