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! (388 reviews)

Very comfortable, clea

Reviewed on Mar 4, 2026

See all 45,177 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.