Highland City Vacation Rentals

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Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Highland City vacation rentals

Lobby
Elita Inn

Aparthotel in Dundee

Elita Inn
3.0 star property
10.0 out of 10, Exceptional, (5)
"Yes this is an awesome place and especially clen we loved it "
United States
Bryson
The price is ￥11,241
￥12,590 total
includes taxes & fees
Dec 25 - Dec 26
Elita Inn
Miscellaneous
Charming Room Rentals in Southern Lakeland: Central & Cozy

Vacation Home in Lakeland

Charming Room Rentals in Southern Lakeland: Central & Cozy
2.0 star property
9.4 out of 10, Exceptional, (9)
"Is very clean very quiet and The property was very pretty"
United States
MichaelMustang
The price is ￥10,304
￥20,283 total
includes taxes & fees
Dec 25 - Dec 26
Charming Room Rentals in Southern Lakeland: Central & Cozy
Outdoor pool, pool umbrellas, sun 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 ￥13,270
￥14,863 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Lake Ida Beach Resort
House (3 Bedrooms) | 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 ￥26,697
￥68,422 total
includes taxes & fees
Dec 28 - Dec 29
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors
BlockHaven near Legoland & Disney

Vacation Home in Winter Haven

BlockHaven near Legoland & Disney
3.5 star property
The price is ￥14,575
￥44,825 total
includes taxes & fees
Jan 3 - Jan 4, 2026
BlockHaven near Legoland & Disney
House | 2 bedrooms, Internet
NEW Lakeland Landing Cute Bungalow by Downtown

Vacation Home in Dixieland

NEW Lakeland Landing Cute Bungalow by Downtown
2.0 star property
NEW Lakeland Landing Cute Bungalow by Downtown
House (2 Bedrooms) | Interior
2BR Dog-friendly w/ Yard, Screened Porch, & Grill

Cottage in Dixieland

2BR Dog-friendly w/ Yard, Screened Porch, & Grill
2.0 star property
The price is ￥15,300
￥42,822 total
includes taxes & fees
Dec 27 - Dec 28
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.
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Top Highland City Hotel Reviews

La Quinta Inn & Suites by Wyndham Lakeland West

La Quinta Inn & Suites by Wyndham Lakeland West

10/10 Excellent
"Was a Great stay . 😎"
LeRoy 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Lakeland West

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.