Holiday houses in Jay

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Top-rated holiday rentals in Jay

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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, 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 favourite
Campervan/RV in Baker
4.93 out of 5 average rating, 177 reviews

Blackwater glamping

If you want to escape traffic and people, this is the perfect place. Destin, Pensacola, Navarre, and Fort Walton Beach are a hour drive away. Beautiful local parks and rivers are within 10 minutes. This is the place for hunters hunting blackwater! Blackwater State Forest is steps away from the camper and river, just a two minute drive down the road. The 2022 camper has new linens and pillows, super clean and stylishly decorated. The full-size bunk beds are roomy and comfortable.l country

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
4.99 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 favourite
Home in Pace
4.94 out of 5 average rating, 207 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 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, 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 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, 150 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 favourite
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 favourite
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
5 out of 5 average rating, 101 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 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
4.96 out of 5 average rating, 202 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
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, 173 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 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, 137 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.

Popular amenities for Jay holiday rentals

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  4. Santa Rosa County
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