Lakeland - Winter Haven Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
Photo by Lakeland Convention and Visitors Bureau
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Romantic Lakeland - Winter Haven Hotels
Disney/Family/Golfers -4bd/3b Southern Dunes Golf View Villa with Pool/Hot tub!
Haines City
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 ...
9.6/10 Exceptional! (104 reviews)
"Excellent place to stay. Very clean, owners are very responsive. It was a fantastic spot."
Reviewed on Jul 17, 2025
☀️ UNIQUE SCANDINAVIAN LUXURY VILLA ☀️ Exclusive with Private Pool & Golf View
Haines City
Enjoy a stay at this romantic villa, featuring a garden and a terrace for couples to enjoy.
9.8/10 Exceptional! (85 reviews)
Nice Villa
"Low key area with nice golf course. Gated community with restaurants and a walmart closeby. I would ask to have the pool heated “covered “next time. We would stay here again if going back to Florida."
Reviewed on Mar 24, 2025
The Terrace Hotel Lakeland, Tapestry Collection by Hilton
329 E Main St, Lakeland, FL
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 ...
9/10 Wonderful! (306 reviews)
"Hidden gem"
Reviewed on Jul 20, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.