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

Kissimmee Hotel Guide - Historic Hotels in Kissimmee, Orlando

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Check availability on Kissimmee Historic Hotels

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Kissimmee historic hotels

A bedroom with a large bed, two bedside tables, a chandelier, and a view of the outdoors.
A hallway with a large 'HOME' sign on the wall.
A bedroom with a large bed, two bedside tables with lamps, a ceiling light, and a view through a sliding door to the outside.
A modern kitchen with white cabinets, stainless steel appliances, a large island with a sink, and a view of the outdoors through a large window.

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
United States
Scott F.
€342
includes taxes & fees
27 Sept - 28 Sept
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
An aerial view of a resort with a basketball court, swimming pool, and palm trees.
A modern kitchen with a central island, a dining area with a glass table, and a living area with a red sofa.
A residential area with a stone wall labeled "Temra Verde" and a pathway leading to a house with a red-tiled roof.
A covered outdoor seating area with a bar, white metal chairs, and a palm tree.

2. Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!

Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!
Kissimmee
United States
Amanda D.
€423
includes taxes & fees
28 Sept - 29 Sept
Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!
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.
A spacious living room with a large TV, a sofa, and a glass coffee table.
A residential house with a garage, a well-maintained lawn, and a palm tree.
A dining area with a table set for four, a bench, and a chandelier.

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

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
United States
bryan s.
€369
includes taxes & fees
27 Sept - 28 Sept
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
A conference room with rows of chairs, a projector screen, and wall-mounted lighting.
A hotel entrance with a covered walkway, palm trees, and well-maintained gardens.

4. Windsor Hills 3 Bedroom Private Pool Townhome

Windsor Hills 3 Bedroom Private Pool Townhome
Windsor Hills
United States
sara a.
Windsor Hills 3 Bedroom Private Pool Townhome
A spacious living area with a large flat-screen TV, a sofa, and a wooden coffee table.
A single-story house with a garage, surrounded by well-maintained lawns and palm trees.
A spacious living area with a sofa, coffee table, and TV, connected to a kitchen with wooden cabinets and a large window.
A covered swimming pool area with a ceiling structure, a patio with chairs, and a view of neighboring buildings.

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

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
United States
Amanda S.
€407
includes taxes & fees
9 Oct - 10 Oct
*Tinkerbells Castle 2* 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.
A large, modern building with a curved roof and multiple satellite dishes.
A poolside dining area with tables and chairs, overlooking a swimming pool and palm trees.
A modern bar area with a pool table, bar stools, and a counter.

6. #2780 Priv Spa Pool 2 Masters Disney Universal.

#2780 Priv Spa Pool 2 Masters Disney Universal.
Kissimmee
United States
corinne n.
#2780 Priv Spa Pool 2 Masters Disney Universal.
A residential area with houses, a lake, and a fountain.
A fenced outdoor area with a palm tree, a sign, and a body of water.
A living room with a brown leather sofa, patterned armchair, and a coffee table. There's a chandelier, a desk with a computer, and a TV.
A dining area with a round table, wooden chairs, a chandelier, and a window with curtains.

7. Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
United States
Dania B.
€256
includes taxes & fees
12 Oct - 13 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.
A high-rise residential building with multiple balconies, surrounded by palm trees and a clear blue sky.
A room with a granite countertop, a ceiling fan, a sofa, a chair, and a view through a large window.
A modern kitchen with a dining area, including a bar with chairs, a dining table with chairs, and a ceiling fan.

8. 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
United States
Nancy M.
€227
includes taxes & fees
27 Sept - 28 Sept
SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW
A swimming pool with a clear blue water, surrounded by palm trees and lounge chairs.
A modern dining area with a wooden table, white chairs, and a hanging light fixture.
A living room with a sofa, a coffee table, and a TV mounted on the wall.
A covered entrance with columns, a central door, and potted plants.

9. Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
United States
Susan K.
€223
includes taxes & fees
27 Sept - 28 Sept
Incredible Renovated home located near all !!
A patio with a table and stools overlooking a body of water with boats and an American flag.
A park with a green bench, palm trees, and a playground with colorful equipment.
A compact kitchen with white cabinets, a microwave, an oven, and a sink.
A boat docked at a marina with a building in the background.

10. 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
United States
Ed B.
€288
includes taxes & fees
27 Oct - 28 Oct
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
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Top Kissimmee Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"We love it"
Susan j 6-night trip
Posted 1 hour ago
Delta Hotels by Marriott Orlando Celebration
Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"This hotel is kept very clean, rooms are good size and clean, staff was friendly, this was nicer than some well-known named hotels. I definitely will stay here again."
Kelly 2-night trip
Posted 14 hours ago
Seasons Florida Resort
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"Excelente atención en front desk y personal del comedor. Muy buena ubicación muy cerca de parques Disney y a pocos minutos de Universal. Todos los servicios cerca. Sin dudas volvería en próxima visita a Disney"
Gabriel Machado 8-night trip
Posted 21 hours ago
Quality Inn & Suites By the Parks
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Love itttt"
Andrés 2-night trip
Posted 2 days ago
Gaylord Palms Resort & Convention Center
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent
"Everything was fine"
William 6-night trip
Posted 3 days ago
Legacy Vacation Resorts - Kissimmee/Orlando

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 27907 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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