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Find Romantic Hotels in Kissimmee, FL from $43

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Featured Kissimmee Romantic Hotels

Mystic Dunes Resort & Golf Club by Diamond Resorts
Great for couples
3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $43 per night from Nov 29 to Nov 30
4.3/5Excellent! (3,823 reviews)
Couples like: poolside dining, hot tub
Travelers say...

"Stayed in a 2 bdrm across from the waterfall pool and thought it was excellent! The only negative about my experience is that the “heated” pool was really cold."…"

Reviewed on Nov 22, 2020

Mystic Dunes Resort & Golf Club by Diamond Resorts
Reunion Resort & Golf Club
Great for couples
5 out of 5
7593 Gathering Drive, Kissimmee, FL
The price is $178 per night from Dec 12 to Dec 13
4.3/5Excellent! (992 reviews)
Couples like: full-service spa, couples spa treatments, al fresco dining
Travelers say...

"We really enjoyed our stay at the resort. Unfortunately we didn’t use many of the resort amenities, except for the pool. Everything was clean and well maintained."…"

Reviewed on Nov 2, 2020

Reunion Resort & Golf Club
Star Island Resort and Club
Great for couples
3.5 out of 5
5000 Avenue Of The Stars, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $89 per night from Nov 29 to Nov 30
4.1/5Very Good! (1,827 reviews)
Couples like: full-service spa, couples spa treatments, poolside dining, hot tub
Will stay longer next time!

"Very clean and lots of fun! So many activities we didn’t get to do but really enjoyed mini golf and the pool. We will definitely stay longer next time"…"

Reviewed on Nov 27, 2020

Star Island Resort and Club
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.

Romantic Luxury Hotels

Magic Village Yards, Trademark Collection by Wyndham
4 out of 5
3151 Pantanal Lane, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $309 per night from Nov 29 to Nov 30
4.6/5Wonderful! (580 reviews)

"Love this place beautiful property, Spacious Condo nice & Clean and Friendly staff . Location is walking Distance from restaurants and gift shops about 15min from amusement parks"…"

Reviewed on Nov 24, 2020

Magic Village Yards, Trademark Collection by Wyndham
Reunion Resort & Golf Club
5 out of 5
7593 Gathering Drive, Kissimmee, FL
The price is $178 per night from Dec 12 to Dec 13
4.3/5Excellent! (992 reviews)

"We really enjoyed our stay at the resort. Unfortunately we didn’t use many of the resort amenities, except for the pool. Everything was clean and well maintained."…"

Reviewed on Nov 2, 2020

Reunion Resort & Golf Club
Grande Paradise - Furnsihed August 2013, Large floor plan, 2 bedroom in Reunion Grande - 2 Br condo by RedAwning
Pool Home in Reunion Resort 4 Br home by RedAwning
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.

Romantic Spa Hotels

The Berkley, Orlando (No Resort Fees)
4 out of 5
8545 W. Irlo Bronson Highway, Kissimmee, FL
Free Cancellation
The price is $152 per night from Nov 29 to Nov 30
4.6/5Exceptional! (993 reviews)

"It's very clean and a short drive to the parks. Magic Kingdom is 4 miles away. It's definitely more of a condo than a hotel (no cleaning service, limited amenities in the room, no breakfast, coffee, but no sugar/creamer, etc.) It has a full kitchen, with pots/pans/utensils, as well as a washer and ..."…"

Reviewed on Nov 25, 2020

The Berkley, Orlando (No Resort Fees)
Barefoot N Resort by Diamond Resorts
3 out of 5
2754 Florida Plaza Blvd, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $55 per night from Nov 29 to Nov 30
4.5/5Wonderful! (983 reviews)

"Enjoyed my stay. Nice pool and hot tub. Everything was immaculate, and it is a quiet property."…"

Reviewed on Nov 22, 2020

Barefoot N Resort by Diamond Resorts
Gaylord Palms Resort & Convention Center
Great for spa weekends
4 out of 5
6000 West Osceola Parkway, Kissimmee, FL
Free CancellationReserve now, pay when you stay
The price is $189 per night from Nov 29 to Nov 30
4.3/5Excellent! (1,457 reviews)
Travelers like: full-service spa, sauna, steam room, massage
Travelers say...

"Gorgeous property, extremely friendly and professional staff and the resort was very clean in general"…"

Reviewed on Nov 23, 2020

Gaylord Palms Resort & Convention Center
Reunion Resort & Golf Club
Great for spa weekends
5 out of 5
7593 Gathering Drive, Kissimmee, FL
The price is $178 per night from Dec 12 to Dec 13
4.3/5Excellent! (992 reviews)
Travelers like: full-service spa, massage, facials, manicures and pedicures
Travelers say...

"We really enjoyed our stay at the resort. Unfortunately we didn’t use many of the resort amenities, except for the pool. Everything was clean and well maintained."…"

Reviewed on Nov 2, 2020

Reunion Resort & Golf Club
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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.

Romantic Hotels and Accommodations in Kissimmee

If you and your partner need a romantic escape, we've got just the ticket. 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, Osceola Center for the Arts, or Capone's Dinner Show.

Whether you'd like to get a couple's massage or enjoy a candlelit dinner, you'll have your choice of 150 hotels and other lodging options in Kissimmee to make for the perfect getaway.

Expedia travelers love these hotels and other accommodations for their romantic atmosphere and amenities:

Legacy Dunes Resort, 4 Miles From Disney, Relax and Recharge, Heated Tropical po: This condo offers free WiFi, a fitness center, and a garden. Our guests appreciate its pool and walkable location.

Legacy Dunes Resort, Just Steps From our Beach Style Pool, Minutes From Disney!: With a stay at this condo, you'll have access to free WiFi, a fitness center, and a garden. Expedia travelers speak highly of its comfortable beds and beach locale.

1-103 Poolside Bamboo Themed Condo Just ten Minutes From Disney With Heated Pool: This condo offers free WiFi, a fitness center, and a garden. Our guests appreciate its prime location.

Legacy Dunes, A few Steps you Will be Swimming in our Tropical, Beach Style Pool: Condo featuring free WiFi, a fitness center, and a kitchen. Customers give positive reviews for its comfortable beds.

When is the Best Time to Visit Kissimmee?

Weather can be a major factor for your romantic getaway, so we've pulled together rainfall and temperature averages to help you plan your vacation:

  • Hottest months: July, August, June, and September, with an average temperature of 91°F
  • Coldest months: January, December, February, and March, with an average temperature of 48°F
  • Driest months: November, April, January, and December, with an average rainfall of 2.33 inches
  • Rainiest months: August, June, July, and September, with an average rainfall of 7.32 inches

Sightseeing in and Around Kissimmee

There's nothing better than experiencing a new destination 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 consider a visit to Monument of States, Kissimmee Lakefront Park, or Brinson Park.

Travelers also pick Kissimmee for its:
  • Entertainment
  • Sports
  • Restaurants

Getting Around Kissimmee

To get to Kissimmee, book a flight to Kissimmee, FL (ISM-Kissimmee Gateway), which is the closest major airport, located 1.9 mi (3 km) from the city center. To see more of the larger area, hop on a train at Kissimmee Station.

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 144 hotels and other accommodations in Kissimmee to make for the perfect weekend away.
What's the best place to stay for couples in Kissimmee?
Star Island Resort and Club is a favorite 3.5-star condo resort for couples, and features in-room massages and jetted bathtubs. Other good options for your romantic getaway include Reunion Resort & Golf Club and Mystic Dunes Resort & Golf Club by Diamond Resorts.
How many romantic hotels can we expect to find in Kissimmee?
Expedia has 144 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 December with an average of 62°F. The rainiest months in Kissimmee are August, June, July, and September, with each month seeing an average of 7 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 Old Town, Kissimmee Lakefront Park, or Silver Spurs Arena 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: If you’re looking to fly to Kissimmee, the closest major airport is Orlando Intl. Airport (MCO), located 11.2 mi (18 km) from the city center. To venture out into the surrounding area, hop aboard a train at Kissimmee Station.

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