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

Kissimmee Hotel Guide - Romantic Hotels in Kissimmee, Orlando

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Check availability on Kissimmee Romantic Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Kissimmee romantic hotels

A modern kitchen with a central island, stainless steel appliances, and a blue accent wall.
A living room with a flat-screen TV mounted on the wall, a wooden entertainment unit with a vase and a decorative item, a black sofa, and a chandelier.
A bedroom with a bed, dresser, nightstand, and decorative wall art.
A swimming pool with a tiled deck, surrounded by a fence, and adjacent to a multi-story building with balconies.

1. Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.

Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.
Kissimmee
United States
Dorenda W.
Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.
A modern kitchen with a central island, stainless steel appliances, and a view of a body of water through large windows.
A pool with a view of a sunset over a lake, surrounded by a metal fence.
A modern kitchen with built-in appliances, a central island, and a living area with a sofa and curtains.
A spacious living room with a grey sofa, a teal rug, a grand piano, and a ceiling fan.

2. 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
United States
jennifer b.
€230
includes taxes & fees
26 Aug - 27 Aug
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
A modern hotel complex with multiple buildings, a central swimming pool, and well-maintained landscaping.
A dining table set with plates, glasses, and a vase of white flowers.

3. 2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)

2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)
Kissimmee
United States
Brian
2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)
A bedroom with a large bed, two bedside tables with lamps, a door leading to a bathroom, and a grey accent wall.
A modern kitchen with a dishwasher, a dining area with a table and chairs, and a living area with a sofa and a TV.
A modern kitchen with white cabinets, a central island, and a dining area with teal chairs and a wooden table.

4. 2bd/2ba condo close to Disney, Storey Lake

2bd/2ba condo close to Disney, Storey Lake
Kissimmee
United States
Luis C.
€264
includes taxes & fees
2 Sept - 3 Sept
2bd/2ba condo close to Disney, Storey Lake
A sign with 'STORY LAKE' and icons indicating amenities like a pool, restaurant, and gym.
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.
A modern kitchen with a central island, dining area with glass table and chairs, and a large sliding glass door to a patio.

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

"Pequod Lakeview" - 4BD/3BA Townhome near Disney
Kissimmee
United States
Trey J.
"Pequod Lakeview" - 4BD/3BA Townhome near Disney
A modern living room with a curved sectional sofa, a flat-screen TV mounted on the wall, and a large window providing natural light.
A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa and TV.
A two-story residential building with a stone facade, a garage, and a well-maintained lawn.
A spacious outdoor dining area with multiple tables and chairs, a central bar area with a television, and large windows offering views of palm trees and a clear sky.

6. 5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD

5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD
Kissimmee
United States
Jennifer
5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD
A multi-story building with a beige facade, balconies, and a staircase leading to an upper level.
A living room with a black sofa, a white coffee table, a dining table with chairs, and a ceiling fan. There is a large window with curtains, a plant, and a wall-mounted clock.
A bedroom with a large bed, two bedside tables, a ceiling fan, and wall-mounted lights.
A compact kitchen with white cabinets, a dishwasher, a stove, and a coffee maker.

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

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Grand Palms
United States
Sheri J.
Quiet. Roomy. Close to Disney. Fast Wifi Parking.
A modern living room with a sofa, coffee table, and a ceiling fan.
A bedroom with a large bed, a dresser, a television, and a door leading to another room.
A modern kitchen with built-in appliances, a dining area with a glass table and striped chairs, and large windows providing natural light.
A row of two-story houses with a white picket fence, a palm tree, and a clear blue sky.

8. Remodeled 3/2 condo minutes to Parks, shopping and entertainment

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
United States
kathy m.
€223
includes taxes & fees
26 Aug - 27 Aug
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
A modern kitchen with a central island, stainless steel appliances, and a grey sofa in the living area.
A covered patio with wicker furniture, a pool, and a view of the backyard.
A modern kitchen with a central island, stainless steel appliances, and light-colored cabinetry.
A hallway with a textured wall, a glass door with frosted panels, a mirror, a potted bamboo plant, and a small table with a vase and a book.

9. Luxury 5BR Family Oasis with Private Pool - 13 Guests

Luxury 5BR Family Oasis with Private Pool - 13 Guests
Kissimmee
United States
Luis N.
Luxury 5BR Family Oasis with Private Pool - 13 Guests
A modern kitchen with a central island, dining table with chairs, and a large window with curtains.
A living room with a sofa, a coffee table, a TV, and a ceiling fan.
A modern kitchen with dark cabinets, a large island with bar stools, pendant lighting, and a potted plant.

10. 4BD/3BA Modern upgraded Townhome-private pool

4BD/3BA Modern upgraded Townhome-private pool
Kissimmee
United States
Michelle C.
4BD/3BA Modern upgraded Townhome-private pool
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Top Kissimmee Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"Everything was wonderful"
Mary 1-night trip
Posted 11 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

10/10 Excellent
"Excelente"
Maritza 3-night trip
Posted 12 hours ago
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Requested property to accommodate early check in and late check out based on our flight times and worked eagerly to accommodate the arrival time and departure. Staff was very professional and welcoming!"
Jorge 2-night trip
Posted 14 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"El Mejor lugar para descansar"
Yessica 1-night trip
Posted 2 days ago
Gaylord Palms Resort & Convention Center
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

8/10 Good
"The water park was closed so I found it ridiculous that we still had to pay a resort fee given all we did was stay overnight and didn't use the pool or the bar or the breakfast. I think we could have found something much more reasonable especially if only staying overnight and spending the day at Seaworld."
Amy 1-night trip
Posted 3 days ago
Ramada by Wyndham Hotel & Water Park

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. 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 lounge around in luxurious bedding, you can pick from 28 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 28 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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