TOP Historic Hotels in West Kissimmee, FL for 2026

A restaurant and bar with a distinctive tower and palm trees.

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Our top choices for West 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 living room with a sectional sofa, a glass coffee table, and a kitchen area with a bar.

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

Kissimmee

Jacklyn

£294

includes taxes & fees

2 Nov - 3 Nov

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 covered swimming pool area with a ceiling structure, a patio with chairs, and a view of neighboring buildings.

A residential house with a well-maintained lawn, a palm tree, and a garage.

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

kissimmee

Amanda S.

£301

includes taxes & fees

19 Oct - 20 Oct

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 covered pool area with a hot tub, lounge chairs, and a view of the surrounding landscape.

A dining area with a table set for four, a bench, and a chandelier.

A spacious living room with a large TV, a sofa, and a glass coffee table.

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

Kissimmee

bryan s.

£301

includes taxes & fees

22 Oct - 23 Oct

A swimming pool with a clear blue water, surrounded by palm trees and lounge chairs.

A living room with a sofa, a coffee table, and a TV mounted on the wall.

A wooden tray with a wine bottle and two glasses on a table by a window with white curtains.

A modern dining area with a wooden table, white chairs, and a hanging light fixture.

4. Incredible Renovated home located near all !!

Champions Gate

Susan K.

£199

includes taxes & fees

1 Nov - 2 Nov

An aerial view of a resort with multiple swimming pools, palm trees, and a parking area.

A modern kitchen with granite countertops, stainless steel appliances, and dark wooden cabinets.

A covered patio with a pool, outdoor furniture, and a view of neighboring houses.

A modern hallway with a wooden bench, a large mirror, and a staircase leading to another room.

5. Luxury 8BR Villa Private Pool, Game Room ,Near Disney , Windsor Island Resort

Davenport

Lyndsay D.

£563

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a central island, grey cabinets, and a black accent wall.

A modern kitchen with grey cabinets, stainless steel appliances, and a white island.

A modern living room with a brown leather sofa, a patterned throw pillow, and a large abstract painting on the wall.

A dining area with a wooden table, chairs, and a flat-screen TV.

6. Apartment next to International Dr and Universal

International Drive District

Anonymous traveller

£241

includes taxes & fees

21 Oct - 22 Oct

An aerial view of a resort with a large swimming pool, a dock, and a parking area.

A hotel room with a bed, two framed pictures, a desk with a lamp, and a balcony with a chair.

A high-rise hotel with a swimming pool and dock.

A hotel room with a large bed, two bedside tables, a painting of a beach scene, and a view of the outdoors through a glass door.

7. Serene Oasis Lakefront Penthouse Facing Disney

Orlando

Kay R.

£346

includes taxes & fees

29 Oct - 30 Oct

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A rustic bar with wooden shelves stocked with bottles, a coffee machine, and bar stools.

A small, rustic building with a metal roof and a red door, surrounded by lush greenery and a pond.

A patio with a brick floor, a wooden table and chairs, a glass greenhouse, and bamboo plants.

8. Mills Cottage by the Little Lake

Lake Weldona

rick s.

£272

includes taxes & fees

25 Oct - 26 Oct

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Top West Kissimmee Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Very helpful staff. Clean rooms. Extremely hot water. Heavy door to our room would be my only complaint. Lovely stay otherwise."

Westgate Vacation Villas Resort

10/10 Excellent

"Peaceful place…."

Destiny Palms Hotel Maingate West

8/10 Good

"The rooms were very clean, and the staff was friendly and helpful. We stayed here for a quick Disney weekend and just needed basic accommodations, which were perfect for our trip. The location was convenient to the parks, and having a McDonald’s right next door was a plus. We would definitely stay here again for another quick Disney trip!"

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"Great Hotel and Staff. Big facility and clean rooms"

Quality Inn & Suites By the Parks

10/10 Excellent

"Wonderful stay! The location was very convenient and quiet, breakfast was delicious and the bed was VERY comfy! It certainly looks dated, but it is well maintained with lovey staff"

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Check availability on West Kissimmee Historic Hotels

Our top choices for West Kissimmee historic hotels

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

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

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

4. Incredible Renovated home located near all !!

5. Luxury 8BR Villa Private Pool, Game Room ,Near Disney , Windsor Island Resort

6. Apartment next to International Dr and Universal