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Highland City Vacation Rentals

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Our top choices for Highland City vacation rentals

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 CA $119
CA $213 total
includes taxes & fees
Nov 8 - Nov 9
Beautiful 1-bedroom apartment with AC in fabulous Lakeland

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 CA $57
CA $159 total
includes taxes & fees
Nov 8 - Nov 9
Private Studio Suite

3. Studio Signature

Studio Signature
Lakeland
10.0 out of 10, Exceptional, (16 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 CA $94
CA $232 total
includes taxes & fees
Nov 7 - Nov 8
Studio Signature

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 CA $57
CA $320 total
includes taxes & fees
Nov 12 - Nov 13
BlockHaven near Legoland & Disney

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 CA $76
CA $188 total
includes taxes & fees
Nov 5 - Nov 6
Charming Suite In The Heart Of Lakeland

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 CA $112
CA $189 total
includes taxes & fees
Nov 22 - Nov 23
Cozy studio by beautiful Lake Morton and close to downtown Lakeland.

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 CA $91
CA $134 total
includes taxes & fees
Nov 10 - Nov 11
Charming 1-bedroom apartment in wonderful Lakeland with AC

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 CA $113
CA $239 total
includes taxes & fees
Nov 8 - Nov 9
Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland

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 CA $107
CA $215 total
includes taxes & fees
Nov 8 - Nov 9
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler

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 CA $140
CA $261 total
includes taxes & fees
Nov 30 - Dec 1
Suite Escape in Family friendly area

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 CA $84
CA $235 total
includes taxes & fees
Nov 7 - Nov 8
Studio petite

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 CA $94
CA $282 total
includes taxes & fees
Nov 7 - Nov 8
The Russell Lake House

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 CA $78
CA $198 total
includes taxes & fees
Nov 17 - Nov 18
Hidden Ruby-Apartment with Kitchen and Laundry

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 CA $115
CA $215 total
includes taxes & fees
Nov 23 - Nov 24
Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland

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 CA $119
CA $228 total
includes taxes & fees
Nov 26 - Nov 27
Cozy studio in enjoyable Lakeland with AC, WiFi

16. Relaxing Wilson Tiny house

Relaxing Wilson Tiny house
Lakeland
10.0 out of 10, Exceptional, (14 reviews)
"Very cute place, would stay again. "
United States
DeAnna H.
The price is CA $82
CA $148 total
includes taxes & fees
Nov 8 - Nov 9
Relaxing Wilson Tiny house

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 CA $112
CA $352 total
includes taxes & fees
Dec 5 - Dec 6
PRIVATE GETAWAY

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 CA $149
CA $183 total
includes taxes & fees
Nov 7 - Nov 8
King Bed|Non smoking

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 CA $112
CA $336 total
includes taxes & fees
Nov 5 - Nov 6
Blue Door House " Grande Studio"

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 CA $93
CA $104 total
includes taxes & fees
Nov 12 - Nov 13
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

Find out more about Highland City

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Highland City. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Great quiet and comfortable, South Central Lakeland location.: This vacation 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 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.