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Romantic Hotels in Historic Downtown Kissimmee

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Featured Historic Downtown Kissimmee Romantic Hotels

Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5
4125 W Vine St, Kissimmee, FL
Fully refundableReserve now, pay when you stay
Stay at this golf hotel in Kissimmee. Enjoy free breakfast, free parking, and WiFi. Popular attractions Old Town and 192 Flea Market are located nearby. Discover ...
Days Inn by Wyndham Kissimmee West
Park Royal Orlando
Park Royal Orlando
2.5 out of 5
1500 North Thacker Ave, Kissimmee, FL
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Park Royal Orlando
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.

Hotels with Hot Tubs in Historic Downtown Kissimmee

Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5
4125 W Vine St, Kissimmee, FL
Stay at this golf hotel in Kissimmee. Enjoy free breakfast, free parking, and WiFi. Popular attractions Old Town and 192 Flea Market are located nearby. Discover ...
Days Inn by Wyndham Kissimmee West
Ramada by Wyndham Kissimmee Hotel
Ramada by Wyndham Kissimmee Hotel
3 out of 5
4018 West Vine Street, Kissimmee, FL
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, breakfast, and a free theme park shuttle. Popular attractions Old Town and 192 ...
Ramada by Wyndham Kissimmee Hotel
Oak Plantation Resort
Oak Plantation Resort
3.5 out of 5
4090 Enchanted Oaks Circle, Kissimmee, FL
Stay at this 3.5-star aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney Springs™ and Old Town are located ...
Oak Plantation Resort
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.

Luxury Hotels in Historic Downtown Kissimmee

Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5
4125 W Vine St, Kissimmee, FL
Stay at this golf hotel in Kissimmee. Enjoy free breakfast, free parking, and WiFi. Popular attractions Old Town and 192 Flea Market are located nearby. Discover ...
Days Inn by Wyndham Kissimmee West
Park Royal Orlando
Park Royal Orlando
2.5 out of 5
1500 North Thacker Ave, Kissimmee, FL
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Park Royal Orlando
Vivo Flex Living Kissimmee
Vivo Flex Living Kissimmee
2.5 out of 5
4156 West Vine Street, Kissimmee, FL
Stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Vivo Flex Living Kissimmee
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.

Romantic Hotels in Historic Downtown Kissimmee

Looking to pop the big question? Book a romantic hotel. Digging yourself out of the doghouse? Book a romantic hotel. Regardless of the reason for spoiling your partner, a romantic hotel in Historic Downtown Kissimmee will do the trick.

What’s love got to do with it?

Pick a flirty place with a secluded pool and private cabanas or go for one with an in-room hot tub and a swanky restaurant on-site. Some hotels in Historic Downtown Kissimmee even offer romantic packages, so you can really crank up the heat. Did someone say couple’s massages? Yes, please!

Maybe it’s the little things like a ridiculously good view from your balcony or the bottle of bubbly waiting for you when you arrive, but whatever it is, your sweetie is going to flip when they see the romantic resort you booked in Historic Downtown Kissimmee. Just imagine the fun you’ll have with a place all to yourselves.

Love your hotel; love your savings

You’ll find yourself falling for a lot more than your honey when you book a romantic hotel in Historic Downtown Kissimmee. You and your partner will have hearts in your eyes when you set your sights on our swoon-worthy hotel rates. Filter hotels by:

  • Hotwire Hot Rates: Snag a Hotwire Hot Rate and you’ll find out the name of your hotel after you book. It’s like the best blind date ever.

  • Price: With rooms starting at $59, your heart may skip a beat when you see how low our prices go on Romantic hotels.

  • Amenities: Room with a view? Fancy restaurant? Room service? Sort through our amenities to find whatever puts you two in the mood.

We’re no doctor of love, but we’ve got some advice for you, don’t wait for a reason to book a romantic hotel. Surprise your honey with a getaway to Historic Downtown Kissimmee for no reason at all. Spice it with up a Hotwire Hot Rate—after all, every good relationship loves a little mystery.