Holiday rentals with a pool in Columbia County

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Top-rated rentals with a pool in Columbia County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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A charming two-story cottage with a sloped roof is nestled among tall trees, creating a serene setting. The driveway leads to an inviting entrance, while lush greenery frames the view, adding to the peaceful ambiance of the surrounding landscape.
Guest house in Lake City

Leelou's Cottage

Welcome to your tropical escape—tucked away in a quiet corner of North Florida, yet just minutes from the crystal-clear waters of Ichetucknee Springs. This serene retreat is designed for total relaxation, and with swaying palms. Lounge poolside on soft sunbeds, stretch out with a book or a drink, or simply let your thoughts drift in the warm breeze. Whether you're here for a weekend getaway or a longer stay, every detail is crafted to help you unwind in comfort. Available for short term rental.

Guest favourite
Home in Lake City
5 out of 5 average rating, 12 reviews

Jungle Oasis at Rose Creek- Pool & Nature Getaway

Escape to this spacious pool house, Jungle Oasis at Rose Creek in Lake City—your own private retreat! Tucked in the woods, this roomy home features a sparkling private pool, visits from deer, turkeys, wild birds & plenty of room to relax. With 2 living areas and plenty of beds, there’s space for the whole family - dogs included🐾 Close to springs, rivers, trails & endless outdoor fun. Unwind, explore & soak up nature’s magic—this pet friendly jungle oasis is where adventure meets relaxation.

A private pool area is enclosed by a black screened lanai, providing a safe and serene environment. The inviting pool features a built-in spa, surrounded by a spacious pool deck. The house is visible in the background, with large glass doors offering a view into the living space.
Home in Lake City

Luxe Retreat with Private Pool

🌴 Private Poolside Retreat 🌴 Escape to this spacious, serene home in a safe, quiet neighborhood, perfect for families, couples, or a peaceful getaway. Enjoy an open, inviting space, a well-equipped kitchen, and cozy bedrooms for restful nights. ✨The highlight? Your private pool! Swim, lounge, and relax under the stars✨ ✔Private Pool – Your Personal Oasis ✔Spacious & Inviting – Feels Like Home ✔Safe & Quiet Neighborhood ✔Close to Local Attractions & Dining ✔Perfect for Families & Couples

A large pool is framed by a brick patio, with several lounge chairs arranged around the sides. A gazebo is positioned nearby, offering shaded seating. Lush greenery and a white picket fence create a serene outdoor environment.
Farm stay in Fort White
4.71 out of 5 average rating, 130 reviews

Cozy Farm House with Pool Near Springs

Excellent place to relax in the nature of a farm and have an amazing family time. This property is close to the best springs you can find in Florida. Ginnie Springs. (20 minutes). The house has a beautiful view to the pool along with green lushes fields with cows and other farm animals. It also offers a grill with charcoal provided. The use of the gorgeous 50-foot pool is allowed. Close to grocery stores, such as Dollar General and Family Dollar (6mins). Restaurants and walmart at 24mins

Top guest favourite
The exterior view showcases a cozy cabin with a welcoming front porch. Colorful plants in pots are positioned around the entrance, complemented by a blue umbrella providing shade. The surrounding yard features vibrant greenery and a patterned outdoor mat leading to the cabin's steps.
Tiny home in Fort White
4.97 out of 5 average rating, 79 reviews

Tiny Cabin close to the river and springs.

**Tiny Cabin** – Welcome to your cozy retreat, just 2 minutes from the beautiful Ichetucknee and Santa Fe Rivers! If you're in the mood for adventure, Ichetucknee State Park is just a 5-minute drive away, and Ginnie Springs and Poe Springs are only a 15-minute drive away. This cabin is located in an ideal location for scuba divers seeking comfortable accommodations while pursuing their certifications. This charming cabin is also great for solo travelers seeking a peaceful getaway.

Superhost
A cozy lounge area is surrounded by greenery. A comfortable seating arrangement is depicted, featuring a light-colored couch adorned with vibrant cushions. A glass coffee table with decorative coasters sits in front. A mounted TV and open shelving are visible against a green wall.
Tiny home in Florida
4.86 out of 5 average rating, 131 reviews

"Cowboy's Cabana" - Detached Suite w/ Pool & Porch

Enjoy your visit to the Springs Heartland at Cowboy's Cabana! This small but sweet detached guest suite is steps away from a fully screened in (not heated) pool close to the Ichetucknee River! Visit Ichetucknee Springs, the Santa Fe River, the Suwannee River, Ginnie Springs and much more! Enjoy seasonal fresh eggs! Long term stays welcome. *Currently recovering from Hurricane driveway and landscape damages* *Guests must have prior 5 star reviews to book*

Guest favourite
The exterior of the cottage is shown, featuring a metal roof and a covered porch. Blue chairs are positioned in front, and large windows invite natural light. Lush greenery serves as a border, complementing the tranquil outdoor space.
Cottage in Alachua
4.95 out of 5 average rating, 20 reviews

Grand View Hill House at Pareners Branch Creek.

The Hill House sits at the highest point of our 30 acre property at 140 feet above sea level in NW Alachua County. The view is spectacular & the house is pretty nice too! With its 10 foot ceilings and lots of windows, the 2 bedroom cottage feels airy and spacious. The fully equipped kitchen will please your inner chef, and the open floor plan allows easy conversation from the living room & dining area. You access the house via a private road.

Superhost
A private pool is surrounded by a stone patio, with a bright blue inflatable float resting on the water's surface. Lush greenery and a hammock can be seen in the background, providing a serene outdoor environment.
Guest house in High Springs
4.75 out of 5 average rating, 51 reviews

Private Detached Pool House With Kitchenette

Come on down beautiful High Springs Florida! Enjoy our private backyard and pool house! High Springs is the start point to all of your north central Florida adventures. Casita Bonita is just a two minute drive to the High Springs kayak launch on the beautiful spring fed Santa Fe River! We offer a queen sized bed and one futon. Perfect for a couples getaway or a base camp for River/Springs expeditions.

Guest favourite
A private screened pool area features a bright blue pool surrounded by a clear enclosure. Two black wicker chairs are positioned nearby, and a whimsical inflatable decoration floats in the water. Lush greenery is visible in the background, offering a sense of seclusion.
Home in High Springs
4.81 out of 5 average rating, 16 reviews

Springs Hideaway - 4BR Retreat w/ Pool & Sunroom

Spacious 4BR/3.5BA home in the heart of High Springs! Walk to shops & dining, or relax by the private pool with screened outdoor bar. Features 2 king beds, 1 queen, 1 bunk room, queen air mattress, full kitchen, sunroom, WiFi, A/C, washer/dryer, and free parking. Close to springs for swimming, kayaking & more. Great for families or groups—your perfect North Florida getaway!

The outdoor space features a large patio area with a table and chairs surrounded by palm trees. A barbecue grill is visible, and a safety fence encloses the pool area, creating a spacious and inviting environment for relaxation.
Home in Lake City
4.6 out of 5 average rating, 20 reviews

Oasis Paradise Retreat

Bring your whole family to this unique and spacious place with great reviews from previous guests. There’s so much room for fun and to create life long memories. Huge patio with outdoor charcoal grill and sitting areas to enjoy your morning and evenings. Enjoy a large Pool and experience the beautiful Florida Sunshine.

Top guest favourite
A spacious bedroom is featured with a large bed adorned with decorative bedding. Two wooden doors and one glass-paneled door are visible, while a leather armchair is positioned within the room. Soft lighting is provided by a nearby table lamp.
Guest suite in Lake City
4.98 out of 5 average rating, 303 reviews

Back Yard Paradise

Close to several springs, near restaurants and shops. Located 2.5 miles from Hwy 75. Short drive to Gainesville. Microwave, refrigerator, electric burner and Keurig coffee maker all for your convenience. Access to pool area with lounge chairs, and outdoor gazebo for your enjoyment.

Home in Lake City
4.75 out of 5 average rating, 32 reviews

Cheerful 3 Bedroom/2 Bath

Bring the whole family to this great place with lots of room for fun and close to town, springs, river and much more.

Popular amenities for Columbia County rentals with a pool