
Holiday houses in Jay
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Top-rated holiday rentals in Jay
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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.
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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.
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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
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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.
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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!
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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.
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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!
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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.
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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!
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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.
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Richburg Retreat - tiny house on a fishing pond
Escape to a peaceful country retreat overlooking a pond, just 5 miles from town and conveniently located between Brewton and Flomaton. Enjoy modern comforts with rural charm, including a refrigerator, microwave, and coffee bar for light meals. Wake to tranquil pond views and unwind with beautiful sunsets. Fish in the designated pond area, and enjoy the nostalgic sound of the passing train whistle a few times each day.
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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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Popular amenities for Jay holiday rentals
Other great holiday rentals in Jay

Exotic Farm Stay
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Juniper Creek Cottage — on 10 acres with a creek!
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The Galliver Cottage
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Charming Cabin, Sleeps 6
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Tiny house in the country
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Private Hot Tub! | King Bed | Private Check-In
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The Wandering Path Yurt #3
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Absolute Tranquility
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- Perdido Key Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Pensacola Bay Center
- Lost Key Golf Club
- Johnson Beach
- Pensacola Beach Boardwalk
- Pensacola Dog Beach West
- Pensacola Lighthouse and Museum
- Pensacola Museum of Art
- Okaloosa Island Beach
- Shaggy's Pensacola Beach
- Pensacola Beach Gulf Pier
- Navarre Park
- Tiger Point Golf Club
- The Graffiti Bridge
- Vince J. Whibbs Sr. Community Maritime Park
- Alligator Alley
- Goofy Golf
- Palafox Market
- Ye Olde Brothers Brewery





