Vacation rentals with a kayak in Highlands County

Lakefront House, Chefs Kitchen, 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!

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.

Luxury Lakefront | Private Dock | Pool & Jacuzzi

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 & spa, 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 unforgettable moments shared with family & friends.

Lake Front Oasisᨑ Prv Dockᨑ Poolᨑ Adults 18+ Only

Welcome to our stunning lakefront home nestled on the serene shores of Lake Grassy, Florida. This lovely retreat offers the ultimate escape for adults seeking tranquility and natural beauty near Lake Placid & Lake June. The perfect blend of comfort and Florida charm in this inviting 2 bedroom, 2 bathroom home featuring a cozy, screened lanai. This retreat promises a memorable escape for small groups seeking relaxation or lake adventure. 'LOVE' my listing to your Airbnb Wishlist to find later!

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!

Lakefront Sebring Racing RV

Enjoy great Lake views in this stationary RV just a 10 mile drive from Sebring International Raceway. This fully equipped RV has been completely remodeled and features an outdoor cooking/dining tiki hut area with Bar-B-Q grill, microwave, electric oven, mini fridge, and sink. Enjoy beautiful sunsets while sitting in our private dock. Perfect setting for fishing, kayaking in the 300 acre Little Red Water Lake, or simply relaxing after a day of exploring Downtown Sebring or enjoying the Races.

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!

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

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

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.

Lake Placid Cottage with Lake Access & EV Charger

Quiet and quaint cottage just minutes from downtown Lake Placid. Enjoy peaceful moments on the porch our lake access dock just across the street. Explore the murals, shopping and dining in our historic district. We have the perfect home away from home when coming for the Sebring races, Caladium festival, arts and crafts festival, or just some rest and relaxation. Cottage has one bedroom with a queen-sized bed and a sofa that fully reclines for an additional guest.

Animal Lovers Farm – FREE Horseback Rides +Animals

Discover Animal Lovers Farm, a tranquil 20-acre farm retreat nestled beneath live oak trees in Venus, Florida. This stay combines comfort, nature and genuine farm life — perfect for couples or families who want something more than just a room. Enjoy complimentary horseback rides, meet our friendly donkeys, goats, cows and chickens, and immerse yourself in a relaxed, timeless Old-Florida atmosphere.