Countryside Vacations from $333
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The Latest Countryside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Price was $771, price is now $333 per person
$333
per person
Feb 2 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
The room was perfect, the pools were nice and the spa and bar were excellent. The staff was friendly and responsive to requests.
Reviewed on Dec 13, 2025
Palazzo Lakeside Hotel
Price was $1,420, price is now $463 per person
$463
per person
Feb 15 - Feb 21
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
I never leave reviews, but this place deserves one. It was so clean and employees were so nice. Breakfast was good and a breeze, and lasted all the way til 930 which most places do not do. I’ll definitely be staying here again next time.
Reviewed on Dec 11, 2025
Residence Inn by Marriott Daytona Beach Oceanfront
Price was $1,423, price is now $542 per person
$542
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.
Reviewed on Nov 30, 2025
Westgate Blue Tree Resort in Lake Buena Vista
Price was $950, price is now $422 per person
$422
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Great friendly service - pristine rooms
Definitely coming back here
Reviewed on Dec 8, 2025
Westgate Town Center Resort
Price was $1,005, price is now $451 per person
$451
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
La habitacion muy buena y limpia expaciosa recomendaria cambiar ollas y sartenes estan muy viejos y quemados
Reviewed on Dec 4, 2025
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
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Dec 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
7.4/10 Good! (6,229 reviews)
Great location friendly staff
Reviewed on Dec 9, 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $125 total per night from Jan 4 to Jan 5
$125 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2/10 Wonderful! (4,074 reviews)
Staff was very helpful
Reviewed on Dec 11, 2025
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $75 total per night from Dec 17 to Dec 18
$75 total
Dec 17 - Dec 18
Total with taxes and fees
8.4/10 Very Good! (5,387 reviews)
Cleanliness and amenitiea
Reviewed on Dec 12, 2025
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.
Discover the most popular places to visit in Countryside
Old Town
4.5/5(2,047 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
4/5(17 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
4/5(12 reviews)
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
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
90% of travellers recommend
Universal Orlando Resort Express Passes
$202
per traveler
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.