Vacation rentals in Jay

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Top-rated vacation rentals in Jay

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Superhost

The exterior of The Best Guest House features a charming tan wooden facade with dark trim. An American flag hangs from the gabled roof, and a small planter is placed near the entrance. The property is bordered by lush green lawn and trees, providing a serene atmosphere.

Guesthouse in Brewton

4.89 out of 5 average rating, 71 reviews

The Best Guest House

Located above a detached garage, The Best Guest House is a unique space. A full size pool table welcomes you as you walk through the door. When you walk to the back, you'll find the kitchen which has a vintage stove that adds a cool touch to the modern decor. Look for a "secret" door and you'll find the bedroom space tucked behind the door. Guest House is located in the small southern town of Brewton, just 60 miles from the beautiful Florida Gulf Coast and 90 miles from the Alabama Gulf Coast.

Superhost

A cozy outdoor seating area is featured in front of the tiny house, illuminated by soft light at dusk. Comfortable chairs are arranged around a fire pit, creating a welcoming space. The exterior of the tiny house is visible, revealing large windows that reflect the sunset.

Tiny home in Milton

4.99 out of 5 average rating, 91 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.

Superhost

An enclosed front porch features two rocking chairs and a metal bench, accented by a small potted plant. A rug with natural tones lies across the floor. A window overlooks a landscaped area, providing a view of the inviting outdoor surroundings.

Home in Brewton

5 out of 5 average rating, 15 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.

Superhost

Two red Adirondack chairs are positioned on a wooden deck, overlooking a serene lake surrounded by trees. The deck is built from light-colored wood, and a railing is visible, providing an unobstructed view of the tranquil water and greenery.

Cabin in Century

4.93 out of 5 average rating, 151 reviews

Absolute Tranquility

Private and secluded retreat! Only a short 35 mins from Pensacola. Unplug at this gorgeous getaway retreat in a country setting. This cozy 2BR/1BA lakefront cabin resides on 25 acres of serenity. Step into the raised sunroom and take in the panoramic views of the spring fed lake and the rolling pastures. Enjoy the shade relaxing in the hammock, or soak in the brand new 4 person hot tub on the lower deck. Deer are out most mornings and evenings. This well stocked lake is great for fishing too!

Superhost

A young calf rests on green grass, displaying soft brown fur and large ears. A larger cow is partially visible in the background, leaning close to the calf, creating a sense of companionship and warmth in the serene pastoral setting.

Loft in Milton

4.96 out of 5 average rating, 28 reviews

The Loft at McFadyen Manor Homestead

Enjoy the sunrise with your coffee or a cocktail while you take in the evening views on your private 2nd story deck overlooking the grazing cattle. Come and soak in the serenity of country living while you are an easy 40-minute drive to the world-renowned Panhandle beaches. If you prefer the country over the coast, feel free to relax on our property with a leisurely stroll or even recreational fishing in the picturesque pond; or visit one of the nearby rivers or lakes for tubing or kayaking.

Superhost

An open interior of a tiny home features light-colored wooden ceilings and walls. A cozy loft space provides additional sleeping arrangements. A compact kitchen area includes a griddle and microwave, while the bathroom is discreetly positioned behind a door. Natural light streams through several windows.

Tiny home in Milton

4.9 out of 5 average rating, 104 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!

Superhost

The entrance of the property is marked by a gated driveway, leading to a welcoming guest house surrounded by lush trees. The pathway is bordered by well-maintained landscaping, providing an inviting approach to the home.

Guesthouse in Milton

4.99 out of 5 average rating, 115 reviews

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

Superhost

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, 166 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.

Superhost

A charming cottage sits amidst lush greenery, framed by a large tree that provides shade. The exterior features a combination of wood and a metal roof, with several windows allowing natural light to enter. Pastoral views of the surrounding pastures are visible in the background.

Farm stay in Walnut Hill

4.99 out of 5 average rating, 152 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.

Superhost

The entrance features a covered porch with two chairs positioned on either side of a welcoming front door. The brick exterior is complemented by landscaping that includes small plants and a decorative wreath on the door.

Home in Brewton

4.99 out of 5 average rating, 121 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.

Superhost

A young goat with a striking black and white coat is seen walking across a grassy area. The background features lush greenery and a hint of a pond, adding a serene rural atmosphere.

Barn in Molino

4.97 out of 5 average rating, 76 reviews

The Coop@FtPeckens a Charming Rustic Barn Studio

Escape the city life and relax at our charming rustic barn studio under the stars. The coop @ Ft. Peckens is 200' behind the real Ft. Peckens. (the chicken coop). It's located in a very quiet and friendly country neighborhood and only 30 to 45 minutes away from the white sandy beaches of Pensacola, Florida. End your evenings on a high note with some smores around the campfire and kick back and watch the beautiful country sunset. Relaxation awaits!

Superhost

The bathroom features a walk-in shower with a white curtain and modern fixtures. A sleek vanity is positioned next to a window, allowing natural light. Soft, neutral tones are present in the decor, complemented by dark flooring and a coordinating bath mat.

Home in Brewton

4.82 out of 5 average rating, 11 reviews

Brewton Girl Scout Hut - no cleaning fee

Enjoy your stay at this stylish cottage, ideal for families, couples, or business travelers. With three bedrooms and two bathrooms, there's plenty of space to relax in what was once the Brewton Girl Scout Hut. Recently remodeled and tastefully decorated, this property is conveniently located in the heart of town. You'll appreciate the perfect blend of comfort, style, and modern amenities during your Brewton getaway. NO PARTIES OR EVENTS PERMITTED.

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Popular amenities for Jay vacation rentals

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Other great vacation rentals in Jay

Top guest favorite

A clean and well-organized bathroom features a spacious vanity with a light-colored countertop. A large mirror reflects the area, and white towels are neatly hung on silver rings. Light green walls provide a calming backdrop, enhancing the bright ambiance of the space.

Private room in Atmore

4.95 out of 5 average rating, 144 reviews

Joann’s Private Studio

BrandyRating, 5 stars1 month ago

We absolutely loved staying at Joann’s, we have two rowdy kids and a 3 month old, along with our pup and still had plenty of room. She is very easy to talk to. Her and her husband are very lovely people and we would 1000% book her place again! But their place was absolutely beautiful, not cluttered, everything was easy to find, and just all around a great space even if it’s just a couple days!

A vintage claw foot tub is featured in the bathroom, accompanied by a wood plank bath tray. The walls display natural wood paneling, while the floor consists of dark slate tiles. A window provides natural light, and various toiletries are neatly arranged nearby.

Cottage in Milton

4.75 out of 5 average rating, 63 reviews

Juniper Creek Cottage — on 10 acres with a creek!

LundenRating, 5 stars3 months ago

We stayed here for 2 days while looking at homes to buy in Alabama. It was the perfect place to come back to after long days of driving. Our dogs give it 10 stars! They loved being able to run and play after being in the truck all day!

Top guest favorite

A vase filled with dried grasses stands on a table by the window. Sunlight streams through the window, illuminating the view of the tranquil outdoor space featuring a lake and natural surroundings.

Home in Holt

5 out of 5 average rating, 27 reviews

The Lakehouse

ChrisRating, 5 stars1 week ago

The host was very friendly and helpful. The place was clean and spacious. Very private for those looking for a quiet retreat.

A private entrance is depicted, featuring a staircase leading up to a spacious deck. Black railings frame the wooden steps and platform. Surrounding greenery and open fields are visible in the background, creating a serene outdoor setting.

Apartment in Jay

5 out of 5 average rating, 3 reviews

The Little Wren

StephanieRating, 5 stars1 month ago

Jane was very friendly and flexible with check-in time. The home was very clean and cozy.

A cozy bedroom features a full bed adorned with decorative pillows and a patterned comforter. Light blue curtains frame a window, and a piece of wall art depicting ocean waves adds a calming touch to the space.

Cottage in Milton

4.75 out of 5 average rating, 4 reviews

Cottage in the Woods

SeanRating, 5 stars7 months ago

Peaceful quiet, perfect for Me! I live n the country so it was perfect for me to stay at! Loved this Place! Will b bak! Thank U.

Guest favorite

Guesthouse in Milton

5 out of 5 average rating, 13 reviews

Little White House

MariaRating, 5 stars2 weeks ago

I needed a place to stay while both my listings were booked for the busy holiday weekend. Tami & Darryl's Little White House was perfect! The area is very quiet and peaceful. The bed is super comfortable and I was able to get much needed rest and relaxation. The colors and decor are tastefully done. This will be my go to place when I need a place to stay but with how cute it is, I'm sure they will be booked solid! Thanks for a great stay!

Guest favorite

A charming porch area is illuminated warmly at night, featuring wooden beams and a green roof. Decorative touches include a birdhouse and potted plants beside the entrance. A white picket fence surrounds the space, providing a welcoming and peaceful ambiance.

Guesthouse in Brewton

5 out of 5 average rating, 6 reviews

Rose's Cozy Cottage

EugeneRating, 5 stars3 months ago

Great neighborhood. Some of the nicest houses you will see in Alabama. Perfect little cottage. Felt right at home. Nice bed. Nice living room. Everything was A+++++. The host was always responsive.

Top guest favorite

A covered wraparound porch features wooden flooring and a swing bench, inviting relaxation. Large glass doors provide access to the interior. Surrounding trees and a grassy yard are visible, adding to the peaceful outdoor setting.

Cottage in Jay

5 out of 5 average rating, 14 reviews

Escape to Nature: Lakefront Jay Cottage w/ Views!

KimberlyRating, 5 stars6 months ago

Very pleasant stay.. Beautiful and peaceful. Hosts were very accommodating. Hope to come back.

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Vacation rentals in Jay

Top-rated vacation rentals in Jay

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