Vacation rentals with a pool in Highlands County

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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

Home in Lake Placid

4.8 out of 5 average rating, 15 reviews

Windy Point Estate

WELCOME TO WINDY POINT ESTATE - Located in a very quiet and serene acers on the bank of Lake Istokpoga. The Estate is an over 6,000 sf /5 bedrooms 5 1/2 bath on magnificent lake front vacation house with breathtaking sunrise views over Lake Istokpoga. Nestled near Lake Placid, FL. This vacation home rests on 4 +/- acres, secluded at the end of the road. Surrounded by lush landscape, a bright green sprawling lawn, majestic trees, a peaceful pond, a gorgeous lake and ample type of birds& Ospreys.

Guest favorite

Home in Lake Placid

4.98 out of 5 average rating, 46 reviews

Private Old Florida Lake House Retreat

This extraordinary "Old Florida" luxury living lake house offers large open living spaces with calming views. Grill out on the screened-in back patio, watching the sunset on the private beach while the kids jump off the dock. On chilly nights, get the fire pit going or take a long soak in the hot tub. Whether you’re here to relax, entertain, or get out on the water, we’ve got you covered. Bring your furry friend, he's a part of the family too! (Pet fee required, please discuss before booking).

Superhost

Home in Avon Park

5 out of 5 average rating, 9 reviews

Crooked Hook

Crooked Hook offers a small villa on peaceful pastures and a pond snuggled in Central Florida. World class fishing and hunting are just 10 minutes from your door. Enjoy attractions like Sebring Raceway, Hammock Park, Maxwell's Country Store, AVON PARK Depot Museum and more "old Florida". Or simply slip into the rhythms of nature on our spacious porch while the wildlife comes to you. Endangered species visit our property! Sandhill Cranes, Gopher Tortoises, Swallow-tailed Kites, Scrub Jays!

Superhost

Home in Sebring

4.81 out of 5 average rating, 116 reviews

Florida Oasis Solar Panel Pool w/Fire Pit & Grill!

Come indulge in the Florida sun and kick up your feet by the private pool while lunch sizzles on the gas grill. Or, after a day spent at Lake Jackson, sip on your favorite cocktail while enjoying the glow emitting from the outdoor gas fire pit. Whether you are looking for a relaxing "do nothing" vacation or a clean or a safe place to stay while you explore Sebring and Central Florida, this 2-bed, 2-bath vacation rental home, complete with a fully equipped kitchen, will satisfy all your needs!

Guest favorite

Guest suite in Sebring

4.91 out of 5 average rating, 35 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

Home in Lake Placid

5 out of 5 average rating, 14 reviews

Lake Clay Getaway

Come relax in this beautifully decorated 3-bedroom 2-bathroom home located around the corner from the Lake Clay boat ramp. The home is equipped with everything you need for a fun get away. Private in ground pool with spacious dining and seating areas outside including a TV, grill and extra refrigerator. King size beds, comfy family room furnishings, large dining room table, and washer and dryer. 1-car enclosed garage available for use during your stay, and plenty of boat and car parking.

Guest favorite

Farm stay in Lake Placid

4.97 out of 5 average rating, 58 reviews

Cozy Farm House

Relax with the whole family at this peaceful farm house. This 3 bed 2 bath has plenty of space for you and your loved ones 2 queen beds , 2 twin beds, and a sofa bed . Enjoy the game room,basketball hoop, pool/wet bar area, let’s not forget the beautiful nature and fire pit in the swing area . This farmhouse is truly an oasis . Across Sugarsand distillery , 3 min from barn at paso fino wedding venue, 5 min away from two wineries , restaurants, Lake June , 19 min from sebring raceway.

Superhost

Home in Sebring

4.9 out of 5 average rating, 316 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.

Guest favorite

Farm stay in Lake Placid

5 out of 5 average rating, 10 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

Superhost

Rental unit in Sebring

4.92 out of 5 average rating, 25 reviews

Modern Sun N’ Lake Villa - Self Check-In

We welcome you to your new home. Large & comfortable 1 bedroom 1 bath villa. Amenities are included in the whole villa. 2min - Sun 'N Lake Dog Park 3min - Sun 'N Lake Golf Club 4min - Nearby Hospital 6min - Publix 6min - Walmart 7min - Aldi 12min - Childrens Museum of The Highlands 13min - Sebring Downtown Historic District 19min - Highlands Hammock State Park 20min - Lost Mine of Atlantis 23min - Sebring International Raceway 38min - Lake Istokpoga

Guest favorite

Condo in Sebring

4.98 out of 5 average rating, 52 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

Home in Lake Placid

5 out of 5 average rating, 21 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.