Find Winery Hotels in Historic Downtown Kissimmee, FL

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Top Historic Downtown Kissimmee Winery Hotels

Beautiful home near Disney Private PoolBBQ Downtown

Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (34)
"House was very clean and we enjoyed the space very much. "
United States
Amy M.
$392 nightly
The price is $438
Nov 30 - Dec 1
Total with taxes and fees
Beautiful home near Disney Private PoolBBQ Downtown

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5027)
"Really nice place to stay and the breakfast was really great to have each morning. "
United States
Amanda Kay
$103 nightly
The price is $116
Dec 8 - Dec 9
Total with taxes and fees
Home2 Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando-International Drive/Convention Center

3.0 star property
International Drive District
8.4 out of 10, Very Good, (1018)
"Clean and great staff "
United States
Claudia
$79 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
Homewood Suites by Hilton Orlando-International Drive/Convention Center

Maingate Lakeside Resort

3.0 star property
Kissimmee
4.4 out of 10, (2505)
"I had a very great stay everyone was absolutely nice and very well mannered and my room was amazing very clean and spacious."
United States
Sirya
$53 nightly
The price is $60
Dec 22 - Dec 23
Total with taxes and fees
Maingate Lakeside Resort

3697 Orlando Vacational Apartment 1st floor near Universal Studios

3.5 star property
Ventura
7.4 out of 10, Good, (6)
"Cute apartment. Very clean with modern furnishings and decorations. The owner had everything you would need especially kitchen items. "
United States
Anonymous traveler
$273 nightly
The price is $300
Nov 30 - Dec 1
Total with taxes and fees
3697 Orlando Vacational Apartment 1st floor near Universal Studios

Perfect Place for a Perfect Vacation

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
$172 nightly
The price is $192
Dec 5 - Dec 6
Total with taxes and fees
Perfect Place for a Perfect Vacation

Family-Friendly Cottage Near Orlando’s Top Attractions

Kissimmee
10.0 out of 10, Exceptional, (1)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
$181 nightly
The price is $203
Dec 1 - Dec 2
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions

Stunning 5BR Brand New Home at Windsor Cay • Pool & BBQ • Perfect for Families !

Clermont
10.0 out of 10, Exceptional, (2)
"This house was the PERFECT spot for our family vacation The house was new and resort level quality The rooms were beautifully decorated and comfortable We had more than enough space to stay in and lounge and it was close enough to hot destination spots if we wanted to leave the water park was walking distance and so much fun! Our family will absolutely book this house again in the future Check in/out process was super easy and convenient "
United States
Rachel B.
$415 nightly
The price is $455
Nov 30 - Dec 1
Total with taxes and fees
Stunning 5BR Brand New Home at Windsor Cay • Pool & BBQ • Perfect for Families !

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
$192 nightly
The price is $215
Dec 1 - Dec 2
Total with taxes and fees
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

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

Kissimmee
9.6 out of 10, Exceptional, (7)
"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.
$182 nightly
The price is $204
Dec 1 - Dec 2
Total with taxes and fees
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
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.

Top Historic Downtown Kissimmee Hotel Reviews

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