The Best Romantic Hotels in Kissimmee, FL from ₩69,417 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 lobby with a reception desk, seating area, and a decorative flower arrangement.

An outdoor dining area with round tables covered in foliage, surrounded by chairs, and a stone wall with plants.

1. Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

Cassandra

₩120,514

₩136,783 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 resort pool area with a winding pool design, lounge chairs, and palm trees.

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

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

2. Kompose Boutique Resort at Theme Parks

Kissimmee

Nicolas

₩40,425

₩105,197 total

includes taxes & fees

Oct 21 - Oct 22

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

A swimming pool with red umbrellas, lounge chairs, and a poolside table.

3. Seasons Florida Resort

Kissimmee

Antonio

₩61,160

₩69,417 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 hotel room with a bed, a sofa, a coffee table, and a desk. There are three framed pictures on the wall.

A hotel room with two beds, a large window with curtains, an air conditioning unit, and a bedside table with a lamp.

4. Comfort Suites Maingate East

Kissimmee

Diahiana

₩95,432

₩108,314 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

A dining area with wooden tables and chairs, a reception desk, and a television screen.

5. Galleria Palms Hotel

Kissimmee

Gioconda

₩87,257

₩128,686 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 large hotel with multiple floors, a well-lit entrance, and a landscaped driveway.

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

₩73,719

₩103,783 total

includes taxes & fees

Oct 15 - Oct 16

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

A bar area with a counter, blue chairs, and hanging wicker lamps.

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.

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

7. Delta Hotels by Marriott Orlando Celebration

Kissimmee

Omar

₩89,803

₩139,966 total

includes taxes & fees

Oct 7 - Oct 8

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

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

A modern hotel room with a kitchenette, a sofa, a coffee table, a TV mounted on the wall, and a patterned rug.

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

8. Radisson Hotel Orlando Lake Buena Vista South

Kissimmee

Angela

₩57,845

₩96,081 total

includes taxes & fees

Oct 12 - Oct 13

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Top Kissimmee Hotel Reviews

Galleria Palms Hotel

10/10 Excellent

"The room was clean. Staff were nice and helpful. Liked that there was no carpet in the room."

Quality Inn & Suites By the Parks

10/10 Excellent

"My only complaint is the breakfast sitting area is way too small for the amount of people that use it. Overall great stay though"

Seasons Florida Resort

10/10 Excellent

"Enjoyed the room was great as i had to work and the desk and chair were good for working during the day. Parking and room were a plus and great value overall. I also used the washer dryer worked great for me as well reasonable cost"

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good

"Restaurant was nice with great food"

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."

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good

"It was a great family friendly atmosphere, the only issue I had was the mattress was so old and lumpy"

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"Clean, helpful staff. Pool & recreation area were awesome. Shuttle for Disney was nice too."

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Close to Disney, crazy helpful staff, great pool (the smaller one is heated-ish), great pool bar, would stay here again. Came with teens and it.was golden."

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent

"We're\nBring my family back and we'll tell other family members to come"

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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Room 1

Change your mind

Treat yourself

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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