Holiday houses in Jay

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Top-rated holiday rentals in Jay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.
Home in Pensacola
4.88 out of 5 average rating, 255 reviews

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Top Guest favourite
The Silver Bullet vintage Airstream camper is positioned under a protective roof, complemented by warm exterior lighting. A classic silver car is parked nearby, with lush greenery surrounding the area and a cozy outdoor space visible in the background.
Campervan/RV in Fairhope
5 out of 5 average rating, 203 reviews

Vintage Silver Bullet modern Flair & EV Charg WIFI

A wonderful Glamping experience, the Silver Bullet vintage Airstream camper sits on our lovely organic blueberry and horse farm, surrounded by nature and wildlife – yet close to recreation and attractions. Guests love the farm’s peace and quiet and proximity to Fairhope, beaches, and more. Bikes, kayaks, and unexpected amenities await you! You’ll love meeting farm critters, picking blueberries and herbs, playing games, gazing at stars, and enjoying a guest favorite – the amazing outdoor space.

Top Guest favourite
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, 111 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 favourite
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, 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!

Guest favourite
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
4.94 out of 5 average rating, 89 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 favourite
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, 155 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 favourite
Tiny home in Milton
4.9 out of 5 average rating, 118 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!

Top Guest favourite
The cottage exterior is illuminated at night, featuring a yellow door and a balcony above. Surrounding greenery and pathway lights enhance the welcoming ambiance. A white railing leads to the front porch, which includes seating and a decorative umbrella.
Cottage in Lillian
4.88 out of 5 average rating, 112 reviews

P’s Paradise. Close to AL. Beaches

Adorable older cottage that is located across the street from Perdido Bay. The Lillian Boat launch is only a block away, so bring your boat. Beautiful Perdido Beach 10.5 miles, Orange Beach 14 miles. Restaurants and parks just a few miles away. Completely remodeled & updated. Sleeps 7comfortably. Downstairs has bedroom with queen bed, full bath, wash/dryer, kitchen, dining, den with sleeper sofa. . Upstairs bedroom with a balcony, 2 full beds and full bath and PacMan for rainy days!!!

Top Guest favourite
A red brick farmhouse is positioned under a large tree, surrounded by expansive green grass. The front porch is adorned with inviting seating, and the property is bordered by open farmland. The setting conveys a peaceful countryside atmosphere.
Home in Andalusia
4.96 out of 5 average rating, 109 reviews

Quiet, Cozy Farmhouse

Take a load off in this peaceful farmhouse from a simpler time. Get back to nature in a home surrounded by dozens of acres of farmland and Conecuh National Forest. The house is located on a farm that has been active for 4 generations. If you're looking for activities, there's no shortage here! This property is conveniently located for those with an interest: hunting, fishing,walking trails, and just 70 miles from Florida beaches! Also, 15 miles from the ATV park, Boggs and Boulders.

Top Guest favourite
Guesthouse in Pensacola
4.97 out of 5 average rating, 36 reviews

Waterfront Haven | King Studio | Hot Tub | UWF I10

Welcome to Mackey Haven! This Superhost designed & managed coastal escape features luxe amenities, stylish décor, beautiful waterfront views, a plush king bed, fully stocked kitchen, and relaxing outdoor spaces. Our peaceful, boutique retreat is perfect for couples or solo travelers. You’ll want to stay for days! ⭐️ Hot Tub / Kayak / Boat Dock ⭐️ Coffee Bar & Breakfast to go ⭐️ Organic Cotton Bed Sheets ⭐️ 75” Roku TV & Fast WiFi ⭐️ Massaging Waterfall Shower ⭐️ Easy UWF & Freeway Acces

Top Guest favourite
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, 148 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 favourite
A charming guest house is set back from the main road, featuring a welcoming front porch and a sloped driveway leading up to it. Surrounding greenery enhances the serene atmosphere, while fences offer privacy. The house displays a neutral exterior color with dark shutters.
Guesthouse in Milton
4.98 out of 5 average rating, 64 reviews

Welcome to The Blue Pansy- near many Blue options

Take a break and unwind at this peaceful oasis just 12 miles from the I-10 interstate- home of the Black Water River. This charming 1 bedroom 1 bath with a full kitchen, bath, laundry room, and living space awaits you. Just a short drive to Pensacola, the Blue water beaches, the Blue Angels, and the Blue Wahoos. Also a short drive to several military bases; and just 55 miles to Beautiful Destin. Come, relax, and enjoy this peaceful tranquility in the heart of Milton.

Popular amenities for Jay holiday rentals

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