Kissimmee Hotel Guide - Romantic Hotels in Kissimmee, Orlando

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Check availability on Kissimmee Romantic Hotels

Next weekend
29 May - 31 May
In two weeks
5 Jun - 7 Jun

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, (166 reviews)
"Not far from Disney properties. Great amenities!"
United States
DELMA T.
The price is €187
includes taxes & fees
1 Jun - 2 Jun
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Pool

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 €416
includes taxes & fees
9 Jun - 10 Jun
Crystal 3 BR TH 10 Minutes to Disney
Smart TV, DVD player, table football, books

*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 €362
includes taxes & fees
26 May - 27 May
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Fridge, microwave, oven, stovetop

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, (36 reviews)
"Host was amazing at sharing all pertinent information. House was in very good order upon arrival. "
United States
Dave H.
The price is €268
includes taxes & fees
28 May - 29 May
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
Pool

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 €262
includes taxes & fees
25 May - 26 May
2bd/2ba condo close to Disney, Storey Lake
Pool

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 €320
includes taxes & fees
27 May - 28 May
2 Bedrooms/ 2 Bathrooms/ Storey Lake (4731-304 CT)
Pool

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

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

"Pequod Lakeview" - 4BD/3BA Townhome near Disney
Kissimmee
9.4 out of 10, Exceptional, (20 reviews)
"Simple check in and out. Clean home in safe gated neighborhood. Close to the parks."
United States
Trey J.
The price is €347
includes taxes & fees
7 Jun - 8 Jun
"Pequod Lakeview" - 4BD/3BA Townhome near Disney
Pool

5 BD/ 5.5 Ba/ Solara Resort (9035 PC)

5 BD/ 5.5 Ba/ Solara Resort (9035 PC)
Kissimmee
8.6 out of 10, Excellent, (7 reviews)
"The accommodations, room, and bed counts fit our extended family perfectly. The pool was a lovely place to chill after all the walking of being in Disney. One complaint: The Hot tub was not hot! The evenings are still chilly in May, so the hot tub was needed. So, it should be a rating of 99, not 100. Thank you"
United States
Meg B.
The price is €581
includes taxes & fees
3 Jun - 4 Jun
5 BD/ 5.5 Ba/ Solara Resort (9035 PC)
Exterior

Quiet. Roomy. Close to Disney. Fast Wifi Parking.

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Grand Palms
9.4 out of 10, Exceptional, (8 reviews)
"Great stay! Very quiet and bigger than I expected... rooms where on the opposite side of the house, so that was super nice! It's super close to everything!! I will definitely stay again!"
United States
Sheri J.
The price is €173
includes taxes & fees
25 May - 26 May
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
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

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"Very good 👏👏👏!!"
Fabio 2-night trip
Posted 4 hours ago
Ramada by Wyndham Kissimmee Gateway

Frequently asked questions

Searching for romantic hotels in Kissimmee?
Are you and your partner in need of a romantic getaway? 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 lounge around in luxurious bedding, you can pick from 27 hotels and other accommodations in Kissimmee to make for the perfect retreat.
What's the best accommodation for couples in Kissimmee?
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY is a favourite resort for couples, and features a fitness centre and a garden. Other good options for a stay with your sweetheart 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 should we expect to find in Kissimmee?
Expedia has 27 romantic Kissimmee hotels for you to get cosy 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, take a look at these details about year-round temperatures in Kissimmee: The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Kissimmee are August, July, September and June, with each month seeing an average of 196 mm of rainfall.
What is there to do in Kissimmee?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Kissimmee. 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 centre. 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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