Hotels in Countryside, Kissimmee

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Our top choices for Countryside hotels

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, (3,914 reviews)
"The breakfast is amazing , and the room is clean"
United States
Liliany
The price is CA $89
CA $162 total
includes taxes & fees
May 11 - May 12
Kompose Boutique Resort at Theme Parks

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, (1,315 reviews)
"It was a good stay , and affordable "
United States
Kirsten
The price is CA $101
CA $113 total
includes taxes & fees
May 19 - May 20
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Universal's Terra Luna Resort

Universal's Terra Luna Resort
3.0 star property
27.6 km from Countryside
9.2 out of 10, Wonderful, (626 reviews)
"The hotel was fantastic and the park access was amazing."
United States
Michael
The price is CA $186
CA $209 total
includes taxes & fees
May 21 - May 22
Universal's Terra Luna Resort

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
26.8 km from Countryside
9.4 out of 10, Exceptional, (4,763 reviews)
"Great property, staff and food"
United States
Tim
The price is CA $143
CA $161 total
includes taxes & fees
May 26 - May 27
Rosen Shingle Creek

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
26.6 km from Countryside
9.4 out of 10, Exceptional, (4,743 reviews)
"Clean room, good breakfast, friendly staff. "
United States
Gairy
The price is CA $127
CA $143 total
includes taxes & fees
May 20 - May 21
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
20.3 km from Countryside
9.0 out of 10, Wonderful, (2,930 reviews)
"Great Hotel!!"
United States
Eric
The price is CA $208
CA $298 total
includes taxes & fees
Jun 2 - Jun 3
Wyndham Grand Orlando Resort Bonnet Creek

Walt Disney World Dolphin

Walt Disney World Dolphin
4.0 star property
22.4 km from Countryside
9.0 out of 10, Wonderful, (4,241 reviews)
"The Dolphin is always a great place to stay when vacationing at Disney. "
United States
Cody
The price is CA $245
CA $352 total
includes taxes & fees
May 14 - May 15
Walt Disney World Dolphin

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
28.8 km from Countryside
7.8 out of 10, Good, (2,773 reviews)
"Very comfortable and clean I got a very nice sleep the two nights I stayed, and the breakfast was lovely too."
United States
Andrew
The price is CA $74
CA $100 total
includes taxes & fees
May 11 - May 12
Orlando Palms Hotel

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
21.8 km from Countryside
8.4 out of 10, Very good, (1,835 reviews)
"great stay! "
United States
Priyanka
The price is CA $212
CA $301 total
includes taxes & fees
May 25 - May 26
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
22.4 km from Countryside
8.8 out of 10, Excellent, (3,611 reviews)
"Definitely a welcoming place with great outdoor amenities and amazing staff!"
United States
Rula
The price is CA $182
CA $281 total
includes taxes & fees
May 17 - May 18
Margaritaville Resort Orlando with H2O Waterpark

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, (2,046 reviews)
"Clean hotel with yummy breakfast varieties and great location"
United States
Ramon Noel
The price is CA $150
CA $169 total
includes taxes & fees
May 26 - May 27
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
18 km from Countryside
8.6 out of 10, Excellent, (4,068 reviews)
"Great place to stay at. Very clean and very nice rooms."
United States
Aiden and Karla
The price is CA $122
CA $173 total
includes taxes & fees
May 11 - May 12
Vacation Village Orlando, Celebration

Universal's Stella Nova Resort

Universal's Stella Nova Resort
3.0 star property
27.5 km from Countryside
9.2 out of 10, Wonderful, (762 reviews)
"Great stay would recommend "
United States
Jamaar
The price is CA $216
CA $243 total
includes taxes & fees
May 20 - May 21
Universal's Stella Nova Resort

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
26.8 km from Countryside
8.0 out of 10, Very good, (9,800 reviews)
"A great stay with kids! "
United States
Kim
The price is CA $225
CA $329 total
includes taxes & fees
May 21 - May 22
The Grove Resort & Water Park Orlando

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
27 km from Countryside
8.4 out of 10, Very good, (6,376 reviews)
"excellent place to stay!"
United States
sharese
The price is CA $133
CA $196 total
includes taxes & fees
May 11 - May 12
Westgate Lakes Resort & Spa Universal Studios Area

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
26.4 km from Countryside
9.0 out of 10, Wonderful, (4,531 reviews)
"Great place to stay."
United States
Francisco
The price is CA $158
CA $179 total
includes taxes & fees
Jun 5 - Jun 6
Rosen Centre Hotel

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
21.9 km from Countryside
9.8 out of 10, Exceptional, (5,867 reviews)
"Great place to stay!"
United States
Michael
The price is CA $209
CA $235 total
includes taxes & fees
Jun 3 - Jun 4
Drury Plaza Hotel Orlando - Disney Springs Area

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, (4,081 reviews)
"Had a wonderful stay!"
United States
Khristi
The price is CA $115
CA $184 total
includes taxes & fees
May 17 - May 18
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Travelodge by Wyndham Orlando Lake Buena Vista South

Travelodge by Wyndham Orlando Lake Buena Vista South
2.0 star property
16.7 km from Countryside
7.2 out of 10, Good, (1,017 reviews)
"Great room for a great price. Clean room and friendly staff. Beds are comfortable. "
United States
Suzette
The price is CA $64
CA $93 total
includes taxes & fees
May 14 - May 15
Travelodge by Wyndham Orlando Lake Buena Vista South

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
17.8 km from Countryside
8.8 out of 10, Excellent, (1,604 reviews)
"We enjoyed our stay and the staff was great. Would stay again due to location. "
Canada
Vanuza Marlene
The price is CA $127
CA $194 total
includes taxes & fees
May 26 - May 27
Meliá Orlando Celebration
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.

Where to stay in Countryside

Find the best Countryside areas and neighborhoods for the activities you enjoy most.

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.

Bellavida

If you're looking for some top things to see and do in Bellavida and surrounding area, you can visit Medieval Times and 192 Flea Market.

Top Countryside Hotel Reviews

Frequently asked questions

When is the best time to go to Countryside?
The best time to visit Countryside, Florida, is typically from late autumn through spring, specifically from November to May, when the weather is most pleasant.

During these months, you'll experience comfortable temperatures, generally ranging from the low 20s to high 20s Celsius, with lower humidity. This makes it ideal for enjoying outdoor activities like golf, exploring the local parks, or spending time at the nearby beaches without the intense heat and humidity of summer. This period also generally sees less rainfall, making for more consistent clear skies.

Families often find March and April particularly appealing due to school holidays, allowing them to enjoy the pleasant weather and local attractions together. The spring months offer a good balance of warmth for beach visits and comfortable conditions for sightseeing.

For couples seeking a quieter escape, November and early December, before the peak holiday crowds, offer a relaxed atmosphere with excellent weather.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Countryside hotel for you.
How can I save on a Countryside hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Countryside hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Countryside hotel?
Hotel prices in Countryside often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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