Winter Haven Vacations from ￥132,970
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Winter Haven Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Rodeway Inn
Price was ￥142,122, price is now ￥132,970 per person
￥132,970
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
8.2/10 Very Good! (141 reviews)
Clean newly remodeled rooms with a nice outdoor pool and easy access to major highways.
Reviewed on Oct 12, 2025
Staybridge Suites Winter Haven Auburndale by IHG
Price was ￥183,061, price is now ￥157,109 per person
￥157,109
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
9.8/10 Exceptional! (558 reviews)
Loved it! The room was super clean, spacious, quiet and I felt safe. I will definitely stay at this place again!
Reviewed on Oct 13, 2025
Find the Best Winter Haven Vacation Packages
Winter Haven Hotel Deals
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is ￥13,184 per night from Oct 19 to Oct 20
￥13,184
￥14,765 total
Oct 19 - Oct 20
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Clean and comfortable"
Reviewed on Oct 12, 2025
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
The price is ￥20,411 per night from Oct 19 to Oct 20
￥20,411
￥22,860 total
Oct 19 - Oct 20
includes taxes & fees
9.6/10 Exceptional! (592 reviews)
"Superb!!! As always!"
Reviewed on Oct 9, 2025
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is ￥25,551 per night from Oct 21 to Oct 22
￥25,551
￥35,549 total
Oct 21 - Oct 22
includes taxes & fees
7.8/10 Good! (8,643 reviews)
"Excellent"
Reviewed on Oct 13, 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 Winter Haven
LEGOLAND® Florida
Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.
What to do in Winter Haven
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
