Countryside Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Our guide on where to stay in Countryside

Find the best Countryside areas and neighborhoods for the activities you enjoy most. Learn more about Countryside
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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!.

Find hotels in Windsor Hills

Our pick of the best Countryside Hotel Deals

Marriott's Grande Vista
Marriott's Grande Vista
4 out of 5
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 20 July to 21 July
NZ$192
20 July - 21 July
includes taxes & fees
8.8/10 Excellent! (2,545 reviews)
"It was a beautiful and great stay. They had various pools provided great room service and where very attentive towards any questions."

Reviewed on 26 Jun. 2025

Marriott's Grande Vista
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4 out of 5
8800 Vistana Centre Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 28 July to 29 July
NZ$217
28 July - 29 July
includes taxes & fees
9.2/10 Wonderful! (3,122 reviews)
"Perfect for a family!"

Reviewed on 27 Jun. 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn at Pointe Orlando
Rosen Inn at Pointe Orlando
3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is NZ$195 per night from 10 July to 11 July
NZ$195
10 July - 11 July
includes taxes & fees
8.4/10 Very Good! (4,562 reviews)
Very family friendly
"I wasn’t sure about the room, facilities overall were well kept but the door had a gap at the corner. It was on the 6th floor so above the noise barrier, the road noise was bad but other guests were very quiet. Super friendly place and comfortable and clean."

Reviewed on 27 Jun. 2025

Rosen Inn at Pointe Orlando
See all 50,606 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.

Frequently asked questions

How much does a Countryside holiday package cost?
Our Countryside packages, which begin from just , are the perfect way to save. Choose your favourite flights, hotels and rental cars to create a custom-built escape.
How do I get a cheap travel package to Countryside?
Combining your flight and hotel with Expedia won't just save valuable time --- it'll save you a pretty penny too. A Countryside holiday package makes it simple to organise the ideal trip. With more than 550 airlines across the world to pick from, finding flights that suit your busy schedule won't be a challenge. In addition to that, we've got over 1 000 000 hotel options globally to choose from. Now that's choice! Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Countryside?
Book a hotel nice and close to ChampionsGate Golf Club, one of this neighbourhood's most popular attractions. It's the ideal spot if you're looking to capture some great travel photos.
How far in advance should I book my Countryside holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to 12 months in advance. This is typically the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Countryside sometimes become available in the weeks leading up to departure.
What does an Expedia Countryside travel package include?
Flights, hotels and car rentals --- we connect you to the best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it simple to customize an amazing Countryside trip.
What should I know before booking a Countryside travel package?
When you book your flights, hotels and car rentals together, you'll be rewarded with great discounts. Whether you're organising an outdoor getaway in a chalet or prefer to stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Countryside Expedia holiday package?
Yes --- that's the beauty of an Expedia holiday package. You're in control. We have more than 550 airline partners across the globe, so you have options galore when arranging your Countryside escape.
If I'm not able to travel, can I cancel my Countryside holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Countryside holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Countryside

Kissimmee Lakefront Park

Kissimmee Lakefront Park

Kissimmee Lakefront Park is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the entertainment choices in this family-friendly area.

Kissimmee Lakefront Park

Orange Lake Golf

Enjoy a round of golf in Four Corners at Orange Lake Golf. Amble around this family-friendly area's lakeside or experience its entertainment choices.

Orange Lake Golf

Shingle Creek Regional Park

Explore the lovely green spaces of Shingle Creek Regional Park and enjoy the golf courses in Kissimmee. Stroll along the lakeside or experience the entertainment choices in this family-friendly area.

Shingle Creek Regional Park

Activities

Old Town Kissimmee: Attraction and Meal Combo Offers

Old Town Kissimmee: Attraction & Food/Drink Voucher

NZ$25
per adult
80% of travellers recommend
Old Town Kissimmee: Attraction & Food/Drink Voucher
Florida: 90 Minute Everglades Cruise

Florida: 90 Minute Everglades Cruise

NZ$83
per adult
100% of travellers recommend
Florida: 90 Minute Everglades Cruise
16 miles Private Helicopter Day Tour over Fun Spot

16 miles Private Helicopter Day Tour over Fun Spot

NZ$108
per adult
92% of travellers recommend
16 miles Private Helicopter Day Tour over Fun Spot
See all activities in Kissimmee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.