Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

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Guest favourite
A serene sunset view is captured over the calm waters of Lake Long Pond, with the sun dipping below the horizon. A wooden dock extends into the lake, providing a vantage point to appreciate the natural beauty surrounding the property.
Cottage in Lake Park
4.97 out of 5 average rating, 185 reviews

Perfect Cottage on the Lake

Located in Lake Park, GA just south of Valdosta, GA. This cottage is newly renovated inside and out and sits directly on the waters of Lake Long Pond. Enjoy boating, skiing, tubing, canoeing, paddle boarding, fishing and more. Large open floor plan with wall of windows and huge deck overlooking the lake for beautiful sunset views. Long dock with diving board at the end. Private white sandy beach and boat ramp on property. Perfect for gatherings and entertainment. Near Wild Adventures Theme Park.

Guest favourite
A spa is featured beneath a wooden deck, with water swirling actively. Soft lighting adorns the overhead structure, and a flight of wooden stairs is visible in the background. Lush greenery surrounds the area, enhancing the serene atmosphere.
Guest house in Monticello
4.92 out of 5 average rating, 116 reviews

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. - Smoking: Outside! [Medical also outside]. Nic Vape OK in.

Guest favourite
A serene view of a small lake is reflected in calm waters, surrounded by lush green trees. An arched wooden footbridge spans the lake, positioned against a backdrop of vibrant foliage under a cloudy sky.
Cottage in Tallahassee
4.94 out of 5 average rating, 270 reviews

Twisted Pine Lake Cottage, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our three-bedroom cottage awaits. Rest easy on the patio, 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.

Top guest favourite
The cabin is set on manicured grounds, overlooking a calm pond. Lush greenery surrounds the property, with tall trees framing the scene. A clear blue sky dotted with clouds reflects on the water's surface, enhancing the natural beauty of the landscape.
Cabin in Valdosta
4.97 out of 5 average rating, 117 reviews

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;)

Guest favourite
A spacious waterfront home is depicted, featuring a screened porch and a metal roof. Lush greenery and golden grasses surround the base of the house, while calm waters extend across the foreground. The structure is elevated on stilts, providing an inviting appearance.
Home in Crawfordville
4.95 out of 5 average rating, 143 reviews

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, & the Tallahassee International Airport. Private floating dock & trailer parking. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammock under the house. Kayaks, fish cleaning station With the well appointed kitchen, gas grill & laundry you will have everything you need. (boat lift not available)

Top guest favourite
Place to stay in Pinetta
4.94 out of 5 average rating, 135 reviews

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.

Guest favourite
An American flag hangs prominently in front of a calm river reflecting the colors of the sunset. Tall trees, adorned with Spanish moss, frame the view, enhancing the natural landscape and providing a serene backdrop of Florida's outdoors.
Home in Mayo
4.89 out of 5 average rating, 170 reviews

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.

Guest favourite
The single-story home features a front porch, framed by shrubs and trees. A well-kept lawn surrounds the house, with pathways leading to the entrance. Flower beds add a touch of greenery, complementing the neutral exterior of the property.
Home in Monticello
4.95 out of 5 average rating, 62 reviews

Home in Monticello near downtown w/ modern vibes

This entire home has plenty amenities. The 1562 sq ft. corner is home near downtown. The home is cozy, comfortable and functional for humans only. I hope your stay allows you to enjoy your spouse, family, friends or co-workers. Make sure you create lasting memories as you relax, attend college games, graduations, work or just need a nice place to stay. Tallahassee or Thomasville are only a 30-35 minute drive away.

Top guest favourite
The charming exterior of a blue house is displayed, featuring a gabled roof and an inviting orange door. A landscaped walkway with newly planted greenery leads up to the covered porch, which includes a small seating area. Sunlight brightens the scene.
Home in Quitman
4.96 out of 5 average rating, 380 reviews

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.

Top guest favourite
A comfortable living area features a light-colored sofa centered on a wood floor. Two lamps with dark bases and soft shades are positioned on either side on small tables. Soft light illuminates the space, enhancing the layout's inviting feel.
Home in Monticello
4.96 out of 5 average rating, 84 reviews

Charming cottage located on a historic street.

The Camelia Cottage is located on charming Pearl Street, surrounded by historic antebellum homes. Enjoy quiet evenings in this unique neighborhood. Camelia Cottage is within 30 minutes of Tallahassee and within walking distance of quaint shops and restaurants. You will certainly enjoy the small town atmosphere. Camelia Cottage has recently been updated, there are two beds one king and one full bed.

Top guest favourite
A multi-level house elevated on stilts showcases a mix of light green siding and a gray metal roof. Large balconies extend from the front, offering expansive views. Surrounding palm trees complement the coastal setting, while steps lead gracefully from the shore.
Home in Perry
4.9 out of 5 average rating, 263 reviews

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.

Guest favourite
Home in Madison
4.9 out of 5 average rating, 10 reviews

All Decked Out

Escape to a fully furnished lakefront retreat on Cherry Lake, just outside Madison, Florida, where relaxation and adventure meet. This spacious home comfortably sleeps up to 10 guests with three bedrooms, two bathrooms, and a cozy loft with an additional bed. Nestled beneath grand North Florida live oaks, the property exudes Southern charm and offers stunning lake views from nearly every room.

Popular amenities for Greenville holiday rentals