Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

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Guest favourite
A wooden dining table is surrounded by six rustic chairs, positioned in a warmly lit space. Natural light filters through the blinds of a large window, illuminating the wooden walls. A wooden cabinet is present in the corner, enhancing the cabin feel.
Cabin in Live Oak
4.92 out of 5 average rating, 235 reviews

Florida Country Cabin Getaway

Nestled in the heart of rural North Florida, this picturesque log cabin on 3 acres offers a tranquil retreat enveloped by majestic oaks and towering pines. Stepping inside, they find themselves embraced by the warmth of a cozy interior, where comfortable furnishings invite relaxation. However, the true allure lies where a sprawling outdoor deck beckons guests to unwind amidst the serenity of nature while enjoying their morning deink from the extensive selection of coffee, tea and hot chocolate.

Top guest favourite
An aerial view showcases a rustic cabin situated by a serene private lake. The reflection of the surrounding trees is visible on the water's surface. A spacious porch with a roof extends towards the lake, offering a peaceful spot for relaxation.
Cabin in Pavo
4.97 out of 5 average rating, 337 reviews

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

Top guest favourite
The entrance features a charming pathway lined with carefully arranged stones, leading to a welcoming porch adorned with white wooden doors. Lush greenery and shrubs frame the space, providing a serene atmosphere, while the screened-in porch invites relaxation under the surrounding trees.
Cottage in Monticello
4.95 out of 5 average rating, 150 reviews

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.

Top guest favourite
A spacious kitchen showcases modern white cabinetry and a large island with seating for four. Stylish pendant lights hang above the island, and stainless steel appliances are integrated into the design. A cozy living area is visible in the background, providing a seamless flow to the space.
Home in Jennings
4.96 out of 5 average rating, 212 reviews

Gated 5 acres with fitness, 5 tvs, king bed

There's plenty of boat and trailer parking on gated property. 3 types of coffee makers. Keurig ( with pods), French press, Drip. Quiet, secluded, New custom home on 5+ acres. 6-7 min off I75 Kick back and relax in this calm, stylish space. Peaceful Country Living meets Luxury and Style. Nearby Fun: 1. Jennings GP- Motor Track 2. Spirit of the Suwanee 3. Madison State Blue Park -Madison River 4 Wild Adventures - 30 Min 6. Cross Roads Metroplex 7. The Florida HikingTrail and much more...

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, 110 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. - Any Smoking: Outside Only! [Medical also outside Only].

Top guest favourite
A wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.
Cabin in Tallahassee
5 out of 5 average rating, 173 reviews

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.

Top guest favourite
An outdoor seating area is arranged around a square fire pit table, surrounded by four dark wicker chairs. The space features a chevron-patterned outdoor rug and offers views of the lake, which reflects the soft colors of dawn. Kayaks and a buoy are visible nearby.
Home in Lake Park
5 out of 5 average rating, 225 reviews

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

Top guest favourite
The exterior of a charming two-bedroom home features a light blue façade with white accents. A covered entryway provides shelter, while a stone pathway leads to the porch. Lush green grass surrounds the house, complemented by landscaping and a tree offering shade.
Home in Monticello
4.97 out of 5 average rating, 29 reviews

Welcome to The Schoolhouse

This special place is close to everything, making it easy to plan your visit. Discover this fully renovated 1926 two-bedroom gem in the heart of Monticello, Florida. Named for one of two schoolhouses originally associated with the church now housing Monticello’s Chamber of Commerce, the home still reflects its history. From reclaimed hardwood floors to refurbished original windows, doors, and moldings, you can experience the best of modern amenities and historic charm.

Top guest favourite
A serene lakeside view is framed by tall cypress trees covered in Spanish moss. The tranquil water reflects soft pink and orange hues of the sunset, while a grassy area leads toward the lake, enhancing the peaceful atmosphere.
Place to stay in Pinetta
4.95 out of 5 average rating, 128 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.

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, 373 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 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, 251 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.

Top guest favourite
The charming exterior of the home is framed by large live oak trees, providing shade and a serene setting. A wide porch, bordered by white railings, invites relaxation, while manicured shrubs line the pathway leading to the front entrance.
Home in Tallahassee
5 out of 5 average rating, 168 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautiful 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large swimming pool. There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Popular amenities for Greenville holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Madison County
  5. Greenville