Highlands County Vacation Rentals

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Highlands County Vacation Rentals

Lake Grassy Inn & Suites

Lake Grassy Inn & Suites

2.5 out of 5
1865 US Hwy 27 S Lake Placid FL
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $151 total per night
$151 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Guests staying at Lake Grassy Inn & Suites enjoy a private beach, free WiFi in public areas, and laundry facilities. A stay here includes free parking. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Other amenities at this beach aparthotel include barbecue grills and a vending machine.
Kitchen
Pet friendly
Lake June Escape House

Lake June Escape House

Lake Placid FL
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
Kitchen
Washer
Unique Studio Apartment Wifi King Bed Jet Tub Pool C/O

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

Lake Placid FL
$97 nightly
The price is $107 total per night
$107 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this apartment enjoy an outdoor pool, a hot tub, and a garden. This smoke-free apartment building also has barbecue grills.
Pool
Hot Tub
Pet-Friendly Canal Home in Sebring – Easy Access to Lake Jackson!

Pet-Friendly Canal Home in Sebring – Easy Access to Lake Jackson!

Sebring FL
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Historic Section of Sebring Townhome

Historic Section of Sebring Townhome

Sebring FL
$217 nightly
The price is $241 total per night
$241 total
Dec 21 - Dec 22
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Railroad Caboose

Railroad Caboose

Lake Placid FL
Guests staying at this apartment have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Lake Vista 5/4 for 12+Jacuzzi-Pooltable-Kayak

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

Lake Placid FL
This vacation home features a hot tub, an arcade/game room, and laundry facilities. Additional amenities include barbecue grills and a garden.
Hot Tub
Kitchen
Charming 2-bedroom in Sebring with AC and Wi-Fi, with serene country atmosphere

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

Sebring FL
At Charming 2-bedroom in Sebring with AC and Wi-Fi, with serene country atmosphere, guests have access to an outdoor pool and a garden.
Pool
Kitchen
Sebring's lil sister town! Huge fenced yard. Pets welcome. Swimming lake nearby.

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

Avon Park FL
Guests staying at Sebring's lil sister town! Huge fenced yard. Pets welcome. Swimming lake nearby. have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Charming bungalow with WiFi, AC

Charming bungalow with WiFi, AC

Sebring FL
$229 nightly
The price is $254 total per night
$254 total
Dec 21 - Dec 22
Total with taxes and fees
At this vacation home, guests have access to laundry facilities, local meal delivery service, and a water dispenser. This smoke-free vacation home also has a garden.
Beautiful spacious and unique house on canal close to Lake June, family friendly

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

Lake Placid FL
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Lakefront home with water views, foosball, screened porch, & private W/D

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

Lake Placid FL
At this vacation home, guests have access to features like laundry facilities.
6BR Lakefront Home w/ Pool, Pickleball, & More!

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

Sebring FL
Guests of this vacation home enjoy features like a gym, a hot tub, and an arcade/game room. Additional amenities include a garden and barbecue grills.
LakeFront Sebring Sunsets

LakeFront Sebring Sunsets

Sebring FL
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
The Purple Palm House - Relaxing 2-bedroom house in Sebring with WiFi & Hot Tub

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

Sebring FL
$277 nightly
The price is $308 total per night
$308 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Home Town Takeover Downtown Stay!- Views of the Postcard Mural

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

Sebring FL
$142 nightly
The price is $157 total per night
$157 total
Dec 21 - Dec 22
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Lakefront Home With Private Hot Tub, Central AC and Beach Access

Lakefront Home With Private Hot Tub, Central AC and Beach Access

Sebring FL
This vacation home features a hot tub and laundry facilities.
Serene & Elegant Lakefront Escape in Sebring, Private Dock • Sunset Views

Serene & Elegant Lakefront Escape in Sebring, Private Dock • Sunset Views

2 out of 5
Sebring FL
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
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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.

Hotel Options in Highlands County

    Inn On The Lakes

    Inn On The Lakes

    3101 Golfview Road Sebring FL
    $127 nightly
    The price is $143 total per night from Dec 29 to Dec 30
    $143 total
    Dec 29 - Dec 30
    Total with taxes and fees
    9.4/10 Exceptional! (1,320 reviews)
    SEVEN Sebring Raceway Hotel

    SEVEN Sebring Raceway Hotel

    150 Midway Dr Sebring FL
    $101 nightly
    The price is $113 total per night from Jan 2 to Jan 3
    $113 total
    Jan 2 - Jan 3, 2026
    Total with taxes and fees
    8.8/10 Excellent! (1,002 reviews)
    Croix Grand Hotel

    Croix Grand Hotel

    6525 Us Highway 27 N Sebring FL
    $89 nightly
    The price is $100 total per night from Dec 21 to Dec 22
    $100 total
    Dec 21 - Dec 22
    Total with taxes and fees
    6.8/10 (573 reviews)

Orbitz makes it easy to find vacation rentals in Highlands County 

🏠 What is the best price for a Highlands County vacation rental?


Highlands County rentals range between $100 and $308 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Highlands County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Highlands County getaway. Orbitz filters your search results so you can find the best Highlands County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Highlands County vacation rentals with Orbitz?


You may be able to cancel or amend your Highlands County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Highlands County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Highlands County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Highlands County?


When you book a Highlands County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Highlands County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Highlands County—with plenty of hidden gems. We also have plenty of inventory in Highlands County main cities and near popular attraction spots.


🏠 Why should I book my Highlands County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Highlands County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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