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Vacation Rentals in Highlands County

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Top Cities in Highlands County

Top Vacation Rentals in Highlands County

Lake Grassy Inn & Suites

2.5 star property
Lake Placid
8.4 out of 10, Very Good, (256)
"The room was very clean and had everything we needed for a comfortable visit. One of the highlights was definitely the sunrise—absolutely stunning and worth waking up early for. Overall, a great experience and I would happily stay here again!"
United States
Kristin
$140 nightly
The price is $158
Dec 28 - Dec 29
Total with taxes and fees
Lake Grassy Inn & Suites

Unique Studio Apartment Wifi King Bed Jet Tub Pool C/O

Lake Placid
8.6 out of 10, Excellent, (33)
"August 11-14, 2025,Martin was great. My 3rd stay here. Martin and his wife are delightful and Lady dog is so friendly. Love being able to soend a few days away from the rat race and the freedom of a relaxing all natural atmosphere. I will mist definitely return for a 4th visit."
United States
Darrin S.
$97 nightly
The price is $107
Dec 7 - Dec 8
Total with taxes and fees
Unique Studio Apartment Wifi King Bed Jet Tub Pool C/O

Lake June Escape House

Lake Placid
10.0 out of 10, Exceptional, (92)
"We so enjoy our vacation on Lake June, The house is perfect for our large group. We bring our boat and having the lift is priceless. We will be back year after year"
United States
Precise Realty C.
Lake June Escape House

Railroad Caboose

Lake Placid
10.0 out of 10, Exceptional, (67)
"Remodeled Caboose that he has put so many personal touches on his work.Was a great experience. "
United States
Nanette H.
Railroad Caboose

Beautiful spacious and unique house on canal close to Lake June, family friendly

Lake Placid
10.0 out of 10, Exceptional, (7)
"We would definitely stay here again. Had everything we needed in the kitchen, plenty of towels for the bathroom, etc. Beautiful home and affordable! In a very nice area too."
United States
Diane R.
Beautiful spacious and unique house on canal close to Lake June, family friendly

Lakefront home with water views, foosball, screened porch, & private W/D

Lake Placid
8.6 out of 10, Excellent, (15)
"We stayed here while in a work trip. The house was clean and spacious. We would stay here again."
United States
Becca W.
Lakefront home with water views, foosball, screened porch, & private W/D

Charming bungalow with WiFi, AC

Sebring
7.0 out of 10, Good, (6)
"If you want peace and Quiet for a day or week I'd highly recommend The Overlook "
United States
connie
$229 nightly
The price is $254
Dec 7 - Dec 8
Total with taxes and fees
Charming bungalow with WiFi, AC

Charming 2-bedroom in Sebring with AC and Wi-Fi, with serene country atmosphere

Sun 'N Lake
9.6 out of 10, Exceptional, (5)
"Loved the cleanliness and easy access !"
United States
Kaye M.
Charming 2-bedroom in Sebring with AC and Wi-Fi, with serene country atmosphere

The Dolphin house on Lake Sebring

Sebring
$279 nightly
The price is $279
Dec 9 - Dec 10
Total with taxes and fees
The Dolphin house on Lake Sebring

Sebring's lil sister town! Huge fenced yard. Pets welcome. Swimming lake nearby.

Avon Park
10.0 out of 10, Exceptional, (11)
"The place was absolutely beautiful. Everything was clean and well stocked. Miss Cindy was the best!"
United States
Reese R.
Sebring's lil sister town! Huge fenced yard. Pets welcome. Swimming lake nearby.

Beautiful cottage on lake istokpoga with lake view!

Lake Placid
5.0 out of 10, (2)
"List "
United States
Jaime G.
Beautiful cottage on lake istokpoga with lake view!

The Purple Palm House - Relaxing 2-bedroom house in Sebring with WiFi & Hot Tub

Sun 'N Lake
10.0 out of 10, Exceptional, (14)
"This is a very well taken care of property that fulfilled all we needed for our stay and would certainly book this property again if it is available."
United States
Ernie S.
$277 nightly
The price is $308
Dec 8 - Dec 9
Total with taxes and fees
The Purple Palm House - Relaxing 2-bedroom house in Sebring with WiFi & Hot Tub

Brand New Home with Water Access to Lake June. Bring your boat or jet ski.

Lake Placid
10.0 out of 10, Exceptional, (2)
"My friends and I loved this house! It’s super new which is nice and everything is so well put together. It’s also nice that the canal is connected to lake June. "
United States
Jasmin P.
Brand New Home with Water Access to Lake June. Bring your boat or jet ski.

Historic Section of Sebring Townhome

Sebring
9.8 out of 10, Exceptional, (18)
"It was perfect for a two night stay in Sebring!"
United States
Anonymous traveler
$214 nightly
The price is $238
Dec 7 - Dec 8
Total with taxes and fees
Historic Section of Sebring Townhome

Home Town Takeover Downtown Stay!- Views of the Postcard Mural

Sebring
9.8 out of 10, Exceptional, (28)
"Great place!"
United States
Jeanne R.
$142 nightly
The price is $157
Dec 7 - Dec 8
Total with taxes and fees
Home Town Takeover Downtown Stay!- Views of the Postcard Mural

Sebring Downtown’s Best

Sebring
9.4 out of 10, Exceptional, (12)
"A wonderful place to stay great location super clean"
United States
Michiel W.
Sebring Downtown’s Best

6BR Lakefront Home w/ Pool, Pickleball, & More!

Sebring
6BR Lakefront Home w/ Pool, Pickleball, & More!

Relax, Recharge, and Reconnect at This Amenity-Packed Lakefront Retreat!

Lake Placid
8.0 out of 10, Very Good, (1)
"The house is right on the lake with a beautiful view, a nice screened porch and a dock. The house is well equipped with lots of games and amenities for the lake. "
United States
Tym D.
Relax, Recharge, and Reconnect at This Amenity-Packed Lakefront Retreat!

Lake Sebring Remodel Happy House. Tranquil ,Cozy with Amenities!

Sebring
9.0 out of 10, Wonderful, (4)
"Great home !"
United States
Luis L.
Lake Sebring Remodel Happy House. Tranquil ,Cozy with Amenities!

Carlita’s Home away from Home

Lake Placid
9.8 out of 10, Exceptional, (18)
"Great location, the house was spotless and the property was beautiful. The host’s quick response to any of my questions was very much appreciated. We will definitely come stay again."
United States
Cathy M.
Carlita’s Home away from Home
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 Highlands County Hotel Reviews

Find out more about Highlands County

Discover your perfect Highlands County vacation rental with Expedia

How many vacation rentals are available in Highlands County?


Expedia has plenty of vacation rentals to choose from in and around  Highlands County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Highlands County?


The selection of Highlands County vacation rentals we have selected for you start as low as $107 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Highlands County?


Vacation rentals in Highlands County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Highlands County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Highlands County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Highlands County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Highlands County?


Find vacation rentals in Highlands County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Highlands County.  


What amenities are available in a vacation rental in Highlands County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Highlands County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Highlands County?   


Everytime is a great time to head to Highlands County! Staying in a Highlands County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Highlands County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Highlands County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Highlands County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Highlands County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.