Vacation rentals with a kayak in Highlands County

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.

4.87 out of 5 average rating, 38 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.

4.81 out of 5 average rating, 48 reviews

The image depicts a tranquil lakeside view featuring a wooden dock extending into the calm water. Surrounding the dock, lush greenery and large live oak trees with hanging Spanish moss are visible. A bright orange kayak rests on the lakeshore, adding a vibrant touch to the natural setting.

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

A large boat dock extends into the expansive lake, with space to accommodate multiple boats. The tranquil water reflects the sky, dotted with fluffy white clouds. A grassy shoreline is visible, enhancing access to the lake.

4.98 out of 5 average rating, 59 reviews

Private Old Florida Lake House Retreat

This extraordinary "Old Florida" luxury living lake house offers large open living spaces with calming views. Grill out on the screened-in back patio, watching the sunset on the private beach while the kids jump off the dock. On chilly nights, get the fire pit going or take a long soak in the hot tub. Whether you’re here to relax, entertain, or get out on the water, we’ve got you covered. Bring your furry friend, he's a part of the family too! (Pet fee required, please discuss before booking).

4.9 out of 5 average rating, 188 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!

4.99 out of 5 average rating, 83 reviews

Lakefront Recreation & Relaxation in Lake Placid

Lakefront home completely remodeled from floor to ceiling 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 with paddles, fishing rods, volleyball, skis and wakeboard. Bring your watercraft and tie up to the private dock. Or, kick off your shoes, relax and enjoy lake life watching the lake from the screened porch.

Vacation home in Lake Placid

4.91 out of 5 average rating, 23 reviews

LAKE HOUSE Family retreat,w/water toys, Race/Ready

Lake life @ its BEST @ our beautiful 5-bd 4-bath vacation 2 story home. It sleeps 16 w/2 m/suites, bunk room for 6, 2 guest bedrooms ,twin sofa bed. We have 1 charcoal grill and 2 gas grills. Foosball, dominos & board games in game room. Enjoy ping pong ,Darts ,corn hole & horseshoe. 120 ft of pvt beach ,fishing, paddle board & kayak on clear spring fed residential lake & in the evening relax by fire pit w/friends & family. So, Pack your bags & begin your journey to this peaceful destination.

4.94 out of 5 average rating, 101 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

4.82 out of 5 average rating, 33 reviews

A screened porch offers serene views of the lake and lush surroundings. The outdoor tiki hut, featuring a shaded area for dining, is visible below, complemented by an expanse of green grass leading to the water. Trees add natural shade, enhancing the tranquil environment.

Apartment in Avon Park

Lakefront Lake house apartment

Take it easy at this unique and tranquil getaway where you’ll be surrounded by nature. This completely remodeled upstairs lakefront apartment in only a 10 mile drive from Sebring Raceway and features great views from screened front porch. The tiki hut area is equipped with B-B-Q, oven, microwave and mini fridge. Enjoy fishing for bass from the private dock and watching the beautiful sunsets. Ample space for your boat trailer. Neighborhood boat ramp just one street over. Kayaks on premises.

4.85 out of 5 average rating, 144 reviews

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

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.

5 out of 5 average rating, 51 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, +more! 🍳 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

4.96 out of 5 average rating, 78 reviews

On Lake Time Lake Placid, Sebring Florida

Let's relax with family and friends on lake time! Come to Lake Placid, Florida on Lake Huntley and enjoy your time by the water. A home on a canal with full access to all of Lake Huntley. Bring your boat, jetskis, or which ever water craft you may have to enjoy our lake. We provide an atmosphere in which helps attracts wildlife such as Hummingbirds, Cardinals, Butterflies, Bats, Ducks, and others. This provides for peaceful LAKE TIME ;) Share your experience @onlaketime110