Highlands County Vacation Rentals

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Top Cities in Highlands County

Vacation RentalsVacation Rentals

Sebring

Sebring

Top Vacation Rentals in in Highlands County

Lake Grassy Inn & Suites
Lake

Lake Grassy Inn & Suites

2.5 star property
8.4 out of 10, Very good, (247)
"We enjoyed our stay! "
The price is CA $148
CA $167 total
includes taxes & fees
Oct 1 - Oct 2
Lake Grassy Inn & Suites
Lake June Escape House
Smart TV, video games, table tennis

Lake June Escape House

10.0 out of 10, Exceptional, (87)
"Great house. Beautiful view. Very clean. Would stay again."
Lake June Escape House
Unique Studio Apartment Wifi King Bed Jet Tub Pool C/O
Property grounds

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

8.8 out of 10, Excellent, (30)
"No complaints!"
The price is CA $86
CA $148 total
includes taxes & fees
Sep 7 - Sep 8
Unique Studio Apartment Wifi King Bed Jet Tub Pool C/O
LakeFront Sebring Sunsets
Terrace/patio

LakeFront Sebring Sunsets

10.0 out of 10, Exceptional, (5)
LakeFront Sebring Sunsets
Lakefront getaway with white sand, clear water, gorgeous sunsets
Sun loungers, beach towels

Lakefront getaway with white sand, clear water, gorgeous sunsets

9.8 out of 10, Exceptional, (30)
"This house was exactly as described. We were very pleased with the location and the the kitchen had everything we could have needed to cook for the trip, dishes, pots & pans and baking utensils. Also has a nice bbq grill. I look forward to staying here again next year"
Lakefront getaway with white sand, clear water, gorgeous sunsets
Lake Retreat for10 has Pool-Dock-4 Bedrooms-2 Bath Expansive Lakefront Views
Interior

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

9.8 out of 10, Exceptional, (27)
"A great place to gather family for the holiday!"
Lake Retreat for10 has Pool-Dock-4 Bedrooms-2 Bath Expansive Lakefront Views
Railroad Caboose
TV

Railroad Caboose

10.0 out of 10, Exceptional, (62)
"I had a wonderful stay. Jerry put a great deal of effort into making this a unique experience. "
Railroad Caboose
21-Acre Lakefront Paradise: Pool, Beach, Animals & Fire Pit
Pool

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

10.0 out of 10, Exceptional, (1)
"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
Lake Vista 5/4 for 12+Jacuzzi-Pooltable-Kayak
Interior

Lake Vista 5/4 for 12+Jacuzzi-Pooltable-Kayak

9.4 out of 10, Exceptional, (17)
Lake Vista 5/4 for 12+Jacuzzi-Pooltable-Kayak
Stylish Sebring House – Across from Lake Jackson & close to the Downtown Circle
Interior

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

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

9.8 out of 10, Exceptional, (9)
"We where a veterns group gator hunting. If you are looking for a place with plenty of boat parking. This was a beautiful cozy place. "
Sebring's lil sister town! Huge fenced yard. Pets welcome. Swimming lake nearby.
On LAKE JUNE with Seadoo Rental
Fridge, microwave, oven, stovetop

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. "
The price is CA $386
CA $795 total
includes taxes & fees
Sep 10 - Sep 11
On LAKE JUNE with Seadoo Rental
Beautiful completely remodeled home across the street from Lake June!
Smart TV, Netflix, streaming services

Beautiful completely remodeled home across the street from Lake June!

9.8 out of 10, Exceptional, (53)
"Beautifully decorated clean home. Host was helpful & easy to communicate with."
The price is CA $199
CA $484 total
includes taxes & fees
Sep 30 - Oct 1
Beautiful completely remodeled home across the street from Lake June!
2 bedroom 2 bath single family home in Lake Placid FL. Located in Placid lakes
2 bedrooms, iron/ironing board, free WiFi, bed sheets

2 bedroom 2 bath single family home in Lake Placid FL. Located in Placid lakes

10.0 out of 10, Exceptional, (19)
"Nice place to stay, will definitely consider when visiting the area again."
2 bedroom 2 bath single family home in Lake Placid FL. Located in Placid lakes
Renovated lakefront retreat with screened pool, private dock, patio, grill & W/D
Indoor pool, a heated pool

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

9.8 out of 10, Exceptional, (17)
"amazing property very clean "
Renovated lakefront retreat with screened pool, private dock, patio, grill & W/D
LakeFront Sunrise Cottage
Interior

LakeFront Sunrise Cottage

10.0 out of 10, Exceptional, (8)
"Very cozy. Beds were comfortable. Hosts were so sweet to leave a chilled bottle of wine and snacks, loved that. "
The price is CA $111
CA $317 total
includes taxes & fees
Sep 15 - Sep 16
LakeFront Sunrise Cottage
Beautiful Home in Sun n Lake
Pool

Beautiful Home in Sun n Lake

9.8 out of 10, Exceptional, (9)
"Truly feels like home! Great stay!"
Beautiful Home in Sun n Lake
Home Town Takeover Downtown Stay!- Views of the Postcard Mural
Property grounds

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

9.8 out of 10, Exceptional, (23)
"Great location can walk to most locations. The rental was clean and it suited The purpose. "
The price is CA $124
CA $168 total
includes taxes & fees
Sep 14 - Sep 15
Home Town Takeover Downtown Stay!- Views of the Postcard Mural
Charming 1935 Florida Cottage overlooking Lake Tulane
Exterior detail

Charming 1935 Florida Cottage overlooking Lake Tulane

10.0 out of 10, Exceptional, (29)
"The cottage was just as pictured, loved the layout and enjoyed both the front and back porches and all in between! Loved the view of the lake. Host Donna was very friendly and helpful. "
The price is CA $218
CA $446 total
includes taxes & fees
Sep 9 - Sep 10
Charming 1935 Florida Cottage overlooking Lake Tulane
Picturesque lakefront property on Lake June.
Outdoor dining

Picturesque lakefront property on Lake June.

10.0 out of 10, Exceptional, (3)
"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.
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

Everything you need to know about Highlands County 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 Highlands County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Highlands County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highlands County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highlands County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Highlands County vacation rentals we have selected for you start as low as CA $86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highlands County rentals

At Expedia, we put the best Highlands County 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 Highlands County 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 Highlands County 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 Highlands County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.