Holiday houses in Highlands County

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Top-rated holiday rentals in Highlands County

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Top Guest favourite
Cottage in Lake Placid
5 out of 5 average rating, 68 reviews

Perfect secluded lake house retreat!

Retreat to the perfect combination of peace and quiet. Spacious 2 bedroom home on a private lake stocked with bass and other fish to spend the day with your friends and family. If you are into ATV and off-roading, there are 100's of miles of trails to ride straight out the front driveway. The home currently has two queen beds and a queen air mattress. We also have access to Lake June and the private Sun N Lakes boat ramp and park. Boat ramp is by key.Plenty of parking for your trailers and rvs.

Guest favourite
A serene view from the water showcases a sandy beach lined with tall trees draped in Spanish moss. The reflection of a spacious house is visible on the calm surface, enhancing the natural beauty of the lakefront setting.
Home in Lake Placid
4.93 out of 5 average rating, 110 reviews

Prime Location on Lake Clay with Private Beach

Enjoy a lake getaway in our gorgeous renovated 2 bedroom, 2 bath house with private beach, dock and unparalleled views of Lake Clay. Spend days boating, fishing, skiing and paddle boarding to your heart's content and evenings around the fire pit on the beach. Two private bedrooms (one king and one with two double beds), two full bathrooms and additional accommodations in the living room space. Dine indoors or out on the large covered porch. Fully equipped kitchen and gas grill. Wifi, Laundry.

Top Guest favourite
A serene courtyard is framed by lush greenery and palm trees, featuring a central fountain. Soft evening light illuminates the surrounding buildings, creating a calming atmosphere as the sunset reflects on the nearby lake.
Home in Lake Placid
5 out of 5 average rating, 18 reviews

Lake Front Oasisᨑ Prv Dockᨑ Poolᨑ Adults 18+ Only

Welcome to our stunning lakefront home nestled on the serene shores of Lake Grassy, Florida. This lovely retreat offers the ultimate escape for adults seeking tranquility and natural beauty near Lake Placid & Lake June. The perfect blend of comfort and Florida charm in this inviting 2 bedroom, 2 bathroom home featuring a cozy, screened lanai. This retreat promises a memorable escape for small groups seeking relaxation or lake adventure. 'LOVE' my listing to your Airbnb Wishlist to find later!

Guest favourite
A serene view of a lake at sunset is captured, with vibrant hues of orange and pink reflecting on the water's surface. Tall grasses frame the image, while a wooden dock is visible in the distance against the backdrop of a colorful sky.
Home in Lake Placid
4.9 out of 5 average rating, 208 reviews

Lake Huntley Oasis - Pvt Dock - 1/2 Acre - Kayak

Live the lake life! Watch the sun set over Lake Huntley from your kitchen window and firepit; explore the lake by docking your watercraft (or rent ours) in your backyard, or use our included tandem kayak, canoe, SUP. This cozy house has 3 bedrooms, 2 bathrooms and sleeps up to 9 comfortably. Enjoy plenty of living space, a large screened-in porch, full kitchen, fire pit and BBQ grills. The house also includes onsite laundry, EV charger, RV hookup & parking. Kitchen completely renovated in 2024!

Top Guest favourite
A view of a sunny pasture is captured, featuring several cows grazing peacefully. A lush green lawn surrounds the area, while a tree provides shade in the foreground. The scene is framed by a lantern attached to the house, enhancing the outdoor ambiance.
Farm stay in Lake Placid
5 out of 5 average rating, 24 reviews

Pepper's Ridge; Quiet, Country Living.

Get away to the country side only five minutes to town that has farmer markets, different fairs, and murals on many of the businesses. For race fans Sebring Speedway is a fifteen minute drive. The home is nestled between five acres of pasture and a quaint pond . Wildlife like deer, otters, and pretty much all of Florida's wild critters can be seen regularly on the property. These views can be comfortably enjoyed while sitting in a screened in patio area with plenty of seating and ceiling fans.

Superhost
Home in Sebring
5 out of 5 average rating, 3 reviews

House on the Lake

2 bedroom, 1 bath house in centric area of Sebring, fl with lake in back yard 5 minute away from Publix, Walmart ,restaurants,shoppings and hospitals, 18 min to Sebring racetrack, 8 min to Sebring circle and 10 to downtown Avon park Lakefront at lake Sebring next to boat ramp, large parking space in premises, Equipped kitchen, coffee bar , washer/dryer inside unit, central ac, gas bbq, under cover patio Two queen bed , sleep 4, SmartTv in living room and bedrooms, S/F aprox, 1200 under ac

Top Guest favourite
Aerial view of a serene lake surrounded by lush greenery and expansive open spaces. A dock extends into the water, and trees create a natural border. The vibrant sky reflects golden hues as the sun sets, enhancing the peaceful atmosphere of the property.
Villa in Sebring
4.98 out of 5 average rating, 47 reviews

Lake Retreat | Wellness & Spa | Kayaks | Sunrises

Trade noise and traffic for glass-smooth lakefront living! Wake up to open skies and a private lake surrounded by 6+ acres of nature. Made for slow mornings, barefoot walks, sunrise paddles from your private dock and star-filled nights in the hot tub. Spend the day journaling by the water, in the outdoor gym, kayaking, then unwind in the jacuzzi or by the fire. Time slows and the lake becomes your daily ritual. Lakefront Retreat • Jacuzzi • 6+ Acres • Private Dock • Family • Sports Games

Top Guest favourite
An in-ground pool is surrounded by a screened enclosure, featuring clear blue water that reflects sunlight. Comfortable seating in bright turquoise is arranged nearby, offering a relaxing space for leisure. A wooden fence lines the background, enhancing privacy.
Home in Lake Placid
5 out of 5 average rating, 32 reviews

Lake Clay Getaway

Come relax in this beautifully decorated 3-bedroom 2-bathroom home located around the corner from the Lake Clay boat ramp. The home is equipped with everything you need for a fun get away. Private in ground pool with spacious dining and seating areas outside including a TV, grill and extra refrigerator. King size beds, comfy family room furnishings, large dining room table, and washer and dryer. 1-car enclosed garage available for use during your stay, and plenty of boat and car parking.

Top Guest favourite
Bungalow in Lake Placid
4.88 out of 5 average rating, 68 reviews

Bella’s Bungalows on Lake June seasonal discounts

Relax, You are steps away from Lake June in Winter, an anglers and boating paradise. Soft white sandy bottom makes Lake June the premier lake in Highlands county. While Highlands county is known for its wide variety of lakes, only sandy bottom lakes are perfect for all water sports including swimming. The cottage is family friendly and filled with fun, whimsical decor. Just hours from most major cities in Florida, it’s like stepping back in time to a more relaxed and simpler way of life.

Guest favourite
A wooden deck extends over the canal, furnished with two chairs and a lounge chair for relaxing. A decorative statue and soft grass border the deck, while trees provide shade in the background. The calm water reflects the natural surroundings, enhancing the tranquil setting.
Home in Lake Placid
4.94 out of 5 average rating, 17 reviews

Placid View Cottage

Relax and unwind at this peaceful canal home located in Lake Placid, FL. This spacious 2-bedroom, 2-bath retreat features a modern kitchen and a sunny Florida room perfect for enjoying nature views. Spend your days kayaking on Tangier Sound or crabbing at local hotspots. Ideal for families, this home includes fast WiFi, a dedicated workspace, and all the essentials for a comfortable stay. Embrace the beauty of Florida's lakes while making lasting memories in this charming getaway!

Guest favourite
A vibrant sunset is captured over a serene body of water, with colorful clouds illuminated by evening light. A welcoming cottage is visible with a gravel pathway leading to it. A gated entrance, framed by a white fence, leads to the property's serene grounds.
Cottage in Sebring
4.87 out of 5 average rating, 158 reviews

Cheerful one bedroom cottage located in our small family farm plenty of parking.

Relax with the whole family at this peaceful cottage. If you enjoy the peace and quite of the outdoors but only ten minutes from town or the Sebring race track this is the place for you. You have plenty of private parking if you are bringing and rv, horse trailer or race car trailer. And we are just three minutes from Lake Josephine boat ramp if you want to bring your boat for some good fishing. If your looking for a quite place to relax,golf, and fish this is the place

Guest favourite
A serene lakeside scene features a sandy beach with palm trees swaying gently. Two lounge chairs and a shaded umbrella provide a relaxing spot, while surfboards lie ready for use nearby. A dock extends into the lake, framed by clear blue waters and a clear sky.
Home in Lake Placid
4.96 out of 5 average rating, 187 reviews

Lake Beach 7 Bedroom, 4 full Bath + 3rd floor play

Experience the beauty of lake life with this 7-bedroom (one is the third floor that does not have a door) lakefront, over 4000 square foot home! Play along the white sandy beach, enjoy the view from the screened-in patio with outdoor kitchen or watch the stars as you take a soak in your own private hot tub on the second floor balcony! This home is newly renovated and perfectly designed to accommodate you and all of your family and friends.

Popular amenities for Highlands County holiday rentals