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

Find Romantic Hotels in Kissimmee, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

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

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.
£169
includes taxes & fees
1 Sept - 2 Sept
Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.

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.
£223
includes taxes & fees
24 Sept - 25 Sept
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

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

2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)
Kissimmee
United States
Brian
£275
includes taxes & fees
29 Aug - 30 Aug
2 Bedrooms / 2 Bathrooms / Storey Lake (4731-304 CT)

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

2bd/2ba condo close to Disney, Storey Lake
Kissimmee
United States
Luis C.
£225
includes taxes & fees
2 Sept - 3 Sept
2bd/2ba condo close to Disney, Storey Lake

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

"Pequod Lakeview" - 4BD/3BA Townhome near Disney
Kissimmee
United States
Trey J.
£300
includes taxes & fees
10 Sept - 11 Sept
"Pequod Lakeview" - 4BD/3BA Townhome near Disney

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
£403
includes taxes & fees
31 Aug - 1 Sept
5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD

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

Quiet. Roomy. Close to Disney. Fast Wifi Parking.
Grand Palms
£141
includes taxes & fees
27 Aug - 28 Aug
Quiet. Roomy. Close to Disney. Fast Wifi Parking.

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.
£190
includes taxes & fees
27 Aug - 28 Aug
Remodeled 3/2 condo minutes to Parks, shopping and entertainment

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

Luxury 5BR Family Oasis with Private Pool - 13 Guests
Kissimmee
United States
Luis N.
£403
includes taxes & fees
7 Sept - 8 Sept
Luxury 5BR Family Oasis with Private Pool - 13 Guests

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

4BD/3BA Modern upgraded Townhome-private pool
Kissimmee
United States
Michelle C.
£283
includes taxes & fees
19 Sept - 20 Sept
4BD/3BA Modern upgraded Townhome-private pool
View all properties

Find out more about Kissimmee

Kissimmee attractions for couples

Kissimmee, Florida, is a paradise of family-friendly adventures and vibrant experiences. Begin your journey at Kissimmee Lakefront Park, where picturesque views of Lake Tohopekaliga create the perfect backdrop for picnicking or leisurely strolls. For thrill-seekers, Old Town offers a unique blend of amusement rides, classic car shows, and shopping, making it a great spot for both kids and adults to unwind and have fun. Don’t miss the chance to dive into the magic at the nearby Walt Disney World, where your little ones can meet beloved characters and enjoy world-class attractions. For a change of pace, explore the serene landscapes of the Shingle Creek Regional Park, where you can kayak through lush wetlands or take a guided eco-tour to learn about local wildlife. In the evenings, indulge in a memorable dining experience at one of the many waterfront restaurants offering fresh seafood and southern cuisine. When it comes to accommodation, the area around Lake Tohopekaliga boasts a selection of upscale hotels that prioritise comfort and convenience; many provide stunning lake views and easy access to all the exciting activities, ensuring that you and your family are well-catered for after a day of exploration.

Find the best romantic hotels in Kissimmee

For couples seeking a romantic escape in Kissimmee, Florida, these hotels offer the perfect blend of comfort, intimate settings, and delightful amenities to create cherished memories together.Hilton Vacation Club Polynesian Isles Kissimmee

  • Why it's great for a couples retreat: With an exceptional review rating of 9.8, the Hilton Vacation Club Polynesian Isles Kissimmee is a charming retreat for couples. Each room features a private patio, allowing guests to enjoy quiet moments outdoors, while the deep soaking bathtubs provide the perfect way to relax together after a long day of exploration.
  • Other amenities: The hotel also offers a beautiful outdoor pool and sun loungers for lazy afternoons in the sun. Guests can take advantage of the onsite tennis courts for some friendly competition or enjoy the serenity of the landscaped gardens. Amenities such as a well-equipped kitchenette in each room, concierge service, and a fitness centre ensure that every need is catered for, making it an ideal romantic getaway.
  • Nearby attractions: Old Town - 2.5 km, Fun Spot America - 2.6 km, Lake Bryan - 5.5 km

Hilton Vacation Club Mystic Dunes Orlando

  • Why it's great for a couples retreat: Ideal for romantic travelers, the Hilton Vacation Club Mystic Dunes Orlando boasts an impressive guest review rating of 9.0, ensuring a memorable stay. Guests can unwind in spacious rooms featuring fully equipped kitchenettes and deep soaking bathtubs, perfect for relaxing evenings together after a day of adventure.
  • Other amenities: Additional features include an outdoor pool with cabanas for a secluded afternoon, golf facilities with stunning views, and a poolside bar to enjoy cocktails under the sun. For those who enjoy being active, the onsite tennis courts and mini-golf provide fun options. The serene surroundings and attentive concierge service enhance the romantic atmosphere, making it a fantastic choice for couples.
  • Nearby attractions: Island H2O Live! - 5.5 km, Walt Disney World® Resort - 5.9 km, Mystic Dunes Golf Club - 5.9 km

Margaritaville Resort Orlando with H2O Waterpark

  • Why it's great for a couples retreat: For couples looking for a vibrant and fun atmosphere, Margaritaville Resort Orlando with H2O Waterpark is a fantastic choice, an excellent review rating of 9.0. The resort features luxurious amenities, including a private pool in select accommodations and a full-service spa, perfect for indulging in couples’ treatments for a truly relaxing experience.
  • Other amenities: In addition to the romantic features, guests can enjoy the expansive water park, complete with lazy rivers and waterslides. The resort also offers a variety of dining options, including a poolside bar, ideal for sipping cocktails together. Guests can also take advantage of the fitness facilities and enjoy stunning views from their rooms, adding to the relaxation of their romantic getaway.
  • Nearby attractions: Orange Lake Golf - 2.1 km, Island H2O Live! - 1.2 km, Flamingo Crossings Town Center - 5.2 km

Red Lion Hotel Orlando Lake Buena Vista South

  • Why it's great for a couples retreat: The Red Lion Hotel Orlando Lake Buena Vista South is an affordable yet charming option for couples, with a solid review rating of 8.8. This hotel offers a relaxing outdoor pool and a hot tub, where guests can unwind together in a tranquil setting, making it a great place for romantic evenings.
  • Other amenities: Couples will appreciate the convenient amenities, including a terrace for enjoying the evening breeze and onsite tennis courts for some fun together. The hotel also features a poolside bar and a restaurant, offering a variety of dining options. Additional offerings such as complimentary toiletries, a fitness centre, and self-parking enhance the overall convenience for guests, making it a pleasant base for a romantic getaway.
  • Nearby attractions: Old Town - 2.7 km, Lake Buena Vista Factory Stores - 2.7 km, Fun Spot America - 2.8 km

Galleria Palms Hotel

  • Why it's great for a couples retreat: For a budget-friendly romantic escape, the Galleria Palms Hotel offers a warm and inviting atmosphere, with an excellent review rating of 8.8. Couples can enjoy a complimentary breakfast to start their day together, followed by relaxing moments by the outdoor pool, complete with sun loungers for soaking up the sun.
  • Other amenities: The hotel features a charming terrace for quiet conversations and offers conveniences such as microwaves and refrigerators in each room. Guests can also enjoy easy access to nearby shopping districts, making it a convenient location for exploring the area. With self-parking available and a focus on comfort, this hotel is a lovely option for couples looking to enjoy Kissimmee without breaking the bank.
  • Nearby attractions: Orange Lake Golf - 4.9 km, Island H2O Live! - 3 km, Walt Disney World® Resort - 3.3 km

Top Kissimmee Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"The view"
Tawanna 3-night trip
Posted less than an hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

10/10 Excellent
"Staff was friendly and welcoming"
Salina 3-night trip
Posted 3 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
"The property was really nice, really enjoyed my self."
Kevin 2-night trip
Posted 4 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Seasons Florida Resort

Seasons Florida Resort

8/10 Good
"very nice place"
Wilson J. 3-night trip
Posted 4 hours ago
Seasons Florida Resort
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Amazing place"
Ivan 2-night trip
Posted 7 hours ago
Gaylord Palms Resort & Convention Center
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 1 day ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
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.

Explore a world of travel with Expedia