Hotels in Countryside
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9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
The price is $79
$79
$101 total
includes taxes & fees
Jan 13 - Jan 14, 2026
8.8 out of 10, Excellent, (3307)
8.8/10
Excellent
(3307)
The price is $56
$56
$64 total
includes taxes & fees
Jan 21 - Jan 22, 2026
8.8 out of 10, Excellent, (1002)
8.8/10
Excellent
(1002)
The price is $64
$64
$78 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.2 out of 10, Very Good, (5171)
8.2/10
Very Good
(5171)
The price is $57
$57
$99 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Red Lion Hotel Orlando Lake Buena Vista South
Red Lion Hotel Orlando Lake Buena Vista South3.5 star property
16.5 km from Countryside
8.8 out of 10, Excellent, (4274)
8.8/10
Excellent
(4274)
The price is $84
$84
$118 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Legacy Vacation Resorts - Kissimmee/Orlando
Legacy Vacation Resorts - Kissimmee/Orlando3.5 star property
16.2 km from Countryside
7.8 out of 10, Good, (2687)
7.8/10
Good
(2687)
The price is $67
$67
$90 total
includes taxes & fees
Jan 13 - Jan 14, 2026
7.4 out of 10, Good, (1009)
7.4/10
Good
(1009)
The price is $92
$92
$104 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham3.0 star property
16.6 km from Countryside
8.4 out of 10, Very Good, (2744)
8.4/10
Very Good
(2744)
The price is $77
$77
$121 total
includes taxes & fees
Jan 21 - Jan 22, 2026
8.6 out of 10, Excellent, (2347)
8.6/10
Excellent
(2347)
The price is $105
$105
$119 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.6 out of 10, Excellent, (1581)
8.6/10
Excellent
(1581)
The price is $93
$93
$142 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hilton Vacation Club Polynesian Isles Kissimmee
Hilton Vacation Club Polynesian Isles Kissimmee3.0 star property
17.3 km from Countryside
9.6 out of 10, Exceptional, (1925)
9.6/10
Exceptional
(1925)
The price is $94
$94
$130 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.2 out of 10, Very Good, (1302)
8.2/10
Very Good
(1302)
The price is $106
$106
$137 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Embassy Suites by Hilton Orlando Lake Buena Vista South
Embassy Suites by Hilton Orlando Lake Buena Vista South4.0 star property
16.7 km from Countryside
9.4 out of 10, Exceptional, (1267)
9.4/10
Exceptional
(1267)
The price is $155
$155
$176 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Nobile Hotel Parkway at Celebration Orlando
Nobile Hotel Parkway at Celebration Orlando2.5 star property
18.8 km from Countryside
8.0 out of 10, Very Good, (1010)
8.0/10
Very Good
(1010)
The price is $43
$43
$80 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.2 out of 10, Wonderful, (4518)
9.2/10
Wonderful
(4518)
The price is $169
$169
$233 total
includes taxes & fees
Dec 24 - Dec 25
Spectrum Resort Villas Orlando and Waterparks
Spectrum Resort Villas Orlando and Waterparks4.0 star property
Reunion, 16.4 km from Countryside
9.2 out of 10, Wonderful, (842)
9.2/10
Wonderful
(842)
The price is $230
$230
$490 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.6 out of 10, Exceptional, (2132)
9.6/10
Exceptional
(2132)
The price is $116
$116
$149 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando4.0 star property
19.2 km from Countryside
9.0 out of 10, Wonderful, (4503)
9.0/10
Wonderful
(4503)
The price is $100
$100
$148 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Resort Orlando Suites - Waterpark by IHG3.5 star property
19.5 km from Countryside
7.0 out of 10, Good, (4511)
7.0/10
Good
(4511)
The price is $73
$73
$110 total
includes taxes & fees
Jan 1 - Jan 2, 2026
9.2 out of 10, Wonderful, (2016)
9.2/10
Wonderful
(2016)
The price is $139
$139
$180 total
includes taxes & fees
Jan 8 - Jan 9, 2026
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.
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.
When is the best time to visit Kissimmee?
When is the best time to visit Kissimmee?Our prices for hotels in Kissimmee are cheapest in April
When is the best time to visit Kissimmee?
When is the best time to visit Kissimmee?
Our prices for hotels in Kissimmee are cheapest in April
Price trends for hotels in Kissimmee
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Kissimmee
December
High crowds
High 23°C / low 14°C. Sunny most days.
View properties in December 23°
December, High crowds, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
21°
January, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
23°
February, High crowds, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
25°
March, High crowds, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
April, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
May, Low crowds, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
31°
June, Moderate crowds, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
32°
July, High crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
32°
August, Low crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
31°
September, Low crowds, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
28°
October, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
November, Low crowds, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
Monthly weather averages (˚C)
Check out reviews of Countryside hotels guests love
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
10/10 Excellent
"Yes and yes, would definitely recommend."
The Grove Resort & Water Park Orlando
10/10 Excellent
"Everything was great about my expectations "
Lake Buena Vista Resort Village & Spa
10/10 Excellent
"Pool was beautiful and shopping was great"
Westgate Lakes Resort & Spa Universal Studios Area
10/10 Excellent
"Excellent "
Rosen Inn at Pointe Orlando
10/10 Excellent
"Close to everything "
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
10/10 Excellent
"Nice location clean everything we needed. "
Home2 Suites by Hilton Orlando at Flamingo Crossings
10/10 Excellent
"clean room, quiet"
Hyatt Regency Orlando
10/10 Excellent
"Staff was great. Great location for an event at the convention center. "
Margaritaville Resort Orlando
10/10 Excellent
"Very well maintained and staff provided excellent service "
Find out more about Countryside