Romantic Hotels in Kissimmee, FL

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

  • Aug 14 - Aug 15
    Tonight
    Check prices in Kissimmee for tonight, Aug 14 - Aug 15
  • Aug 15 - Aug 16
    Tomorrow night
    Check prices in Kissimmee for tomorrow night, Aug 15 - Aug 16
  • Aug 19 - Aug 21
    Next weekend
    Check prices in Kissimmee for next weekend, Aug 19 - Aug 21

Featured Kissimmee Romantic Getaways & Hotels

Star Island Resort and Club

Star Island Resort and Club

3.5 out of 5
5000 Avenue Of The Stars, Kissimmee, FL, 34746
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
Guests of Star Island Resort and Club have access to a full-service spa, 2 outdoor pools, and a gym. There's free parking and a theme park shuttle. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and luggage storage. Other amenities at this spa hotel include a sauna, outdoor tennis courts, and free WiFi in public areas.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
7593 Gathering Drive, Kissimmee, FL, 34747
The price is $347 per night
Reunion Resort & Golf Club features a golf course, 11 outdoor pools, and a free water park. Self parking is available for USD 20 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this luxury aparthotel include a lazy river, a children's pool, and a gym.
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL, 34747
Free Cancellation
Reserve now, pay when you stay
The price is $95 per night
Guests of Hilton Vacation Club Mystic Dunes Orlando have access to a golf course, 4 outdoor pools, and karaoke. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and tours/tickets. Other amenities at this golf hotel include a children's pool, a 24-hour gym, and outdoor tennis courts.
1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!

1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!

Kissimmee, FL
This condo offers a water park, a gym, and an arcade/game room. Other amenities at this family-friendly condo building include a garden and barbecue grills.
1-105 Legacy Dunes, tropical, beach style walk-in swimming pool, gated, security

1-105 Legacy Dunes, tropical, beach style walk-in swimming pool, gated, security

kissimmee, FL
Guests of this condo enjoy features like a water park and a gym.
16-306 Legacy Dunes, tropical swimming pool, playground, room for the family

16-306 Legacy Dunes, tropical swimming pool, playground, room for the family

Kissimmee, FL
Guests of this condo enjoy a water park, an outdoor pool, and a gym. Other amenities at this family-friendly condo building include an arcade/game room and a garden.
19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym

19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym

Kissimmee, FL
This condo offers a water park, a gym, and an arcade/game room.
19-106 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax

19-106 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax

Kissimmee, FL
This condo offers a water park, a gym, and an arcade/game room. Other amenities at this family-friendly condo building include barbecue grills and a garden.
Don't see what you're looking for?
See all available properties in Kissimmee
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Couples getaways in Kissimmee

Looking to surprise your other half with an impromptu few days away? Or maybe you're hoping to woo a new flame with a lavish hotel stay? Whatever sort of romantic escape you have in mind, you're sure to find something that gets your heart racing in Kissimmee.

Romantic places to visit in Kissimmee

Romance, adventure and fabulous memories — you can experience it all when you bring your special someone to these alluring attractions:

  • Ready to hold your loved one by the hand and uncover the sights and sounds of this interesting area? You may like to start with Pirate's Island Adventure Golf.
  • The Ice Factory of Central Florida is another place worth seeing together. Don't forget to take your camera — you'll want to look back on these special moments.
  • Bonanza Golf & Gifts isn't too far away and is a great place for couples wanting to absorb more of the unique character of the area.
  • If you've got time up your sleeve, make fond memories at Lake Tohopekaliga. With your best friend by your side, they're guaranteed to last forever.

Recent Romantic Getaways & Hotels Reviews

  • Red Lion Hotel Orlando Lake Buena Vista South

    Red Lion Hotel Orlando Lake Buena Vista South

    5/5 Excellent
    "The rooms are beautiful, the beds are comfortable, the pool and lazy river are amazing. We liked it so much that we are going to book several rooms for a weekend away with couples!"
    A verified traveler stayed at Red Lion Hotel Orlando Lake Buena Vista South
    Posted 23 hours ago
    Red Lion Hotel Orlando Lake Buena Vista South
  • Magic Moment Resort and Kids Club

    Magic Moment Resort and Kids Club

    5/5 Excellent
    "Great place to stay"
    A verified traveler stayed at Magic Moment Resort and Kids Club
    Posted 1 day ago
    Magic Moment Resort and Kids Club
  • Delta Hotels Orlando Celebration

    Delta Hotels Orlando Celebration

    5/5 Excellent
    "Great location! Easy access to parks ($10-15 Uber) pool is amazing and hot tub feels great after walking all day. Walking distance to some restaurants and shops, overall super convenient without a rental car. Would 100 percent stay here again! "
    A verified traveler stayed at Delta Hotels Orlando Celebration
    Posted 2 days ago
    Delta Hotels Orlando Celebration