Find hotels in Countryside, Kissimmee from $44

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Discover 51,340 Countryside hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Outdoor pool
Sonder Cirrus
3.5 star property
8.8 out of 10, Excellent, (948)
"Super clean and quiet. Easy to check in or out. Definitely we are coming back."
The price is $142
$162 total
includes taxes & fees
Jun 22 - Jun 23
Sonder Cirrus
Outdoor pool, sun loungers
Parkway International Resort
3.0 star property
9.2 out of 10, Wonderful, (1563)
"Area accesable to go any where and for family spend time toghter amazing"
The price is $103
$134 total
includes taxes & fees
Jun 5 - Jun 6
Parkway International Resort
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5964)
"I’ll come back! Thanks! My pet was happy! "
The price is $44
$66 total
includes taxes & fees
Jun 2 - Jun 3
Ramada by Wyndham Kissimmee Gateway
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Flat-screen TV
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very Good, (731)
"Everything was perfect, clean the only bad thing is that the pool area doesn't have lights to be in the Night is very dark for everything else perfect I would recommend it to my friends and family"
Encore Resort at Reunion
Outdoor pool, pool umbrellas, sun loungers
Comfort Suites Maingate East
3.0 star property
8.8 out of 10, Excellent, (1808)
"Amazing pool and great room service"
The price is $101
$115 total
includes taxes & fees
Jun 2 - Jun 3
Comfort Suites Maingate East
Outdoor pool, sun loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (194)
"I enjoyed myself at this beautiful property, I wanted to go on a relaxing vacation and this property really allowed me that. It was quiet, beautiful, and clean. My son did not want to leave he wanted to stay an extra day. My only concern was parking, I love the idea of wellness but when you are in the buildings in the back it’s a lot of walking lol 😂😂😂 especially when you left a restaurant. Overall this a spot you can enjoy with your family. Luxury, it feels like you are home. I recommend...
Spectrum Resort Orlando
Lobby
Wyndham Orlando Resort & Conference Center, Celebration Area
3.5 star property
7.6 out of 10, Good, (1580)
"Great location I loved the Pizza Hut on the inside. "
The price is $68
$109 total
includes taxes & fees
May 29 - May 30
Wyndham Orlando Resort & Conference Center, Celebration Area
6 outdoor pools, cabanas (surcharge), pool umbrellas
Omni Orlando Resort at ChampionsGate
4.0 star property
8.6 out of 10, Excellent, (1001)
"My experience was excellent. All of the staff were very accommodating and eager to help and so nice. I also mentioned at check in that I was celebrating my birthday weekend and when I returned to my room from the pool, the staff had placed a birthday gift for me. I enjoyed the lazy river and wave pool the most but all of the amenities were great! I will definitely be a returning guest."
The price is $197
$265 total
includes taxes & fees
Jun 16 - Jun 17
Omni Orlando Resort at ChampionsGate
Hypo-allergenic bedding, pillowtop beds, individually furnished, desk
Quality Inn & Suites Kissimmee by The Lake
3.0 star property
7.8 out of 10, Good, (1477)
"Outside noise coming in"
The price is $70
$79 total
includes taxes & fees
Jun 4 - Jun 5
Quality Inn & Suites Kissimmee by The Lake
Outdoor pool, sun loungers
Barefoot'n Resort
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Wonderful stay. Place was clean spacious and comfortable. Grounds are keep clean and well maintained. Plenty of activities and food choices close by. Would recommend if looking for a nice place to stay if on an budget."
The price is $102
$128 total
includes taxes & fees
May 29 - May 30
Barefoot'n Resort
Lobby
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
2.0 star property
7.2 out of 10, Good, (1001)
"This place was perfect for what we needed - an affordable place to stay while attending a convention down the road for 3 nights. The hotel rooms and lobby were updated and very clean. The staff was wonderful. The hotel cleanliness on the outside lacked as there was lots of sticky residue on the sidewalks where spills had not been cleaned up in various places. It seems to be a place where people stay after partying so there are a LOT of people who were drunk or high and smoking weed on the...
The price is $54
$61 total
includes taxes & fees
May 29 - May 30
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
In-room safe, iron/ironing board, free cribs/infant beds, free WiFi
Westgate Towers Resort
3.5 star property
8.4 out of 10, Very Good, (1001)
"Muy bueno, limpio, es confortable cómo si estuvieras en casa "
The price is $99
$140 total
includes taxes & fees
May 29 - May 30
Westgate Towers Resort
10 outdoor pools, cabanas (surcharge), pool umbrellas
Club Wyndham Reunion
4.0 star property
9.4 out of 10, Exceptional, (329)
"Love the place! Would definitely come back with the family!"
Club Wyndham Reunion
Seasonal outdoor pool
Travelodge by Wyndham Kissimmee/Orlando
2.0 star property
5.0 out of 10, (120)
"It was perfect for what we needed. The staff were very friendly and helpful. Special thank you to the staff at checkout. "
The price is $36
$54 total
includes taxes & fees
May 29 - May 30
Travelodge by Wyndham Kissimmee/Orlando
Bar (on property)
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (957)
"The staff were really attentive and plesant. My husband really liked that they were very easy to access and ask for coffee. The water pressure was a little weak and there were cracks in door where it looks like someone had pounded on it in the bathroom. When I told front desk they offered to move us. It was really just cosmetic so we stayed put."
The price is $101
$113 total
includes taxes & fees
Jun 2 - Jun 3
Holiday Inn Winter Haven, an IHG Hotel
Blackout drapes, iron/ironing board, free cribs/infant beds
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, (1001)
"Breakfast has a pancake maker "
The price is $93
$105 total
includes taxes & fees
Jun 2 - Jun 3
Howard Johnson by Wyndham Winter Haven FL
Aerial view
Barefoot Suites
3.0 star property
9.0 out of 10, Wonderful, (1599)
"People can make or break your hotel stay. The people at Barefoot Suites are lovely, helpful representatives that enhance the suites. Everything is always clean, organized, and ready for my stay. I love staying here and will do so again."
Barefoot Suites
Exterior
Economy Suites
2.0 star property
4.6 out of 10, (282)
"Small but the people made me feel safe"
The price is $65
$73 total
includes taxes & fees
May 29 - May 30
Economy Suites
Lobby
Magic Village Views Trademark Collection by Wyndham
3.5 star property
9.0 out of 10, Wonderful, (253)
"Modern homes with lots of space for families with convenient access to theme parks and retail nearby. However, these properties do lack certain maintenance updates. We had some issues with the A/C not staying at the temperature set and showers with warm not hot water on some days. Sheets are a bit scratchy too. Overall, would stay here again but might take that into consideration. "
Magic Village Views Trademark Collection by Wyndham
Pool
Dazzling Newly Renovated Condo 1.5 miles to Disney
9.4 out of 10, Exceptional, (74)
"Great spot! You can Uber to Disney back and forth from your room and it’s the same or less than parking. Host was super nice and accommodating we needed up extending our stay. Room had everything you need and we never had any issues. "
Dazzling Newly Renovated Condo 1.5 miles to Disney
Don't see what you're looking for?
See all available properties in Countryside
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.

Other neighborhoods around Countryside

Hotels in top Kissimmee neighborhoods Learn more about Countryside
Default Image

Windsor Hills

4.5/5(6 area reviews)

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!.

Find hotels in Windsor Hills

Countryside Travel Info

Number of reviews
18,686
Location
Kissimmee, United States of America
Similar neighborhoods
Orange Lake, Historic Downtown Kissimmee and Solivita
Accommodation
51,340 hotels
Lowest price
$44
Highest price
$142

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, Kissimmee Lakefront Park and Silver Spurs Arena are a couple of sights to visit.

Recent reviews of Countryside hotels

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

5/5 Excellent
"The Hotel has everything inside. The Water Park was fun and in very good conditions. The rooms are big and have everything inside. The service was excellent. We received everything that requested. The Best Hotel I have been in Orlando."
A verified traveler stayed at The Grove Resort & Water Park Orlando
Posted 3 hours ago
The Grove Resort & Water Park Orlando