Highland City Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Highland City vacation rentals

Outdoor pool, pool umbrellas, sun loungers

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (190 reviews)
"We have stayed here several times. "
United States
Martha
The price is NT$2,503
NT$2,803 total
includes taxes & fees
Mar 13 - Mar 14
Lake Ida Beach Resort
Lobby

Elita Inn

Elita Inn
3.0 star property
Dundee
7.6 out of 10, Good, (26 reviews)
"Very nice accommadations..friendly staff"
United States
lance
The price is NT$2,534
NT$2,839 total
includes taxes & fees
Apr 6 - Apr 7
Elita Inn
House (3 Bedrooms) | Interior

Explore & Relax: Chic & Cozy Retreat in Lakeland!

Explore & Relax: Chic & Cozy Retreat in Lakeland!
3.0 star property
Lakeland
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 NT$4,974
NT$12,953 total
includes taxes & fees
Apr 1 - Apr 2
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

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
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 NT$2,558
NT$8,649 total
includes taxes & fees
Mar 11 - Mar 12
BlockHaven near Legoland & Disney
Exterior detail

Charming 2-bedroom Home Lakeland

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

Home w/ Private Yard < 2 Mi to Hollis Garden!

Home w/ Private Yard < 2 Mi to Hollis Garden!
3.0 star property
Lakeland
The price is NT$3,612
NT$9,258 total
includes taxes & fees
Mar 15 - Mar 16
Home w/ Private Yard < 2 Mi to Hollis Garden!
House (3 Bedrooms) | Interior

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
Winter Haven
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 NT$5,417
NT$13,885 total
includes taxes & fees
Mar 28 - Mar 29
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
House (2 Bedrooms) | Interior

Dog-friendly Yard! Walkable Dixieland District Gem

Dog-friendly Yard! Walkable Dixieland District Gem
2.0 star property
Dixieland
The price is NT$3,105
NT$8,690 total
includes taxes & fees
Mar 29 - Mar 30
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland City Hotel Reviews

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

10/10 Excellent
"We enjoyed our stay."
Diane 1-night trip
Posted 4 hours ago
Best Western Plus Winter Haven Inn & Suites 

Find out more about Highland City

Search for holiday rentals in Highland City on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland City using one of the methods below:

  • View our selection of featured holiday rentals in Highland City
  • Use the map to find apartments and other holiday homes in the Highland City neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland City while they last

Look no further and take a look at our great range of rental properties in Highland City!

Frequently asked questions

Can I find a vacation rental in Highland City?

Yes, we have vacation rentals where you'll be just 11.5 mi (18.5 km) from LEGOLAND® Florida, offering you a more secluded 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 larger area.

What’s a vacation rental in Highland City like?

Vacation rentals are private properties you can book for a long or short time in Highland City. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.