Highland City Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

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, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is P4,537
P5,082 total
includes taxes & fees
Apr 26 - Apr 27
Lake Ida Beach Resort
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 P10,283
P26,356 total
includes taxes & fees
Apr 26 - Apr 27
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Lobby

Elita Inn

Elita Inn
3.0 star property
Dundee
7.4 out of 10, Good, (29 reviews)
"Very nice accommadations..friendly staff"
United States
lance
The price is P4,840
P5,420 total
includes taxes & fees
May 24 - May 25
Elita Inn
Exterior detail

Charming 2-bedroom Home Lakeland

Charming 2-bedroom Home Lakeland
2.5 star property
South Lake Morton
The price is P5,682
P22,828 total
includes taxes & fees
Apr 27 - Apr 28
Charming 2-bedroom Home Lakeland
Living area

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"Great location. Great communication with host. "
United States
Reid
The price is P3,599
P15,075 total
includes taxes & fees
May 1 - May 2
BlockHaven near Legoland & Disney
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 P14,821
P31,941 total
includes taxes & fees
Apr 28 - Apr 29
Explore & Relax: Chic & Cozy Retreat in Lakeland!
Interior

Dog-friendly Yard! Walkable Dixieland District Gem

Dog-friendly Yard! Walkable Dixieland District Gem
2.0 star property
Dixieland
The price is P6,291
P17,000 total
includes taxes & fees
May 11 - May 12
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

La Quinta Inn & Suites by Wyndham Lakeland West

La Quinta Inn & Suites by Wyndham Lakeland West

10/10 Excellent
"This was a good location and easy to find. Even though the hotel is old is clean and maintained. I do think it’s probably a good time for paint job and some new furniture and locks."
Deven 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Lakeland West

Find out more about Highland City

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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.