
Lakeland - Winter Haven Vacations from ¥258,889
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The Latest Lakeland - Winter Haven Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Hibiscus Suites - Gateway to Siesta Key
per person
Aug 21 - Aug 27
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Tampa (TPA)
8.6/10 Excellent! (2,137 reviews)
Adorable property!! A block away from the bridge to cross over to Siesta Key beach. 7-Eleven 4 minutes away to get ice, beach necessities. Didn't use the pool, but there is parking in front of the rooms. The room itself very comfortable, full kitchen you can cook and it has all items needed to make and serve a meal, full size fridge, good hvac unit to cool the room. Sleeper couch in living room and queen size bed. Super cozy, cute and very comfortable. Would love to return next time we are visiting Siesta Key.
Reviewed on Jun 23, 2025


The Westin Sarasota
Central Sarasota
per person
Aug 21 - Aug 27
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Tampa (TPA)
9/10 Wonderful! (1,013 reviews)
From the valet team to María and Valeria at the front desk, and the rooftop bartenders — amazing service all around! It’s a perfect spot to relax and enjoy a bit of a party. Breakfast with Richard and drinks with Jack at the rooftop were a highlight. This is a great place to unwind and soak in the Sarasota weather. I’d love to come back and stay longer next time.
Reviewed on Jul 6, 2025
Where to stay in Lakeland - Winter Haven
Find the best Lakeland - Winter Haven areas and neighborhoods for the activities you enjoy most. Learn more about Lakeland - Winter Haven

Downtown Lakeland
2 out of top 10 points of interest in this area
4.5/5(101 area reviews)
If you're spending some time in Downtown Lakeland, Polk Theatre and RP Funding Center are top sights worth seeing.
Find the Best Lakeland - Winter Haven Vacation Packages
Lakeland - Winter Haven 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 ¥24,415 per night from Jul 7 to Jul 8
¥24,415
¥33,969 total
Jul 7 - Jul 8
includes taxes & fees
7.8/10 Good! (8,022 reviews)
"Clean and water park"
Reviewed on Jul 6, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is ¥17,069 per night from Jul 9 to Jul 10
¥17,069
¥25,559 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (2,112 reviews)
"It was superb!"
Reviewed on Jul 1, 2025

Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is ¥19,660 per night from Aug 6 to Aug 7
¥19,660
¥29,530 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (3,419 reviews)
"The resort has nice pools/parking/rooms, clean resort. Nearby activities were great. service needs some improvement. On several occasions I had to go get items from front desk that should have been provided by room service, for example shower caps, sugar, coffee. I requested these items be delivered ..."
Reviewed on Jul 6, 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 Lakeland - Winter Haven

LEGOLAND® Florida
4.5/5(1,082 reviews)
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.

Bok Tower Gardens
4.5/5(64 reviews)
Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
What to do in Lakeland - Winter Haven
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