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Highland City Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Highland City vacation 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
$111 nightly
The price is $121
Oct 11 - Oct 12
Total with taxes and fees
Private Studio Suite
A modern kitchen with stainless steel appliances, a microwave, and a refrigerator.

2. Studio Signature

Studio Signature
Lakeland
10.0 out of 10, Exceptional, (12 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
$158 nightly
The price is $174
Oct 4 - Oct 5
Total with taxes and fees
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.

3. 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
$235 nightly
The price is $263
Oct 4 - Oct 5
Total with taxes and fees
BlockHaven near Legoland & Disney
A house with a grey door, two exterior wall-mounted lights, and a stone baseboard.

4. 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, (9 reviews)
"Very clean, nice kitchenette area, comfy bed"
United States
amanda
$95 nightly
The price is $104
Oct 10 - Oct 11
Total with taxes and fees
Charming 1-bedroom apartment in wonderful Lakeland with AC
A reception area with a check-in counter, two red chairs, and a tiled floor.

5. 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 traveler
$82 nightly
The price is $90
Oct 3 - Oct 4
Total with taxes and fees
2 Full Beds|Non-Smoking
Living area

6. 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.
$145 nightly
The price is $160
Oct 3 - Oct 4
Total with taxes and fees
Beautiful 1-bedroom apartment with AC in fabulous Lakeland
A modern living room with a TV, bookshelves, a dining area with chairs and a table, and a kitchen with a microwave.

7. 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.
$132 nightly
The price is $145
Oct 15 - Oct 16
Total with taxes and fees
Charming Suite In The Heart Of Lakeland
A hotel room with a bed, a framed picture on the wall, and a view of the outside.

8. 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 traveler
$103 nightly
The price is $114
Oct 3 - Oct 4
Total with taxes and fees
King Bed|Non smoking
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, (27 reviews)
"This spot was great for what I needed. I will definitely visit again."
United States
Casey W.
$147 nightly
The price is $162
Oct 4 - Oct 5
Total with taxes and fees
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
A hotel room with a bed, a TV, a desk, a chair, and a mirror.

10. 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 traveler
$103 nightly
The price is $114
Oct 3 - Oct 4
Total with taxes and fees
2 Full Bed|non smoking
A compact kitchen with white cabinets, a stainless steel refrigerator, a coffee bar, and a tiled backsplash.

11. 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.
$161 nightly
The price is $178
Oct 4 - Oct 5
Total with taxes and fees
Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
A kitchen with wooden cabinets, a white refrigerator, a stove, and a sink.

12. 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.
$143 nightly
The price is $158
Oct 27 - Oct 28
Total with taxes and fees
Hidden Emerald-Apartment with Kitchen and Laundry
A covered outdoor patio area with brick walls, potted plants, and a white fence in the background.

13. 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)
"This place was so clean and perfect! Loved it! We would definitely stay here again!"
United States
Timothy S.
$160 nightly
The price is $160
Oct 5 - Oct 6
Total with taxes and fees
Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland
A living room with a sofa, a kitchen area with a counter and chairs, and a TV mounted on the wall.

14. RED DOOR HOUSE!

RED DOOR HOUSE!
South Lake Morton
9.6 out of 10, Exceptional, (67 reviews)
"Conveniently located and clean"
United States
Rachel
$169 nightly
The price is $187
Oct 5 - Oct 6
Total with taxes and fees
RED DOOR HOUSE!
A dining table with two black chairs, a framed picture, and white plates and glasses on top.

15. 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.
$158 nightly
The price is $175
Nov 2 - Nov 3
Total with taxes and fees
Studio petite
A hallway with a white door, a staircase with a black railing, and a bed in the background.

16. 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.
$291 nightly
The price is $322
Oct 5 - Oct 6
Total with taxes and fees
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.

17. 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 traveler
$201 nightly
The price is $222
Oct 6 - Oct 7
Total with taxes and fees
Blue Door House " Grande Studio"
A compact living space with a dining area, kitchenette, and a bed.

18. Studio "Grande"

Studio "Grande"
South Lake Morton
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay. The host was very easy to communicate with and responded in a timely manner. We enjoyed our stay everything was clean and very nice. "
United States
Kaitlyn J.
$197 nightly
The price is $218
Nov 2 - Nov 3
Total with taxes and fees
Studio "Grande"
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a microwave.

19. Relaxing Wilson Tiny house

Relaxing Wilson Tiny house
Lakeland
10.0 out of 10, Exceptional, (12 reviews)
"Very cute place, would stay again. "
United States
DeAnna H.
$104 nightly
The price is $114
Oct 4 - Oct 5
Total with taxes and fees
Relaxing Wilson Tiny house
A kitchen with white cabinets, a black dining table, and a vase with flowers.

20. PRIVATE GETAWAY

PRIVATE GETAWAY
South Lake Morton
9.8 out of 10, Exceptional, (17 reviews)
"Awesome property and host! The location was perfect within walking and driving distance of countless stores and restaurants. We will definitely stay again next time in Lakeland! "
United States
John D.
$192 nightly
The price is $213
Oct 6 - Oct 7
Total with taxes and fees
PRIVATE GETAWAY
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
"I absolutely loved my stay here! The place was super clean, beautiful, and practically looked brand new. Everything was very comfortable and easily accessible, which made the stay even better. The customer service was amazing—everyone was so nice, welcoming, and helpful. I enjoyed it so much that I’m actually staying here again tomorrow! I can definitely say I’ve found one of my new favorite places to stay. Highly recommend! ❤️"
Nataline 1-night trip
Posted less than an hour ago
Staybridge Suites Winter Haven Auburndale by IHG

Find out more about Highland City

Everything you need to know about Highland City vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland City vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland City vacation 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 low season months. For more hustle and bustle, you may prefer to visit Highland City in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highland City rentals

At Expedia, we put the best Highland City vacation 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 vacation.

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 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.