Vacation rentals in Jay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Jay

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

The exterior of a one-story house showcases a covered porch with white columns and a yellow front door. The light gray walls are complemented by black shutters. Lush green plants and a small garden area enhance the inviting entrance, surrounded by well-maintained grass.

Home in Atmore

4.98 out of 5 average rating, 262 reviews

The Market Guesthouse

Welcome to our country retreat 1/2 mile from I-65. Stay for a night during a road trip or a little longer and enjoy the area. Visit the Poarch Creek museum or casino at Exit 57. We're close enough for day trips to FL & AL beaches (about 1.5 hours). If you're into history, it's not far to the USS Alabama battleship or Fort Mims. Across the street is The Warehouse Market & Bakery, so you can grab some cinnamon rolls and groceries. Splash pad, parks, shopping & more in the town of Atmore (6 miles).

Guest favorite

A full-size pool table is centered in the room, illuminated by pendant lights above. The walls feature a light brown color with a horizontal blue stripe. A tall wooden chair is positioned near the door, and a window is adorned with patterned curtains.

Guesthouse in Brewton

4.89 out of 5 average rating, 71 reviews

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.

Top guest favorite

A charming tiny house features a blue exterior and white columns supporting the porch. A welcoming yellow door invites guests, while the surrounding area is landscaped with mulch and small plants. Two chairs are positioned on the porch, offering a spot to relax.

Tiny home in Milton

4.99 out of 5 average rating, 94 reviews

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.

Top guest favorite

A charming renovated home is displayed, featuring a blue exterior with white trim. The front porch is enclosed with multiple windows, allowing for ample light. Surrounding greenery adds a natural touch, and steps lead to the welcoming entrance.

Home in Brewton

5 out of 5 average rating, 16 reviews

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.

Guest favorite

A modern black house stands amidst tall pine trees, featuring large glass doors that create a connection with the outside. A wooden deck offers space for outdoor relaxation, with stylish seating positioned nearby. Two individuals share a moment on the deck.

Home in Pace

4.93 out of 5 average rating, 199 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Guest favorite

A wooden deck extends from the tiny home, featuring two turquoise lounge chairs. A single entrance door is visible, complemented by surrounding greenery in the background, adding a sense of tranquility to the outdoor space.

Tiny home in Milton

4.91 out of 5 average rating, 106 reviews

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!

Guest favorite

A modern kitchen is presented, featuring granite countertops and dark cabinetry. Essential appliances, including a microwave and coffee maker, are visible. A compact bar area with two stools provides additional seating, while natural light enters through the window above the sink.

Home in Pace

4.9 out of 5 average rating, 20 reviews

Nature's Quiet Embrace

Nestled in the heart of Pace, Florida, this exquisite two-bedroom, two-bathroom ranch-style home offers an idyllic retreat from the hustle and bustle of urban life. Surrounded by lush natural landscapes, the home is designed for comfort and relaxation, featuring a spacious living area perfect for family gatherings and entertaining. Enjoy cozy movie nights or whip up delicious home-cooked meals in the fully equipped kitchen. Close to the sun-kissed beaches of Pensacola for seaside fun.

Top guest favorite

The entrance of the property is marked by a gated driveway, leading to a welcoming guest house surrounded by lush trees. The pathway is bordered by well-maintained landscaping, providing an inviting approach to the home.

Guesthouse in Milton

4.99 out of 5 average rating, 120 reviews

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

Top guest favorite

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

4.95 out of 5 average rating, 168 reviews

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.

Top guest favorite

An open-plan living area is displayed, featuring a cozy sleeping space with a spacious bed, surrounded by large windows adorned with floral curtains. A table with several chairs is situated next to a small kitchenette, while a rocking chair adds to the rustic charm.

Farm stay in Walnut Hill

4.99 out of 5 average rating, 156 reviews

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.

Top guest favorite

The exterior of the home features a brick facade and a large covered carport. A spacious driveway leads to the front entrance, which is framed by manicured landscaping and tall trees in the background. The roofline accents the inviting structure under a partly cloudy sky.

Home in Brewton

4.99 out of 5 average rating, 123 reviews

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.

Top guest favorite

A cozy corner is created with two stylish chairs positioned around a decorative table. Sunlight filters through three windows, highlighting the vibrant orange walls and providing views of the surrounding nature. Shelves on either side display plants and decorative items.

Apartment in Jay

5 out of 5 average rating, 8 reviews

Inspiring peaceful escape great 4 artist & writers

Escape to our serene 500 sq ft second-floor studio, perfect for nature lovers, writers, and artists. Enjoy a private deck overlooking 28 park-like acres with over a mile of walking trails, plus access to 14,000 acres of adjacent timberland. This well-equipped retreat features a full kitchen with granite counters, a cedar closet, and a cozy living space, ideal for extended stays. Embrace tranquility and inspiration at Under the Hoof.