Historic Hotels & Resorts in West Kissimmee from NZ$522

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on West Kissimmee Historic Hotels

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for West Kissimmee historic hotels

Smart TV, DVD player, table football, books

*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, (140 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is NZ$695
includes taxes & fees
25 Feb - 26 Feb
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
A heated pool

🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴

🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴
Kissimmee
9.8 out of 10, Exceptional, (19 reviews)
"I really enjoyed the Disney theme at the place"
United States
Anonymous traveller
The price is NZ$536
includes taxes & fees
4 Mar - 5 Mar
🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴
4 bedrooms, memory-foam beds, desk, iron/ironing board

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, (117 reviews)
"Family friendly. Clean apartment. Host was very responsive and friendly. Highly recommend for family functions. Very close to WDW attractions ."
United States
Maria M.
The price is NZ$685
includes taxes & fees
25 Feb - 26 Feb
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Outdoor pool, a heated pool

"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"

"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"
Windsor Hills
9.2 out of 10, Wonderful, (199 reviews)
"Very nice location, great house with plenty of room. The grandchildren loved the playroom. Master bedroom was very spacious. "
United States
Trish P.
"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"
Outdoor pool, a heated pool

Luxury Condo Steps to Disney, Gated Resort Perfect Location, Free WIFI & Parking

Luxury Condo Steps to Disney, Gated Resort Perfect Location, Free WIFI & Parking
Kissimmee
10.0 out of 10, Exceptional, (49 reviews)
"Great stay for a quick trip to Orlando. Super comfy beds. Quiet.. in a nice complex. Great communication from owner. "
United States
Ashley M.
Luxury Condo Steps to Disney, Gated Resort Perfect Location, Free WIFI & Parking
Pool

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
Windsor Hills
9.8 out of 10, Exceptional, (84 reviews)
"The house was exactly as described. The kids loved the theater room"
United States
Samantha S.
The price is NZ$1,289
includes taxes & fees
21 Mar - 22 Mar
Jedi Training Camp Top Rated 5 Star Villa
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
10.0 out of 10, Exceptional, (54 reviews)
"Great place to stay and explore other no-theme park areas of Orlando. "
United States
Karla
The price is NZ$602
includes taxes & fees
8 Mar - 9 Mar
Mills Cottage by the Little Lake
Outdoor dining

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, (49 reviews)
"We enjoyed our stay and Karen is an excellent property manager. We will continue to keep this as a favorite on our list of places! "
United States
Ed B.
The price is NZ$524
includes taxes & fees
2 Mar - 3 Mar
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
Outdoor pool, a heated pool

Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
10.0 out of 10, Exceptional, (63 reviews)
"Our 2 night stay was wonderful! A beautiful place to enjoy and relax. We will definitely being staying here again when we are in Orlando."
United States
Jolyn W.
The price is NZ$522
includes taxes & fees
2 Mar - 3 Mar
Large, beautiful, very comfortable one bedroom on small lake
Property grounds

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning

Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
orlando
9.8 out of 10, Exceptional, (194 reviews)
"Great place, Irina was very accommodating. Couldn’t be happier with my stay!"
United States
Darby S.
The price is NZ$1,437
includes taxes & fees
2 Mar - 3 Mar
Luxurious 5*Executive 3Br Villa Vista Cay/Pool | Enhanced Cleaning
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top West Kissimmee Hotel Reviews

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

10/10 Excellent
"Impressive! The whole experience was superb. Special thanks to the front office staff"
Alan 1-night trip
Posted 2 days ago
Westgate Vacation Villas Resort

Explore a world of travel with Expedia