The Best Romantic Hotels in Kissimmee, FL from ₩69,321 in 2026

A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Our top choices for Kissimmee romantic hotels

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

A spacious lobby with a leather sofa, a bar area with stools, and a seating area with tables and chairs.

A spacious outdoor area with multiple white tables and planters, a central digital display, and a modern architectural design.

A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.

1. Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

Cassandra

₩120,618

₩136,901 total

includes taxes & fees

Oct 18 - Oct 19

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.

A pool area with a chandelier, a statue, and a view of the outside.

A resort pool area with a winding pool design, lounge chairs, and palm trees.

2. Kompose Boutique Resort at Theme Parks

Kissimmee

Nicolas

₩40,461

₩105,289 total

includes taxes & fees

Oct 14 - Oct 15

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

An outdoor seating area with wicker furniture, a central wooden table, and a red brick wall with potted plants.

A hotel room with a bed, a sofa, a coffee table, a TV, and a desk with a computer.

A hotel with a swimming pool, multiple parking spaces, and a view of the surrounding area.

3. Seasons Florida Resort

Kissimmee

Antonio

₩61,076

₩69,321 total

includes taxes & fees

Oct 12 - Oct 13

A hotel with a central entrance, palm trees, and a clear sky.

A hotel lobby with seating areas, a reception desk, and a Coca-Cola refrigerator.

A multi-story hotel with a swimming pool surrounded by palm trees and greenery.

A hotel room with a bed, a sofa, a coffee table, and a desk. There are three framed pictures on the wall.

4. Comfort Suites Maingate East

Kissimmee

Diahiana

₩95,301

₩108,167 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

A hotel lobby with a reception desk, two armchairs, a potted plant, a telephone, and a carpeted floor. There are two doors in the background, one with a sign indicating room numbers.

An aerial view of a swimming pool with lounge chairs and a small waterfall feature.

A hotel room with a bed, desk, chair, and a TV on the wall.

5. Galleria Palms Hotel

Kissimmee

Gioconda

₩87,137

₩128,510 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with a sofa, a desk with a TV, a bed, and a view of a building with balconies.

A hotel lobby with a bar area, multiple seating arrangements, and a large window providing a view of the outdoors.

A poolside area with a lounge chair, a small table, and a covered seating area.

A hotel room with a bed, a sofa, a desk, a TV, and a patterned carpet.

6. Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Kissimmee

Shamyr

₩78,503

₩109,179 total

includes taxes & fees

Oct 8 - Oct 9

A pool with a waterfall feature, surrounded by palm trees and a rocky landscape.

An aerial view of a hotel complex with multiple buildings, a swimming pool, and two ponds.

A spacious lobby with a modern design, featuring a large seating area with sofas and a coffee table, surrounded by large windows offering views of the outdoors.

A modern kitchen with a marble island, blue cabinets, and a variety of food items on shelves.

7. Delta Hotels by Marriott Orlando Celebration

Kissimmee

Omar

₩89,881

₩140,087 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

A restaurant with a mural of a beach scene, wooden tables and chairs, and a bar area with bottles.

A hotel room with a flat-screen TV, a desk with a lamp, a chair, a sofa, and a sliding glass door leading to a balcony.

A Radisson hotel with a modern facade, palm trees, and a parking lot.

8. Radisson Hotel Orlando Lake Buena Vista South

Kissimmee

JORGE

₩61,074

₩99,703 total

includes taxes & fees

Nov 5 - Nov 6

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Top Kissimmee Hotel Reviews

Quality Inn & Suites By the Parks

8/10 Good

"Muy buena. Alguito que mejorar en los baños como cocina de baño, el lavamos. De lo demás todo bien."

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"The space was excellent. Excellent value for what I paid for my family to stay in a two bedroom villa. I love the size of the entire property and especially loved how peaceful environment and the privacy that our villa provided. River Island was awesome, my entire family loved every bit of it. For a three night getaway I didn’t get to do all that this property has to offer, but I was perfectly fine with what we did enjoy doing. I must say, however, that being a first time renter at this property, I foolishly agreed to their “tour of the property“ that they offer you. After you complete the tour you would receive a $200 gift card to use on the property. I knew that this was an old school timeshare proposition, but they swore that they wouldn’t give you the hard sell at the end of the tour, and I foolishly believed it. Needless to say that what was supposed to be a 90 minute tour turned into 2 1/2 hours of wasted time and they just wouldn’t take no for an answer at least for a good 20 or 30 minutes or so. Then finally they gave in and I got myself the gift card. Now, if it wasn’t that, it was a rainy day to begin with, I perhaps would’ve been more upset at the experience. But since we were basically going to be rained in for most of that day, I just rolled with it as best as I could. Otherwise, I absolutely loved my time there, and I would absolutely look into renting there again in the future. I’ll just make sure to avoid their “tour of the property“… Never again."

Galleria Palms Hotel

10/10 Excellent

"."

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Excellent stay, since the arrival with the check in at the front desk with Noemi, the sweetest and more knowledgeable person ever, to the customer assistance with the living room TV issue, they are all fantastic. Rooms are newly renovated, the property is well maintained and have a lot of activities for all ages, all the time."

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"It was great for our stay, they kept our room nice and clean! Having the Dunkin at the hotel was convenient since we didn’t opt in for breakfast. The shuttle service reservation to the Disney Parks was a huge plus."

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.

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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Check availability on Kissimmee Romantic Hotels

Our top choices for Kissimmee romantic hotels

1. Embassy Suites by Hilton Orlando Lake Buena Vista South