Find Historic Hotels in West Kissimmee, FL

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Pick from 36 West Kissimmee Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Luxury Condo, Gated Resort, Unbeatable Location, Steps to Disney, ESPN Universal
10.0 out of 10, Exceptional, (39)
"We had a wonderful stay at Windsor Palms. This location is located just steps from a huge pool and club house. The owners were very kind and responsive to all messages. The unit is as described. Everything we needed for a nice vacation. We had a car and the Disney parks, resorts, and so many restaurants are within 10-20 minute drive. Windsor Palms is a gated community and very quiet (for the most part) during the day and at night. We enjoyed nightly walks around the neighborhood. Hope to return...
Luxury Condo, Gated Resort, Unbeatable Location, Steps to Disney, ESPN Universal
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
10.0 out of 10, Exceptional, (90)
"The cost was great and the property had everything you could ever want for a trip anywhere!"
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
1-304 Legacy Dunes, pool view from our balcony, just 4 miles from Disney
9.4 out of 10, Exceptional, (22)
"Fantastic"
1-304 Legacy Dunes, pool view from our balcony, just 4 miles from Disney
14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool
9.2 out of 10, Wonderful, (29)
"This is a very nice two bed condo. It is nicely decorated and spotlessly clean. The owners got all the basics right; plenty of towels, basic starter provisions like toilet rolls, kitchen roll, washing liquid, dishwashers tablets, etc all provided. There is a nice view of the lake from the balcony. It was our second visit to Legacy Dunes and having stayed in several different places over the years, it is probably our favourite. Its a quiet gated complex with a nice pool. It’s located on the Irwin...
14-206 Legacy Dunes Resort, 4 miles from Disney, relax and recharge, heated pool
1-103 Minutes from Disney with a heated beach style swimming pool, free cabanas
9.0 out of 10, Wonderful, (2)
"Location relative to the Pool is excellent. Cleanliness of the Condo was good. It had a skunk smell when we arrived. We cleared it quickly. The grounds and pool area was not cleaned daily. There were crews working on cleaning so maybe we were there at a bad time. This complex has many owners using their properties. The owners were very friendly with the renting guests. We will return to Legacy again"
1-103 Minutes from Disney with a heated beach style swimming pool, free cabanas
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3566)
"Very nice place to stay with many activities. It’s too bad we were only staying one night and didn’t have time to use the amenities. It would have been nice to opt out of activities and not pay the additional fee, but the suite was very spacious and would be great for a family. "
The price is AED 291
AED 444 total
includes taxes & fees
16 Jun - 17 Jun
Hilton Vacation Club Aqua Sol Orlando West
9-104 Legacy Dunes Ground floor near the heated swimming pool, minutes to Disney
8.2 out of 10, Very Good, (16)
"We came down from the Panhandle to celebrate our daughter’s 5th bday @ Magic Kingdom. Legacy Dunes was everything we needed! The pics were true to the property, which is a plus! As Annual Pass holders, we’re always looking for affordable locations. This was great for me, hubby & our two youngest daughters. Plenty of space & stuff to do! Contact with mgt. was easy. Unfortunately, there were a few ants in the bedroom closets and on the kitchen counter; we were unable to get the issue resolved...
9-104 Legacy Dunes Ground floor near the heated swimming pool, minutes to Disney
6-103 GATED RESORT, poolside cabanas, GAME ROOM, gym, HEATED POOL, near DISNEY
8.0 out of 10, Very Good, (4)
"Enjoyable, excellent location at the complex"
6-103 GATED RESORT, poolside cabanas, GAME ROOM, gym, HEATED POOL, near DISNEY
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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.

Frequently asked questions

What should a history enthusiast expect from a trip to West Kissimmee?
The historical places in West Kissimmee are likely at the top of your travel itinerary. During your stay, you can include a visit to the fun-filled waterpark.
How many historical hotels are there in West Kissimmee?
In West Kissimmee, there are 12875 hotels and other accommodations bookable on Expedia, including 361 designated as historic hotels or close to historic sites.
What are the must-see historical places and other sights in West Kissimmee?
A couple of favorite places to visit are Lake Davenport and Island H2O Live!. In the area, you’ll also find Disney’s Animal Kingdom® Theme Park and Disney’s Blizzard Beach Water Park.
What is a historic hotel like in West Kissimmee?
A historic hotel gives guests the opportunity to stay in a place that’s been officially recognized with a historic designation. Historic hotels throughout the world can take the form of palaces, castles, stately homes or even lodges, pubs, or skyscrapers — any place of special interest. These types of hotels in West Kissimmee typically retain original elements like traditional architecture and period features within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
You’ll often hear the term “heritage hotel” in Asia and Europe, wheareas the term “historic hotel” is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels tend to be what’s most significant. For a heritage hotel, it’s mainly the cultural value as well as how it influenced the community.
Do historic hotels in West Kissimmee have modern facilities?
Hotels include modern conveniences and safety features you’ve come to expect, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in West Kissimmee, you won’t find a place that’s uncomfortable for guests or simply rundown.

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