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

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Check availability on Kissimmee Romantic Hotels

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Kissimmee romantic hotels

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.
A modern hotel with a central pool area featuring a red boat and palm trees.
A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
A resort pool area with a winding pool design, lounge chairs, and palm trees.

1. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
United States
Theresa
NT$977
NT$2,543 total
includes taxes & fees
Oct 28 - Oct 29
Kompose Boutique Resort at Theme Parks
A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.
A hotel with a swimming pool, multiple parking spaces, and a view of the surrounding area.
A hotel room with a bed, a sofa, a coffee table, a TV, and a desk with a computer.
An outdoor seating area with wicker furniture, a central wooden table, and a red brick wall with potted plants.

2. Seasons Florida Resort

Seasons Florida Resort
Kissimmee
United States
Antonio
NT$1,478
NT$1,678 total
includes taxes & fees
Oct 21 - Oct 22
Seasons Florida Resort
A hotel with a central entrance, palm trees, and a clear sky.
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.
A hotel lobby with seating areas, a reception desk, and a Coca-Cola refrigerator.

3. Comfort Suites Maingate East

Comfort Suites Maingate East
Kissimmee
United States
Vanessa
NT$2,575
NT$2,922 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Maingate East
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.

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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Kissimmee
United States
Victor
NT$1,658
NT$2,436 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.
An outdoor dining area with round tables covered in foliage, surrounded by chairs, and a stone wall with plants.
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.

5. Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
United States
Linda
NT$3,828
NT$4,345 total
includes taxes & fees
Nov 2 - Nov 3
Embassy Suites by Hilton Orlando Lake Buena Vista South
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 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.
A dining area with wooden tables and chairs, a reception desk, and a television screen.

6. Galleria Palms Hotel

Galleria Palms Hotel
Kissimmee
United States
Victoria
NT$1,884
NT$2,858 total
includes taxes & fees
Nov 17 - Nov 18
Galleria Palms Hotel
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 restaurant with a mural of a beach scene, wooden tables and chairs, and a bar area with bottles.
A modern hotel room with a kitchenette, a sofa, a coffee table, a TV mounted on the wall, and a patterned rug.

7. Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
Kissimmee
United States
JORGE
NT$1,456
NT$2,390 total
includes taxes & fees
Oct 27 - Oct 28
Radisson Hotel Orlando Lake Buena Vista South
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.

8. Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
Kissimmee
United States
Omar
NT$2,178
NT$3,395 total
includes taxes & fees
Oct 26 - Oct 27
Delta Hotels by Marriott Orlando Celebration
A hotel room with a large bed, a smaller bed, a desk, and a chair. There is a decorative item on the bed and a rug on the floor.
A swimming pool with clear water, surrounded by a white fence and shaded by several white umbrellas.
A hotel with a modern design, featuring multiple floors and a reflective pool in front.
A modern interior with a white spiral staircase, a large Christmas tree, and a dining area with white furniture.

9. Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
Kissimmee
United States
Juan
NT$855
NT$2,074 total
includes taxes & fees
Oct 21 - Oct 22
Palazzo Lakeside Hotel
A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.
A spacious lobby with high ceilings, chandeliers, a reception desk, and seating areas.
A hotel with a swimming pool, lounge chairs, and a fountain.
A landscaped area with a fountain, a pathway, and a building with balconies.

10. Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
United States
Juan
NT$2,799
NT$4,281 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Vacation Club Mystic Dunes Orlando
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Top Kissimmee Hotel Reviews

Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent
"Great"
Kelleen 2-night trip
Posted less than an hour ago
Legacy Vacation Resorts - Kissimmee/Orlando
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"that nice"
Saul J 1-night trip
Posted 4 hours ago
Ramada by Wyndham Kissimmee Gateway
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Todo muy limpio muy buen servicio"
Liliana 2-night trip
Posted 5 hours ago
Delta Hotels by Marriott Orlando Celebration
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Everything was more than what I expected"
Krystal Altone'e 3-night trip
Posted 8 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"We always love to stay here to make our Disney trips more affordable. Clean rooms, nice staff, and free good breakfast!"
TCee 1-night trip
Posted 12 hours ago
Galleria Palms Hotel
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

8/10 Good
"The room was not cleaned"
HENRY 2-night trip
Posted 1 day ago
Gaylord Palms Resort & Convention Center

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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