Vacation rentals with a pool in Highlands County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Highlands County

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

%{current} / %{total}1 / 1

Superhost

The exterior of the duplex displays a single-story structure with a brown roof and light-colored walls. Lush greenery, including palm and ornamental plants, surrounds the entrance, while a driveway leads to a garage on the right side. Windows are accented by dark shutters.

Home in Sebring

4.77 out of 5 average rating, 114 reviews

Pet Friendly, Pool, Raceway Townhome.

Our AirBNB property duplex is located 3 minutes driving distance from Sebring International Speedway. 3 major lakes for fishing and boating enthusiats, and surrounded by fine restaurants and sunset grills.Sebring is a bikers delight as well, with light traffic and nice roads to tour. Our property is roughly 1 hour and a half by car from Tampa, Orlando &,Palm Beach. We welcome you to our page and are here for your travel needs. We offer beautiful gardens, beautiful pool, kitchen,bedrooms,& bath

Superhost

An open layout is displayed, showcasing a spacious living area with comfortable seating arrangements. A dining table is positioned near the kitchen, and a well-equipped kitchen counter features dual sinks. Natural light filters through the window, illuminating the warm wood cabinetry.

Camper/RV in Lake Placid

5 out of 5 average rating, 6 reviews

Luxurious RV in a resort, Lake Placid Florida

Enjoy the lovely setting of this romantic spot in nature! RV is located in Camp Florida Resort and has a lot of amenities: heated pool, Pool and ping pong table, tennis court, shuffleboard, pedal boat, kayaks... The rv is spacious and comfortable. Queen bed, fireplace, kitchen and living open layout. Wifi, cable. A barbecue is available to enjoy the outdoors. All you need to spend great time in our beautiful city. Golf courses close by plenty of restaurant and entertainment. No pets allowed....

Guest favourite

Townhouse in Sebring

5 out of 5 average rating, 8 reviews

Bright & Airy Sun 'N Lake Golf Course Villa

Escape to this bright and spacious 2-bedroom, 2-bath villa located directly on the #12 fairway of Sun 'n Lake Golf Club. Forget your worries in this spacious and serene space. Perfect for snowbirds, remote workers, or weekend golfers, this fully furnished retreat offers comfort, convenience and scenic views. Single level living - no stairs. Screened sunroom under air with sliders to both main area and master. Fast WiFi. Community pool & tennis available (small fee). NO pets or smoking please.

Top guest favourite

A well-maintained single-story home is set against a clear blue sky. The landscaping features lush greenery, including palm trees, and the driveway accommodates multiple vehicles leading to a spacious two-car garage.

Home in Lake Placid

4.96 out of 5 average rating, 103 reviews

Life is better at the Lake.Pool/Spa/Dock/Lake June

This fully equipped pool home is located at the canal to Lake June in Lake Placid, FL. Enjoy quality time, whether it's boating, jumping in the pool, relaxing with a good book, golfing or reconnecting with friends and family. This fully equipped 4 bedroom home, build in 2005 features a screened in HEATED Pool & Spa, boat parking alongside the dock directly at the house, BBQ & more. A Golf Cart available @ additional charge. Close to Golf, shopping, Restaurants and downtown. Full house generator

Top guest favourite

A serene courtyard is framed by lush greenery and palm trees, featuring a central fountain. Soft evening light illuminates the surrounding buildings, creating a calming atmosphere as the sunset reflects on the nearby lake.

Home in Lake Placid

5 out of 5 average rating, 15 reviews

Lake Front Oasisᨑ Prv Dockᨑ Poolᨑ Adults 18+ Only

Welcome to our stunning lakefront home nestled on the serene shores of Lake Grassy, Florida. This lovely retreat offers the ultimate escape for adults seeking tranquility and natural beauty near Lake Placid & Lake June. The perfect blend of comfort and Florida charm in this inviting 2 bedroom, 2 bathroom home featuring a cozy, screened lanai. This retreat promises a memorable escape for small groups seeking relaxation or lake adventure. 'LOVE' my listing to your Airbnb Wishlist to find later!

Guest favourite

An ostrich is prominently featured in the foreground, with details of its distinctive long neck and soft feathers visible. In the background, additional ostriches roam freely across a grassy area framed by trees, under a sky filled with soft clouds.

Farm stay in Sebring

5 out of 5 average rating, 19 reviews

Luxury Cabana at Ostrich Ranch, Petting Zoo Safari

Escape to the countryside and unwind at our peaceful poolside cabana, tucked away on the farm just minutes from town. Surrounded by lush gardens, friendly animals, and open skies, this is your perfect spot to rest and reconnect with nature. Wake up to the sounds of ostriches, emus, and farm animals, enjoy your coffee under the gazebo overlooking the horses grazing, as evening falls, watch the sunsets paint the pastures in golden light and gather around the firepit for stargazing.

Guest favourite

Home in Okeechobee

5 out of 5 average rating, 10 reviews

Rancho La Esperanza in Okeechobee's full wilderness

Relax with family or enjoy solitude in this okeechobee off grid paradise of peace. The land here is full of wildlife and the amenities of this house offers enjoyment with the backyard paintball field set up, the endless pool hot tub pool system in the back yard patios and the entire home able to host a family of 12. nights are incredible, look out towards the stars or bring a telescope to see what you can find high above with less light pollution. See you At Rancho La Esperanza!

Guest favourite

The exterior of the renovated house is shown, featuring a welcoming front porch with white railings and steps leading to the main entrance. The garage is visible on the right, and landscaping includes shrubs and plants arranged around the property.

Home in Sebring

4.89 out of 5 average rating, 365 reviews

The Good Vibe House

My place is close to the city center and parks. You’ll love my place because of the location, the ambiance, and the people. My place is good for couples, solo adventurers, and business.Half block from Crescent Beach where you can see the sunset or have a cool time in the water,if is not here you can also enjoy the pool at the house.Publix supermarket and others are located just a few blocks and minutes from the house.Fifteen minutes drive to Sebring International Raceway.

Top guest favourite

The exterior of the house is depicted, featuring a well-maintained landscape with shrubs and flower beds. A wide driveway leads to a welcoming entrance highlighted by a decorative red front door. Lush green trees line the property, providing a serene and inviting atmosphere.

Villa in Sebring

4.97 out of 5 average rating, 114 reviews

Solar Heated Private Pool & Lanai On Golf Course

For a getaway that the whole family will enjoy, stay at this beautiful 3-bedroom, 2-bath vacation rental in Sebring. Spend your days out on the green at the Sun ‘N Lake Golf Club, enjoy a cookout with the family by the pool, or venture into Orlando for a magical day trip with the kids. Whether you’re seeking much-needed R&R or want to take on adventures in the Sunshine State, this bright home will ensure endless days and nights filled with fun.

Top guest favourite

The exterior of a ranch-style condo is displayed, featuring a well-maintained landscape. A palm tree and neatly trimmed bushes line the walkway, which leads to the entrance. The building presents a neutral color scheme with large windows allowing natural light into the living space.

Condo in Sebring

4.98 out of 5 average rating, 65 reviews

Sebring raceway/Spring Lake fully furnished villa

Savor this spacious, comfortable, fully equipped 2 bedroom/2 bathroom ranch condo with screened lanai in the quiet Country Club Villas community. Conveniently located just 5 miles from the Sebring International Raceway and Sebring airport. Enjoy one of 2 community pools or take a stroll around the nearby Eco Park. Go fishing on nearby Lake Istokpoga, one of the biggest Bass fishing lakes in Florida, or visit Highlands Hammock State park.

Top guest favourite

A cozy living area features a pair of beige leather sofas and a comfortable armchair arranged around a wooden coffee table. Natural light enters through two large windows adorned with light drapes. A wall art piece and potted plants add inviting touches to the space.

Apartment in Sebring

5 out of 5 average rating, 26 reviews

Cozy, quiet 2/2 villa with 2 pools!

Located minutes from Sebring Raceway and historic downtown Sebring (as featured on HGTV), enjoy all the amenities of this quiet community tucked into Florida’s peaceful heartland. Relax in the two heated pools on-site, golf at the area course, challenge yourself to a game of pickleball, tennis, or basketball at the courts just down the road, or take a walk around the Spring Lake nature ecopark to catch a nostalgic Florida sunset!

Guest favourite

A modern living area features a comfortable sectional sofa accompanied by a large ottoman. A flat-screen television is mounted on the wall, and a wooden cabinet holds various decorative items. Natural light enters through large windows, framing a view of the outdoor greenery.

Apartment in Sebring

4.94 out of 5 average rating, 18 reviews

Villa in Sebring/ Spring Lake

Unwind in this newly renovated 2BR/2BA villa within Sebring's Spring Lake. Golfers will love the nearby Sebring International Golf Resort, while racing fans can catch the action at Sebring International Raceway. Downtown Sebring and Lake Jackson are just a 12-minute drive, offering dining, shopping, and lakeside leisure. Plus, explore the charming murals of Lake Placid, FL, only a 15-minute drive away.