Holiday rentals with a pool in Highlands County

Private Lakefront Retreat Pool Spa Tiki

Escape to your own private lakefront oasis in Sebring. Spend the day floating in the pool, unwinding in the barrel sauna, or soaking in the hot tub as the sun sets over the water. Grill and dine beneath the tiki hut, gather around the fire pit under the stars, and relax in the expansive backyard designed for connection and serenity. Inside, a cozy layout with barn doors offers comfort and flexibility for families or groups. With so much to enjoy right on the property you may never want to leave.

Cozy Farm House

Unwind and make lasting memories at this peaceful farmhouse getaway. This spacious 3-bed 2 bath comfortably sleeps everyone with 2 queen beds, 2 twin beds, and a sofa bed—plenty of room to relax and recharge. Enjoy a variety of amenities including a game room, basketball hoop, pool/wet bar area, and a cozy fire pit with swings surrounded by nature. Whether you’re lounging outdoors or enjoying indoor fun, this farmhouse is a true hidden oasis. Conveniently located Your countryside escape awaits!

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

Enjoy Pool, Billiards, Sauna, Access to the Lake

ENJOY ON-SITE ATTRACTIONS SUCH AS OUR CLAY LAKE AND LAKE JUNE, MULTIPLE WATER ACTIVITIES, AND SURROUNDING PARKS. It's the perfect home for a family getaway or for friends to enjoy. All rooms have a smart TV. This home has a heated pool, sauna, private dock with lake access (bring your boat!), it also has kayak, fishing accessories, a fire pit, grill, a huge backyard, and a billiards room. Everything on Clay Lake: a sandy lake perfect for skiing, tubing, wakeboarding, jet skiing, and fishing.

Lakefront Paradise Heated Pool Boat Dock & Fishing

Lakefront Paradise on 21 Acres w/Private Beach Private Ranch retreat. Sleeps 12 + Two Sofa Beds 5 Bedrooms: #1: King Bed #2: Queen Bed #3: Queen Bed #4: Queen Bed #5: Kids Room Two Bunk Beds (sleep 4) + Two Queen Sofa Beds (living Room) -Heated Pool -Private Beach -Private Dock -Fishing & Watersports -Paddle Boat -Kayaking -Paddle Boarding -Billiards Room -Racing Simulator -Feed the Horses & Friendly Goats -Public Boat Ramp (bring your boat) -24' Boat / Pontoon (Available for Rent)

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.

Luxury Farm Cabana at Ostrich Ranch, Petting Zoo

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.

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.

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!

The Little Retreat |Solo, Couples & Small Families

Our cozy second-floor cabin in Sebring is surrounded by nature and waiting just for you. Enjoy peaceful mornings on the balcony with bird songs, take a break and relax by the shared heated pool, or take in the lake views from the dock. With fast Wi-Fi, AC, and all the comforts of home, it’s close to lakes, trails, and great local eateries. The perfect spot to unwind, recharge, and feel truly at peace—your home away from home. We will love to host you!

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!