Vacation rentals in Jay

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Top-rated vacation rentals in Jay

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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 house design is framed by tall pine trees, highlighted by a striking wooden façade. A spacious deck with a small seating area leads to large glass doors that invite natural light into the interior.
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 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, 154 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 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
4.95 out of 5 average rating, 102 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
4.95 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
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, 195 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
A cozy bedroom features a gold bed frame adorned with soft pink pillows and bedding. A decorative area rug complements the space. A small black stool and an elegant wrought-iron table with two chairs sit in the corner, with plants adding a touch of greenery.
Guest suite in Brewton
4.89 out of 5 average rating, 66 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.

Top guest favorite
The guest suite is presented in a rustic style, featuring a barn-like exterior with sliding doors. It is surrounded by well-maintained grass and bordered by tall pine trees. A gravel pathway leads to the entrance, providing easy access from the open yard.
Guest suite in Atmore
4.98 out of 5 average rating, 390 reviews

Cozy Guest Suite close to I-65/Atmore

Private Guest Suite detached from house with private entrance and parking in the country. Suite has private full bath with shower. There is a coffee bar as well as a mini-fridge. Screened porch for your enjoyment and relaxation. Pet friendly with doggie door to screened porch and fenced yard. Two Guest Maximum. Atmore is just down the road with restaurants, boutiques, and casino. I-65 is only a 10 minute drive.

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