Vacation rentals with a kayak in Highlands County

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Top-rated kayak rentals in Highlands County

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Guest favorite

Home in Lake Placid

5 out of 5 average rating, 29 reviews

Lake home + Dock, Boards| Game Room| Chefs Kitchen

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!

Guest favorite

Home in Sebring

4.94 out of 5 average rating, 69 reviews

LakeFront Sunrise Cottage

Catch sunrises or fish at this lakefront house with a 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). With 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!

Guest favorite

Home in Lake Placid

4.98 out of 5 average rating, 46 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).

Guest favorite

Home in Lake Placid

4.89 out of 5 average rating, 176 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

Home in Avon Park

5 out of 5 average rating, 9 reviews

Crooked Hook

Crooked Hook offers a small villa on peaceful pastures and a pond snuggled in Central Florida. World class fishing and hunting are just 10 minutes from your door. Enjoy attractions like Sebring Raceway, Hammock Park, Maxwell's Country Store, AVON PARK Depot Museum and more "old Florida". Or simply slip into the rhythms of nature on our spacious porch while the wildlife comes to you. Endangered species visit our property! Sandhill Cranes, Gopher Tortoises, Swallow-tailed Kites, Scrub Jays!

Guest favorite

Home in Sebring

4.99 out of 5 average rating, 106 reviews

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.

Guest favorite

Cottage in Sebring

4.95 out of 5 average rating, 19 reviews

Dream Lake House One of a Kind Retreat Paradise!

Welcome to paradise. This 6+ acres property has everything you need to relax, reconnecting with nature and having magical moments with friends & family. Best sunrise ever! OUTSIDE: Outdoor kitchen & BBQ Dock with water slide Kayak, paddle board Home Gym Jacuzzi for 6 INSIDE: - 2 Bedrooms, 2 Bath - 2 living rooms w/ sofa-beds - TV & Blue Ray in every room - Great kitchen - High Speed wifi - Air Hockey & Billiards Pool Table LOCATION - 2 h to Miami - 1.5 to Orlando, West coast & East coast

Guest favorite

Home in Lake Placid

5 out of 5 average rating, 7 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.

Guest favorite

Vacation home in Lake Placid

5 out of 5 average rating, 30 reviews

Henry's Lake House - Playful Waterfront Oasis!

HENRY’S LAKE HOUSE™ is a direct waterfront home loaded with EVERYTHING you need to create lifelong MEMORIES! "Fun for EVERYONE", fishing, skiing, tubing, swimming and relax on your private sandy beach just steps from the huge screened porch. The clear and calm waters of Lake Henry makes for an extra enjoyable outdoor experience with the kids and yourself. This makes Henry’s Lake house the ideal place to relax and have tons of fun with family and friends on the lake any time of the year!

Guest favorite

Chalet in Lake Placid

4.95 out of 5 average rating, 64 reviews

Chalet at Lake Grassy w/ lake access, kayaks,bikes

Welcome to our quaint Chalet on Hickory Hills. This adorable home is one of a kind. Cozy living room with a 60" 4k TV, stocked with DVD's for a night in at the movies. A brick fireplace rises to the top of a 16 ft wood ceiling and exposed wood beams. 4th bdrm is a loft offering a daybed with trundle overlooks living and dining room area that seats 8 guests. The pavilion is equipped with a gas grill, sink, and games. Access to Lake Grassy located just a short walk at the end of this street.

Guest favorite

Home in Lake Placid

5 out of 5 average rating, 21 reviews

Lake Placid Sebring LakeSide Story Lake House

Relax with the whole family at your peaceful LakeSide Story home. Located in Lake Placid, Florida. This home is situated on the shores of a Lake Huntley, it boasts a charming welcoming back porch, where you can watch breathtaking sunsets. The lush green lawn gently slopes down to meet the water's edge, where your kids can play and dreams of vacation come true. This home is peaceful with large windows that allow natural light in with the best views of sunsets in town!

Guest favorite

Cottage in Lake Placid

5 out of 5 average rating, 18 reviews

The Lazy Lakehouse Cottage on Lovely Lake June

Welcome to our happy place, The Lazy Lakehouse - private and cozy lakefront stay. Just Remodeled with modern conveniences. Sit on the dock and relax with a book and take in the sunset. The space includes a king bed, two queen beds and a queen sleeper sofa. Lake June in Winter is a sandy bottom, spring fed recreation lake. Bring your boat and tie up to enjoy Fishing, Waterskiing, wakeboarding, or enjoying the sandbar on the weekends with friends. No smokers.