Holiday houses in Josephine

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Top-rated holiday rentals in Josephine

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Top Guest favourite
A vibrant, layered drink is served in a tall glass on a woven tray. The background features a sandy beach and tranquil turquoise waters under a clear blue sky, creating a relaxing coastal setting from the balcony.
Condo in Perdido Key
4.99 out of 5 average rating, 165 reviews

Beach Front, Low Density Condo in Perdido Key!

ASK about DISCOUNT rate for monthly stay in January and February 2026. DON'T FIGHT THE CROWDS for space on the beach! Unwind in our comfortable 4th floor Beach Front "Slice of Paradise" with private beach. The balcony offers unobstructed, gorgeous views of the Gulf and the beautiful white sands of Perdido Key. Soak up the sun as you kick back on the balcony and count the dolphins while being lulled by the sound of the waves and the salt air breeze. Recently UPDATED-New photos coming soon!

Top Guest favourite
The front porch features a welcoming design with two rocking chairs and a swing underneath a pergola. An American flag is displayed prominently. Lush greenery surrounds the porch, with white stone landscaping and flower beds enhancing the charming exterior.
Home in Magnolia Springs
4.99 out of 5 average rating, 130 reviews

Sweet Magnolia-mins from beach/Fairhope/Foley

This beautiful new cottage is in the heart of historic Magnolia Springs on its most charming Oak Street known for the picturesque canopy of oaks. Experience small town charm in this 2 bedroom/2 bath home conveniently located. * 17 mi - white sandy beaches of Gulf Shores * 16 mi - The Wharf, Orange Beach * 13 mi - Sportsplex * 9 mi - OWA Park and Resort * 7 mi - Tanger Outlet Mall, Foley * 14 mi - Grand Hotel Golf Resort and Spa * 16 mi - Fairhope * Walking distance to Jesses Restaurant

Guest favourite
The private pool area features a clear blue water pool surrounded by a concrete deck. Two lounge chairs are positioned nearby, and a basketball hoop is set up at one end. Lush trees provide shade, enhancing the serene outdoor space.
Apartment in Elberta
4.93 out of 5 average rating, 213 reviews

Treehouse * pool * dog friendly *

A great dog friendly upstairs bungalow nestled in the woods in Perdido Beach. Conveniently located between Gulf Shores, AL and Pensacola, FL. Close to Perdido Bay, boat launch and several water access points to the bay. Use of pool on property. Bring your pup, boat and swim suit. Away from the hustle and bustle but close enough to enjoy the area. Enjoy your morning coffee on the covered deck. Travel to: OWA: 15 minutes Florida: 20 minutes Foley: 20 minutes Gulf Shores: 30 minutes

Top Guest favourite
The entrance to a unique stone castle is framed by lush greenery and colorful flower beds. A tall, round tower features a window, and the distinctive roof is crafted from slate. Sunlight filters through the surrounding trees, enhancing the natural setting.
Castle in Fairhope
4.99 out of 5 average rating, 578 reviews

Storybook Castle BnB

Sheldon Castle is a registered Baldwin County Historic home. It is a unique, artistic structure right in Fairhope but secluded on a side street. The Eastern Shore Art Center is down the drive and across the street. From there you are in wonderful downtown Fairhope. The studio suite is a completely private part of Sheldon Castle with the Sheldon descendants in the rest of the home. Mosher Castle with a moat and dragon is next door. Our guests are invited to walk the grounds of both castles.

Guest favourite
A spacious screened porch features a wooden swing bed adorned with soft pillows, inviting relaxation. Natural light fills the area through large windows, and a ceiling fan provides comfort. Comfortable seating arrangements are visible, overlooking lush greenery and the waterfront beyond.
Home in Perdido Beach
4.92 out of 5 average rating, 104 reviews

Waterfront Perdido Beach House w/ Canoes & Kayaks!

Fresh salty air and expansive Gulf of Mexico views set the scene at this upscale 5-bedroom, 4.5-bathroom vacation rental in Perdido Beach. Nestled on a sandy waterfront, this restored 1928 home boasts a tasteful interior, full kitchen, and a wraparound screened porch. Spend time relaxing on the cozy bed swings reading books, or take out a kayak or the paddleboard for a spin, just in time for a peaceful sunset. Endless sun-filled adventures are waiting for you at this beach oasis!

Top Guest favourite
Tiny home in Foley
4.98 out of 5 average rating, 166 reviews

Rural Sanctuary-Jingle All the Way to Tanger Mall

RURAL SANCTUARY Enjoy the sounds of nature when you stay in our unique tiny guest home in the serene country. Centrally located to activities: 5.1 miles - OWA Amusement &Water Park 5.7 miles - Foley Sports Complex 5.1 miles - Sportsplex in Gulf Shores 4.4 miles - Tanger Outlet Mall 4.0 miles - Alabama Gulf Coast Zoo 8.5 miles - Wharf Amphitheater & Marina 7.9 miles - Gulf Shores Public Beach Come connect with nature and you’ll become more aware of what really matters.

Top Guest favourite
A bright living area features a modern sofa alongside a stylish coffee table, with a kitchen bar counter equipped with stools. The walls are painted light blue, and decor includes surf-themed artwork and a ceiling fan, enhancing the room's airy atmosphere.
Tiny home in Elberta
4.97 out of 5 average rating, 153 reviews

Tiny Home Near the Bay by Beach's/Pensacola/Foley

Discover the perfect retreat at Surfs UP! Our dog-friendly Tiny Home, nestled on a private half-acre in Elberta, offers a tranquil escape minutes from Lillian and conveniently located between Foley and Pensacola off US HWY 98. Stargaze in peace on our spacious property after a day of beach fun. Central to various attractions, this home is ideal for those who seek both proximity to local hotspots yet a serene place to relax after adventurous days. Book your getaway!

Top Guest favourite
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
4.96 out of 5 average rating, 208 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 favourite
A functional living space features a cozy sofa facing a light wood coffee table. The kitchen, equipped with blue cabinetry and modern appliances, is positioned in the background. A ceiling fan provides ventilation, while a welcoming entry door allows natural light to brighten the area.
Guesthouse in Elberta
4.95 out of 5 average rating, 174 reviews

Quaint Tiny Home by the Bay (Mini Cottage)

A picturesque tiny cottage centrally located off of Soldier Creek in Perdido Beach, AL. Enjoy a fenced backyard for pups and a small fire pit, minutes walk from Soldier Creek. Bring your boat & head directly into the bay and enjoy frequent dolphin sightings, island hopping, bay accessed bars&restaurants, soldier creek is a beautiful Kayak/Paddleboard/Pup friendly destination! White Sand Beach in Miles: (18mi perdido key)(20mi Gulf Shores) (11mi to OWA & Tanger)

Top Guest favourite
A spacious deck is featured, overlooking Miflin Creek. The scene is framed by lush greenery and twinkling string lights, providing a serene atmosphere. A cozy seating area is visible, along with a fire pit, inviting viewers into a tranquil outdoor space.
Home in Elberta
4.99 out of 5 average rating, 173 reviews

Cheerful 2 bedroom home on Miflin Creek

I'm an Alabama girl who wanted water access and to be closer to the beach. I bought this little piece of land on Miflin Creek and graced it with a mobile home. Miflin Creek leads to Wolf Bay and the Gulf. It's convenient to OWA (8 minutes), lots of restaurants, and the beach. It's quiet and peaceful. I enjoy paddleboarding here or just sitting on the deck watching the Osprey build a nest nearby. I'm so happy to be able to offer it to you.

Guest favourite
A charming pathway leads to the entrance of a brick house, framed by mature trees and tropical plants. A wooden walkway with rope accents connects to a brick driveway, creating an inviting approach to the home. Soft shadows are cast across the area.
Home in Perdido Key
4.91 out of 5 average rating, 295 reviews

"The Blue Heron" Perfect Beach Getaway!

Newly renovated, spotlessly clean 2bdrm 1 bath house conveniently located 2 minuets from Perdido Key beach and Johnson's Beach. Free parking, Front Porch, Back Deck, bathtub/shower, oven, microwave, refrigerator, dishwasher, washer & dryer, Coffee Maker, toaster, WIFI, Flat Screen TV. Public access to a boat ramp, one street over on Galvez Landing. Conveniently located near restaurants, grocery stores, and parks

Top Guest favourite
A covered porch features two chairs and a small table, providing a welcoming space for outdoor relaxation. The brick exterior is complemented by soft lighting from sconces on either side of the entry. A door leads into the private studio guest suite.
Guest suite in Pensacola
4.9 out of 5 average rating, 304 reviews

Perdido Bay Bungalow

Perdido Bay Bungalow Attached private studio guest suite. Five minute drive to closest beach! Beaches, restaurants and shops all close by. Nearest intersection Map- Sorrento and Choctaw. . Safe area. Very clean, reasonable & comfortable place to learn the area. We know you'll book again! ** Extended stays available from November thru February. Ask for details.

Popular amenities for Josephine holiday rentals

  1. Airbnb
  2. United States
  3. Alabama
  4. Baldwin County
  5. Josephine