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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Highland City holiday rentals

Outdoor pool, pool umbrellas, pool loungers

Cottage in Winter Haven

Lake Ida Beach Resort
3.0 star property
7.2 out of 10, Good, (190 reviews)
"We have stayed here several times. "
United States
Martha
The price is 2.070.906 ₫
2.319.415 ₫ total
includes taxes & fees
13 Mar - 14 Mar
Lake Ida Beach Resort
Lobby

Aparthotel in Dundee

Elita Inn
3.0 star property
7.6 out of 10, Good, (26 reviews)
"Very nice accommadations..friendly staff"
United States
lance
The price is 2.097.120 ₫
2.348.775 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Elita Inn
House (3 Bedrooms) | Interior

Cottage in Lakeland

Explore & Relax: Chic & Cozy Retreat in Lakeland!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"We had a great time. The house was beautiful. Decor was beautiful and bedding comforting. I sleep so good. The house was family friendly and plenty of rooms. "
United States
Debra
The price is 4.115.598 ₫
10.718.118 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Explore & Relax: Chic & Cozy Retreat in Lakeland!
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors

Holiday Home in Winter Haven

BlockHaven near Legoland & Disney
3.5 star property
10.0 out of 10, Exceptional, (2 reviews)
"House was great, perfect central location. Very quiet neighborhood nice farm outside peaceful back yard seating area. "
United States
Wade
The price is 2.116.780 ₫
7.156.421 ₫ total
includes taxes & fees
11 Mar - 12 Mar
BlockHaven near Legoland & Disney
Exterior detail

Holiday Home in South Lake Morton

Charming 2-bedroom Home Lakeland
2.5 star property
Charming 2-bedroom Home Lakeland
House (2 Bedrooms) | Interior

Cottage in Lakeland

Home w/ Private Yard < 2 Mi to Hollis Garden!
3.0 star property
The price is 2.988.396 ₫
7.659.993 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Home w/ Private Yard < 2 Mi to Hollis Garden!
House (3 Bedrooms) | Interior

Cottage in Winter Haven

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"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 4.482.594 ₫
11.488.548 ₫ total
includes taxes & fees
28 Mar - 29 Mar
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
House (2 Bedrooms) | Interior

Cottage in Dixieland

Dog-friendly Yard! Walkable Dixieland District Gem
2.0 star property
The price is 2.723.656 ₫
7.359.371 ₫ total
includes taxes & fees
25 Mar - 26 Mar
Dog-friendly Yard! Walkable Dixieland District Gem
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

Comfort Inn & Suites Lakeland North I-4

Comfort Inn & Suites Lakeland North I-4

10/10 Excellent
"The hotel was fine, but what made the real difference was the employees. Every single one was polite and friendly. Starting at the front desk at the moment of arrrival to the housekeeping staff that I encountered in the hallways. They all went out of their way to say hello, how are you, how is your day and have a nice day. There was not a single time I walked past the front desk, that I was not greeted with a hello and a smile and if headed out the door a 'have a nice day". I would advice you to make sure you always employ those type of people, it makes all the difference."
Dianne 4-night trip
Posted 1 hour ago
Comfort Inn & Suites Lakeland North I-4

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’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. Sanlan Bird and Wildlife Sanctuary and The Club at Eaglebrooke 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.