Holiday houses in Jay

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Top-rated holiday rentals in Jay

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

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Top Guest favourite
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, 33 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 favourite
A winding gravel path leads through a wooded area, lined with greenery and pine trees. A marker is visible along the path, indicating a camping site. A fire pit is situated in the background, surrounded by natural landscaping.
Yurt in Milton
5 out of 5 average rating, 62 reviews

The Wandering Path Yurt #1

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

Top Guest favourite
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, 119 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 favourite
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, 28 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 favourite
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, 105 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 favourite
Home in Walnut Hill
5 out of 5 average rating, 87 reviews

The Cottage at Steve’s Farm

The Cottage has everything you need to make your stay relaxing and comfortable. Take a stroll down a country lane, around the ponds. Watch the farm activities, or just relax under a tree and watch the sun go down on Steve's Farm and Market in peaceful Walnut Hill! This family friendly spot is sure to please your entire crew! Step out the back door and across the yard to Steve's country market for many food and snack items and local craft and gift ideas. The kids can fish, and mom can shop!

Top Guest favourite
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, 165 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.

Top Guest favourite
A curious goat stands on a wooden surface, displaying a blend of black, white, and tan fur. Its ears are perked up, and the environment features green grass and trees in the background under a clear blue sky.
Farm stay in Molino
5 out of 5 average rating, 81 reviews

Visit the beach, stay at Serenity Farms

Nestled on over 40 fully fenced acres with a private gated entrance for guests, this peaceful escape offers the perfect blend of country charm, comfort, and unforgettable farm experiences. Located just 30 minutes north of historic downtown Pensacola and the Gulf Coast’s beautiful beaches, our stylish guest house sits on a working goat dairy and horse farm where guests are invited to relax, reconnect with nature, and enjoy a one-of-a-kind stay. We look forward to welcoming you to the farm!

Guest favourite
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
4.87 out of 5 average rating, 45 reviews

Nature's Quiet Embrace

Ideally placed in Pace, Florida, this two-bedroom, two full bathroom offers an idyllic retreat from the hustle and bustle of urban life. Surrounded by natural landscapes, the home is designed for comfort and relaxation, featuring a spacious living area perfect for family entertainment. Enjoy cozy movie nights or whip up home-cooked meals in the fully equipped kitchen. 29 miles to Pensacola Beach and 40 to Navarre Beach. 18 miles from Whiting Naval Field. Escambia River is just 2 miles.

Top Guest favourite
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, 159 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 favourite
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, 245 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 favourite
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, 150 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 holiday rentals

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