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Highland City Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Highland City holiday rentals

Living area

1. Beautiful 1-bedroom apartment with AC in fabulous Lakeland

Beautiful 1-bedroom apartment with AC in fabulous Lakeland
Lakeland
10.0 out of 10, Exceptional, (5 reviews)
"This was very convenient for our visit to SEU. It’s one of the better ones we’ve stayed in around the campus. Thank you for a comfortable stay. "
United States
Rawne P.
The price is AU$218
includes taxes & fees
3 Nov - 4 Nov
Beautiful 1-bedroom apartment with AC in fabulous Lakeland
A residential driveway leading to a garage with a white garage door, surrounded by lush greenery and trees.

2. Private Studio Suite

Private Studio Suite
Lakeland
9.6 out of 10, Exceptional, (20 reviews)
"Excellent stay. Would definitely book again."
United States
Heather
The price is AU$163
includes taxes & fees
8 Nov - 9 Nov
Private Studio Suite
A modern kitchen with stainless steel appliances, a microwave, and a refrigerator.

3. Studio Signature

Studio Signature
Lakeland
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful apartment in a quiet neighborhood, close to my event. Exceptionally clean, comfortable bed, everything I could have possibly needed in the kitchen. Easy check in and out. Highly recommend and I will be booking this property in the future."
United States
Juanita
The price is AU$238
includes taxes & fees
7 Nov - 8 Nov
Studio Signature
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

4. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
The price is AU$325
includes taxes & fees
12 Nov - 13 Nov
BlockHaven near Legoland & Disney
A modern living room with a TV, bookshelves, a dining area with chairs and a table, and a kitchen with a microwave.

5. Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
9.0 out of 10, Wonderful, (80 reviews)
"very nice place"
United States
Benjamin P.
The price is AU$192
includes taxes & fees
5 Nov - 6 Nov
Charming Suite In The Heart Of Lakeland
A compact living space with a kitchenette, a sofa, and a dining area.

6. Cozy studio by beautiful Lake Morton and close to downtown Lakeland.

Cozy studio by beautiful Lake Morton and close to downtown Lakeland.
South Lake Morton
10.0 out of 10, Exceptional, (4 reviews)
"Such a cozy and comfortable place. Would definelty stay again. Price was great and communication was easy."
United States
Stacy S.
The price is AU$194
includes taxes & fees
21 Nov - 22 Nov
Cozy studio by beautiful Lake Morton and close to downtown Lakeland.
A house with a grey door, two exterior wall-mounted lights, and a stone baseboard.

7. Charming 1-bedroom apartment in wonderful Lakeland with AC

Charming 1-bedroom apartment in wonderful Lakeland with AC
Edgewood
9.4 out of 10, Exceptional, (10 reviews)
"Very clean, nice kitchenette area, comfy bed"
United States
amanda
The price is AU$138
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom apartment in wonderful Lakeland with AC
A compact kitchen with white cabinets, a stainless steel refrigerator, a coffee bar, and a tiled backsplash.

8. Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland

Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
Lakeland
9.8 out of 10, Exceptional, (6 reviews)
"Very friendly host."
United States
Sarah V.
The price is AU$243
includes taxes & fees
6 Nov - 7 Nov
Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
A hotel room with a bed, a sofa, a bedside table, a mirror, and a window with curtains.

9. Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler

Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
Lakeland Highlands
10.0 out of 10, Exceptional, (29 reviews)
"This spot was great for what I needed. I will definitely visit again."
United States
Casey W.
The price is AU$220
includes taxes & fees
3 Nov - 4 Nov
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
A compact, well-lit room with a kitchenette, a bed, and a small seating area.

10. Suite Escape in Family friendly area

Suite Escape in Family friendly area
Lakeland
9.4 out of 10, Exceptional, (3 reviews)
"Great property for a weekend trip. Perfect for two people and a dog. The neighborhood was quiet and relaxing, making it easy to unwind. Would definitely stay again."
United States
Heather D.
The price is AU$267
includes taxes & fees
3 Nov - 4 Nov
Suite Escape in Family friendly area
Dining

11. Studio petite

Studio petite
South Lake Morton
9.6 out of 10, Exceptional, (40 reviews)
"Room was clean and met our needs. Not really lakefront, a little small but worked well for what we needed. "
United States
Steven J.
The price is AU$265
includes taxes & fees
6 Nov - 7 Nov
Studio petite
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

12. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
United States
Jake D.
The price is AU$290
includes taxes & fees
3 Nov - 4 Nov
The Russell Lake House
A kitchen with wooden cabinets, a white stove, a microwave, a refrigerator, and a sink.

13. Hidden Ruby-Apartment with Kitchen and Laundry

Hidden Ruby-Apartment with Kitchen and Laundry
Cleveland Heights
9.8 out of 10, Exceptional, (7 reviews)
"The place was excellent and the host was very friendly."
United States
Jim J.
The price is AU$210
includes taxes & fees
17 Nov - 18 Nov
Hidden Ruby-Apartment with Kitchen and Laundry
A covered outdoor patio area with brick walls, potted plants, and a white fence in the background.

14. Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland

Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland
Lakeland
9.6 out of 10, Exceptional, (5 reviews)
"Very clean charming place for a quick weekend trip."
United States
Valerie R.
The price is AU$221
includes taxes & fees
4 Nov - 5 Nov
Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland
A modern hotel room with a bed, a desk, a chair, and a sofa.

15. Cozy studio in enjoyable Lakeland with AC, WiFi

Cozy studio in enjoyable Lakeland with AC, WiFi
Lakeland Highlands
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay. It was very clean and large enough. Nice and quiet, away from the main roads. Plenty of good restaurants close by,"
United States
Brett L.
The price is AU$223
includes taxes & fees
26 Nov - 27 Nov
Cozy studio in enjoyable Lakeland with AC, WiFi
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a microwave.

16. Relaxing Wilson Tiny house

Relaxing Wilson Tiny house
Lakeland
10.0 out of 10, Exceptional, (13 reviews)
"Very cute place, would stay again. "
United States
DeAnna H.
The price is AU$152
includes taxes & fees
3 Nov - 4 Nov
Relaxing Wilson Tiny house
A bedroom with a bed, a desk, a chair, a nightstand, a lamp, a painting, a kitchen area, and a door.

17. PRIVATE GETAWAY

PRIVATE GETAWAY
South Lake Morton
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed the stay and would return"
United States
Bart
The price is AU$358
includes taxes & fees
1 Dec - 2 Dec
PRIVATE GETAWAY
A hotel room with a bed, a framed picture on the wall, and a view of the outside.

18. King Bed|Non smoking

King Bed|Non smoking
Bartow FL
10.0 out of 10, Exceptional, (120 reviews)
"Location is key when you're busy exploring, it was easy getting back after sightseeing all day!"
United States
Anonymous traveller
The price is AU$174
includes taxes & fees
3 Nov - 4 Nov
King Bed|Non smoking
A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

19. Blue Door House " Grande Studio"

Blue Door House " Grande Studio"
Cleveland Heights
8.6 out of 10, Excellent, (8 reviews)
"Very comfortable, great location (close to most things), quiet neighborhood."
United States
Anonymous traveller
The price is AU$344
includes taxes & fees
3 Nov - 4 Nov
Blue Door House " Grande Studio"
A swimming pool with a fence, lounge chairs, and a palm tree.

20. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
The price is AU$104
includes taxes & fees
11 Nov - 12 Nov
Lake Ida Beach Resort
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

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

10/10 Excellent
"The pool it's amazing warm water"
Fermin 1-night trip
Posted 5 hours ago
Staybridge Suites Winter Haven Auburndale by IHG

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$104 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?

Great quiet and comfortable, South Central Lakeland location.: This holiday home rental outside of Highland City is located on a lake, and offers an outdoor pool, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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.