Holiday rentals in Bear Point

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Top-rated holiday rentals in Bear Point

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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.
Apartment in Pensacola
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
A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.
Apartment in Orange Beach
4.96 out of 5 average rating, 313 reviews

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available in Association lobby for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided)

Top guest favourite
A spacious sleeping area features a textured beige bedspread with fluffy pillows. Two bedside lamps provide soft lighting, while a ceiling fan adds comfort. Large windows draped with sheer curtains allow natural light to fill the room, creating a serene ambiance.
Farm stay in Fairhope
4.99 out of 5 average rating, 101 reviews

The Retreat at Willow Creek Farm

Enjoy the sights and sounds of nature when you stay at our beautiful farm. Three miles from charming downtown Fairhope but feels like you are truly in the country. Have you ever wanted to hug a horse, collect fresh eggs from the coop or see a cow being milked? Maybe you’d rather shop in upscale boutiques or go to the beach? We’ve got it all within a short distance. All the while, enjoying the comforts of home in our beautifully appointed two bedroom, one bath barndominium with a full kitchen.

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, 133 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
Apartment in Orange Beach
5 out of 5 average rating, 9 reviews

Lei Lani Condo, Beach View

Lei Lani 212 is a nicely decorated studio condo with gulf-front views from the 2nd floor. Lei Lani is located less than a mile west of The Florabama in Perdido Key, FL. Convenient to all area attractions! • The balcony has sunset views of the Gulf of America and Ole River • Fully equipped kitchen • Washer and dryer in the unit • Queen size sofa sleeper • Queen size Murphy bed • A maximum of one car is allowed *NO BOAT SLIPS *NO SMOKING *NO PARTIES *2ND STORY WALK UP (No elevator)

Guest favourite
Home in Pensacola
4.89 out of 5 average rating, 125 reviews

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more! Continue for more Details

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, 584 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
Home in Orange Beach
5 out of 5 average rating, 9 reviews

Bear Point 3BR House Orange Beach Bring Your Boat!

Dream Fisher house - Orange Beach Escape to your perfect getaway in this professionally decorated 3-bedroom, 2-bathroom home located in the sought-after Bear Point area of Orange Beach, AL. Designed for relaxation and convenience, this property features a chef's kitchen adorned with stunning granite countertops and stainless steel appliances, making meal prep a delight. After a long day in the sun, retreat to the beautifully appointed bedrooms, each outfitted with comfortable Queen beds.

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, 105 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
A screened-in balcony is presented with comfortable seating and a small table, surrounded by lush greenery and natural light. A ceiling fan provides a cooling breeze, while colorful cushions add a touch of vibrancy. Scenic views of the sand dunes and natural preserve are visible in the background.
Townhouse in Pensacola
4.97 out of 5 average rating, 254 reviews

Lost Key Paradise - Luxe Cottage with Gulf View

Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with complimentary beach chairs and private beachfront access!

Guest favourite
A two-story waterfront property is shown with a wooden dock extending into clear water. The deck features a seating area and is flanked by palm trees. Stairs lead from the deck to the ground level, surrounded by landscaped greenery, creating a serene outdoor environment.
Home in Pensacola
4.88 out of 5 average rating, 83 reviews

Waterfront Oasis with Private Pier and Luxury Spa

Step away from the world for a while at this stunning waterfront property located on two acres. Watch for dolphins from the living room and bedrooms, or while lounging in the 8-person jacuzzi on the back patio. Enjoy paddle boarding, kayaking, crab-trapping, or searching for rays and fish as the kids splash around in the water and sand. Then if you brought your golf gear, you can head to your private 90-yard fairway in the front yard to keep your golf game on edge.

Top guest favourite
An image collage showcases a serene beach view with soft sand and gentle waves. A bright living area is visible, featuring a comfortable seating arrangement and large sliding glass doors leading to a balcony. A spacious bedroom includes a colorful bedding set and natural light from adjacent windows.
Flat in Pensacola
5 out of 5 average rating, 21 reviews

Gulf View At Ocean Breeze

Welcome to your Perdido Key escape! This bright and breezy 3 bed / 2 bath condo sits on the 6th floor with an unbeatable full Gulf view. Wake up to the sound of waves, sip coffee on your private balcony, and enjoy direct access to a quiet beach and a sparkling condo pool. Inside, you'll find a spacious primary suite, laundry, Wi-Fi, cable, and everything you need for a comfortable stay. Just a walk away from local restaurants and coastal favorites.

Popular amenities for Bear Point holiday rentals

  1. Airbnb
  2. United States
  3. Alabama
  4. Baldwin County
  5. Orange Beach
  6. Bear Point