Vacation rentals with a kayak in Sumter County

Horse/Farm-Comfort of Home in the country

Get away from it all when you stay under the stars at our farm. Lots of room to roam & the Comfort of Home. Bring your horse or trail bike and enjoy the 64 Miles of trails within a mile of the door. Private 2 bedroom/2 bathroom home with cozy covered porch that overlooks a pasture of horses and cows. Comfortable queen sized mattress’s in each bedroom and an additional queen sized tempurpedic pull-out couch in the master bedroom. Your comfort and privacy are our goal while you are our guest.

Riverside Chic - 180° water view - fish/boat/kayak

Welcome to Riverside Chic, the perfect getaway for those seeking peace and tranquility in a stunning natural setting. Located on the banks of the Withlacoochee River, our home offers a unique blend of modern comfort and rustic charm as well as world class fishing and panoramic river views right in the backyard. Whether you're looking for a romantic escape, an epic fishing trip, or a peaceful retreat with friends, we invite you to come and experience the magic of our river house for yourself.

Nature Coast Lakeside Getaway- Pool Home w/ Dock

Enjoy lakefront living close to everything the Nature Coast has to offer. Entire home is for your use with a private pool and boat dock. Beautifully decorated and comfortable living space to enjoy some family time. The 3 bedroom home has 2 king beds, 1 bunk bed (twin and full size) and 1 twin trundle bed. Sleeps 8. Enjoy using the 3 kayaks on the lake during the day, then challenge each other to a game of 8 ball at night on the billiards table. Swim and enjoy cocktails by the pool on the lanai.

Waters Edge-A Lakefront Oasis of Peace & Privacy

A 10-acre private lakefront estate ideally located to explore both Tampa Bay & Orlando attractions. A scenic, tranquil & luxurious retreat from the city. Directly on Lake Dowling with great bass fishing. Fishing kayaks (3), dock with custom kayak launch, four bedrooms (2 primary suites), 3 full/2 half baths, lux fully equipped kitchen, heated pool, fire pit, games, library, washer/dryer, birdwatching & stargazing. Water’s Edge promises an unforgettable experience in a stunning natural setting.

Sweetwater Cottage private dock, canoe & kayaks

Come enjoy our lakeside cottage and its fun relaxing vibe! This private home is fully fenced and features a private dock. We are pet friendly for well behaved four legged friends that enjoy traveling. We have a 14 ft canoe and 2 kayaks for you to enjoy. We do have a small gas motor you can rent for the canoe allowing you to truly explore the lakes. Bring your boat! We have a community boat ramp one street over. Only minutes to downtown Inverness! PET FEE $25 per pet paid directly to host.

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

The Love Shack at The Cove

Take a step back into Cove History with this divine original fish camp cabin! This stylish and cozy gem is perfectly suited for couples! Enjoy authentic wood ceilings, vintage décor, granite counter tops, live oak shelving, breakfast bar and walk in shower. Nestled under huge live oak and surrounded by decking. This cabin offers a romantic retreat and escape from daily life!

Kitschy Cottage on an Old Florida Orange Grove

Come stay with us at Wonderfield Farm and Grove! This kitschy cottage is located adjacent to our 66-acre farm full of "old Florida" beauty you will fall in love with. Stroll amongst citrus groves, ancient oaks, and abundant flora. The "backyard" of our property is 10,000 acres of Flying Eagle Nature Preserve, providing an exceptional experience in nature.