Holiday houses in Highlands County

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Top-rated holiday rentals in Highlands County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An elevated cabin is surrounded by lush greenery, featuring light brown wood siding and a decorative sun emblem on the front. Blue lounge chairs are positioned in the yard, while palm trees contribute to the serene outdoor setting.
Cabin in Lake Placid
4.97 out of 5 average rating, 29 reviews

Placid Haus

Escape the hustle and bustle of city life and discover your own peaceful retreat at our charming cabin in Lake Placid, Florida. Tucked away among lush greenery, this elevated home offers the perfect blend of rustic charm and modern comfort. Whether you’re looking for a quiet weekend to recharge or a longer stay to truly disconnect, our cabin is your gateway to relaxation. Our property is designed for those who appreciate life’s simple pleasures: cozy spaces, wide open skies, and fresh air.

Top Guest favourite
Villa in Sebring
4.98 out of 5 average rating, 63 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

Guest favourite
Home in Lake Placid
4.92 out of 5 average rating, 12 reviews

Lakefront Paradise Heated Pool Boat Dock & Fishing

Lakefront Paradise on 21 Acres w/Private Beach Private Ranch retreat. 5 Bedrooms + 3 Baths Sleeps 12 + Two Sofa Beds -Heated Pool -Private Beach -Private Dock -Fishing & Watersports -Paddle Boat -Kayaking -Paddle Boarding -Billiards Room -Racing Simulator -Feed the Horses & Friendly Goats -Public Boat Ramp (bring your boat) -24' Boat / Pontoon (Available for Rent) #1: King Bed #2: Queen Bed #3: Queen Bed #4: Queen Bed #5: Kids Room Two Bunk Beds (sleep 4) + Two Queen Sofa Beds

Top Guest favourite
Home in Sebring
5 out of 5 average rating, 24 reviews

The Dolphin house on Lake Sebring

Super comfortable Midcentury Florida cottage. High end complete remodel for 2025. 3Bed/2bath on beautiful Lake Sebring. Fishing boating skiing on clean water. Stunning Florida sunset views that you can enjoy from everywhere. Inside or the back patio, private dock or by the lakeside firepit. Every comfort of home. Smart TVs in every bedroom and internet. Even a Camper hookup. Close to the downtown circle as well as shopping and restaurants. Nothing like it. You just need groceries.

Top Guest favourite
Cottage in Lake Placid
4.99 out of 5 average rating, 78 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 a king bed and a queen bed. 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.

Superhost
A spacious bedroom features a large bed with a tufted grey comforter and decorative pillows. Two bedside lamps provide soft lighting. A sliding glass door offers access to a balcony, with curtains framing the view and a piece of artwork enhancing the wall.
Villa in Lake Placid
4.78 out of 5 average rating, 55 reviews

2/2 Villa with access to Grassy Lake

Get cozy in this "Waterfront", Grassy Lake Villa, located in Lake Placid, Florida. Committed to Airbnb’s 5-step enhanced cleaning process to feel right at home in this delightful and spacious 2 bedrooms and 2 bathrooms which accommodates up to 4 guests. 1008 sq ft (94m2) of living space, first floor entry, fully equipped kitchen, bedrooms on 2nd floor, laundry in the 1st floor bathroom for added convenience, parking in front. Access to the lake and marina just a minute away.

Top Guest favourite
The exterior of a single-story home is displayed, featuring a bright yellow facade and a covered porch with seating. A neatly trimmed lawn surrounds the property, while a concrete driveway leads to a garage with decorative windows.
Home in Lorida
5 out of 5 average rating, 30 reviews

Waterfront home on Lake Istokpoga with Boat house

Take a break and unwind at this peaceful oasis. Enjoy this 2 Bedroom 2 Bathroom home with Large open floor plan with full kitchen, dining room and living room and a family room. Master bathroom with jacuzzi tub and walk in showers in both bathrooms, King bed in Master and Queen bed in 2nd bedroom. This home is located on the water and boathouse with lift in included with rental. This home has several steps and is not handicap accessible.

Guest favourite
Home in Lake Placid
4.96 out of 5 average rating, 46 reviews

Lake Placid FL 3-BR Pet Friendly Home privatefence

Escape to our calm, stylish 3-bed, 2-bath home in a quiet neighborhood near Lake Henry. Designed like a modern resort, it's perfect for families or friends or if you are working in the area. Enjoy all the comforts—like a washer, dryer, TVs, plush beds, fully equipped kitchen, high speed wi-fi, air conditioning, and private fenced backyard with a BBQ and wireless key pad for check in. Your peaceful escape awaits. Comfortably sleeps 6.

Top Guest favourite
An open sleeping area is highlighted by a spacious bed adorned with decorative pillows. Natural light filters through large windows, with dark green curtains framing the views outside. A small dining space with a chair and table is also visible, along with a comfortable seating area.
Tiny home in Avon Park
4.99 out of 5 average rating, 109 reviews

Back to Nature!

Reconnect with nature at this unforgettable escape. There are acres of beautiful Hammock land to explore and enjoy. We are located on Arbuckle Creek, which is a wonderful canoeing experience (bring your canoe if you have the time)! We raise and sell USDA beef, so plan on purchasing a beef dinner if you desire! 😉🐄 Our tiny house is the perfect getaway to recharge your batteries! Come and enjoy all that Nature offers!

Top Guest favourite
A single-story home is shown with a metal roof and a light-colored brick exterior. The driveway provides access to a garage on the right side. Lush greenery surrounds the entrance, while the front yard is neatly maintained and features a blue recycling bin.
Home in Lake Placid
4.97 out of 5 average rating, 124 reviews

Home in quiet area with lake access

NON SMOKING, NO PETS ALLOWED. $100 fee for each if evidence of either found after you leave. Spacious 2 bed/2 bath home in Hickory Hills community with access to private boat ramp, only minutes from town, great for those who love relaxing and enjoying quiet country life. Master bedroom has king size bed, 2nd bedroom has one full size and bunk bed with twin over full size. TV, DVD and Wifi. No parties

Top Guest favourite
A screened-in patio area features a circular table surrounded by four chairs, overlooking a heated swimming pool. Lush greenery and flowering plants are visible in the background, enhancing the serene atmosphere. The clear blue water of the pool reflects the surrounding nature.
Home in Lake Placid
4.98 out of 5 average rating, 102 reviews

Relax On Lake Time

Waking up to the sounds and sights of nature provides the reset we all need. When you're on lake time, our 3/2 lake home with heated pool, outdoor fireplace, boat dock and the quaintness of main street nearby--gets you there in no time. Whether you'd like to go boating, fishing, birding, golfing or napping--it's all right around you within a few minutes.

Guest favourite
Two children are captured in mid-air, joyfully jumping into a pool. The water reflects sunlight, creating a shimmering effect. In the background, a wooden deck extends towards a serene lake, bordered by lush trees and palm plants. Sun loungers are arranged nearby.
Home in Lake Placid
4.83 out of 5 average rating, 122 reviews

Lakehouse Lodge @ Lk Carrie access to Lake June

In a quaint and quiet neighborhood on Lake Carrie, you are only minutes away from town. Lake Placid, as well as Sebring are only 15-20 minutes to the local grocery stores, farmers markets, and shopping plazas. This property is prime for any events such as birthday parties, bridal showers, even a small wedding! There will be a pet fee for one or more pets!

Popular amenities for Highlands County holiday rentals