Holiday rentals with outdoor seating in Highlands County

Jefferson Ave Retreat

This in law suite offers a Room with Direct TV and 2 recliners, in the same room Kitchen area has a microwave, refrigerator, sink and garbage disposal. Bedroom has a queen size bed with walk in closet. The Bathroom has a walk in shower 2 shower heads. You will also have access to the lanai. After purchasing contact us with your ETA within 12 hours of your arrival. Listing says from 2pm-6pm we are flexible must asked in advance we will try to accommodate. Inquire about boat or trailer parking.

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!

Almost Heaven Haven

2/2 Bring your boat, jet ski or use our kayaks and tie up to a shared dock (ramp close by) and embrace a laid-back attitude for your getaway at Almost Heaven Haven! This cozy retreat features screened in porch with 2 bedrooms & 2 full baths—one with a convenient walk-in shower. Home comfortably accommodates up to 4 guests with two queen beds. Enjoy a fully equipped kitchen with complimentary coffee, along with plenty of games and books for leisurely moments. Leave your worries behind & unwind.

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!

Peaceful Lake Front Home

Relax with the whole family on 26,000-acre Lake Istokpoga. This lake is one of the best for fishing, boating, watching sunsets, and observing wildlife, but NOT for swimming (alligators ecosystem). A public boat ramp is located about 2 miles from the property. The house is located on 1 private acre and has a beautiful view of the lake from one side of the property. The house has Wi-Fi that is adequate for accessing the internet, but NOT for streaming videos or playing online games. No cable.

Charming+Free HorsebackRiding+Petting Farm

We think of the Animal Lovers Farm as a little piece of heaven for families who love majestic scenery, enchanted forests, and being up-close and personal with animal life. We want our guests to experience a variety of animal life.....wild species in their natural Florida habitant and also enjoying farm life with all our domesticated animals that includes horses, miniature donkeys, our mule, turkeys, ducks and chickens. Make some memories at this unique and family-friendly place.

Lake Beach 7 Bedroom, 4 full Bath + 3rd floor play

Experience the beauty of lake life with this 7-bedroom (one is the third floor that does not have a door) lakefront, over 4000 square foot home! Play along the white sandy beach, enjoy the view from the screened-in patio with outdoor kitchen or watch the stars as you take a soak in your own private hot tub on the second floor balcony! This home is newly renovated and perfectly designed to accommodate you and all of your family and friends.

Home in quiet area with lake access

NON SMOKING, NO PETS ALLOWED. $100 fee for each if evidence of either found after you leave. Spacious 2 bed/2 bath home in Hickory Hills community with access to private boat ramp, only minutes from town, great for those who love relaxing and enjoying quiet country life. Master bedroom has king size bed, 2nd bedroom has one full size and bunk bed with twin over full size. TV, DVD and Wifi. No parties

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.