Lakeland - Winter Haven Romantic Holidays 2026

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

Stay at this golf holiday home in Haines City. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Southern Dunes Golf and Country Club ...

9.6/10 Exceptional! (113 reviews)

"Easy to find and check in. Handy for supermarket and places to eat. About a 40-60 minute drive to main disney area. Lovely quiet street and had everything we needed to stay there. Xx"

Reviewed on 10 Aug 2026

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

Haines City FL

24 min drive from LEGOLAND® Florida

Stay at this golf villa in Haines City. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Southern Dunes Golf and Country Club and Lake ...

10/10 Exceptional! (103 reviews)

"The Villa is set within a lovely community with Wallmart within walking distance. There are also plenty of places to eat locally as well. Waking up and having a cuppa tea looking onto the golf course was a highlight in morning ( before the kids woke up ) The kids enjoyed the pool and a TV in each ..."

Reviewed on 10 Aug 2026

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

329 E Main St Lakeland FL

43 min drive from LEGOLAND® Florida

Stay at this historic hotel in Lakeland. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff in their reviews. ...

9.2/10 Wonderful! (454 reviews)

"Worthless it"

Reviewed on 16 Aug 2026

See all 44,984 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.