Vacation rentals with a kayak in Highlands County

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Top-rated kayak rentals in Highlands County

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Top guest favorite

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.

Home in Lake Placid

4.98 out of 5 average rating, 50 reviews

On Lake June – Game room, Water Trampoline, Dock

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!

Top guest favorite

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

5 out of 5 average rating, 63 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 favorite

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.

Villa in Sebring

4.97 out of 5 average rating, 32 reviews

Lake Retreat | Wellness & Spa | Kayaks | Sunrises

Welcome to your lakeside retreat — 6+ acres of wellness , 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!

Guest favorite

Home in Lake Placid

4.9 out of 5 average rating, 201 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!

Superhost

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

4.92 out of 5 average rating, 106 reviews

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

Top guest favorite

Home in Sebring

4.97 out of 5 average rating, 125 reviews

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!

Top guest favorite

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.

Home in Lake Placid

4.99 out of 5 average rating, 91 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 !

Top guest favorite

A calm lake scene shows a concrete dock extending into the water, framed by lush trees draped in Spanish moss. In the background, a cozy cottage with a metal roof is visible, surrounded by greenery. The setting evokes a serene, natural environment.

Bungalow in Lake Placid

4.88 out of 5 average rating, 65 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.

Superhost

A cozy living area features wooden walls and a unique patterned couch. A golden-hued coffee table with storage drawers sits centrally, complemented by a small black side table. Warm natural light filters through the large window, adorned with lace curtains, while artwork depicting zebras adds character.

Cabin in Venus

4.85 out of 5 average rating, 150 reviews

Charming+Free HorsebackRiding+Petting Farm

We think of the Animal Lovers Farm as a little piece of heaven for families who love majestic scenery, enchanted forests, and being up-close and personal with animal life. We want our guests to experience a variety of animal life.....wild species in their natural Florida habitant and also enjoying farm life with all our domesticated animals that includes horses, miniature donkeys, our mule, turkeys, ducks and chickens. Make some memories at this unique and family-friendly place.

Superhost

Guesthouse in Avon Park

4.79 out of 5 average rating, 24 reviews

Lakefront Boat House style mobile home

Take it as easy as you’d like in this tranquil, fully equipped lakefront mobile home with peaceful lake views. Enjoy fishing from the dock, kayaking on the 300 acre Red Little Water Lake or bring your boat! The neighborhood boat ramp is only 5 minute drive away. Newly remodeled and only a 10 mile drive from Sebring Raceway. Tiki hut area features seating, mini fridge, convection oven, microwave and barbecue gas grill for enjoying the outdoors. Kayaks on premises.

Top guest favorite

A serene outdoor seating area features four black Adirondack chairs arranged around a stone fire pit. Lush green grass surrounds the seating, and trees provide shade. In the background, Lake Sirena glistens under a clear blue sky, enhancing the peaceful lakeside atmosphere.

Cottage in Lake Placid

4.97 out of 5 average rating, 65 reviews

Lakefront Charming Cottage

Kick back and relax in this calm, stylish lakefront property. Whether traveling for business or pleasure, this beautifully decorated cozy cottage will make you feel right at home. Less than a mile from downtown Lake Placid, take a short ride or a casual walk to a local restaurant, coffee shop or the local brewery. Enjoy Lake Sirena in our back yard or make a day trip to the beaches on the east or west coast, only about 1.5 hours in each direction.

Guest favorite

Home in Sebring

4.96 out of 5 average rating, 52 reviews

Lake Sebring Sweet Serenity-Waterfront

As soon as you walk in and look out the windows the serenity sinks in. This spacious and private 2 bedroom 2 bathroom new home with dock is located directly on Lake Sebring. Sweet Serenity is fully equipped with all your recreational needs. Fishing rods, gas grill, fire pit, canoe & kayaks are included with your stay. Bring your boat and drop it at the public ramp only 1/4 mile from the home. *NO PETS ALLOWED-NO EXCEPTIONS*