Holiday rentals with a kayak in Highlands County

4.82 out of 5 average rating, 22 reviews

Luxury Lakefront | Private Dock | Pool & In-ground

Welcome to a luxury lakefront retreat overlooking the breathtaking waters of Lake Carrie. Spend sun-soaked days on your private dock & swimming beach, unwind in the pool (Pool & In-ground Spa can be heated for $75 per night), or dive into adventure with the water trampoline, rope swing, kayaks, paddleboards & all beach essentials. Enjoy sunset dinners on the outdoor patio, grill in the full outdoor kitchen, gather around the firepit, & end the night with laughs in the game room. Designed for unf

LocationOutdoor spacesHospitality

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.

4.9 out of 5 average rating, 218 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!

ValueLocationAir conditioning

4.97 out of 5 average rating, 157 reviews

A waterfront home is showcased with a sandy-colored roof and light exterior. The property features a spacious lawn accentuated by palm trees, a driveway leading to the garage, and a private boathouse visible on the lake. The water's surface reflects the sky, inviting relaxation.

Home in Sebring

Manatee Manor 3/2 House on Lake Sebring!

Enjoy a relaxing get-away on beautiful Lake Sebring, a 468-acre recreational lake. This 3/2 home is waterfront fun in the sun! The living room and master bedroom have French doors out to the screened patio, a beautiful place to enjoy the view & breeze from the lake. Or sit on the boathouse, perfectly situated to watch the sunrise and the sunset! Explore on our Kayaks around the lake & see the beautiful wildlife. A mile or 2 to restaurants, groceries, shopping, golf & scenic Sebring Parkway.

Outdoor spacesLocationAir conditioning

The open dining area features a large wooden table surrounded by eight brown chairs. Natural light fills the space, highlighting modern kitchen appliances and cabinetry in the background. Sliding glass doors offer views of the outdoors, blending the interior and exterior seamlessly.

5.0 out of 5 average rating, 89 reviews

Stunning Lakefront Luxury Getaway

🌅 Lakefront on Lake Henry 🚣‍♀️ Kayak to Lake June-Kayaks provided! 🎉 Outdoor Paradise: Dock for fishing, kayaks, boat lift, two grills 🍳 Gourmet Kitchen: Fully stocked with all the supplies and tools any chef would want! 🛌 Super Comfortable Beds and Interior Decor 🏖 Fun Guaranteed: Board games, foosball, pool table, life-sized wall scrabble, puzzles, books, and more! 🐕 Pets Welcome 🌐 Fast Internet 🏎️20 minutes to Sebring Track 😊 24/7 Local Host Support 😀Host covers Airbnb fee

ValueOutdoor spacesView

4.98 out of 5 average rating, 186 reviews

An aerial view captures the lakefront property, showcasing a sandy beach, a private boat house, and a wooden dock extending into the lake. Lush greenery surrounds the home, and kayaks are visible along the shoreline, highlighting the outdoor recreational opportunities available.

Home in Sebring

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!

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Superhost

Villa in Sebring

4.98 out of 5 average rating, 65 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

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4.93 out of 5 average rating, 14 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

Outdoor spacesLocationAmenities

4.87 out of 5 average rating, 141 reviews

An aerial view showcases a spacious home with a brick-paved driveway and a well-maintained lawn. The property is bordered by a white fence, with a dock and a boathouse visible on the serene water's edge in the background.

Home in Avon Park

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

ValueLocationFamily

5.0 out of 5 average rating, 10 reviews

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.

LocationComfortDecor

4.92 out of 5 average rating, 119 reviews

A screened-in porch features a small wooden table set with a snack and a vase of flowers. Two folding chairs are positioned around the table. A cushioned bench and colorful pillows line one side. The view includes palm trees and the calm waters of Lake Tulane.

Home in Avon Park

Charming Lake View 1935 Cottage

Go back in time in this beautiful 1935 Florida Cottage, overlooking Lake Tulane in the charming little town of Avon Park. Two living areas, one with a fireplace and one with a view of the lake. @laketulanecottage 🛏️ Bedroom Queen bed 🛏️ Bedroom Full Bed 🛏️ Pull out couch ✅ Coffee maker, toaster, blender & cookware ✅ Dishes, silverware & baking essentials ✅ Dining area (seats 6) ✅ Central A/C & heating ✅ High-speed Wi-Fi ✅ Washer & dryer in unit ✅ Driveway parking

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An inviting lakeside property is surrounded by lush green grass and shaded by tall trees. A paved driveway leads to a bright blue door, while the tranquil lake is visible in the background, enhancing the natural beauty of the setting.

4.9 out of 5 average rating, 20 reviews

Muz Lake House

Discover a breathtaking lakeside retreat on the serene shores of Lake Sirena, known for its peaceful atmosphere. This exquisite home, set on a generous half-acre lot, boasts 120 feet of sandy beach frontage. It offers ample space for both relaxation and outdoor activities. Enjoy quality time with family or friends, fishing, or kayaking, all against the stunning backdrop of spectacular lake sunsets. This property provides the perfect escape for creating unforgettable memories.

LocationOutdoor spacesBathroom

An aerial view captures the waterfront property surrounded by lush greenery and palm trees. The spacious lawn leads to a private dock, featuring a shaded gazebo and boat slips. The charming home is set back, complemented by a deck that blends with the serene lakeside environment.