Top Countryside Hotels

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Our top choices for Countryside hotels

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

1. Drury Plaza Hotel Orlando - Disney Springs Area

21.9 km from Countryside

Brianne

₩246,003 total

includes taxes & fees

Oct 14 - Oct 15

An aerial view of a resort with a winding pool, sun loungers, and palm trees.

2. Hilton Orlando Buena Vista Palace - Disney Springs® Area

21.8 km from Countryside

Stephanie

₩334,185 total

includes taxes & fees

Oct 5 - Oct 6

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

16.7 km from Countryside

Cassandra

₩138,185 total

includes taxes & fees

Oct 18 - Oct 19

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

4. Wyndham Grand Orlando Resort Bonnet Creek

20.3 km from Countryside

Carlos

₩253,709 total

includes taxes & fees

Oct 29 - Oct 30

A pool area with multiple pools, lounge chairs, and a dining setup.

5. Hilton Orlando Lake Buena Vista - Disney Springs® Area

21.3 km from Countryside

Amy

₩299,294 total

includes taxes & fees

Oct 1 - Oct 2

6. Hyatt Regency Grand Cypress

22.7 km from Countryside

Giovanni

₩322,485 total

includes taxes & fees

Oct 28 - Oct 29

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

7. Kompose Boutique Resort at Theme Parks

20.5 km from Countryside

RAJA

₩127,472 total

includes taxes & fees

Sep 30 - Oct 1

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

8. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

26.5 km from Countryside

Elizabeth

₩167,565 total

includes taxes & fees

Oct 26 - Oct 27

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

26.5 km from Countryside

Roderic

₩161,137 total

includes taxes & fees

Oct 19 - Oct 20

A hotel with a large pool, palm trees, and a waterfall feature.

10. Caribe Royale Orlando, WorldHotels Elite

19.4 km from Countryside

Brittany

₩345,802 total

includes taxes & fees

Oct 5 - Oct 6

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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

26.6 km from Countryside

Deidra

₩135,576 total

includes taxes & fees

Oct 27 - Oct 28

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

12. Margaritaville Resort Orlando with H2O Waterpark

22.4 km from Countryside

Mike

₩272,926 total

includes taxes & fees

Oct 5 - Oct 6

A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.

13. Hilton Vacation Club Mystic Dunes Orlando

19.2 km from Countryside

Juan

₩178,892 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with a sofa, a desk with a TV, a bed, and a view of a building with balconies.

14. Holiday Inn & Suites Orlando SW - Celebration Area by IHG

17.2 km from Countryside

Shamyr

₩105,192 total

includes taxes & fees

Oct 21 - Oct 22

A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.

15. Embassy Suites By Hilton Orlando Sunset Walk

22.6 km from Countryside

sambou

₩293,203 total

includes taxes & fees

Oct 26 - Oct 27

A modern waiting area with two black chairs, a small table with a plant, and a large window offering a view of trees and buildings.

16. Travelodge by Wyndham Orlando Lake Buena Vista South

16.7 km from Countryside

Paola

₩84,174 total

includes taxes & fees

Oct 12 - Oct 13

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

17. Vacation Village Orlando, Celebration

18 km from Countryside

Wilbert

₩145,147 total

includes taxes & fees

Oct 29 - Oct 30

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

18. Seasons Florida Resort

15.3 km from Countryside

Antonio

₩64,549 total

includes taxes & fees

Oct 5 - Oct 6

A modern kitchen with a central island, built-in shelves, and a variety of appliances and utensils.

19. AC Hotel by Marriott Orlando Lake Buena Vista

21.9 km from Countryside

Shadae

₩150,810 total

includes taxes & fees

Sep 30 - Oct 1

A hotel with a central entrance, palm trees, and a clear sky.

20. Comfort Suites Maingate East

16.7 km from Countryside

Tiki

₩109,787 total

includes taxes & fees

Oct 19 - Oct 20

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Where to stay in Countryside

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

A golf course with bunkers, water hazards, and a large lake.

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.

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An aerial view of a residential area with numerous houses, roads, and several lakes.

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!.

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A sunset over a marshy landscape with a wooden pier extending into the water.

Orange Lake

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

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A lakeside town with a prominent white building, lush greenery, and a distant city skyline.

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.

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Bellavida

If you're looking for some top things to see and do in Bellavida and surrounding area, you can visit Medieval Times and Give Kids the World Village.

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Top Countryside Hotel Reviews

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Staff was friendly. Easy check in and out. Great breakfast."

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"The room was clean and spacious, I love the staff so friendly and helpful and the breakfast and kick back are a great feature of staying there. I love the pool and outside bar area. The fact that you can walk to Disney Springs is a real bonus. No resort fee is definitely a plus."

Walt Disney World Swan

8/10 Good

"The property, grounds and being close to the WDW parks was why we chose the Swan. We were disappointed that Housekeeping was not consistent in keeping our room clean on a daily basis without a call to the front desk. Staff was helpful when we called and made sure we had what we needed if our room was overlooked."

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent

"Came here to say this hotel was great for my wife and I. The amenities were great. 8 minute drive to magic kingdom. The buffet breakfast was phenomenal! Mini Mickey Mouse head waffles were very good! I will definitely be coming back to this hotel !"

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.

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Our top choices for Countryside hotels

1. Drury Plaza Hotel Orlando - Disney Springs Area

2. Hilton Orlando Buena Vista Palace - Disney Springs® Area

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Wyndham Grand Orlando Resort Bonnet Creek

5. Hilton Orlando Lake Buena Vista - Disney Springs® Area

6. Hyatt Regency Grand Cypress

7. Kompose Boutique Resort at Theme Parks

8. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

10. Caribe Royale Orlando, WorldHotels Elite

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

12. Margaritaville Resort Orlando with H2O Waterpark

13. Hilton Vacation Club Mystic Dunes Orlando

14. Holiday Inn & Suites Orlando SW - Celebration Area by IHG

15. Embassy Suites By Hilton Orlando Sunset Walk

16. Travelodge by Wyndham Orlando Lake Buena Vista South

17. Vacation Village Orlando, Celebration

18. Seasons Florida Resort

19. AC Hotel by Marriott Orlando Lake Buena Vista

20. Comfort Suites Maingate East

Where to stay in Countryside

Reunion

Windsor Hills

Orange Lake

Lake Berkley

Bellavida

Top Countryside Hotel Reviews

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Frequently asked questions

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