
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.

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!

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

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!

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.

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!

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!
Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, and longer winter stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

Blackwater Bay Mae's Cottage
Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

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

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.

The "Home Over the Bridge"
Welcome to a place of comfort and ease with style. Kick back and relax inside or enjoy a cool star-lit night with friends and family around the fire. Nestled on two acres, “The Home Over the Bridge” is only a mile from downtown shopping, dining, and farmers market. If one is looking for a little fun and excitement the Wind Creek Casino and the Atmore Dragway are only 12 minutes up the road. The local splash pad and city parks are also only about a mile away.

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.
Popular amenities for Jay holiday rentals
Other great holiday rentals in Jay

Cozy retreat near NAS Whitingfield

Juniper Creek Cottage — on 10 acres with a creek!

Cozy Ranch House/Screened in Pool/ 3BD

The Little Wren

Quiet Milton Retreat Close to Downtown & Water!

Absolute Tranquility

Family Fun: Screened Pool, Ping Pong & BBQ Oasis

Tranquility Cabin with newly remodeled bathroom!
Destinations to explore
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
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- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Birmingham Holiday rentals
- Pensacola Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Rosemary Beach Holiday rentals
- Opal Beach
- Pensacola Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf Breeze Zoo
- Johnson Beach
- Pensacola Beach Boardwalk
- Lost Key Golf Club
- Pensacola Bay Center
- Shaggy's Pensacola Beach
- Pensacola Museum of Art
- Okaloosa Island Beach
- Pensacola Beach Gulf Pier
- Pensacola Lighthouse and Museum
- Fast Eddies Fun Center
- Goofy Golf
- Palafox Market
- Alligator Alley
- Navarre Park
- Fort Walton Beach Landing
- Vince J. Whibbs Sr. Community Maritime Park
- The Graffiti Bridge
- Air Force Armament Museum Foundation




