
Winter Haven Vacations from ¥130,305
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.

Holiday Inn Express St. Petersburg North (I-275) by IHG
Lealman
Price was ¥163,907, price is now ¥130,305 per person
¥130,305
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
8.6/10 Excellent! (1,003 reviews)
Everything is excellent!
Reviewed on Nov 28, 2025

The Hotel Zamora
Price was ¥239,192, price is now ¥169,022 per person
¥169,022
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
8.6/10 Excellent! (203 reviews)
Love this boutique hotel we have stayed here before it’s right across from the beach, beautiful rooms, lots of natural light, clean quiet on the intercoastal. Friendly staff.
Reviewed on Nov 18, 2025

The Beachcomber
Price was ¥209,180, price is now ¥152,868 per person
¥152,868
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Tampa (TPA)
8/10 Very Good! (1,005 reviews)
Great to see them open again after last year’s hurricanes. All the staff were wonderful and the room was perfect. And of course, it’s THE place for beach bands!
Reviewed on Nov 11, 2025

Find the Best Winter Haven Vacation Packages
Winter Haven Hotel Deals

Home2 Suites By Hilton Winter Haven
6015 Cypress Gardens Blvd Winter Haven FL
Fully refundableReserve now, pay when you stay
The price is ¥22,365 per night from Dec 7 to Dec 8
¥22,365
¥25,049 total
Dec 7 - Dec 8
includes taxes & fees
9.4/10 Exceptional! (241 reviews)
Very spacious room and clean hotel. Only issue was the water temp in shower/tub didn’t stay constant and got so hot I had to get out.
Reviewed on Nov 23, 2025

Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
Fully refundable
The price is ¥23,739 per night from Dec 21 to Dec 22
¥23,739
¥26,588 total
Dec 21 - Dec 22
includes taxes & fees
9.6/10 Exceptional! (655 reviews)
Room was clean and very roomy. Quiet and very friendly staff.
Reviewed on Nov 26, 2025

Legoland Florida Hotel
1 Legoland Way Winter Haven FL
The price is ¥38,181 per night from Dec 2 to Dec 3
¥38,181
¥48,890 total
Dec 2 - Dec 3
includes taxes & fees
9/10 Wonderful! (47 reviews)
Staff was great. Very accommodating.
Reviewed on Nov 24, 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.


