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, 32 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

Superhost
A vibrant green kayak rests on the grass next to the Blackwater River. The smooth water reflects a clear blue sky with wispy clouds. Nearby, a wooden dock extends into the river, framed by lush vegetation and tree line.
Townhouse in Milton
4.88 out of 5 average rating, 151 reviews

Fins Right - 35 mins to Beaches - 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
4.98 out of 5 average rating, 115 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, 25 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
A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.
Home in Pace
4.94 out of 5 average rating, 213 reviews

The Pine House Pace, FL

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
A traditional log cabin is surrounded by lush greenery, featuring a wrap-around porch with wooden railings. The front steps lead to an inviting entrance, while large windows provide views of the serene landscape under a clear sky.
Cabin in Robertsdale
4.96 out of 5 average rating, 108 reviews

Tranquility Cabin with newly remodeled bathroom!

Tranquility Cabin is a traditional log cabin, built by the owners, that offers a relaxing atmosphere, and lots of privacy on a small pond away from city life. (Fishing is not allowed). One bedroom and one newly remodeled bathroom with walk-in shower, fully equipped kitchen. The porches are a great place to have your morning coffee. Free WiFi with (2) smart TV's with local channels. Approximately 30 minutes to the Alabama beaches. Come for a country getaway and experience real TRANQUILITY!

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
4.95 out of 5 average rating, 96 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

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, 158 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
An open living space features a comfortable sofa, complemented by a cozy throw blanket and cushions. Large windows allow natural light to fill the room, which includes a kitchen area with modern appliances. A soft area rug anchors the space, creating a welcoming ambiance.
Home in Milton
4.96 out of 5 average rating, 133 reviews

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.

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, 153 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, fire pit area in back yard & 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
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, 234 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
A master bedroom is presented with a spacious wooden bed, adorned with neutral linens and a striped blanket. Flanking the bed are two lamps on bedside tables, and a stylish ceiling fan provides airflow. A crib is positioned nearby, complemented by warm-toned curtains.
Home in Atmore
4.99 out of 5 average rating, 147 reviews

The "Home Over the Bridge"

Welcome to a place of comfort and ease with style. Kick back and relax inside or enjoy a cool star-lit night with friends and family around the fire. Nestled on two acres, “The Home Over the Bridge” is only a mile from downtown shopping, dining, and farmers market. If one is looking for a little fun and excitement the Wind Creek Casino and the Atmore Dragway are only 12 minutes up the road. The local splash pad and city parks are also only about a mile away.

Popular amenities for Jay vacation rentals

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  2. United States
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  4. Santa Rosa County
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