Vacation rentals in Jay

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Top-rated vacation rentals in Jay

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Top guest favorite

A bright yellow door with multiple windows provides a welcoming entrance. A doormat displaying "Sweet Home Alabama" rests on the porch, complementing the light-colored exterior. Views of the interior, featuring wood flooring and inviting colors, can be seen through the glass panels.

Home in Atmore

4.98 out of 5 average rating, 258 reviews

The Market Guesthouse

Welcome to our country retreat 1/2 mile from I-65. Stay for a night during a road trip or a little longer and enjoy the area. Visit the Poarch Creek museum or casino at Exit 57. We're close enough for day trips to FL & AL beaches (about 1.5 hours). If you're into history, it's not far to the USS Alabama battleship or Fort Mims. Across the street is The Warehouse Market & Bakery, so you can grab some cinnamon rolls and groceries. Splash pad, parks, shopping & more in the town of Atmore (6 miles).

Top guest favorite

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, 92 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.

Guest favorite

A modern living area features a large brown sofa situated on a patterned rug. A spacious kitchen is equipped with stainless steel appliances and bar seating. Large windows allow natural light to illuminate the space, offering views of the surrounding greenery.

Home in Pace

4.93 out of 5 average rating, 199 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

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!

Top guest favorite

A welcoming sign displays the name 'Milton' prominently, adorned with decorative elements and the year of incorporation, 1844. The sign is framed by lush greenery, suggesting a friendly atmosphere conducive to exploration.

Guesthouse in Milton

4.99 out of 5 average rating, 144 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 favorite

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!

Top guest favorite

A young child sits on the sandy beach, facing the ocean waves. The child is dressed in a colorful swimsuit featuring playful sea creatures. In the distance, a wooden pier extends over the water, with gentle waves lapping at the shore.

Guest suite in Cantonment

5 out of 5 average rating, 447 reviews

Quiet Delight! Just N of Pensacola near I-10/Rt 29

Quiet, charming guest apartment located in Cantonment, just minutes north of Pensacola with its sugar-white beaches, laid-back feel, and rich history. Perfect for local events, business trips, budget-friendly beach vacations, family time, or just passing through! KEEP SCROLLING to Neighborhood/Getting Around for miles and times to beaches and other popular venues. We are pet friendly! Dogs only, limit two. Pet fee is $15 per dog/night. Please include your pet(s) in the guest count.

Top guest favorite

A pair of feet rests on a beach chair, positioned on a sandy shoreline. The gentle waves of the ocean can be seen in the background, with a cloudy sky overhead and a sense of tranquility evident in the scene.

Camper/RV in Baker

4.93 out of 5 average rating, 170 reviews

Blackwater glamping

If you want to escape traffic and people, this is the perfect place. Destin, Pensacola, Navarre, and Fort Walton Beach are a quick drive away. Beautiful local parks and rivers are within 5 minutes. This is the place for hunters hunting blackwater! Blackwater State Forest is steps away from the camper and river, just a two minute drive down the road. The 2022 camper has new linens and pillows, super clean and stylishly decorated. The full-size bunk beds are roomy and comfortable.

Guest favorite

The entrance to the home is defined by a dark blue door adorned with a wreath. A welcome mat that reads 'hello' is placed on the concrete doorstep, which is flanked by well-kept grass on either side.

Home in Milton

4.9 out of 5 average rating, 137 reviews

Family Home | Close to Beach | Breakfast Included

The house has plenty of space for the whole crew to have loads of fun 🏠 You’ll be just a short drive from the beach, and right off the interstate giving you a quick, easy drive into the heart of Pensacola or Whiting Field 🚗 Spacious bedrooms, a patio for coffee-buzzed mornings, a stocked kitchen, and cozy living room are all waiting for you and your group! ☕️ We also have a small breakfast setup to make the mornings easy. 🧇 Enjoy your stay in this beautiful neighborhood!

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, 117 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, 167 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 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, 155 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.

Top guest favorite

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.

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Top guest favorite

Home in Milton

5 out of 5 average rating, 10 reviews

Florida Tranquil Retreat

CynthiaRating, 5 stars5 days ago

Super cute and cozy home! As soon as you walk in it smells CLEAN including all throw blankets and pillows. There is a spacious back yard with a grill and lots of seating. The home is stocked with little goodies in case you forgot to pack something. The neighborhood felt very safe and the location was close enough to several stores, overall we would gladly stay again.

Guest favorite

Guest suite in Pace

4.96 out of 5 average rating, 105 reviews

Lovely Guest Apartment

KeyyadaRating, 5 stars4 weeks ago

This stay was the best stay I have ever booked. I felt so at peace that I could completely relax and unwind. This listing was as advertised. The inside was neat, clean and well equipped for the perfect stay. The surroundings were quiet and peaceful. I love how secluded it was and I felt very protected by the host’s security system. The price was worth the stay. This is definitely a listing I would book again! Thank you Kathy for the perfect stay!

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.

Guest favorite

A rustic wooden shelf is mounted on the wall, featuring a large fish silhouette cutout. Nautical-themed decorations, including a light house figurine and small characters, are placed on the shelf, contributing to a coastal ambiance.

Townhouse in Milton

4.93 out of 5 average rating, 142 reviews

Fins Left - 35 mins to Beaches on Blackwater River

AshleyRating, 5 stars6 days ago

We found this to be the nicest Airbnb home we’ve stayed it. Extremely clean. Very much appreciated the washer and dryer since we had a lot of laundry going back and forth to the beach. Would definitely recommend however would like to remind others this is a duplex so you will have adjoining neighbors with shared outdoor space so keep that in mind.

Superhost

Home in Pace

4.9 out of 5 average rating, 20 reviews

Nature's Quiet Embrace

KittyRating, 5 stars1 week ago

Such a clean place to stay! Good location and hope to stay again!

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

WilbertoRating, 5 stars2 months ago

We wanted to take a moment to express our heartfelt gratitude for sharing your little slice of private paradise.This cabin was really clean and well stocked. It was an absolute pleasure to spend our 16th anniversary here. The kayaking was a highlight for us, we enjoyed exploring the calm waters, and seeing all the nearby animals. Our dogs were so happy to run around the property. The hot tub was a definite recharge during our relaxation session, surrounded by nature's serenity. We're grateful for the laughter, stories, and memories we created and definitely would love to return someday.

Top guest favorite

The image captures the nighttime view of a screened-in pool area, illuminated by blue lights. The architectural structure showcases a modern design, with clear visibility of the surrounding landscape featuring trees and grassy grounds. Soft lighting enhances the atmosphere, suggesting a serene outdoor space.

Guest suite in Pensacola

4.96 out of 5 average rating, 134 reviews

Tiny Home Pool View 25 Mins to Beachb

KristenRating, 5 stars2 weeks ago

It was quiet, private, clean, much more space than a hotel room, with a nice kitchenette and dining area...just perfect for what we needed. Check-in and check-out was a breeze with a coded door. Parking was private and right next to the little house. We had a wonderful stay.

Top guest favorite

A clean and modern bathroom features a light-colored vanity with a sink and polished faucet. A mirror is mounted above the vanity, reflecting soft light. Nearby, a metal shelf holds neatly stacked towels, while a wastebasket is located beneath the sink.

Apartment in East Brewton

4.92 out of 5 average rating, 64 reviews

W&W Airbnb

SonjaRating, 5 stars2 days ago

Wanda home was very clean and looked just as pictured. Wanda even left snacks, water and soda for us to enjoy. The house was just perfect for our little weekend getaway. The neighbors were quiet. I will book again!!

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Vacation rentals in Jay

Top-rated vacation rentals in Jay

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