Holiday rentals in Castleberry

The Best Guest House

Located above a detached garage, The Best Guest House is a unique space. A full size pool table welcomes you as you walk through the door. When you walk to the back, you'll find the kitchen which has a vintage stove that adds a cool touch to the modern decor. Look for a "secret" door and you'll find the bedroom space tucked behind the door. Guest House is located in the small southern town of Brewton, just 60 miles from the beautiful Florida Gulf Coast and 90 miles from the Alabama Gulf Coast.

The Sunset Cottage

Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

Blackwater Bay Mae's Cottage

Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

Gorgeous Gantt Lake House - King bed + Kayaks

This stunning lakefront retreat offers a truly immersive experience. From every window—whether in the kitchen, either bedroom, or the garden-level living room—you are greeted by panoramic views of the water. Step directly onto the veranda or walk out the back door for immediate access to the lake. The property is perfect for a small getaway, accommodating a maximum of four guests with two dedicated parking spots. Pontoon boat rentals are also available nearby for your convenience.

Lakeside Chalet on Beautiful Gantt Lake!

Come enjoy Christmas in Candyland. Then relax and stay awhile at this peaceful oasis on spectacular Gantt lake. You’re not gonna want to leave. Our chalet has breath taking panoramic lakeside views: Best on the lake!!! You can spend time with your family and friends while kayaking, pedal boating, fishing a plenty, playing games or just relaxing. Full size kitchen appliances and dining area. Chalet also has multiple deck areas perfect for outdoor eating and lounging.

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

The Cottage- Seales Farm

The Cottage is located on Seales Farm- a working cattle farm with views of pastures, grazing horses and some unusual sounds (guineas and lowing cattle.) This pastoral and rustic setting offers solitude- NO TV and NO WiFi . - There is a private outdoor seating area with a great view. We are a little more than an hour from Pensacola Beach, Fl. which boasts historical Fort Pickens and 75 miles from Gulf Shores, AL. Wind Creek Casino just 20 minutes away.

Quaint on Third

Convenient and close to everything. Visiting Andalusia for the holidays & want to walk to CandyLand? or for Homecoming & want to watch the parade from the porch & walk to the game? or in town for a tournament? Two blocks from CandyLand & July Jams, 2 blocks from AHS, 4 blocks from downtown dining & shopping, & Johnson Park is less than a mile away. Covered parking, a full-sized washer & dryer, and a fully equipped kitchen will help you feel right at home.

The Dogwood - Luxury home

A cozy & luxurious home away from home. Living room & Each bedroom with TV. Master has king bed with separate tub and shower. Spacious open floor plan with electric fireplace. Covered back porch with great privacy & attached carport. Guest bedrooms have queen beds. New build which opened December 20,2019. Great location for those visiting family, on business or just a relaxing getaway. 1 adult/guest must be 25 years old to book this house.

Peaceful Escape: Cozy Living

Peaceful and cozy studio near everything. Relax in this clean and comfy 1-bed/ 1-bath studio. The perfect spot for a quiet getaway or a simple stay. Enjoy a kitchenette with microwave, mini fridge, cable tv, wifi, and all the essentials you need to feel right at home. Step outside to a large yard with a patio table and chairs for outdoor meals or morning coffee. You just minutes from downtown, only 1 mile from grocery store and 5 miles from walmart.

3bd lake house with kayaks

Welcome to Serenity Pointe lake house at the end of quiet street on Point A Lake in Andalusia. Escape to our stunning lake house on a secluded point surrounded by water. With breathtaking views and a serene atmosphere, this is the perfect getaway for those looking to relax and unwind. Book your stay today and experience the beauty of lake living at its finest. 2x dog limit - each dog requires pet fee, please ensure you list your pets when booking.

Not Your Grandma's Attic on Gantt Lake

Enjoy all Gantt Lake and Andalusia have to offer in this cozy guesthouse suite. Enjoy the lakeside view and sunsets from the porch. Rest your body after a long day of fishing, touring, or playing on the lake in the comfy king-size bed. Enjoy the full-size shower or bath after a long day of recreation. This property is above the garage and includes direct access to the lake. New AC unit 5/2023 *Refreshed & re-listed 9/2024 after a 10 mo break*