Vacation rentals in Jay

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Top-rated vacation rentals in Jay

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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

Guest favorite
Two blue Adirondack chairs are positioned on a wooden deck, facing a calm river. The scene is illuminated by a vibrant sunset with shades of orange, pink, and purple reflecting on the water. Lush greenery frames the image, enhancing the tranquil atmosphere.
Townhouse in Milton
4.93 out of 5 average rating, 153 reviews

Fins Left - 35 mins to Beaches on Blackwater River

Relax & take it Easy, You're on River Time in this Cozy, Private Unit of a Riverfront Duplex located on a Quiet Basin along the Blackwater River. This 2 bedroom, 1 bath unit has a Comfortable living room, Full Kitchen & Covered Back Porch with Outdoor Dining & with Great Views. Enjoy breathtaking Sunsets, Kayaking, Fishing & more. Peaceful & approx 35 mins to Pensacola Beach, Navarre Beach or Downtown Pensacola. Close to bike trails, hiking & Canoeing. Near Wedding Venues & Weber's Skate World.

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
4.96 out of 5 average rating, 24 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.

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, 81 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
The exterior of a garden home is depicted, showcasing a welcoming entrance beneath a covered porch. Potted plants are arranged along the sides, and a small table and seating area are visible. A decorative 'WELCOME' sign is affixed to the door, inviting guests.
Home in Milton
4.94 out of 5 average rating, 90 reviews

From our garden house to yours

We think you'll like the recent renovations to our Garden Home... Convenience and comfort for your gulf coast getaway. Situated in a quiet neighborhood of Milton, FL, the Garden Home is located within 10 miles of the Milton Riverwalk and 45 minutes from Navarre beach. Whether you’re visiting for work, to explore the beaches/ bays, and/or to experience the charms of our beautiful Emerald Coast towns, we invite you to choose our Garden Home for your overnight accommodations!

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, 205 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, 176 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, 138 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.

Guest favorite
Guest suite in Brewton
4.83 out of 5 average rating, 35 reviews

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.

Guest favorite
The exterior of a newly built cottage is shown, featuring a white facade with a metal roof. A landscaped path leads to the entrance, bordered by freshly mulched flower beds with small plants and ornamental shrubs, complemented by green grass and a shaded seating area.
Home in Brewton
4.94 out of 5 average rating, 16 reviews

Cloverdale Cottage (no cleaning fee)

A newly built home (2024) offering modern comfort with a cozy, welcoming feel. This full-home rental features stylish interiors, a well-equipped kitchen, and a bright, relaxing atmosphere. Guests have access to a shared pool (with the neighboring property), perfect for unwinding after a day of exploring. The pool is open from Memorial Day to early October. While guests are welcome to visit, NO PARTIES OR EVENTS ARE PERMITTED.

Popular amenities for Jay vacation rentals

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