Lakeland - Winter Haven Beach Vacations 2026

Photo by Lakeland Convention and Visitors Bureau

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Top Beach Lakeland - Winter Haven Hotels

Fairfield Inn & Suites by Marriott Lakeland Plant City

4307 Sterling Commerce Dr Plant City FL

59 min drive from LEGOLAND® Florida

Book a stay at this business-friendly hotel in Plant City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

8.8/10 Excellent! (684 reviews)

"Nice"

Reviewed on 2026/10/9

Lake Roy Beach Inn

1823 Cypress Gardens Blvd Winter Haven FL

20 min walk from LEGOLAND® Florida

Book a stay at this beach hotel in Winter Haven. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...

7/10 Good! (1,000 reviews)

"Older hotel"

Reviewed on 2026/10/5

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Winter Haven FL

7 min drive from LEGOLAND® Florida

Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...

7.4/10 Good! (1,000 reviews)

"I chose this because it did get high ratings but that was not true. The room smelled so so musky, did not smell clean. There were spiders in the tub and the corners of the room. The fridge did not work. I told them about it but they did not change it out. I will not be staying there again."

Reviewed on 2026/10/9

See all 45,381 properties in Lakeland - Winter Haven

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.