Holiday rentals in Bear Point

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Top-rated holiday rentals in Bear Point

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Guest favourite
A comfortable living area with a sectional sofa and a round coffee table is shown. Large glass doors provide access to a balcony, allowing natural light to illuminate the space. A ceiling fan and a mounted television enhance the inviting atmosphere.
Apartment in Orange Beach
4.83 out of 5 average rating, 388 reviews

Caribe Resort on the Bay-Lazy River/Cabanas! B208

Newly decorated Caribe condo is a dream! This condo is in building B on the 2nd floor (3rd because parking is below) & sleeps 8 comfortably. The new 65 inch tv is loaded with all the apps such as ESPN and Netflix. This kitchen has a new refrigerator and all the appliances and cookware needed! The resort has tennis courts, pools, hot tubs, arcade, golf, a marina and a lazy river and cabanas. This is a boaters paradise! This unit also comes with 2 parking passes and additional parking if needed.

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, 151 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
Home in Pensacola
4.91 out of 5 average rating, 201 reviews

Dolphin Watch: Lovely Waterfront Unit with Kayaks!

Welcome to Dolphin Watch! This oasis sits on a calm, private, shallow cove of Perdido Bay, providing GORGEOUS views from the balconies & the perfect place for families to relax, swim, & paddle safely, all directly behind this waterfront home. This 2 bed/2.5 bath unit sleeps 6 & includes a full kitchen, laundry & 2 Kayaks! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming or take a quick drive to Perdido Key Beaches, dining, and more! Continue for more Details

Guest favourite
Home in Orange Beach
4.93 out of 5 average rating, 14 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
The exterior entrance of the cottage is shown, featuring a set of wooden steps leading up to a blue door with a screen and decorative light above. Potted plants are positioned on either side of the steps, enhancing the welcoming appeal.
Cottage in Orange Beach
5 out of 5 average rating, 87 reviews

Spanish Moss House on Wolf Bay w/Pier + Boat Slip

This historic, century-old cottage sits directly on the sandy southern shores of Wolf Bay, beneath live oaks festooned with Spanish moss. Private pier and boat slip, just minutes from the Gulf beaches and nature trails, and next door to the community park, playground, cultural arts center, library, and popular dining spots. Enjoy relaxing on the back deck or down at the water. Delight in daily dolphin sightings, fishing off the pier, and taking in the gorgeous spring and summer sunsets.

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
4.95 out of 5 average rating, 331 reviews

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

NOTICE- CONSTRUCTION: APRIL 20th, 2026. Expansion Joint Sealing Project Starts. 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. Situated directly on the beach! Parking available from HOA for $70 fee. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

Top guest favourite
Cottage in Elberta
4.98 out of 5 average rating, 113 reviews

Hammock Hideaway - waterfront cabin

Backyard oasis on a deep water creek. If you are coming for travel ball, love kayaking and/or just hanging out right on the 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. We have a multi level backyard with gazebo with swing, fire pit and huge deck. Fully enjoy the wildlife and outdoor activities.

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, 100 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
A modern kitchen is highlighted by a spacious island with wooden seating. Pendant lights hang above the island, illuminating the sleek cabinetry and stainless-steel appliances. Large windows offer natural light, complementing the bright, white ceiling beams.
Flat in Fairhope
4.98 out of 5 average rating, 120 reviews

THE apt in Downtown Fairhope #1

Immerse yourself in downtown Fairhope in our unique one-bedroom apartment above a lively bookstore, coffee shop, and bar. Enjoy complimentary drink tokens and nightly live music. Page & Palette's dynamic calendar enhances your experience. Our attentive staff ensures a memorable stay. Located steps from top restaurants and shopping, this is the sole long-term rental among four units. Welcome to THE heart of Fairhope! Please read full description.

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, 183 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.

Top guest favourite
Home in Pensacola
5 out of 5 average rating, 25 reviews

Private Gulf Beach by Flora-Bama Perdido Key FL

Gulf Front with its own PRIVATE BEACH! Townhome is Pet Friendly, no dogs allowed past high water line and must follow leash laws. Walking Distance to Flora-Bama!!! Sleeps 8. Designated Parking plus covered garage. Umbrellas and 4 Beach Chairs included Grill, Fire Place and wood available. Perdido Key Florida. 5 minute walk to The Crab Trap or 17 minute walk to The Flora Bama Walk or to 7 other Restaurants. Ubers readily available

Top guest favourite
Home in Pensacola
4.94 out of 5 average rating, 113 reviews

Coastal Bliss: Private Beach & Stunning Views

Top Amenities 🏖️ Private beach access with calm lagoon waters 🌅 Waterfront views from nearly every room 🛁 Hot tub, 🔥 fire pit, grill and deck platform for ultimate outdoor relaxation 🪑 Two spacious patios with lounges and dining spaces 🛏️ 5 bedrooms (sleeps up to 10 guests) 🍳 Fully equipped kitchen + large dining area for group meals 🌐 Free Wi-Fi throughout the home 🏝️ Close to local restaurants, attractions & shopping

Popular amenities for Bear Point holiday rentals

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