
Vacation rentals in Jay
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Top-rated vacation rentals in Jay
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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

Cozy private studio suite close to beach.
Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Storybook Castle BnB
Sheldon Castle is a registered Baldwin County Historic home. It is a unique, artistic structure right in Fairhope but secluded on a side street. The Eastern Shore Art Center is down the drive and across the street. From there you are in wonderful downtown Fairhope. The studio suite is a completely private part of Sheldon Castle with the Sheldon descendants in the rest of the home. Mosher Castle with a moat and dragon is next door. Our guests are invited to walk the grounds of both castles.

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!

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!

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.

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.

Tiny Home Pool View 25 Mins to Beacha
Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

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.

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.

The Carriageway Cottage -Close to Pensacola Beach!
Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.
Popular amenities for Jay vacation rentals
Other great vacation rentals in Jay

The Little Wren

Meadow Run

Olive Cove Studio

The Nautical Room (near GulfCleanEnergyCtr. & UWF)

Private Hot Tub! | King Bed | Private Check-In

Absolute Tranquility

ADA Cottage - 2 Bed Rooms

Escape to Nature: Lakefront Jay Cottage w/ Views!
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