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Highland City Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Highland City holiday rentals

A residential driveway leading to a garage with a white garage door, surrounded by lush greenery and trees.

1. 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 NZ$215
includes taxes & fees
21 Oct - 22 Oct
Private Studio Suite
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

2. 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 NZ$413
includes taxes & fees
12 Nov - 13 Nov
BlockHaven near Legoland & Disney
A hotel room with a bed, a sofa, a bedside table, a mirror, and a window with curtains.

3. 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, (28 reviews)
"This spot was great for what I needed. I will definitely visit again."
United States
Casey W.
The price is NZ$286
includes taxes & fees
20 Oct - 21 Oct
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
A modern kitchen with stainless steel appliances, a microwave, and a refrigerator.

4. Studio Signature

Studio Signature
Lakeland
10.0 out of 10, Exceptional, (13 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 NZ$308
includes taxes & fees
20 Oct - 21 Oct
Studio Signature
Living area

5. 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, (3 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 NZ$283
includes taxes & fees
20 Oct - 21 Oct
Beautiful 1-bedroom apartment with AC in fabulous Lakeland
A house with a grey door, two exterior wall-mounted lights, and a stone baseboard.

6. 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 NZ$184
includes taxes & fees
20 Oct - 21 Oct
Charming 1-bedroom apartment in wonderful Lakeland with AC
A kitchen with wooden cabinets, a white refrigerator, a stove, and a sink.

7. Hidden Emerald-Apartment with Kitchen and Laundry

Hidden Emerald-Apartment with Kitchen and Laundry
Cleveland Heights
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay. Very quiet and had everything needed for a stay, while still being close to stores and restaurants. Clean and convenient. Host was responsive, helpful and polite. Would definitely stay there again!"
United States
Sandra M.
The price is NZ$271
includes taxes & fees
20 Oct - 21 Oct
Hidden Emerald-Apartment with Kitchen and Laundry
A modern living room with a TV, bookshelves, a dining area with chairs and a table, and a kitchen with a microwave.

8. Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
8.8 out of 10, Excellent, (80 reviews)
"very nice place"
United States
Benjamin P.
The price is NZ$262
includes taxes & fees
16 Nov - 17 Nov
Charming Suite In The Heart Of Lakeland
A reception area with a check-in counter, two red chairs, and a tiled floor.

9. 2 Full Beds|Non-Smoking

2 Full Beds|Non-Smoking
Bartow FL
10.0 out of 10, Exceptional, (266 reviews)
"Great stay in Bartow."
United States
Anonymous traveller
The price is NZ$179
includes taxes & fees
20 Oct - 21 Oct
2 Full Beds|Non-Smoking
A compact kitchen with white cabinets, a stainless steel refrigerator, a coffee bar, and a tiled backsplash.

10. 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 NZ$315
includes taxes & fees
20 Oct - 21 Oct
Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
A compact, well-lit room with a kitchenette, a bed, and a small seating area.

11. 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 NZ$343
includes taxes & fees
1 Nov - 2 Nov
Suite Escape in Family friendly area
A hotel room with a bed, a framed picture on the wall, and a view of the outside.

12. 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 NZ$232
includes taxes & fees
20 Oct - 21 Oct
King Bed|Non smoking
A dining table with two black chairs, a framed picture, and white plates and glasses on top.

13. Studio petite

Studio petite
South Lake Morton
9.6 out of 10, Exceptional, (39 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 NZ$297
includes taxes & fees
20 Oct - 21 Oct
Studio petite
A hotel room with a bed, a TV, a desk, a chair, and a mirror.

14. 2 Full Bed|non smoking

2 Full Bed|non smoking
Bartow FL
10.0 out of 10, Exceptional, (93 reviews)
"Great spot if you're just passing through Bartow or need somewhere simple to stay overnight."
United States
Anonymous traveller
The price is NZ$232
includes taxes & fees
20 Oct - 21 Oct
2 Full Bed|non smoking
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

15. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (24 reviews)
"Nice place!"
United States
Jake D.
The price is NZ$367
includes taxes & fees
20 Oct - 21 Oct
The Russell Lake House
A kitchen with white cabinets, a black dining table, and a vase with flowers.

16. 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 NZ$371
includes taxes & fees
20 Oct - 21 Oct
PRIVATE GETAWAY
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a microwave.

17. 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 NZ$201
includes taxes & fees
20 Oct - 21 Oct
Relaxing Wilson Tiny house
A living room with a sofa, a kitchen area with a counter and chairs, and a TV mounted on the wall.

18. RED DOOR HOUSE!

RED DOOR HOUSE!
South Lake Morton
9.6 out of 10, Exceptional, (68 reviews)
"Conveniently located and clean"
United States
Rachel
The price is NZ$428
includes taxes & fees
26 Oct - 27 Oct
RED DOOR HOUSE!
A neatly arranged bedroom with a bed, bedside tables, a ceiling fan, and a large mirror.

19. Modern 4-Bedroom Pool House w/ King Beds– 5 Minutes from Downtown!

Modern 4-Bedroom Pool House w/ King Beds– 5 Minutes from Downtown!
Lakeland
10.0 out of 10, Exceptional, (15 reviews)
"We lived our stay and the host was fantastic to work with. "
United States
Melissa B.
The price is NZ$578
includes taxes & fees
25 Oct - 26 Oct
Modern 4-Bedroom Pool House w/ King Beds– 5 Minutes from Downtown!
A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

20. 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 NZ$437
includes taxes & fees
22 Oct - 23 Oct
Blue Door House " Grande Studio"
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

Comfort Inn & Suites Lakeland North I-4

Comfort Inn & Suites Lakeland North I-4

8/10 Good
"Fit our budget Free parking, Breakfast included Close to restaurants"
Tommy 2-night trip
Posted 2 hours ago
Comfort Inn & Suites Lakeland North I-4

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 favorite 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 depends 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 NZ$111 per night. Entering your travel dates in the search wizard you might find 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.