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.

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Guest favorite

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, 5 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....

Top guest favorite

A comfortable bedroom features a queen bed with a patterned blanket. A dark wooden dresser includes a mirror and a television mounted above. Soft natural light enters through a window covered with light curtains, and decorative accents complete the cozy space.

Guest suite in Sebring

4.93 out of 5 average rating, 40 reviews

The Orchard Suite of Sebring

Relax at this newly built peaceful retreat in the quiet and central town of Sebring. This one bedroom has it's own private entrance (with a queen bed), one bath with a walk in shower, a love seat in the living room is perfect for 2 adults . It features a stackable washer and dryer and everything to prepare and cook a meal. There are two smart TV's. The one in the bedroom is connected to cable and the living area has the roku channels. Bring your boat too. We are close to lots lakes.

Guest favorite

A fenced outdoor pool area features a clear blue pool surrounded by a screened enclosure, allowing natural light to fill the space. Four blue lounge chairs are positioned beside the pool, providing a spot for relaxation.

Home in Sebring

4.89 out of 5 average rating, 352 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 favorite

A spacious living area features a large sectional sofa adorned with a light throw blanket. A woven rug covers the floor, and a wall-mounted television is positioned above a cozy fireplace. Open shelving displays decorative items, while the kitchen is visible in the background.

Home in Lake Placid

5 out of 5 average rating, 43 reviews

Lake Placid Sebring LakeSide Story Lake House

Relax with the whole family at your peaceful LakeSide Story home. Located in Lake Placid, Florida. This home is situated on the shores of a Lake Huntley, it boasts a charming welcoming back porch, where you can watch breathtaking sunsets. The lush green lawn gently slopes down to meet the water's edge, where your kids can play and dreams of vacation come true. This home is peaceful with large windows that allow natural light in with the best views of sunsets in town!

Top guest favorite

An aerial view showcases a rectangular pool surrounded by a secure black fence. A spacious patio with lounge chairs and a dining area complements the pool. The home's white exterior contrasts with the lush green lawn and open fields beyond.

Farm stay in Lake Placid

4.97 out of 5 average rating, 39 reviews

NEW Family Fun 4BR Home & Pool on 10 acres

BRAND NEW HOME Escape to our serene 4-bedroom family retreat on 10 acres in Lake Placid, FL. Perfect for kids to explore, spot tortoises in the yard, and enjoy family bike rides. Located in a horse-friendly community with space for large vehicles, it's ideal for adventure. Relax by the pool or head to nearby parks and lake boat ramps for outdoor fun. The perfect getaway for families to connect, recharge, and make lasting memories in a peaceful, private setting

Top guest favorite

A sunny outdoor pool area is surrounded by palm trees and features a clear blue pool with poolside lounge chairs. Nearby, white fencing and building exteriors enhance the calm, inviting atmosphere of the space.

Condo in Sebring

4.98 out of 5 average rating, 60 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.

Guest favorite

A welcoming corner features two upholstered armchairs with decorative pillows. A round table is positioned between them, and a large mirror reflects natural light. Light curtains frame the window, while a wall shelf displays tasteful decorations above a sign that reads 'welcome.'

Home in Lake Placid

4.95 out of 5 average rating, 21 reviews

Parker Street Palace Pool Home

Where quality time is key! Our Parker Street home is guaranteed to be a returning destination! Take a break and unwind at this peaceful oasis. We are just a canal ride into Lake June, where all the fun memories happen! The infamous Lake June sandbar will keep you coming back! This area is the perfect feel for small town feel and chill vibes the whole time! The best sunsets and the rest is history! Come make our place your favorite spot!

Top guest favorite

A charming house is set on a well-maintained lot, featuring light yellow siding and blue shutters. A covered porch provides shade, while landscaped flower beds add color to the exterior. A paved driveway leads to the entrance, offering convenience for guests.

Home in Lake Placid

5 out of 5 average rating, 30 reviews

Edie’s cottage at Camp Fl Resort

Kick back and relax in this calm, very cute one bedroom house complete with full kitchen, TV, WiFi, screened porch and cobblestone patio for relaxation. Located in Camp Florida Resort, the “Hidden Gem” of Lake Placid, offering a heated salt water pool right on Lake Grassy. Enjoy all the boating and water sports. Plenty of parking for your vehicle and boat at the house.

Guest favorite

A heated pool is enclosed by a screened lanai, allowing natural light to illuminate the turquoise water. The surrounding area features a concrete deck, providing ample space for lounging. Lush greenery can be seen in the background, contributing to a serene environment.

Home in Sebring

4.89 out of 5 average rating, 102 reviews

Tortoise Trail Villa, sleeps 7, 2 full baths, minutes from Sebring Raceway.

Have fun with the whole family at this stylish place. Enjoy hours in the heated pool or relax poolside while food cooks on the grill. Relax by a cozy fire on those cooler nights. Take in all Sebring has to offer, including fishing for that big catch on one of many lakes, or catching a race at the Sebring Speedway. Plenty of room for everyone!

Top guest favorite

Home in Sebring

5 out of 5 average rating, 21 reviews

Lakeview Retreat/ Lake Jackson / Hidden Beach

Keep it simple at this peaceful and centrally-located home in Sebring. A short walk to Hidden Beach Park. Enjoy this 3 bedrooms two baths house with a pool with a beautiful garden and a wonderful pergola-swing facing Lake Jackson. We are near the race track , Golf courses and beautifully remodeled downtown. Enjoy your stay.

Top guest favorite

A single-story home presents a clean, white facade, with expansive windows allowing natural light. A manicured lawn features greenery and flowering shrubs. A serene lake can be partially seen in the background, framed by trees under a clear blue sky.

Home in Avon Park

5 out of 5 average rating, 19 reviews

Lakeside Retreat

Relax with the whole family at this peaceful home to stay. Enjoy our over 1800 sq ft home with a pool and large patio while enjoying a beautiful lake front view. The office features a desk and a pull out queen sleeper sofa. Large master bedroom is furnished for comfort with a king Tempur Pedic luxury mattress.

Top guest favorite

A tranquil lakeside view at sunset is captured, showcasing vibrant hues of orange, pink, and purple reflecting on the water's surface. A wooden dock extends into the lake, flanked by boat lifts. Lush greenery is visible in the distance under a colorful sky.

Guesthouse in Sebring

4.98 out of 5 average rating, 166 reviews

Beautiful Room with a Beautiful View

A quiet room separate from the main house, only 15 min from the Sebring track, airport, and Hammock state park. Air conditioner/heater, Two queen/double beds with tempurpedic mattresses. TV, Wifi, heated pool. Small refrigerator, coffee, and microwave. All this and lovely view of Lake Josephine.