Find Romantic Hotels in Historic Downtown Kissimmee, FL

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Check availability on Historic Downtown Kissimmee Romantic Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Historic Downtown Kissimmee Romantic Hotels

4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4320)
"Great resort "
United States
Camille
The price is SAR 371
SAR 418 total
includes taxes & fees
14 Dec - 15 Dec
Rosen Shingle Creek
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
Orlando
8.8 out of 10, Excellent, (1897)
"Great rooms, staff, and property!"
United States
Cindy
The price is SAR 278
SAR 312 total
includes taxes & fees
14 Dec - 15 Dec
Aloft Orlando Lake Buena Vista
Room, 1 King Bed, Corner | Pillowtop beds, in-room safe, desk, blackout drapes
DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

4.0 star property
Ivanhoe Village
8.2 out of 10, Very Good, (2797)
"Great place to stay when you just need a good bed"
United States
Jose
The price is SAR 397
SAR 447 total
includes taxes & fees
17 Dec - 18 Dec
DoubleTree by Hilton Hotel Orlando Downtown
Exterior
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
International Drive District
9.0 out of 10, Wonderful, (3638)
"Great location clean rooms "
United States
Erika
The price is SAR 297
SAR 334 total
includes taxes & fees
14 Dec - 15 Dec
Tru By Hilton Orlando Convention Center Area, FL
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
Orlando
9.2 out of 10, Wonderful, (2284)
"The staff was attentive and we really enjoyed the amenities! "
United States
Michelle
The price is SAR 605
SAR 891 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Regency Grand Cypress
Front of property
Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area

4.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (2771)
"Great location and consistent service, we’ve stayed many times. "
United States
Tracy
The price is SAR 389
SAR 590 total
includes taxes & fees
17 Dec - 18 Dec
Wyndham Lake Buena Vista – Disney Springs® Area
2 outdoor pools, sun loungers
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 star property
Kissimmee
8.2 out of 10, Very Good, (2474)
"Comfortable, nice pool, clean, friendly staff"
United States
Tammy
The price is SAR 251
SAR 392 total
includes taxes & fees
14 Dec - 15 Dec
Delta Hotels by Marriott Orlando Celebration
Outdoor pool, pool umbrellas, sun loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 star property
International Drive District
7.4 out of 10, Good, (3853)
"Front desk was amazing!!! "
United States
Nicole
The price is SAR 234
SAR 339 total
includes taxes & fees
14 Dec - 15 Dec
Wyndham I-Drive Avanti Resort & Conference Center
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

4.5 star property
Orlando
9.2 out of 10, Wonderful, (4490)
"Beautiful room great ammenities, the staff was great"
United States
Jennifer
The price is SAR 672
SAR 916 total
includes taxes & fees
15 Dec - 16 Dec
Caribe Royale Orlando
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 star property
Kissimmee
8.4 out of 10, Very Good, (1016)
"Nice location "
United States
Nicole
The price is SAR 237
SAR 344 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Resort Kissimmee by the Parks by IHG
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.
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Top Historic Downtown Kissimmee Hotel Reviews

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"Great location! Accessibly to all of the parks, shopping, restaurants local culture. Highly recommended…we will be back soon!"
Rosalyn 5-night trip
Posted 1 day ago
Lake Buena Vista Resort Village & Spa

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Frequently asked questions

Searching for romantic hotels in Historic Downtown Kissimmee?
If you and your partner need a romantic vacation, we've got just the ticket. Our guests also love Historic Downtown Kissimmee for its major shopping area and sporting events. If you'd like to explore some of the area's notable sights, you might make a stop by Lake Tohopekaliga, Violet's Venom Brewery, or Monument of States. If you're interested in staying near a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
What is there to do in Historic Downtown Kissimmee?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Historic Downtown Kissimmee. If you're hoping to see some of the area's cultural attractions, you'll enjoy Historic Downtown Kissimmee for its festivals, theme park, and shopping. You might think about stopping by Lake Tohopekaliga, Violet's Venom Brewery, or Monument of States while you're seeing the sights.