Highland City Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Highland City vacation rentals

Lobby
Elita Inn

Elita Inn

Elita Inn
3.0 star property
Dundee
8.8 out of 10, Excellent, (14)
"Very nice accommadations..friendly staff"
United States
lance
The price is P4,441
P4,973 total
includes taxes & fees
Jan 9 - Jan 10
Elita Inn
Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

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)
"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 P10,124
P25,948 total
includes taxes & fees
Jan 10 - Jan 11
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Outdoor pool, pool umbrellas, sun loungers
Lake Ida Beach Resort

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (188)
"We have stayed here several times. "
United States
Martha
The price is P4,452
P4,986 total
includes taxes & fees
Jan 9 - Jan 10
Lake Ida Beach Resort
Interior
2BR Dog-friendly w/ Yard, Screened Porch, & Grill

2BR Dog-friendly w/ Yard, Screened Porch, & Grill

2BR Dog-friendly w/ Yard, Screened Porch, & Grill
2.0 star property
Dixieland
The price is P5,802
P16,240 total
includes taxes & fees
Jan 11 - Jan 12
2BR Dog-friendly w/ Yard, Screened Porch, & Grill
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
"It’s so clean. And breakfast is delicious. "
PILSEOK 2-night trip
Posted 2 days 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 are some of the best vacation rentals that Highland City has to offer?

Charming Room Rentals in Southern Lakeland: Central & Cozy: This vacation home rental outside of Highland City comes with free WiFi so you can feel at home during your trip. This vacation 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. 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.