Countryside Hotels, Kissimmee

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Countryside hotels

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
26.8 km from Countryside
9.4 out of 10, Exceptional, (4,785 reviews)
"Great golf resort , great food "
United States
David
The price is NZ$211
includes taxes & fees
27 May - 28 May
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, (4,774 reviews)
"Great stay"
United States
La Shaunn
The price is NZ$179
includes taxes & fees
25 May - 26 May
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
28.8 km from Countryside
7.8 out of 10, Good, (2,808 reviews)
"Fantastic hotel at a fantastic price and location"
United States
Issac
The price is NZ$139
includes taxes & fees
26 May - 27 May
Orlando Palms Hotel

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, (5,515 reviews)
"Perfectly situated and amazing stay"
United States
sifen
The price is NZ$188
includes taxes & fees
10 June - 11 June
Home2 Suites by Hilton Orlando at Flamingo Crossings

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
29.5 km from Countryside
9.2 out of 10, Wonderful, (1,354 reviews)
"Always a great stay."
United States
bryan
The price is NZ$420
includes taxes & fees
22 May - 23 May
Florida Hotel & Conference Center in the Florida Mall

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, (2,052 reviews)
"The breakfast was great, our room was clean and it is close to everything. "
United States
Heather
The price is NZ$212
includes taxes & fees
8 June - 9 June
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
16.4 km from Countryside
8.2 out of 10, Very good, (5,144 reviews)
"Great stay!"
Canada
Rodney
The price is NZ$112
includes taxes & fees
20 May - 21 May
Palazzo Lakeside Hotel

Holiday Inn Orlando International Dr-ICON by IHG

Holiday Inn Orlando International Dr-ICON by IHG
3.0 star property
28.7 km from Countryside
9.0 out of 10, Wonderful, (2,935 reviews)
"Amazing stay!"
United States
Sasha
The price is NZ$188
includes taxes & fees
17 May - 18 May
Holiday Inn Orlando International Dr-ICON by IHG

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
16.7 km from Countryside
9.4 out of 10, Exceptional, (1,398 reviews)
"Great stay!!"
United States
Rebecca
The price is NZ$191
includes taxes & fees
12 June - 13 June
Embassy Suites by Hilton Orlando Lake Buena Vista South

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, (2,424 reviews)
"Great place to stay"
United States
ALTON
The price is NZ$235
includes taxes & fees
14 June - 15 June
Homewood Suites by Hilton Orlando at Flamingo Crossings

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
19.3 km from Countryside
9.2 out of 10, Wonderful, (5,027 reviews)
"Definitely recommend for family vacation!"
United States
Zhamilya
The price is NZ$380
includes taxes & fees
26 May - 27 May
Caribe Royale Orlando

Club Sevilla

Club Sevilla
2.0 star property
14.4 km from Countryside
9.0 out of 10, Wonderful, (1,029 reviews)
"Stay was pleasant"
United States
Yajaira
The price is NZ$101
includes taxes & fees
17 May - 18 May
Club Sevilla

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, (2,232 reviews)
"Amazing place to stay "
United States
Mirian
The price is NZ$168
includes taxes & fees
18 May - 19 May
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Alhambra Villas

Alhambra Villas
3.0 star property
4.7 km from Countryside
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay"
United States
kendall
The price is NZ$158
includes taxes & fees
27 May - 28 May
Alhambra Villas

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
15.3 km from Countryside
9.0 out of 10, Wonderful, (3,560 reviews)
"Room was clean, quiet, staff was super nice, would stay again "
United States
Meghan
The price is NZ$116
includes taxes & fees
20 May - 21 May
Seasons Florida Resort

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, (4,029 reviews)
"The breakfast and pool was great"
United States
Emmanuelle
The price is NZ$129
includes taxes & fees
18 May - 19 May
Kompose Boutique Resort at Theme Parks

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, (4,089 reviews)
"Awesome hotel!"
United States
Armando
The price is NZ$231
includes taxes & fees
17 May - 18 May
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
20.4 km from Countryside
8.2 out of 10, Very good, (1,928 reviews)
"Great place to visit!"
United States
Michael Anthony
The price is NZ$223
includes taxes & fees
17 May - 18 May
Westgate Vacation Villas Resort

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
26.4 km from Countryside
8.4 out of 10, Very good, (1,344 reviews)
"You’re able to use the 5 pools at surrounding hotels, good breakfast, clean property "
United States
Amanda
The price is NZ$182
includes taxes & fees
17 May - 18 May
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

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, (5,862 reviews)
"Great place to stay!"
United States
Michael
The price is NZ$295
includes taxes & fees
2 June - 3 June
Drury Plaza Hotel Orlando - Disney Springs Area
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.

Our guide on where to stay in Countryside

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

Reunion

The top golf courses and fun-filled water parks 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

While there might not be top attractions in Windsor Hills, you can explore the larger area and discover places like Mystic Dunes Golf Club and Island H2O Live!.

Orange Lake

If you're spending some time in Orange Lake, Walt Disney World® Resort and Orange Lake Golf are top sights worth seeing.

Lake Berkley

While Lake Berkley may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Medieval Times and Give Kids the World Village.

Bellavida

Bellavida might not have many top sights, but Medieval Times and 192 Flea Market are two attractions nearby that you can check out.

Top Countryside Hotel Reviews

Frequently asked questions

What's it like in Countryside?
You'll be sure to have fun exploring Kissimmee's Countryside neighbourhood.
If I need to cancel my hotel reservation in Countryside, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get top deals in Countryside.
What is there to do in this Kissimmee neighbourhood?
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, Osceola County Clerk of the Court and Silver Spurs Arena are a couple of sights to visit in the city.

Explore a world of travel with Expedia