Find Winery Hotels in Kissimmee, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Kissimmee Winery Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Kissimmee Winery Hotels

Outdoor pool, a heated pool
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Kissimmee
The price is SAR 368
SAR 866 total
includes taxes & fees
9 Dec - 10 Dec
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Exterior
Peaceful 3BR Family Condo ✧ Minutes to Disney – Caribe Cove Resort!

Peaceful 3BR Family Condo ✧ Minutes to Disney – Caribe Cove Resort!

2.5 star property
Kissimmee
The price is SAR 198
SAR 1,436 total
includes taxes & fees
9 Dec - 10 Dec
Peaceful 3BR Family Condo ✧ Minutes to Disney – Caribe Cove Resort!
Exterior
Maingate Lakeside Resort

Maingate Lakeside Resort

3.0 star property
Kissimmee
4.4 out of 10, (2504)
"Clean room with a nice pool"
United States
Mattalynn
The price is SAR 131
SAR 250 total
includes taxes & fees
18 Dec - 19 Dec
Maingate Lakeside Resort
Outdoor dining
Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
The price is SAR 304
SAR 726 total
includes taxes & fees
9 Dec - 10 Dec
Perfect Place for a Perfect Vacation
Outdoor pool, a heated pool
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

Kissimmee
The price is SAR 267
SAR 768 total
includes taxes & fees
9 Dec - 10 Dec
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Pool
Resort-Style 4BR Home Close to Parks and Pool

Resort-Style 4BR Home Close to Parks and Pool

2.0 star property
Kissimmee
Resort-Style 4BR Home Close to Parks and Pool
Pool
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!

Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!

2.0 star property
Windsor Hills
10.0 out of 10, Exceptional, (1)
"This home was a great stay..our family enjoyed every minute of our stayThe home was clean and well kept and was within walking and a short drive to restaurants gricery stores and shoppingI would definitely recommend to book your stay at this condo The owner Richard was pleasant to deal with and check in was easy and convenient I would definitely stay here again"
United States
Paul S.
The price is SAR 279
SAR 1,025 total
includes taxes & fees
10 Dec - 11 Dec
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!
Dining
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

Kissimmee
10.0 out of 10, Exceptional, (15)
"We extremely enjoyed our stay! Nice, quite, and perfect for our small family"
United States
David
The price is SAR 301
SAR 815 total
includes taxes & fees
9 Dec - 10 Dec
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769
Outdoor pool, a heated pool
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

Kissimmee
9.6 out of 10, Exceptional, (8)
"Great location, very good property! Cleaning the floors could use a bit more attention to detail but overall we had a nice stay."
United States
Mark S.
The price is SAR 267
SAR 773 total
includes taxes & fees
14 Dec - 15 Dec
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
Fridge, microwave, oven, stovetop
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2774

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2774

Kissimmee
The price is SAR 372
SAR 816 total
includes taxes & fees
31 Dec - 1 January 2026
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2774
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

Top Kissimmee Hotel Reviews

Explore a world of travel with Expedia