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, Silver Spurs Arena and Osceola Heritage Park are a couple of sights to visit in the city.

The Best Hotels in Countryside, Kissimmee - 2026 Updated Prices

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Our top choices for Countryside hotels

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

1. Home2 Suites by Hilton Orlando at Flamingo Crossings

26.5 km from Countryside

LISA

Rp1.966.773 total

includes taxes & fees

5 Oct - 6 Oct

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

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

16.7 km from Countryside

Cassandra

Rp1.827.023 total

includes taxes & fees

4 Oct - 5 Oct

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

3. Seasons Florida Resort

15.3 km from Countryside

ED

Rp960.117 total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with a large bed, a smaller bed, a desk, and a chair. There is a decorative item on the bed and a rug on the floor.

4. Palazzo Lakeside Hotel

16.4 km from Countryside

Joel

Rp1.143.273 total

includes taxes & fees

27 Sept - 28 Sept

A living room with patterned chairs, a red sofa, a wooden coffee table, and a decorative wall piece.

5. Quality Inn & Suites Heritage Park

15.3 km from Countryside

Adrian

Rp1.233.011 total

includes taxes & fees

26 Oct - 27 Oct

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

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

26.6 km from Countryside

Nigel

Rp1.792.539 total

includes taxes & fees

13 Oct - 14 Oct

A modern indoor patio with a fire pit table, seating, a bar area, and large windows.

7. SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

23.2 km from Countryside

Adela

Rp1.631.411 total

includes taxes & fees

30 Sept - 1 Oct

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

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

17.2 km from Countryside

Shamyr

Rp1.467.509 total

includes taxes & fees

14 Oct - 15 Oct

A swimming pool with people in the water, including a person in a green and red inflatable ring.

9. Buena Vista Suites Orlando

19.3 km from Countryside

Laura

Rp2.730.208 total

includes taxes & fees

4 Oct - 5 Oct

A multi-story hotel with a swimming pool, parking, and a landscaped area.

10. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

23.2 km from Countryside

Ashley

Rp1.591.128 total

includes taxes & fees

27 Sept - 28 Sept

A reception desk area with a neon sign reading "TRYP Orlando" and a modern wooden ceiling.

11. TRYP by Wyndham Orlando

23.5 km from Countryside

Regina

Rp1.794.552 total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

12. Radisson Hotel Orlando Lake Buena Vista South

16.5 km from Countryside

Dustin

Rp1.283.345 total

includes taxes & fees

4 Oct - 5 Oct

A modern living room with a large flat-screen TV, a white sofa, and a coffee table.

13. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

16.6 km from Countryside

Mirtha

Rp1.401.895 total

includes taxes & fees

29 Sept - 30 Sept

A conference room with a long table, red chairs, a whiteboard, and a projector screen displaying 'SPOT HOTEL ORLANDO'.

14. SPOT X Hotel Orlando/Intl Dr by The Red Collection

22.7 km from Countryside

Aaliyah

Rp1.409.680 total

includes taxes & fees

26 Oct - 27 Oct

A spacious lobby with a red sofa, round tables, and a chandelier.

15. Orlando Palms Hotel

28.8 km from Countryside

Guivanna

Rp962.785 total

includes taxes & fees

26 Oct - 27 Oct

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

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

26.5 km from Countryside

Elizabeth

Rp2.215.497 total

includes taxes & fees

26 Oct - 27 Oct

A spacious lobby with a central reception desk, two escalators, and a high ceiling with large chandeliers.

17. Florida Hotel & Conference Center in the Florida Mall

29.5 km from Countryside

marcelo

Rp4.481.257 total

includes taxes & fees

28 Sept - 29 Sept

A Holiday Inn hotel with a registration area, multiple floors, and a well-lit entrance.

18. Holiday Inn Orlando International Dr-ICON by IHG

28.7 km from Countryside

Kenny

Rp1.738.829 total

includes taxes & fees

26 Oct - 27 Oct

A pool area with lounge chairs, a fire pit, and palm trees.

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

26.3 km from Countryside

Amanjot

Rp1.722.044 total

includes taxes & fees

29 Sept - 30 Sept

A multi-story hotel with a swimming pool, outdoor seating, and a landscaped area.

20. Holiday Inn Express & Suites Orlando at SeaWorld by IHG

24.9 km from Countryside

Fernanda

Rp1.591.130 total

includes taxes & fees

30 Sept - 1 Oct

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Where to stay in Countryside

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

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

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.

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

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!.

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

Orange Lake

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

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

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.

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