Holiday rentals with a pool in Highlands County

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....

Raceway Ranch - Pool, Game Room, 5 Acres, 10 Beds

Raceway Ranch is Sebring’s premiere stay for your group, family or couple that just wants to get away! Located just 1 MILE from the Sebring International Raceway this is the perfect place to stay for your race event or just 5 miles from downtown Sebring where HGTV just featured a massive town reno on “Hometown Takeover”. Float in the pool or spread out in this spacious 3400 sq ft home on 5 acres. Plenty of parking for a trailer as well! Home was remodeled in 2025 and is ready for relaxation!

Glamping+Free Horseback Riding+Petting Farm

Experience the perfect blend of nature and luxury with our unique glamping tent getaway. Nestled near the Fisheating Creek Wildlife Park with natural springs ...ideal for swimming and kayaking. Explore our 20-acre farm..... horses, miniature ponies, geese, ducks, roosters, chickens, and goats. Enjoy horseback riding for both experienced riders and free lessons for beginners. Collect fresh eggs, feed the animals, grill out, make s’mores at the fire pit, and immerse yourself in farm life.

Lakeview Retreat/ Lake Jackson / Hidden Beach

Home with pool — Walk to Hidden Beach Park. Relax at this peacefully and centrally located 3 bedroom 2 bath home in Sebring. Just a short walk to Hidden Beach Park, this home features a private pool , a beautiful garden and a cozy pergola swing overlooking scenic Lake Jackson. We would love to host you! Whether you are visiting for a weekend or staying longer , we’re here to make your trip to Sebring comfortable, relaxing and memorable. Book your stay today!

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.

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!

Lakefront Home w/ Swim Spa & Sunset Views

Lakefront 3BR/2BA retreat on Lake Huntley in Lake Placid, FL! Enjoy a private dock for boating & fishing, a backyard swim spa, a beach, and a huge screened porch with breathtaking sunsets. Play in the spacious fenced yard, swing under the oak tree, or relax by the fire pit. Open-concept living, fully stocked kitchen, and cozy bedrooms make it perfect for families, couples, or groups. Your Florida lake escape awaits!

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.

Lakehouse Lodge @ Lk Carrie access to Lake June

In a quaint and quiet neighborhood on Lake Carrie, you are only minutes away from town. Lake Placid, as well as Sebring are only 15-20 minutes to the local grocery stores, farmers markets, and shopping plazas. This property is prime for any events such as birthday parties, bridal showers, even a small wedding! There will be a pet fee for one or more pets!