Vacation rentals in Highlands County

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!

Family · Location · Amenities

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.

Family · Location · Accuracy

Windy Point Estate

WELCOME TO WINDY POINT ESTATE - Located in a very quiet and serene acers on the bank of Lake Istokpoga. The Estate is an over 6,000 sf /5 bedrooms 5 1/2 bath on magnificent lake front vacation house with breathtaking sunrise views over Lake Istokpoga. Nestled near Lake Placid, FL. This vacation home rests on 4 +/- acres, secluded at the end of the road. Surrounded by lush landscape, a bright green sprawling lawn, majestic trees, a peaceful pond, a gorgeous lake and ample type of birds& Ospreys.

Location · Family · Pool

LakeFront Sunrise Cottage

Catch sunrises or fish at this 2/1 lakefront house with sandy beach and private boat house! This cheery cottage is perfect for sunrises with coffee or exploring beautiful Lake Sebring on kayaks (included with booking). Plenty of parking onsite (bring your boat trailer), you will love this oasis on the lake! We want your stay to be pleasant and carefree so we do not require our guests to do any dishes, laundry, or other cleaning when checking out. Our housekeeping crew will take care of you!

Family · Value · Amenities

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

Value · Location · Walkability

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

Location · Family · Hospitality

Lake Denton Diver's Paradise Swim-Dive-Boating

Experience Lake Denton, a crystal clear 50’ deep spring fed diver’s lake where the water is so clear you can watch fish swim beneath you. There is a reason people like Tiger Woods, Whistlin Diesel, Mel Tillis and others have swam here. This family friendly getaway offers a private waterfront setting with unforgettable sunsets from the boathouse. Enjoy swimming, fishing, grilling, water toys and in water volleyball. Kayaks provided, Public boat ramp access. Voted Nicest Lake in Florida

Location · Family · Kitchen

Lake Clay Retreat

Relax, unwind, and enjoy the best of Lake Clay Welcome to our fully furnished 3 bedroom, 2 bath lake house, designed for comfort, and connection. With a spacious open living room, a large screened back porch, and a fully fenced backyard, there’s room for everyone to spread out and relax. Bring your boat! The Lake Clay boat ramp is just a step away and we offer free driveway parking for both cars and boats. Whether you’re here for lake days, fishing trips, or simply relaxing.

Location · Parking · Backyard

Lakefront Home w/ Private Dock + Water Trampoline

Discover our family-friendly lakefront retreat on beautiful Lake June in Winter. This 4-bedroom, 3-bath home is designed for effortless lake living, with a massive private dock, water trampoline, rope swing, paddleboards, canoe and grill. Just show up and enjoy. Inside offers a stunning kitchen, newly renovated bathrooms, spacious living and a game room that features ping pong, shuffleboard and board games. Your ideal getaway, blending relaxation and excitement starts here!

Value · Family · Kitchen

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.

Location · Family · Nearby

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.

Value · Location · Amenities

Cozy, quiet 2/2 villa with 2 pools!

Located minutes from Sebring Raceway and historic downtown Sebring (as featured on HGTV), enjoy all the amenities of this quiet community tucked into Florida’s peaceful heartland. Relax in the two heated pools on-site, golf at the area course, challenge yourself to a game of pickleball, tennis, or basketball at the courts just down the road, or take a walk around the Spring Lake nature ecopark to catch a nostalgic Florida sunset!

Location · Value · Sleep quality