Vacation rentals with a patio in Thomasville

A private pool area features several lounge chairs positioned around the water, with umbrellas providing shade. A wooden table is visible nearby, and floating pool toys are scattered along the pool’s edge. The exterior of a contemporary home is seen in the background.

4.95 out of 5 average rating, 63 reviews

Spacious Home with Private Pool

~NEW~ 5 BR Contemporary Home with private pool close to downtown Welcome to the city of roses! Bring the whole family to this spacious 5 BR home set on an acre of land with a private pool and playground. Historic downtown is within close proximity where you will enjoy shopping and dining at the unique, locally owned establishments. Come home for a swim & then gather around the firepit to roast marshmallows. The living room picture window provides a stunning view of the Glen Arven fairways.

4.95 out of 5 average rating, 185 reviews

An A-Frame cabin is depicted, featuring a wooden deck with a railing and an entrance adorned with a red door. Lush green trees surround the cabin, enhancing the natural setting. A flag is displayed on the balcony, adding a touch of character to the exterior.

Cabin in Tallahassee

Coastal City Cabin: A Cozy Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

A welcoming entrance features a white wooden facade with a classic porch. Two rocking chairs sit on a brick pathway leading to a front door adorned with a wreath. Sunlight filters through nearby trees, creating a serene outdoor atmosphere.

4.95 out of 5 average rating, 122 reviews

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.

5 out of 5 average rating, 47 reviews

The cabin is framed by tall trees, showcasing a spacious porch with several chairs. The exterior features a combination of wood and green paneling, with large windows allowing natural light to enter the interior. A gravel path leads to the door.

Cabin in Ochlocknee

The Polk Plot Farmhouse

Escape to our tranquil cabin nestled in the heart of nature on 33 secluded wooded acres. Enjoy ultimate privacy and serenity, thanks to the privacy gate, as you gaze upon a picturesque pasture. Located 10 minutes from Thomasville and Cairo, 35 minutes from the vibrant city of Tallahassee, and only an hour from the charming towns of Valdosta and Albany, our cabin offers the perfect blend of seclusion and convenience. With everything you need, this retreat is your gateway to a peaceful escape.

4.94 out of 5 average rating, 196 reviews

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

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.

A modern home is situated on a spacious lot surrounded by tall pine trees. The exterior features a gray facade with white trim and a two-car garage. A well-maintained lawn with mulch accents enhances the entrance, while a paved driveway leads to the property.

5 out of 5 average rating, 10 reviews

Modern Family Getaway

Bring the whole family to this elegant, modern home. Spacious 3-bedroom, 2-bath retreat, fabulous master suite for the perfect getaway. Located centrally between Thomasville and Tallahassee, you'll have easy access to a variety of activities, local restaurants, and scenic spots to explore. Whether you're looking to unwind or adventure, this home offers everything you need for an unforgettable time. Book your stay and experience the best of modern living with a touch of Southern charm!

A spacious outdoor patio is visible, featuring a round table surrounded by six chairs beneath a large red umbrella. A small charcoal grill is positioned nearby, and the house's white exterior is seen in the background, accompanied by lush greenery.

4.93 out of 5 average rating, 123 reviews

House on Pinetree

The perfect place to stay when visiting Thomasville. Close to everything and in a central location. About a five minute drive to downtown, or a 30 minute walk you can be on the bricks in no time. Both Queen rooms and the living room are outfitted with Roku TVs for you to enjoy. We have also placed sound machines in all bedrooms to ensure a good nights rest. A welcome basket will be waiting for you with snacks and Keurig pods to keep you fueled for any adventures you may have planned.

4.95 out of 5 average rating, 224 reviews

An open living area features a large, soft gray sectional sofa facing a wooden entertainment center with a wall-mounted TV. The space is divided by rustic wooden beams, and light-colored walls enhance the inviting atmosphere. A light rug anchors the room, complemented by a dining area with white chairs.

Home in Norman Park

3 Bedroom Home Pool & Hot Tub

Enjoy this farmhouse style 3 bedroom home with pool, hot tub, and deck. This home is on beautiful countryside land with privacy. This home has 3 Bedrooms which include 1 King Bed, 1 Queen Bed, 2 Twin Beds, 2 Bathrooms, 33 Ft Swimming Pool, Hot Tub, Furnished Deck, Charcoal Grill, Fire Pit, Wifi, Multiple TVs, Small Office, Washer, & Dryer. Make a quick trip to town for groceries or dinner... Publix/Walmart/Longhorns 4-5 Miles Tons of stores and restaurants in less than 10 miles.

5 out of 5 average rating, 28 reviews

A charming cabin features a light gray exterior with a front staircase leading up to a central white door. Flanking the entrance are lush grasses, and the surrounding area is bordered by tall trees, creating a serene natural setting.

Cabin in Hartsfield

Countryside Cottage in Moultrie

Enjoy a tranquil plantation experience just 15 minutes outside of Moultrie! This recently built Southern Living cabin is the perfect experience for you and a guest! Caroline’s cottage is located on Gin Creek plantation and RoseMott Vineyards. Steps away from your cottage is our Packhouse Tasting Room where you can enjoy sitting under our 300 year old Oak tree. Also enjoy long walks around our vineyard and wedding venue property. There are two large ponds for you to enjoy as well!

A historic two-story yellow home showcases intricate architectural details, including a distinctive red roof and multiple balconies. The well-maintained lawn features lush greenery and a stone walkway leading to the inviting entrance. Large windows reflect the natural light and surrounding landscape.

4.97 out of 5 average rating, 39 reviews

Historic Lapham-Patterson House

What a place! You can spend time in this one-of-a-kind historic home. This suite, located in the wing of a National Landmark includes two rooms and a Jack and Jill bathroom. The primary room has a king bed, the guest room has a queen sleeper sofa and comfortable reading chairs. Suite opens to a charming backyard patio. The house is within walking distance of Thomasville's unique historic downtown. The house is located in the heart of the Dawson Street National Register District.

The living room features a warm-toned leather sofa and bright orange chairs arranged around a coffee table. A textured area rug covers the hardwood floor, while a brick fireplace adds a rustic touch. A ceiling fan provides comfort, and natural light enters through the nearby windows.