Pet-friendly holiday rentals in Highlands County

Urban Farmhouse

Renovated 3 bedroom, 2 bath Farmhouse close to town center! Spacious back yard with a fire pit great for having a non fire or roasting marshmallows with the kids. Huge remodeled kitchen with stainless steel appliances perfect for family gatherings and holidays! This beautiful home is in 5.1 miles from city center, close to Walmart & publix,3 blocks from the mall & all of the major dining restaurants. If you are a race enthusiast, Sebring international raceway is 10 miles away! Local beach 3 mi.

Lake Huntley Oasis - Pvt Dock - 1/2 Acre - Kayak

Live the lake life! Watch the sun set over Lake Huntley from your kitchen window and firepit; explore the lake by docking your watercraft (or rent ours) in your backyard, or use our included tandem kayak, canoe, SUP. This cozy house has 3 bedrooms, 2 bathrooms and sleeps up to 9 comfortably. Enjoy plenty of living space, a large screened-in porch, full kitchen, fire pit and BBQ grills. The house also includes onsite laundry, EV charger, RV hookup & parking. Kitchen completely renovated in 2024!

30-Acre Farmhouse | Chickens, Cows & Game Room

Step away from the rush and RECONNECT with what matters most. This peaceful farmhouse retreat on 30 acres of wild pastures offers a rare chance to unwind in nature, surrounded by cracker cows, goats, chickens, and more. Perfect for nature lovers and families, the home invites you to slow down, breathe deeply, and enjoy the simplicity of farm life. Whether you’re sipping fresh coffee on the porch, or watching the sunset, it’s a step back in time to when life was quiet, grounded, and connected.

LakeFront Sunrise Cottage

Catch sunrises or fish at this 2/1 lakefront house with sandy beach and private boat house! This cheery cottage is perfect for sunrises with coffee or exploring beautiful Lake Sebring on kayaks (included with booking). Plenty of parking onsite (bring your boat trailer), you will love this oasis on the lake! We want your stay to be pleasant and carefree so we do not require our guests to do any dishes, laundry, or other cleaning when checking out. Our housekeeping crew will take care of you!

Premium Cottage 1 Bedroom

These pet-friendly rentals include one bedroom with a queen size bed & flat screen cable TV, plus a sleeper sofa to accommodate 4 guests. They come fully furnished with amenities that include a private bathroom, A/C, washer & dryer, linens, basic cable & WiFi to keep you connected. The kitchen provides full appliances with a microwave, coffee maker, cookware & dinnerware. Outside is a covered porch & a concrete driveway for easy parking. All stays over 28 days will be charged electric usage

Bella’s Bungalows on Lake June seasonal discounts

Relax, You are steps away from Lake June in Winter, an anglers and boating paradise. Soft white sandy bottom makes Lake June the premier lake in Highlands county. While Highlands county is known for its wide variety of lakes, only sandy bottom lakes are perfect for all water sports including swimming. The cottage is family friendly and filled with fun, whimsical decor. Just hours from most major cities in Florida, it’s like stepping back in time to a more relaxed and simpler way of life.

Waterfront home on Lake Istokpoga with Boat house

Take a break and unwind at this peaceful oasis. Enjoy this 2 Bedroom 2 Bathroom home with Large open floor plan with full kitchen, dining room and living room and a family room. Master bathroom with jacuzzi tub and walk in showers in both bathrooms, King bed in Master and Queen bed in 2nd bedroom. This home is located on the water and boathouse with lift in included with rental. This home has several steps and is not handicap accessible.

Power & WiFi AfterMilton! 2 Bedroom / 2 Bath

My newly remodeled Duplex is located in Sun N' Lake Golf Community. I live on the property and rent out the other side. I am improving the Airbnb property and listing after each guest. Please feel free to ask for any accommodation if we are lacking anything throughout your stay. We are improving as we go. Look forward to being your host! Please help us build by booking and giving us constructive criticism during your stay.

Lake Letta Lakehouse

This is a great lakefront home on beautiful Lake Letta a 478 acre lake. Face west for beautiful sunsets and great view of undeveloped land nature at it's best. The home is very open and spacious with family room, with wet bar, beautiful stone fireplace, and mid-sized pool table. Xfinity internet is also offered, as well as you tube tv and Amazon Prime streaming packages.