Vacation rentals with a kayak in Highlands County

A wooden rack displays a canoe alongside colorful paddleboards. The grassy area leads to a spacious home, framed by palm trees, overlooking the serene lake. Warm sunlight casts a gentle glow on the outdoor space, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 41 reviews

Lake home + Dock, Game Room, Water Trampoline

Discover our family-friendly retreat in beautiful Lake Placid, Florida! This 4-bedroom, 3-bath home is geared to enjoy the lake to its fullest. From a massive private dock, jumping platform & ropeswing, to paddleboards & canoes, we have the lake life covered. 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!

A wooden dock with a covered area features two bright red kayaks suspended from the ceiling. A weathered sign reading 'GONE FISHIN'' hangs nearby, while a serene body of water reflects the surrounding greenery. Steps lead down from the dock to the water's edge.

4.88 out of 5 average rating, 40 reviews

On Lake June Canal with dock. Great Swimming Lake

Waterfront vacation rental with dock, fishing pier, 4 bedrooms, 2 full baths, modern kitchen fully stocked with formal dining area plus breakfast dining; living room with large flat screen tv, nice big sofa, 2 big fat chairs, internet, Netflix, screened porch & grill, garage, laundry room. TV's in bedrooms. The deck and covered boat dock is in the rear on Catfish Creek that leads to the large 3700 acre Lake June. Great waterskiing and swimming lake. No pets or partys. You must have good reviews.

4.82 out of 5 average rating, 50 reviews

A private dock is bordered by lush greenery and features an orange kayak positioned beside a wooden structure. Large trees draped in Spanish moss create a tranquil atmosphere, overlooking the lush grassy area leading to a lakefront home in the background.

Home in Sebring

Private Old Florida Lake House with EPIC Lake View

ESCAPE to Your Private Old Florida Lake House Oasis! Old Florida charm awaits you in this 3 bedroom 3 1/2 bath LAKE FRONT home. Main level boasts a large living area with the lake side level offering the kitchen, dining, master bedroom/bath, guest bath, family room, overlooking gorgeous Red Beach Lake with BBQ side deck and sitting area. Upstairs has two additional bedrooms connected with a "jack-n-jill" bathroom overlooking lake with a walk-out to flat roof deck. Boat dock, plenty of parking

5 out of 5 average rating, 60 reviews

A single-story home is set against a backdrop of trees, featuring a spacious yard with green grass. The building has screened-in porches and a large parking area visible for RVs and trailers. Nearby, a stone fire pit and several seating areas are located by the water.

Cottage in Lake Placid

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.

4.9 out of 5 average rating, 192 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!

A cozy fire pit area is surrounded by colorful Adirondack chairs, with a view of the lake and sunset in the background. A wooden dock extends into the water, framed by palm trees and a partially cloudy sky, creating a peaceful outdoor setting.

5 out of 5 average rating, 21 reviews

Newly Renovated Lake June home with private beach

Book soon and come enjoy the sun, lake fun and private beach! Thrive4life is our family's happy place and we want you to make it yours! Kick off your shoes and dig your toes in our private beach. The water views are the star of the show. Located at the beautiful Lake June, this beautifully landscaped retreat serves up the best Lake June has to offer. The beach with a fire pit is a perfect place to soak up the sun during the day or enjoy an evening drink or smore's by the fire as the sun sets.

4.91 out of 5 average rating, 104 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. Instagram @laketulanecottage The space Relax, kick back in the peacefulness of our little paradise which sleeps up to 6 guests with all of the comforts of home, including high speed internet. 20 minutes from Sebring Raceway, 15 minutes from Highlands Hammock State Park, 30 min from Lake Placid

4.96 out of 5 average rating, 26 reviews

A panoramic view highlights a serene lakeside property surrounded by lush greenery. A dock with a water slide extends towards the glassy lake, while a fire pit area is framed by seating. The landscape features a combination of forest and open lawn that enhances the tranquil atmosphere.

Cottage in Sebring

Lake Retreat | Kayaks, Jacuzzi & Stunning Sunrises

Welcome to your lakeside retreat — 6+ acres of peaceful, private nature where time slows down and serenity takes over! Wake up to unforgettable sunrises, paddle across glassy waters, and unwind as the sky turns gold at sunset. Surrounded by quiet forest and lake views, this home is designed for reconnection — with nature, with loved ones, and with yourself. Whether you're reading by the dock, soaking in the jacuzzi, or simply breathing in the silence, this is your escape from the everyday!

4.96 out of 5 average rating, 105 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!

A screened porch offers comfortable wicker seating with light cushions and a round table at the center. Decorative pillows with the word 'LAKE' are displayed on the sofa. The expansive view reveals a grassy yard leading to the lake, with colorful chairs arranged nearby.

4.99 out of 5 average rating, 86 reviews

Lakefront Recreation & Relaxation in Lake Placid

Lakefront home completely remodeled with functionality, comfort and design in mind. Located on beautiful sandy bottom Lake Francis with private beach and large yard. Everything you need for a lake getaway including tubes, floats, chairs, umbrella, jon boat & 2 Kayaks, fishing rods, volleyball and skis. Bring your watercraft and tie up to the private dock. Or, kick off your shoes, relax in the screened in porch and take in lake views, breezes and backyard wildlife . . . the friendly kind !

4.87 out of 5 average rating, 62 reviews

A serene lakeside view is captured at twilight, revealing calm waters reflecting soft pastel hues of the sky. Silhouetted trees frame the scene, while dock structures are visible on the water, creating a peaceful atmosphere for evening relaxation.

Bungalow in Lake Placid

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.