Search Apartment Rentals in Highland City

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Highland City Apartments

Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
Relax in a serene hot tub surrounded by a wooden deck and trees.

Hot Tub & Fire Pit: Lakefront Home on Lake Eloise

10.0 out of 10, Exceptional, (22)
"House was amazing! Property amazing! All the comforts and a gorgeous sunset each evening!"
Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
Studio 3 !
Enjoy cooking in this well-equipped kitchen with a microwave, stainless steel range hood, and black stovetop.

Studio 3 !

9.6 out of 10, Exceptional, (18)
"I stayed here 2 weeks ago, great place! I loved the feeling of it, I felt at home, super clean and cozy! Will definitely return in the future."
The price is CA $90
CA $251 total
includes taxes & fees
Aug 6 - Aug 7
Studio 3 !
The Exclusive Tatman Evergreen Suite
Stunning facade with a central entrance, glass door, and small porch area.

The Exclusive Tatman Evergreen Suite

10.0 out of 10, Exceptional, (11)
"Cute little place, clean nice"
The price is CA $86
CA $123 total
includes taxes & fees
Aug 11 - Aug 12
The Exclusive Tatman Evergreen Suite
Vintage Love Studio
Comfortable retreat with a neatly made bed, desk, and wall-mounted TV.

Vintage Love Studio

9.4 out of 10, Exceptional, (20)
"Loved this quaint and tastefully chic get away! It was very accessible to the surrounding areas where we had events going on. We could tell there was a lot of care put into the small, but perfect space for a couple nights. It was spotless and comfortable and had a wonderful spacious shower which was nice to come home to. We will definitely stay again if in the area and highly recommend!"
Vintage Love Studio
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
Modern kitchen with stainless steel appliances, granite countertop, and elegant cabinetry.

Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven

The price is CA $117
CA $200 total
includes taxes & fees
Aug 5 - Aug 6
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
Cozy In-Law Suite in South Lakeland
Enjoy a backyard with a lush garden, featuring a variety of plants and a palm tree, and a barbecue grill for outdoor cooking.

Cozy In-Law Suite in South Lakeland

10.0 out of 10, Exceptional, (21)
"I loved this apartment! Clean and comfortable and privacy was very good. Host was so accommodating to our every need. This is going to be my home away from home. Thank you Natacha"
Cozy In-Law Suite in South Lakeland
Private Entrance 1 Bd 1.5 Bath Guest Suite in Cypress Gardens near Legoland
Enjoy a compact room with a kitchenette, dining area, and cozy seating space.

Private Entrance 1 Bd 1.5 Bath Guest Suite in Cypress Gardens near Legoland

2.0 star property
10.0 out of 10, Exceptional, (12)
"This place was great!!!! It had everything we needed☺️"
Private Entrance 1 Bd 1.5 Bath Guest Suite in Cypress Gardens near Legoland
Tiny Paradise
1 bedroom, iron/ironing board, WiFi, bed sheets

Tiny Paradise

9.4 out of 10, Exceptional, (8)
"I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay."
The price is CA $117
CA $205 total
includes taxes & fees
Aug 5 - Aug 6
Tiny Paradise
Cozy retreat for a relaxing getaway
Enjoy cooking in this well-equipped kitchen with a microwave, coffee maker, and ample counter space.

Cozy retreat for a relaxing getaway

5.0 out of 10, (7)
"clean and comfortable "
Cozy retreat for a relaxing getaway
Cozy studio with AC and WiFi in lovely Mulberry
Enjoy meals in this stylish dining area with a glass table and comfortable chairs.

Cozy studio with AC and WiFi in lovely Mulberry

10.0 out of 10, Exceptional, (3)
"Very clean, quiet, comfortable. Host Dunia sincerely cares about her guests and I'll definitely stay again!"
The price is CA $93
CA $209 total
includes taxes & fees
Aug 5 - Aug 6
Cozy studio with AC and WiFi in lovely Mulberry
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
Escape to a serene oasis surrounded by lush gardens and a tranquil body of water.

2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.

10.0 out of 10, Exceptional, (12)
"Really nice and clean. "
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
Charming Suite In The Heart Of Lakeland
Classic hotel room with a large bed, bedside tables, and a kitchenette.

Charming Suite In The Heart Of Lakeland

9.2 out of 10, Wonderful, (61)
"This was a great place to stay. Owners were very flexible with a late check in. They have pretty much everything you need in the room and know how to welcome guests. This will definitely be a return rental if we’re back in Lakeland."
The price is CA $83
CA $205 total
includes taxes & fees
Aug 6 - Aug 7
Charming Suite In The Heart Of Lakeland
A comfortable 1bed 1 bath apartment located in a quit community.
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and sink.

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

9.4 out of 10, Exceptional, (21)
"In town for Sun n Fun Fly-in. Apartment was clean, short commute from the airport, and very reasonably priced."
A comfortable 1bed 1 bath apartment located in a quit community.
Adorable Guesthouse off of Lake Hollingsworth
Enjoy cooking in this well-equipped kitchen with a microwave, stove, and sink, and plan your next adventure with the large wall map.

Adorable Guesthouse off of Lake Hollingsworth

10.0 out of 10, Exceptional, (26)
"Great location and nice unit. Highly recommend!"
Adorable Guesthouse off of Lake Hollingsworth
Studio Apartment in Winter Haven, FL
Interior

Studio Apartment in Winter Haven, FL

9.4 out of 10, Exceptional, (8)
"very good place"
Studio Apartment in Winter Haven, FL
Get A Private One Bed Room Apartment At A Great Price.
Kitchen area with refrigerator, microwave, and coffee maker, complemented by a white cabinet with decorative handles and shelves.

Get A Private One Bed Room Apartment At A Great Price.

9.6 out of 10, Exceptional, (63)
"This is a great place for couples to stay. It is small but plenty of space for two and it is set up very well. We will definitely try to stay here again when we are in the area."
Get A Private One Bed Room Apartment At A Great Price.
Cozy Haven Apartment
Compact kitchen with modern design, featuring a refrigerator, microwave, and sink with a tiled backsplash.

Cozy Haven Apartment

9.8 out of 10, Exceptional, (6)
"Cozy little apartment with everything you need. I enjoyed my stay and will be back."
Cozy Haven Apartment
Historic Romance Studio B
Enjoy cooking in this well-equipped kitchen with an oven, induction cooktop, and microwave.

Historic Romance Studio B

9.8 out of 10, Exceptional, (9)
"Everything was amazing! Highly recommend staying here! "
Historic Romance Studio B
Two bedrooms Home Duplex in Historic Downtown lakeland
Compact kitchen area with an oven, microwave, and sink.

Two bedrooms Home Duplex in Historic Downtown lakeland

8.6 out of 10, Excellent, (14)
"quiet neighborhood- house was nice"
The price is CA $124
CA $328 total
includes taxes & fees
Aug 25 - Aug 26
Two bedrooms Home Duplex in Historic Downtown lakeland
Confidently Clean, Quint & Cozy Apartment
Enjoy cooking in this fully equipped kitchen with a microwave, dishwasher, and sink.

Confidently Clean, Quint & Cozy Apartment

9.8 out of 10, Exceptional, (44)
"Great place and location"
Confidently Clean, Quint & Cozy Apartment
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Highland City Hotel Reviews

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

10/10 Excellent
"Great location if you plan to go to Legoland/Peppa Pig park. It was very clean and breakfast was great"
Anelis 1-night trip
Posted 10 hours ago
Best Western Plus Winter Haven Inn & Suites