Holiday rentals in Greenville

Cabin on Lake Nichols

Enjoy a comfortable retreat in a historic 1930s cabin overlooking a 350-acre private lake. This fully renovated farmhouse features its original beadboard. The historic touches, combined with all the modern amenities, make this the perfect destination for those seeking to enjoy a getaway into nature and fishing experience. The lake is loaded with largemouth bass, catfish, speckled perch, bream, and bluegill and is only otherwise available by very limited membership. See more on IG @lake_nichols

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks

35% discount for monthly stays, 15% for weekly. Million$$ views of Oyster Bay & Gulf from every room. Only 40 minutes to the Florida Capital, FSU, FAMU, TSC & the Tallahassee International Airport. Private dock, trailer parking & boat ramp. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammocks under the house. Kayaks, fish cleaning station & crab trap are provided. With the well appointed kitchen, gas grill & laundry you will have everything you need.

The Cottage at Grand Oaks Plantation

The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

Private Hot tub, Adjusting Kingbed, Gated Property

Read All to get Pet Discount! Walk to Historic District: famous for Ghost Tours, Good eats, Antique shopping, Live theatre, and Music on Fri. Nite @ THE Social. Returning Guests - before booking, send an "inquiry" for 50% Less Pet Fee! Also applies to "One Nite" booking with Pet! - Please Be Sure To Add Pets & Any Guest with you Upon Booking (list service animals as guest for insurance purposes). Pet fees are per stay, not per nite. - Any Smoking: Outside Only! [Medical also outside Only].

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Amazing Private Cabin w Pool & Fishing Pond

A serene stay awaits you as the beauty of nature overwhelms and true privacy surrounds on acres of land. Stay in this secluded log cabin, which includes a stocked pond & sparking pool. Just a short drive to I-75 or to town. Gated entrance that leads you down a paved road that opens up to a large, well-maintained lawn & pond with the cabin in the background. The cabin itself has exposed beams & rustic beauty. The wrap-around porch has a lovely view of the pond & pool. Memories Await;)

Lakefront guesthouse by I-75 and the FL/GA line

Lakefront guest house minutes from I-75 and the FL/GA line. Located on beautiful Long Pond in Lake Park, GA. Amenities include; Pedal Boat, Kayak, Fishing, Swimming, Bon Fires, and a Beach. Yard is fenced and in a quiet cul de sac. Relax on the NEW covered porch with an 85 inch TV, amazing lake views and sunsets. TV has Netflix, Disney+, and YouTube TV. Less than a mile from Winn Dixie, Taco Bell, Chick-Fil-A, Dairy Queen, and Zaxbys. Must be 21+ years of age. Dog Friendly. No

A piece of heaven on Cherry Lake

A piece of heaven at Cherry Lake will have you feeling heavenly during your stay! On the waterfront property sit a two bedroom, one and a half bath trailer that has the feel of a cozy home. Dogs welcome with a one time pet fee. Cherry Lake is located in Madison County, south of Valdosta GA. The city of Madison has a historic district and one of the cutest downtowns in Florida lined with antique shops and locally owned eateries.

Best memories are made on the Suwannee River

*** Inquire about Winter rates for Jan 2027 through March 2027*** Located on the banks of the historic Suwannee River! Enjoy making memories and explore Florida's nature at its best! Visit nearby Lafayette State Blue Springs Park where you can take a dip in a refreshing spring or Wes Skiles Peacock Springs State Park located in Luraville for some cave exploration or just relax and take in natures beauty while sitting on the dock.

small town living

Enjoy the laid back. simple, life of a small southern town. Our old house with hardwood floors, nice comfortable furniture, and vintage decorating choices is perfect for a leisurely get away or business. Great stay for travel nurses or others working temporarily in the area, or just a layover during travels. An air mattress and pack and play are also available. We do allow pets with a pet fee and rules.

Gulf Front Sunset Right on the Gulf

Our 2 bedroom 1 bath house sits on high stilts directly overlooking the Gulf of Mexico. Located in undiscovered Dekle Beach, Florida. It is a retreat from everything. We are about three miles up the coast from Keaton Beach. Known for scalloping! Three open bays for your vehicles. Boat launch one block away. Beautiful sunsets, stargazing, birding, reading, fishing and scalloping during the season.