Highland City Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Highland City holiday rentals

Desk, laptop workspace, free WiFi
Elita Inn

Aparthotel in Dundee

Elita Inn
3.0 star property
10.0 out of 10, Exceptional, (4)
"Yes this is an awesome place and especially clen we loved it "
United States
Bryson
The price is S$108
includes taxes & fees
23 Dec - 24 Dec
Elita Inn
Outdoor pool, pool umbrellas, pool loungers
Lake Ida Beach Resort

Cottage in Winter Haven

Lake Ida Beach Resort
3.0 star property
7.2 out of 10, Good, (187)
"We have stayed here several times. "
United States
Martha
The price is S$123
includes taxes & fees
15 Jan - 16 Jan, 2026
Lake Ida Beach Resort
Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Cottage in Winter Haven

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is S$565
includes taxes & fees
27 Dec - 28 Dec
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
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.
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Top Highland City Hotel Reviews

Hampton Inn by Hilton Plant City

Hampton Inn by Hilton Plant City

10/10 Excellent
"The room was neat and clean, and the staff was friendly and efficient"
Marc 1-night trip
Posted 1 day ago
Hampton Inn by Hilton Plant City

Frequently asked questions

Can I find a holiday rental in Highland City?

Yes, we offer holiday rentals where you'll be just 11.5 mi (18.5 km) from LEGOLAND® Florida, providing a more remote option if you want a quiet place to stay.

What are some of the best holiday rentals that Highland City has to offer?

Charming Room Rentals in Southern Lakeland: Central & Cozy: This holiday home rental outside of Highland City comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Highland City?

Explore the area and family-friendly sights such as LEGOLAND® Florida, or get out into nature at a spot like The Circle B Bar Reserve. The Club at Eaglebrooke and Bartow Mall are a couple of places you'll find in the wider area.

What’s a holiday rental in Highland City like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Highland City. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family gatherings.