Photo by Lakeland Convention and Visitors Bureau

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Top Romantic Lakeland - Winter Haven Hotels

Disney/Family/Golfers -4bd/3b Southern Dunes Golf View Villa with Pool/Hot tub!

Haines City FL

24 min drive from LEGOLAND® Florida

Make beautiful memories on a trip to this romantic villa, where you'll find a garden and a hot tub. You're sure to appreciate onsite facilities like the outdoor ...

TOP RATED SCANDINAVIAN LUXURY VILLA - Exclusive with Private Pool & Golf View

Haines City FL

24 min drive from LEGOLAND® Florida

Enjoy a stay at this romantic villa, featuring a garden and a terrace for couples to enjoy.

10/10 Exceptional! (99 reviews)

A great place to stay! The house was plenty of room, it was in a great location, and it was clean upon arrival! Would definitely stay here again!

Reviewed on Jan 19, 2026

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

329 E Main St Lakeland FL

43 min drive from LEGOLAND® Florida

If a romantic getaway is the plan, you're sure to love the luxury bedding and restaurant at this boutique hotel. You'll also appreciate the terrace, bar, historic ...

9.2/10 Wonderful! (397 reviews)

I was happy until at 12:30 am I was awakened by loud music screaming from people below o windows. I called the front desk and asked for security and was told there is no security and then I said call the police. She said she called the police but no one showed up. This went on for over 30 minutes. ...

Reviewed on Mar 29, 2026

See all 45,050 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.