Find hotels in Countryside, Kissimmee

  • 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 prices for these dates

Tonight
Feb 27 - Feb 28
Tomorrow
Feb 28 - Mar 1
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Countryside hotels

Outdoor pool, sun loungers

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, (5,656 reviews)
"Great hotel!"
United States
BARRY
The price is NT$5,575
NT$6,272 total
includes taxes & fees
Mar 22 - Mar 23
Drury Plaza Hotel Orlando - Disney Springs Area
Aerial view

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
21.6 km from Countryside
8.2 out of 10, Very Good, (4,001 reviews)
"Rooms were clean and staff was friendly. "
United States
Audrey Nou
The price is NT$2,949
NT$4,582 total
includes taxes & fees
Mar 1 - Mar 2
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Front of property

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
21.5 km from Countryside
8.8 out of 10, Excellent, (2,802 reviews)
"Friendly, excellent staff, easy to access to Disney world!"
United States
Yukari
The price is NT$3,717
NT$5,447 total
includes taxes & fees
Mar 22 - Mar 23
Wyndham Lake Buena Vista – Disney Springs® Area
Exterior

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area
4.0 star property
21.3 km from Countryside
8.6 out of 10, Excellent, (1,545 reviews)
"Great room, easy walk to Disney Springs."
United States
Russell
The price is NT$4,841
NT$6,887 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Exterior

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
26.5 km from Countryside
9.2 out of 10, Wonderful, (5,267 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is NT$3,313
NT$3,727 total
includes taxes & fees
Mar 25 - Mar 26
Home2 Suites by Hilton Orlando at Flamingo Crossings
Restaurant

Staybridge Suites Orlando at SeaWorld by IHG

Staybridge Suites Orlando at SeaWorld by IHG
3.0 star property
24.6 km from Countryside
9.2 out of 10, Wonderful, (551 reviews)
"Th hotel was clean and location was close to food, amusement parks"
United States
Dianne
The price is NT$3,848
NT$4,329 total
includes taxes & fees
Mar 23 - Mar 24
Staybridge Suites Orlando at SeaWorld by IHG
Outdoor pool, a heated pool

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
26.3 km from Countryside
9.0 out of 10, Wonderful, (2,259 reviews)
"Clean rooms, good breakfast and friendly staff"
United States
Gerardo
The price is NT$3,213
NT$3,615 total
includes taxes & fees
Mar 2 - Mar 3
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Exterior

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
26.5 km from Countryside
9.6 out of 10, Exceptional, (2,010 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is NT$4,342
NT$4,885 total
includes taxes & fees
Mar 1 - Mar 2
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
26.6 km from Countryside
9.4 out of 10, Exceptional, (2,278 reviews)
"Great place to stay "
United States
ALTON
The price is NT$4,340
NT$4,883 total
includes taxes & fees
Mar 8 - Mar 9
Homewood Suites by Hilton Orlando at Flamingo Crossings
Lobby lounge

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, (1,948 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is NT$2,811
NT$3,163 total
includes taxes & fees
Mar 30 - Mar 31
Aloft Orlando Lake Buena Vista
Mini-fridge, microwave, coffee/tea maker

AC Hotel by Marriott Orlando Lake Buena Vista

AC Hotel by Marriott Orlando Lake Buena Vista
3.5 star property
21.9 km from Countryside
9.2 out of 10, Wonderful, (1,795 reviews)
"The staff was so nice and the hotel was close to Disney world! I would definitely stay there again!"
United States
Michelle
The price is NT$4,197
NT$4,721 total
includes taxes & fees
Mar 2 - Mar 3
AC Hotel by Marriott Orlando Lake Buena Vista
Lobby

Hampton Inn & Suites Orlando At SeaWorld

Hampton Inn & Suites Orlando At SeaWorld
2.5 star property
24.6 km from Countryside
8.8 out of 10, Excellent, (1,341 reviews)
"Very great hotel to stay"
Canada
Jack
The price is NT$3,301
NT$3,714 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn & Suites Orlando At SeaWorld
Outdoor pool, a heated pool

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
26.1 km from Countryside
9.0 out of 10, Wonderful, (1,681 reviews)
"Great location and breakfast!"
Canada
Luiz
The price is NT$3,320
NT$3,735 total
includes taxes & fees
Mar 2 - Mar 3
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Exterior

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
19.9 km from Countryside
9.4 out of 10, Exceptional, (1,461 reviews)
"Always a great stay. We love this location and resort after 9 years in a row."
United States
Jeannette
The price is NT$4,357
NT$5,781 total
includes taxes & fees
Mar 22 - Mar 23
Hilton Vacation Club Grand Beach Orlando
Exterior

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, (2,364 reviews)
"Staff very nice..room and property clean well maintained "
United States
Natalie
The price is NT$2,506
NT$3,171 total
includes taxes & fees
Mar 2 - Mar 3
Candlewood Suites Orlando - Lake Buena Vista by IHG
Outdoor wedding area

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
17.8 km from Countryside
8.8 out of 10, Excellent, (1,584 reviews)
"Would definitely stay here again"
United States
Brad
The price is NT$2,311
NT$3,758 total
includes taxes & fees
Mar 24 - Mar 25
Meliá Orlando Celebration
Meeting facility

Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG

Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG
3.0 star property
22.9 km from Countryside
9.0 out of 10, Wonderful, (1,690 reviews)
"Great location and clean rooms! enjoyed our stay "
United States
Mia Sharleen
The price is NT$3,198
NT$3,598 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG
Terrace/patio

Residence Inn by Marriott Orlando at SeaWorld

Residence Inn by Marriott Orlando at SeaWorld
3.0 star property
24.5 km from Countryside
8.8 out of 10, Excellent, (1,514 reviews)
"Great room and price"
United States
Garionna
The price is NT$3,163
NT$3,559 total
includes taxes & fees
Mar 4 - Mar 5
Residence Inn by Marriott Orlando at SeaWorld
Premium bedding, in-room safe, desk, blackout drapes

Hilton Vacation Club Cypress Pointe Orlando

Hilton Vacation Club Cypress Pointe Orlando
4.0 star property
23.1 km from Countryside
9.0 out of 10, Wonderful, (2,223 reviews)
"Excellent hotel. "
United States
Hector
The price is NT$3,690
NT$4,855 total
includes taxes & fees
Mar 23 - Mar 24
Hilton Vacation Club Cypress Pointe Orlando
2 outdoor pools, pool umbrellas, sun loungers

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
26.3 km from Countryside
8.8 out of 10, Excellent, (4,067 reviews)
"Amazing staff, room was spacious and clean. "
United States
Eduardo
The price is NT$3,584
NT$4,911 total
includes taxes & fees
Mar 23 - Mar 24
Hilton Vacation Club Aqua Sol Orlando West
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

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.

Orlando, Florida. July 22, 2019 Orlando gold lettering on black background. Vector with travel icons and fireworks. Travel Postcard

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!.

Sunset at the Twin Oaks Conservation Area near Kissimmee, Florida.

Orange Lake

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

Celebration Florida Wide Aerial Panorama. July 3, 2025.

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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Everything was good "
Jenny Lee 5-night trip
Posted 11 hours ago
Kompose Boutique Resort at Theme Parks

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, Reunion Resort Golf Course and Silver Spurs Arena are a couple of sights to visit.

Explore a world of travel with Expedia