Highland City Holiday Rentals

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Holiday Rentals in Highland City

Lake Ida Beach Resort

3.0 star property
Winter Haven
7.4 out of 10, Good, (185)
"This room served my needs well. I enjoyed the full kitchen and bathtub."
United States
Rafael
The price is AU$130
includes taxes & fees
24 Nov - 25 Nov
Lake Ida Beach Resort

The Lake Alfred Citrus Wood Guest Cabin

Lake Alfred
9.6 out of 10, Exceptional, (32)
"Great place!"
United States
Michael A.
The price is AU$189
includes taxes & fees
23 Nov - 24 Nov
The Lake Alfred Citrus Wood Guest Cabin

Midway between Disney and the Gulf beaches

Polk City
10.0 out of 10, Exceptional, (60)
"Nice place to stay on our trip"
United States
John M.
The price is AU$294
includes taxes & fees
23 Nov - 24 Nov
Midway between Disney and the Gulf beaches

Green Roof House!

Lake Hollingsworth
10.0 out of 10, Exceptional, (13)
"Great house, super cozy and comfortable. Our family loved it. "
United States
Tracy
The price is AU$500
includes taxes & fees
30 Nov - 1 Dec
Green Roof House!

Charming Room Rentals in Southern Lakeland: Central & Cozy

2.0 star property
Lakeland
9.4 out of 10, Exceptional, (9)
"Is very clean very quiet and The property was very pretty"
United States
MichaelMustang
Charming Room Rentals in Southern Lakeland: Central & Cozy

Great quiet and comfortable, South Central Lakeland location.

Lake Hollingsworth
9.8 out of 10, Exceptional, (169)
"The property is awesome, great location and very quiet. Will stay there again. "
United States
Fred
The price is AU$166
includes taxes & fees
30 Nov - 1 Dec
Great quiet and comfortable, South Central Lakeland location.

3/2 Luxury Spanish Villa - Pool - Pet Friendly

Lakeshore
9.8 out of 10, Exceptional, (25)
"place is ideal for our family. great kitchen, pool, convenient location. host was responsive. will return in future"
United States
Karl P.
3/2 Luxury Spanish Villa - Pool - Pet Friendly

Lake Front: Charming 3-bedroom house with WiFi and AC in wonderful Winter Haven

Winter Haven
9.6 out of 10, Exceptional, (4)
"Nice, peaceful place right on the lake. Would rent it again. "
United States
Erikka H.
Lake Front: Charming 3-bedroom house with WiFi and AC in wonderful Winter Haven

The Russell Lake House

Winter Haven
9.0 out of 10, Wonderful, (2)
"Backyard Condo and Shared property lot. Nice veiw, with access to a backyard pool. Parking across the street next to the garbage. "
United States
Zachary
The Russell Lake House

Comfortable Room Rentals Outlets & Kingsky Academy

2.0 star property
Lakeland
8.6 out of 10, Excellent, (9)
"Excellent room and outstanding communication from the owners! Will definitely come back here!"
United States
Larry
Comfortable Room Rentals Outlets & Kingsky Academy

A comfortable 1bed 1 bath apartment located in a quit community.

Lakeland
9.4 out of 10, Exceptional, (22)
"We had a great time. I would recommend it to anyone. Very clean and conveniently located."
United States
Dana G.
A comfortable 1bed 1 bath apartment located in a quit community.

Luxury StayComfy at WinterHeaven

Winter Haven
8.4 out of 10, Very good, (18)
"It was amazing. The beds felt and slept so good. It was just perfect. "
United States
Linda P.
Luxury StayComfy at WinterHeaven

One Bedroom one bath bungalow in the Lake Morton Historic District on Success.

South Lake Morton
10.0 out of 10, Exceptional, (26)
"We had a great stay. The place was cozy and inviting. We would stay here again. "
United States
Tricia B.
One Bedroom one bath bungalow in the Lake Morton Historic District on Success.

Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.

2.0 star property
Lake Alfred
8.2 out of 10, Very good, (17)
"Very nice & peaceful "
United States
Kilean S.
The price is AU$272
includes taxes & fees
4 Dec - 5 Dec
Cozy house in peaceful Lake Alfred with AC, WiFi very secluded.

Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand

Eagle Lake
8.8 out of 10, Excellent, (103)
"Nice home"
United States
Daneil C.
Amazing Lakefront Views! 4/4, Pool, Diving Board, Spa, Pool Table, near LegoLand

*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*

winter have
9.0 out of 10, Wonderful, (35)
"The property was amazing, a very cozy tiny home that was beautifully stocked and furnished. 20/10 would stay again! "
United States
Ezra H.
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*

Historic District cottage near it all with dog-friendly yard & screened porch

Dixieland
9.8 out of 10, Exceptional, (28)
"Loved everything about this place"
United States
Jason S.
The price is AU$431
includes taxes & fees
28 Nov - 29 Nov
Historic District cottage near it all with dog-friendly yard & screened porch

Cheerful New Construction Home

Winter Haven
8.8 out of 10, Excellent, (36)
"Spacious property to stay while visiting LegoLand…👍👍"
United States
Michael O.
The price is AU$684
includes taxes & fees
24 Nov - 25 Nov
Cheerful New Construction Home

Villa Bonita. Southern Dunes 4 star golf course. Disney and Legoland area.

Haines City
9.6 out of 10, Exceptional, (163)
"We have just had a wonderful two weeks staying here. The villa had everything you need for a great holiday. From booking to leaving the whole process and communication has been faultless. We would love to stay again. Thank you so much! "
United Kingdom
Rachael B.
Villa Bonita. Southern Dunes 4 star golf course. Disney and Legoland area.

GORGEOUS Pool Home Central Location! Family and Pet friendly!

Cleveland Heights
10.0 out of 10, Exceptional, (3)
"Great location. Very clean. Responsive host. Great for people flying in because it was very well stocked. Pool and sitting area was very relaxing! "
United States
kate f.
GORGEOUS Pool Home Central Location! Family and Pet friendly!
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

Find out more about Highland City

Everything you need to know about Highland City holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland City holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland City holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Highland City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland City. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland City holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland City holiday rentals we have selected for you start as low as AU$130 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Highland City rentals

At Expedia, we put the best Highland City holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Highland City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland City holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that Highland City has to offer?

Charming Room Rentals in Southern Lakeland: Central & Cozy: This holiday home rental outside of Highland City comes with free WiFi so that you can feel at home during your trip. This holiday 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. The Club at Eaglebrooke and Mary Holland Park 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.