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Dec 30 - Dec 31
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Dec 31 - Jan 1
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Countryside hotels

4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
26.8 km from Countryside
9.4 out of 10, Exceptional, (4408)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is ₩170,418
₩191,720 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rosen Shingle Creek
Property grounds
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
15.3 km from Countryside
8.8 out of 10, Excellent, (3330)
"A great place to stay for the price"
United States
Jennie
The price is ₩76,059
₩86,328 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Seasons Florida Resort
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
23.2 km from Countryside
8.8 out of 10, Excellent, (1926)
"Good place to stay "
United States
victor
The price is ₩111,515
₩125,453 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Aloft Orlando Lake Buena Vista
Outdoor pool, pool umbrellas, sun loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
30.3 km from Countryside
7.4 out of 10, Good, (3969)
"Great location "
United States
Mark
The price is ₩89,083
₩129,169 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Wyndham I-Drive Avanti Resort & Conference Center
Outdoor pool, cabanas (surcharge), pool umbrellas
Hyatt Regency Orlando

Hyatt Regency Orlando

Hyatt Regency Orlando
4.5 star property
26.8 km from Countryside
9.2 out of 10, Wonderful, (1909)
"Great stay, cleanliness, staff"
United States
wathik
The price is ₩191,935
₩295,289 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hyatt Regency Orlando
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
20.7 km from Countryside
9.4 out of 10, Exceptional, (4202)
"Enjoyed our stay. "
United States
WILLIAM
The price is ₩158,980
₩178,854 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
In-room safe, laptop workspace, blackout drapes, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
16.4 km from Countryside
8.2 out of 10, Very Good, (5170)
"Beautiful place to stay."
United States
Mohammad
The price is ₩32,166
₩85,174 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Palazzo Lakeside Hotel
Outdoor pool, sun loungers
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
21.9 km from Countryside
9.8 out of 10, Exceptional, (5482)
"Great stay!"
United States
Kiran
The price is ₩230,879
₩259,739 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Drury Plaza Hotel Orlando - Disney Springs Area
Lobby
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
21.1 km from Countryside
8.4 out of 10, Very Good, (3601)
"Room was great, Staff was polite and hotel had many amenities. "
United States
Bridget
The price is ₩94,359
₩154,406 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
20.3 km from Countryside
8.0 out of 10, Very Good, (3916)
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is ₩72,660
₩111,922 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Ramada by Wyndham Kissimmee Gateway
Premium bedding, desk, laptop workspace, blackout drapes
Candlewood Suites Orlando - Lake Buena Vista by IHG

Candlewood Suites Orlando - Lake Buena Vista by IHG

Candlewood Suites Orlando - Lake Buena Vista by IHG
2.5 star property
22.8 km from Countryside
9.0 out of 10, Wonderful, (2319)
"Loved the experience "
United States
Deana
The price is ₩94,359
₩122,238 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Candlewood Suites Orlando - Lake Buena Vista by IHG
View from room
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
22.6 km from Countryside
8.6 out of 10, Excellent, (5661)
"Great property to stay"
United States
Deepankar
The price is ₩117,076
₩131,702 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rosen Inn Lake Buena Vista
Bar (on property)
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
23.3 km from Countryside
8.6 out of 10, Excellent, (3501)
"Clean room, comfortable bed and great breakfast "
United States
Jena
The price is ₩135,820
₩152,798 total
includes taxes & fees
Jan 25 - Jan 26, 2026
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
View from room
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
27.6 km from Countryside
8.6 out of 10, Excellent, (5479)
"Great stay"
United States
Stephanie
The price is ₩114,646
₩128,977 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Rosen Inn at Pointe Orlando
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
20.8 km from Countryside
8.4 out of 10, Very Good, (1118)
"Great hotel"
United States
Steven
The price is ₩101,507
₩143,611 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Holiday Inn Resort Kissimmee by the Parks by IHG
Courtyard
Nobile Hotel Parkway at Celebration Orlando

Nobile Hotel Parkway at Celebration Orlando

Nobile Hotel Parkway at Celebration Orlando
2.5 star property
18.8 km from Countryside
8.0 out of 10, Very Good, (1014)
"Excellent front desk and stay, fe"
United States
Kariem
The price is ₩61,986
₩114,165 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Nobile Hotel Parkway at Celebration Orlando
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
19.3 km from Countryside
9.2 out of 10, Wonderful, (4556)
"excellent place to stay. "
United States
Arshad
The price is ₩277,358
₩373,147 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Caribe Royale Orlando
Outdoor pool, open 9 AM to 10 PM, sun loungers
Orlando Palms Hotel

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
28.8 km from Countryside
7.6 out of 10, Good, (2256)
"Accommodation was great , clean and not too expensive "
United States
Jossy
The price is ₩79,978
₩107,183 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Orlando Palms Hotel
Property amenity
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
29.8 km from Countryside
8.6 out of 10, Excellent, (760)
"What a wonderful stay! "
United States
Lucia
The price is ₩120,308
₩135,346 total
includes taxes & fees
Jan 26 - Jan 27, 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
20.5 km from Countryside
9.4 out of 10, Exceptional, (2132)
"Great accommodation close to everything "
United States
VICTOR
The price is ₩98,690
₩168,791 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kompose Boutique Resort at Theme Parks
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.
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Where to stay in Countryside

Find the best Countryside areas and neighborhoods for the activities you enjoy most.
Reunion which includes golf and landscape views as well as a small group of people

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Windsor Hills

If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!.

Orange Lake

While visiting Orange Lake, you might make a stop by sights like Walt Disney World® Resort and Orange Lake Golf.

Lake Berkley

When in Lake Berkley, you can plan a visit to Medieval Times and Give Kids the World Village, some noteworthy sights in the nearby area.

Buena Ventura Lakes

Buena Ventura Lakes is well-liked for its golf courses and sporting events. If you're hoping to see more of the larger area, Silver Spurs Arena and Osceola Heritage Park are some interesting sights nearby to check out.

Top Countryside Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Perfect room for a family visiting Disney! "
Abigail 4-night trip
Posted 2 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

What's it like in Countryside?
You'll be sure to have fun visiting Kissimmee's Countryside neighborhood.
If I need to cancel my hotel reservation in Countryside, will I receive a refund?
Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals in Countryside.
Where can I learn more about changing or cancelling my trip to Countryside?
To access more information about picking new dates or cancelling your trip to Countryside, head over to our customer service page.
What is there to do in this Kissimmee neighborhood?
Popular attractions in the larger Kissimmee area include Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park, and Old Town. While you're out sightseeing, Silver Spurs Arena and Osceola Heritage Park are a couple of sights to visit.