Countryside Vacation Packages
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Top Holiday Package Deals in Countryside
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $1,854, price is now CA $796 per person
CA $796
per person
Jun 26 - Jul 3
found 21 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
Very nice. Rooms clean. Very friendly staff.
Reviewed on Apr 16, 2026
Westgate Vacation Villas Resort
Price was CA $1,264, price is now CA $631 per person
CA $631
per person
May 22 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8/10 Very Good! (1,836 reviews)
The property was clean the staff were amazing the only problem for me was the size of the rooms and the dual washer and dryer. I would most definitely visit again but with a upgrade
Reviewed on Apr 15, 2026
Westgate Town Center Resort
Price was CA $1,286, price is now CA $683 per person
CA $683
per person
Jun 26 - Jul 3
found 21 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
We just recently stayed on the property. Staff were fabulous but the room that was provided to us was quite dated. The property itself was clean but staff was not cleaning tables at the small amenities like the ice cream shop or counters. Over all 3.5/4
Reviewed on Apr 15, 2026
Westgate Cocoa Beach Resort
Price was CA $3,342, price is now CA $1,916 per person
CA $1,916
per person
May 19 - May 26
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (534 reviews)
Walls are thin and you hear everything. Parking can be difficult if you’re in the front buildings. Beach is behind the 700 building. Nice pool and several sitting areas. Water pressure is excellent. Beds are comfortable. Tiki bar has slow service only 1 person working. Room is basically clean but still some sand on the floors. I’d stay again.
Reviewed on Apr 11, 2026
Where to stay in Countryside
Find the best Countryside areas and neighborhoods for the activities you enjoy most. Learn more about Countryside
Campbell
Travelers like the sporting events in Campbell, and Shingle Creek Regional Park is a top attraction you might want to visit.
Countryside Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Apr 19 to Apr 20
CA $246
CA $352 total
Apr 19 - Apr 20
includes taxes & fees
8/10 Very Good! (9,546 reviews)
We were just there for a night, but the apartment was great, very comfortable, big rooms. We are already planning to go back and enjoy the water park for a few days.
Reviewed on Apr 16, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from May 6 to May 7
CA $212
CA $238 total
May 6 - May 7
includes taxes & fees
9.2/10 Wonderful! (5,190 reviews)
Yes. They having everything for you to cook and also place for all ages, really highly recommended, very happy.
Reviewed on Apr 16, 2026
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Apr 29 to Apr 30
CA $132
CA $149 total
Apr 29 - Apr 30
includes taxes & fees
8.6/10 Excellent! (6,330 reviews)
The windows are so thin you can hear everything happening outside even people walking by. The door locking mechanism was so loose. The family didn’t feel safe even with the safety latch engaged. The prices from the snack shop are more than the airport or a luxury hotel in New York City. But I feel ...
Reviewed on Apr 15, 2026
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
Discover the most popular places to visit in Countryside
Old Town
4/5(273 reviews)
Enjoy the excitement at Old Town and see why people love this theme park in Kissimmee. Check out the shops and top-notch restaurants in this family-friendly area.
Mystic Dunes Golf Club
2.5/5(2 reviews)
Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.
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.
Things to do
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $282
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $37
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.