Vacation rentals in Jay

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Top-rated vacation rentals in Jay

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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
4.99 out of 5 average rating, 280 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).

Top guest favorite
A wooden deck features two rustic rocking chairs, inviting relaxation. The entrance of a cozy cabin, adorned with a red door, is framed by large windows. Surrounding pine trees provide a natural backdrop, creating a peaceful outdoor space.
Guesthouse in Jay
5 out of 5 average rating, 31 reviews

The Bunkhouse & Bathhouse a unique farm experience

Nestled on 28 picturesque acres, Under the Hoof Farm is a vibrant haven for animals and nature enthusiasts. Here, you'll encounter a delightful mix of goats, chickens, dogs, and gopher tortoises, all coexisting harmoniously. As a proud Stewardship Forest, Certified Tree Farm, and designated gopher tortoise habitat, we are committed to sustainable land management and wildlife conservation. Come visit us and experience the farm, where every day brings adventure and a deeper connection to the land

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, 101 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
4.95 out of 5 average rating, 22 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
Home in Pace
4.94 out of 5 average rating, 206 reviews

THE PINE HOUSE *October Specials*

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!

Top guest favorite
An open kitchen area features modern appliances, including a stove and refrigerator. A small round table with two stools occupies the center, while natural light filters through a window adorned with a fabric treatment. Light-colored walls and wood-like flooring create a clean and functional space.
Apartment in East Brewton
4.94 out of 5 average rating, 80 reviews

W&W Airbnb

Kick back and relax in our studio Apt . Brewton is a small town with lots of charm. Jennings Park is close by and has a paved walking trail Plenty of restaurants ElReys Mexican, Happy kitchen Chinese. David’s Catfish, Camp 31 BBQ, simply donuts and so much more. There is a laundry mat conveniently located less than a mile. We are not responsible for water, Power or Internet service issues that may occur during your stay. THINGS TO NOTE: We do have a rooster that is fond of crowing. Lol

Superhost
A cozy sleeping area features a black metal frame bed topped with a quilted white cover. Decorative pillows in warm tones are arranged on the bed. A bedside table holds a lamp, providing soft illumination. A colorful rug complements the space.
Apartment in Flomaton
4.8 out of 5 average rating, 10 reviews

The Poplar Place

This studio apartment has all of the amenities you need to be home away from home. WiFi, washer and dryer, hair dryer, and even a keurig with pods! Smart tv mounted to enjoy from couch or swivel to watch tv in bed. Located close to the Florida line and only 15 minutes from I65 on your way to the beach. We are just 45 mins to Pensacola Beach and an hour from Mobile, Alabama. You get the convenience of staying close without the hustle and traffic. Twin size portable bed available upon request.

Top guest favorite
A front porch is framed by white columns, providing a welcoming approach to the cottage. Neatly landscaped gardens with various plants and shrubs create a lush atmosphere, while a wooden porch adorned with a small table and chairs invites relaxation and enjoyment of the outdoor setting.
Guesthouse in Milton
4.99 out of 5 average rating, 148 reviews

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop. Queen bed with comfy Serta mattress.

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, 115 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!

Top guest favorite
A charming guest house is set back from the main road, featuring a welcoming front porch and a sloped driveway leading up to it. Surrounding greenery enhances the serene atmosphere, while fences offer privacy. The house displays a neutral exterior color with dark shutters.
Guesthouse in Milton
4.98 out of 5 average rating, 52 reviews

Welcome to The Blue Pansy- near many Blue options

Take a break and unwind at this peaceful oasis just 12 miles from the I-10 interstate- home of the Black Water River. This charming 1 bedroom 1 bath with a full kitchen, bath, laundry room, and living space awaits you. Just a short drive to Pensacola, the Blue water beaches, the Blue Angels, and the Blue Wahoos. Also a short drive to several military bases; and just 55 miles to Beautiful Destin. Come, relax, and enjoy this peaceful tranquility in the heart of Milton.

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
4.96 out of 5 average rating, 198 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, 171 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.

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