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
Featured Kissimmee Romantic Getaways & Hotels

Star Island Resort and Club
5000 Avenue Of The Stars, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
Guests of Star Island Resort and Club have access to a full-service spa, 2 outdoor pools, and karaoke. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. Other amenities at this spa hotel include a children's pool, a gym, and a sauna.
Pool
Hot Tub

Reunion Resort & Golf Club
7593 Gathering Drive, Kissimmee, FL
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 luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this luxury aparthotel include a lazy river, a children's pool, and a gym.
Pool
Hot Tub

Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
Guests of Hilton Vacation Club Mystic Dunes Orlando have access to a golf course, 4 outdoor pools, and a children's pool. You can take advantage of free parking, along with a theme park shuttle. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and securing valuables. Other amenities at this golf property include a 24-hour gym, outdoor tennis courts, and free WiFi in public areas.
Pool
Parking included

1-101 Legacy Dunes, Just Steps to the Beach Style Pool, Minutes to Disney!
At this condo, guests enjoy a water park, an outdoor pool, and a gym. Other amenities at this family-friendly condo building include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub

1-103 Legacy Dunes, Steps to Pool, Minutes to Disney, King Bed
At this condo, guests enjoy a water park, an outdoor pool, and a gym. Other amenities at this family-friendly condo building include an arcade/game room, laundry facilities, and a picnic area.
Pool
Kitchen

1-105 Legacy Dunes, Tropical Beach Style Walk-in Pool, King Bed, 65" Tv, Patio
At this condo, guests enjoy a water park, an outdoor pool, and a gym. This condo building also has laundry facilities.
Pool
Kitchen

1-304 Legacy Dunes, Close to Disney, Pool View, Screened Balcony, King Bed
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, laundry facilities, and a garden.
Pool
Kitchen

14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool
This condo features a water park, an outdoor pool, and a gym. Other amenities at this family-friendly condo building include an arcade/game room, laundry facilities, and a garden.
Pool
Kitchen
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 KissimmeeRomance, 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.
Kissimmee hotels essential information
Accommodation | 26,706 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Star Island Resort and Club, Reunion Resort & Golf Club, Hilton Vacation Club Mystic Dunes Orlando, 1-101 Legacy Dunes, Just Steps to the Beach Style Pool, Minutes to Disney!, 1-103 Legacy Dunes, Steps to Pool, Minutes to Disney, King Bed, 1-105 Legacy Dunes, Tropical Beach Style Walk-in Pool, King Bed, 65" Tv, Patio, 1-304 Legacy Dunes, Close to Disney, Pool View, Screened Balcony, King Bed, 14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool, 19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym, 19-202 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax |
Recent Romantic Getaways & Hotels Reviews

Seasons Florida Resort
5/5 Excellent
"Was there for 2 nights, quiet place. Room was nice, had a bit of an old smell to it but other than that it was comfortable. Pool area looked really nice. Will stay here again when visiting Kissimmee. "
A verified traveler stayed at Seasons Florida Resort
Posted 23 hours ago
Other Romantic Getaways & Hotels
Areas Of Kissimmee
Hotels Near
Hotel Themes
Other Popular Accommodations
Book on Expedia
Top Trending
Hotels
Winter Park Hotel DealsLake Buena Vista Hotels with a Lazy RiverLake Buena Vista All Inclusive Resorts & HotelsTreasure Island Hotel DealsAltamonte Springs Hotels with KitchenettesLake Buena Vista Hotels with BalconiesCelebration Kid Friendly HotelsLake Buena Vista Pet Friendly HotelsAltamonte Springs Hotels with Hot TubsLake Buena Vista Hotels with Hot TubsCelebration Boutique HotelsAltamonte Springs Hotel DealsLake Buena Vista Historic HotelsLake Buena Vista Hotels with Free ParkingSt. Pete Beach Hotel DealsCelebration Hotel DealsClearwater Beach Beach Resorts & HotelsClearwater Beach Hotel DealsMiami Beach Hotel DealsLake Buena Vista Hotel DealsClearwater Beach Oceanfront Hotels
Flights
Cars
Packages