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, 163 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, 304 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 large outdoor tropical pool is surrounded by palm trees and thatched-roof cabanas. Lounge chairs are arranged around the pool, with clear turquoise water reflecting the blue sky and clouds.
Cottage in Pensacola
4.97 out of 5 average rating, 135 reviews

Seas the Day, Perdido Key, Florida, Purple Parrot

SNOWBIRD SPECIAL! 50% off 30 days or more Dec, Jan, Feb ,Mar! Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated , upscale, immaculate villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers and active military. The tropical pool and hot tub feature a rock waterfall. A new king bed in master and queen sofa sleeper in living area waits your arrival. New and updated kitchen is magazine worthy!

Guest favourite
A lively waterfront area is illuminated at night, featuring numerous palm trees lining the boulevard. The scene includes bustling shops and dining spaces, with a towering Ferris wheel in the background. Festive lights and crowds create a vibrant atmosphere for evening entertainment.
Apartment in Orange Beach
4.95 out of 5 average rating, 167 reviews

Wharf 315 Lux Condo!

Updated luxury corner 1 bed/1 bath waterfront! Tile floors thru out, private bedroom w/king bed, bunk beds (twin size small )in the hallway, queen sleeper sofa. Full stocked kitchen w/brand new appliances. Covered waterfront corner balcony w/grill! 3.50 miles from beach! On-site dining, night life, Movie Theater, marina w/charter boats/cruises, Arcade, Ferris wheel, shopping, the Wharf Ampitheater, the Oasis resort pool w/wave pool,lazy river,slides,hot tub plus seasonal bar/restaurant at pool!

Superhost
Home in Pensacola
4.89 out of 5 average rating, 118 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, 563 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 modern kitchen with sleek cabinetry is highlighted by granite countertops and stainless steel appliances. The central island, equipped with four woven bar stools, is illuminated by three pendant lights. Natural light enters through a window adorned with bamboo shades, adding warmth to the space.
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.

Top guest favourite
An expansive green lawn is visible in the foreground, bordered by palm trees. The lawn leads to a sparkling pool, surrounded by lounge chairs and umbrellas. In the background, the waterway reflects the blue sky and scattered clouds, creating a serene coastal setting.
Apartment in Perdido Key
4.99 out of 5 average rating, 88 reviews

Renovated Ground Floor 2Bd-2Ba Walk to Florabama

Walk to Florabama from this ground floor waterfront condo that provides stellar amenities both private and shared! Every day can be spent on the water with the bay out front and beach across the road. When you aren't taking in calming views of the Old River, head for the Gulfside pool or the pickleball & tennis courts. Away from your stay, explore Perdido Key State Park, Orange Beach Waterfront Park, Craft Farms Golf Club, and a selection of local catch restaurants and coastal shops.

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, 243 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!

Top guest favourite
The exterior of a cottage is visible, featuring a gray façade with white trim. A welcoming front porch is accessed by a set of steps. Lush greenery surrounds the home, including shrubs and trees. A lantern is positioned on the ground in the foreground.
Cottage in Elberta
4.98 out of 5 average rating, 104 reviews

Hammock Hideaway - waterfront cabin

Not everyone wants to stay on the beach. If you are coming for travel ball (minutes from the fields - your commute will be short while your teammates fight the peak beach/sports traffic every day), love kayaking and/or staying 50 feet from water, you will appreciate this special hideaway. A fisherman’s/nature lovers dream and truly unique rental experience at this creekside cottage with water frontage on deepwater Hammock Creek. Close to the beach but out of the congestion.

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
4.9 out of 5 average rating, 77 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.

Superhost
A wide beach area extends beneath a clear blue sky, with gentle waves lapping at the shore. Beach chairs are arranged neatly along the sand, creating a space for relaxation and enjoyment. The ocean horizon stretches far into the distance, inviting visitors to explore.
Apartment in Orange Beach
4.85 out of 5 average rating, 391 reviews

Beach Front Condo, Huge Balcony/Heated pool

Beautiful Beach Front Condo in Regency Isle, Orange Beach. Huge balcony facing the ocean. Open floorplan, 2 large bedrooms, 2 full private bathrooms, updated kitchen, free wifi, big screen TV. Just take the elevator down to the beach or indoor and outdoor pool. Very wide beach area with lots of room for playing and enjoying family time. Only a few steps to the Florabama, restaurants and entertainment. You must be 25 to rent this property. Prof of age is a requirement

Popular amenities for Bear Point holiday rentals

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