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.

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Top guest favorite
A yurt-style tent sits on a wooden platform surrounded by trees. The tent features a large mesh opening and is accompanied by a picnic table nearby. Solar string lights illuminate the area, enhancing the secluded outdoor setting.
Yurt in Milton
5 out of 5 average rating, 87 reviews

The Wandering Path Yurt #3

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

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, 121 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
4.97 out of 5 average rating, 29 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
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
4.95 out of 5 average rating, 112 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

Top guest favorite
Home in Walnut Hill
4.99 out of 5 average rating, 95 reviews

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!

Top guest favorite
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
5 out of 5 average rating, 82 reviews

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!

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, 163 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
4.94 out of 5 average rating, 108 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 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, 169 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

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, 255 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
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
4.94 out of 5 average rating, 222 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. 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!

Guest favorite
Cabin in Molino
5 out of 5 average rating, 7 reviews

Charming Cabin, Sleeps 6

Make lasting memories at this unique, family-friendly cabin in Molino, FL. This cozy retreat features one bedroom with a queen bed and a loft with two full beds, accessible by a slim, space-saving spiral staircase. The bedroom closet also houses the water heater, but still provides space for hanging clothes and storage. The cabin is thoughtfully equipped with a washer and dryer for your convenience and offers 526 sq. ft. of living space (plus the loft).

Popular amenities for Jay vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Santa Rosa County
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