Holiday rentals 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

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

The Dogwood-Luxury home (shared pool Sun-Thursday)

A cozy & luxurious home away from home with (shared pool Sunday-Thursday only thru September) . 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. 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.

4.99 out of 5 average rating, 168 reviews

Top guest favourite

A yurt-style glamping tent sits on a wooden platform, surrounded by lush greenery. Sunlight filters through the trees, casting a warm glow on the tent, which features a mesh front for ventilation. The natural landscape enhances the peaceful ambiance of the site.

Yurt in Milton

The Wandering Path Yurt # 2

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

4.95 out of 5 average rating, 106 reviews

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

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.

4.98 out of 5 average rating, 121 reviews

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

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.

4.97 out of 5 average rating, 30 reviews

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.

Flat in East Brewton

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

4.95 out of 5 average rating, 118 reviews

Top guest favourite

Home in Walnut Hill

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!

4.99 out of 5 average rating, 102 reviews

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

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!

5.0 out of 5 average rating, 84 reviews

Guest favourite

Home in Milton

garden house

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!

4.95 out of 5 average rating, 111 reviews

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

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.

4.96 out of 5 average rating, 268 reviews

Guest favourite

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

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. Unwind with a book in our 7 ft sitting window, watch the pines sway through the expansive living room windows, or gather with friends for dinner at the outdoor dining area. No matter the reason, the Pine House is for you!

4.94 out of 5 average rating, 224 reviews

Top guest favourite

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

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.

4.99 out of 5 average rating, 214 reviews

Top guest favourite

Guest suite in Brewton

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.

4.92 out of 5 average rating, 93 reviews