A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Historic Hotels & Resorts in Kissimmee from NZ$500

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Check availability on Kissimmee Historic Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Kissimmee historic hotels

A bedroom with a large bed, two bedside tables, a chandelier, and a view of the outdoors.

1. ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (138 reviews)
"We liked everything"
United States
Jacklyn
The price is NZ$656
includes taxes & fees
31 Oct - 1 Nov
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
A spacious living room with a large flat-screen TV, a glass coffee table, and a comfortable sofa. A kitchen with modern appliances is visible in the background.

2. *Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (160 reviews)
"It was a great stay. Easy check-in and check-out along with the cleanliness and location of the house made this a very pleasant stay!"
United States
bryan s.
The price is NZ$725
includes taxes & fees
10 Nov - 11 Nov
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
A resort pool area with a large pool, lounge chairs, and a building with a red roof.

3. #2780 Priv Spa Pool 2 Masters Disney Universal.

#2780 Priv Spa Pool 2 Masters Disney Universal.
Kissimmee
8.6 out of 10, Excellent, (8 reviews)
"This home was our base camp for Disney World. Family of 8. Location was great. Comfortable beds. 3.5 baths were a convenience. Pack and play crib and high chair..Clean. Livingroom seating was minimal with one small, hard couch that seated three adults. Gas BBQ is an additional cost. Nice home."
United States
corinne n.
The price is NZ$761
includes taxes & fees
16 Nov - 17 Nov
#2780 Priv Spa Pool 2 Masters Disney Universal.
An aerial view of a resort with a basketball court, swimming pool, and palm trees.

4. 7BR Pool Home | Hot Tub, Games Room, Near Disney

7BR Pool Home | Hot Tub, Games Room, Near Disney
Kissimmee
9.0 out of 10, Wonderful, (68 reviews)
"Love the gated community."
United States
Kristina U.
The price is NZ$872
includes taxes & fees
1 Nov - 2 Nov
7BR Pool Home | Hot Tub, Games Room, Near Disney
A spacious living area with a large flat-screen TV, a sofa, and a wooden coffee table.

5. *Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (84 reviews)
"We had a great time staying in this vacation rental!"
United States
Amanda S.
The price is NZ$716
includes taxes & fees
10 Nov - 11 Nov
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
A residential area with houses, a lake, and a fountain.

6. Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (104 reviews)
"We had a great stay. The house was clean and comfortable. I felt like the host went over and beyond to make sure we had everything we needed. Being able to have our dogs with us was awesome, the walk ways were nice and easy to take the dogs in and out. The parking was fine as we had the driveway to park. Overall it was a great stay and would recommend this house. "
United States
Dania B.
The price is NZ$546
includes taxes & fees
29 Oct - 30 Oct
Eastpark. Pet friendly! Lake Nona
A high-rise hotel with a large swimming pool, a dock extending into a large body of water, and lush greenery surrounding the property.

7. SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW

SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW
Orlando
9.4 out of 10, Exceptional, (158 reviews)
"Everything was excellent"
United States
Mark M.
The price is NZ$500
includes taxes & fees
19 Nov - 20 Nov
SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW
A patio with a table and stools overlooking a body of water with boats and an American flag.

8. Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking

Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
St. Cloud
9.4 out of 10, Exceptional, (55 reviews)
"Always a great place to stay, Location Location Location! Great and helpful host, at least my third stay here, and ready to come back! "
United States
Scott D.
The price is NZ$596
includes taxes & fees
28 Oct - 29 Oct
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
A bedroom with a wooden bed, patterned bedding, a bedside lamp, a window with blinds, and a skylight.

9. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
9.6 out of 10, Exceptional, (69 reviews)
"Great stay. "
United States
rick s.
The price is NZ$555
includes taxes & fees
28 Oct - 29 Oct
Mills Cottage by the Little Lake
An aerial view of a resort with a large swimming pool, a dock, and a parking area.

10. Serene Oasis Lakefront Penthouse Facing Disney

Serene Oasis Lakefront Penthouse Facing Disney
Orlando
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay for WDW! Host is great! Location is great!"
United States
Kay R.
The price is NZ$767
includes taxes & fees
28 Oct - 29 Oct
Serene Oasis Lakefront Penthouse Facing Disney
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 Kissimmee Hotel Reviews

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"The room was full and nice everything was just as advertised, would stay again"
Frank 1-night trip
Posted less than an hour ago
Vacation Village Orlando, Celebration

Frequently asked questions

What should I expect on my historical trip to Kissimmee?
A trip to the historical sites in Kissimmee is probably first on your sightseeing list. Be sure to check out the fun-filled theme parks and lively festivals while you're here. You can also take time at the major shopping area in this family-friendly area.
What's the best accommodation in Kissimmee to be near historical sites?
Based on our travel expertise, AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY is a top resort on Expedia for those interested in history, and it features a fitness centre and in-room kitchens. A couple of other options to soak up the local history include GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY and Two-Bedroom Villa at WESTGATE VACATION VILLAS Resort just One Mile from DISNEY.
How many historical hotels are located in Kissimmee?
In Kissimmee, you'll find 27974 hotels and other accommodation options bookable on Expedia, including 17 historic hotels or hotels close to historic sites.
What are the most important historical places and other sights to visit in Kissimmee?
Top places to visit include Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park and Old Town. Additionally, in the area, you'll find Disney Springs™ and ESPN Wide World of Sports Complex.
What is a historic hotel like in Kissimmee?
Guests who choose a historic hotel can stay in a place that has an officially recognised historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the communal spaces and guestrooms of such hotels in Kissimmee, giving a real sense of character.
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. overall though the terms are similar. The architecture and building of a historic hotel is generally the most significant aspect. For a heritage hotel, often it's the cultural value along with how it shaped the community.
Do historic hotels in 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 popular amenities found in a hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Kissimmee, you won't find a place that's uncomfortable for guests or simply rundown.

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