Holiday rentals in Jay

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 Wandering Path Yurt #3

Immerse yourself in nature with over 20 wooded acres and 2000 feet of water frontage and trails on Big Coldwater Creek. Quiet, tranquil and peaceful are how most guests describe their stay at The Wandering Path. Being in nature has a significant impact on mental and physical health. You will leave here feeling refreshed and recharged. Kayak, canoe, hike, fish or relax the day away. At this time, children under 12 are not allowed, pets are not allowed, exceptions are considered,Pls inquire

Mady's Happy Place

Please make yourself at home in our cozy renovated nearly 100 year old home. Just minutes from historic downtown Brewton, parks, shopping and restaurants. Plan a day trip to the pristine white beaches in Pensacola located just 1 hour and 15 minutes away. Then head back to your warm and inviting home to enjoy the sunset on the enclosed porch or just curl up on the couch in front of the 65" TV. Whatever you decide to do, Mady's Happy Place is here to make your getaway a wonderful experience.

Tucked Away Tiny

Reconnect with nature at this unforgettable escape. The “Tucked Away Tiny” is a tiny home with HUGE style! It is located in the country woods of Milton, FL on family-owned farm land, but not too far off the beaten path. Only 15 minutes to the heart of the city, and 45 minutes to beaches. It is next door to Sowell Farms which is home to several wedding venues, fenced exotic wildlife (may or may not be seen during your stay), and home of the Trophy for Great American Christmas Light Fight!

Quiet Delight! Just N of Pensacola near I-10/Rt 29

Quiet, charming guest apartment located in Cantonment, just minutes north of Pensacola with its sugar-white beaches, laid-back feel, and rich history. Perfect for local events, business trips, budget-friendly beach vacations, family time, or just passing through! KEEP SCROLLING to Neighborhood/Getting Around for miles and times to beaches and other popular venues. We are pet friendly! Dogs only, limit two. Pet fee is $15 per dog/night. Please include your pet(s) in the guest count.

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

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.

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.

Cozy Guest Suite close to I-65/Atmore

Private Guest Suite detached from house with private entrance and parking in the country. Suite has private full bath with shower. There is a coffee bar as well as a mini-fridge. Screened porch for your enjoyment and relaxation. Pet friendly with doggie door to screened porch and fenced yard. Atmore is just down the road with restaurants, boutiques, and casino. I-65 is only a 10 minute drive.