Vacation rentals with a kayak in Sumter County

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.

The Eagle's Nest

Come relax at this unique and tranquil old Florida home in charming Floral City. This 2-bedroom, 2-bathroom vacation rental offers a fully equipped kitchen, a screened-in porch, and a spacious yard. Fish for bass right off dock, canoe down the canal, or just relax around the fire pit. Airboaters, bring your boat and enjoy the Flying Eagle Preserve. Lots of fun trails and many islands to explore. Hommassa Springs & Crystal River only 30 miles away. Withlacoochee Bike trail within a few miles.

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!

Inverness Home with a View

Relax in a clean, welcoming, home that has been updated. There are 2 fishing poles available for your use. We make sure they are in working condition and well maintained. Shopping, restaurants, and entertainment is close by. Want a beach....35 minute ride to Fort Island Trail Beach and boat ramp. We do allow hypoallergenic small dogs (2 max), non-shedding, 25 lbs. or less, each w/ proof of shot records, please bring a kennel with you. There is a non refundable $25.00 per dog fee.

Waterfront Hideaway

Modern home in a country setting. Bring your boat or airboat, motorcycle asked your bicycle. Waterfront with dock on the Tsala Apopka Chain of Lakes, fishing, boating, air boat tours, etc. Beautiful winding back roads are known for scenic motorcycle rides and the Withlacoochee State Trail, a 46-mile biking and hiking trail, mostly flat, rails-to-trail system traversing rivers and forests. Many nearby day trips and just 2 hours to Clearwater Beach, 1.5 hours to Disney World, Orlando.

Rustic & Romantic Withlacoochee River cottage

Let the nature lover in you take it easy at this unique and tranquil getaway on the Withlacoochee River. Kayak, canoe, hike, fish, and bike through the beautiful wilderness. Or hang out in the hammock, read, cook, relax, and watch wildlife. This open floor plan cottage has all amenities for comfort, relaxation, adventure, and getting away from it all. (Cabin is at end of a rugged 2-mile dirt road not suitable for sports cars.)

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.