Vacation Rentals in Highlands County

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Top Cities in Highlands County

Top Vacation Rentals in Highlands County

LakeFront Sunrise Cottage

10.0 out of 10, Exceptional, (9)
"Stayed one night here and would stay again. The house is great! Lake frontage, kayaks and fishing what more could you want."
$203 nightly
The price is $227
Oct 6 - Oct 7
Total with taxes and fees
LakeFront Sunrise Cottage

Lake Grassy Inn & Suites

2.5 star property
8.4 out of 10, Very Good, (247)
"We enjoyed our stay! "
$115 nightly
The price is $130
Nov 3 - Nov 4
Total with taxes and fees
Lake Grassy Inn & Suites

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

9.0 out of 10, Wonderful, (13)
"We stayed here for 2 nights. It was clean and comfortable. We would stay here again."
Lakefront home with water views, foosball, screened porch, & private W/D

Dog-friendly lakefront home with fast WiFi, central AC, patio, & game room

9.6 out of 10, Exceptional, (29)
"It was a beautiful property, very well maintained and good location"
Dog-friendly lakefront home with fast WiFi, central AC, patio, & game room

Railroad Caboose

10.0 out of 10, Exceptional, (65)
"I had a wonderful stay. Jerry put a great deal of effort into making this a unique experience. "
Railroad Caboose

Lake June Escape House

10.0 out of 10, Exceptional, (88)
"Very large house with plenty of room for a large family. Outside cooking and dock area has been well thought out and was wonderful. The life jackets and kayak was great for host to have there for use. Great house on Lake June."
Lake June Escape House

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

8.8 out of 10, Excellent, (31)
"No complaints!"
$97 nightly
The price is $107
Oct 7 - Oct 8
Total with taxes and fees
Unique Studio Apartment Wifi King Bed Jet Tub Pool C/O

Stylish Sebring House – Across from Lake Jackson & close to the Downtown Circle

9.8 out of 10, Exceptional, (9)
"This little treasure was so decorated so cute and located convenient to downtown and to restaurants. The lake was beautiful with a great sidewalk for taking stroll along lake. Lovely place to stay."
Stylish Sebring House – Across from Lake Jackson & close to the Downtown Circle

Lakefront getaway with white sand, clear water, gorgeous sunsets

9.8 out of 10, Exceptional, (32)
"The property is older but cozy and we had everything we needed"
Lakefront getaway with white sand, clear water, gorgeous sunsets

Lake Retreat for10 has Pool-Dock-4 Bedrooms-2 Bath Expansive Lakefront Views

9.8 out of 10, Exceptional, (29)
"Perfect location for our family! Loved it so much we already booked another stay."
Lake Retreat for10 has Pool-Dock-4 Bedrooms-2 Bath Expansive Lakefront Views

On LAKE JUNE with Seadoo Rental

9.6 out of 10, Exceptional, (10)
"We stayed here because we are working in the area. The house is well laid aout, clean and comfortable. "
$550 nightly
The price is $612
Oct 17 - Oct 18
Total with taxes and fees
On LAKE JUNE with Seadoo Rental

Picturesque lakefront property on Lake June.

10.0 out of 10, Exceptional, (4)
"I would recommend this place to everyone. We will be staying again when going to Sebring area. I travel a lot and have rental properties and this was top notch."
Picturesque lakefront property on Lake June.

Sunset Cove Cottage – Breathtaking Lake Views & Lakeside Living

10.0 out of 10, Exceptional, (1)
"The home was beautiful and clean. "
Sunset Cove Cottage – Breathtaking Lake Views & Lakeside Living

21-Acre Lakefront Paradise: Pool, Beach, Animals & Fire Pit

10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay at this beautiful lake house. It felt like home from the moment we walked through the door. The house is super clean, with plenty of towels and bathroom supplies. The kitchen was well stocked with the basics you need for cooking. There was so much to do that we only left the property to get groceries (10 min drive). The kids loved fishing in the lake and the pond behind the house, kayaking, playing pool volleyball, taking the pontoon paddle boat around the lake,...
21-Acre Lakefront Paradise: Pool, Beach, Animals & Fire Pit

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

10.0 out of 10, Exceptional, (11)
"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."
$269 nightly
The price is $299
Oct 19 - Oct 20
Total with taxes and fees
The Purple Palm House - Relaxing 2-bedroom house in Sebring with WiFi & Hot Tub

4-bedroom house in fantastic Sebring with AC

10.0 out of 10, Exceptional, (2)
"The house is nicely updated, great kitchen. Very clean and super easy to go back and forth to the Sebring Raceway. "
4-bedroom house in fantastic Sebring with AC

This old Florida feeling getaway is 420 friendly and a great place to just relax

10.0 out of 10, Exceptional, (1)
"We loved our stay at Kellie’s farm, the property is big and has a big pond or little lake at the back, the scenery looks like you’re somewhere in the wild side of Montana and feels like a grizzly bear can come out of the trees at any moment! Haha but it’s very safe, nothing to worry about. The farm has chickens, pigs, a calf, dogs, etc. if you love animals you will love this place for sure! We would definitely come back and we 100% recommend this place."
$132 nightly
The price is $145
Oct 6 - Oct 7
Total with taxes and fees
This old Florida feeling getaway is 420 friendly and a great place to just relax

One Bedroom One bath in town

9.2 out of 10, Wonderful, (40)
"We greatly enjoyed this cozy spot in historic Sebring, an easy walk to variety of unique places for dining/shopping/entertainment. "
One Bedroom One bath in town

Renovated lakefront retreat with screened pool, private dock, patio, grill & W/D

9.8 out of 10, Exceptional, (17)
"It was everything promised!"
Renovated lakefront retreat with screened pool, private dock, patio, grill & W/D

LakeFront Sebring Sunsets

10.0 out of 10, Exceptional, (5)
"We had a great time, and the owner is incredibly accommodating and communicative! The house is very nice and the dock/pier is a wonderful touch too! Overall great stay, I would highly recommend!!!"
LakeFront Sebring Sunsets
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

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.