Vacation rentals in Bear Point

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Top-rated vacation rentals in Bear Point

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Superhost
Home in Pensacola
4.85 out of 5 average rating, 172 reviews

Serenita Ora: Quiet Waterfront Unit with 2 Kayaks!

Welcome to Serenita Ora! Come enjoy beautiful views, coffee on the balconies and the peaceful waters. Our oasis sits directly on a calm, shallow cove of Perdido Bay, providing the perfect place for families to play safely. *BOAT SLIP AVAILABLE TO RENT* This 2 bed/2.5 bath sleeps 5-6 and includes a full kitchen, laundry, and 2 Kayaks! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beach, restaurants, etc.

Top guest favorite
Home in Elberta
4.99 out of 5 average rating, 197 reviews

Cheerful 2 bedroom home on Miflin Creek

Like many Alabama girls, I've always loved the water. When I found this little mobile home community on Miflin Creek, I knew I'd found something special- a peaceful place to kayak,bird watch,fish, and enjoy the beauty of the creek. Today, I'm grateful to share it with my guests. Miflin Creek flows into Wolf Bay and the Gulf, yet you're only 8 minutes from OWA, close to great restaurants, and a short drive to Alabama's beautiful Gulf Coast beaches. I hope you'll love this place as much as I do.

Top guest favorite
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, 642 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 favorite
Home in Orange Beach
4.94 out of 5 average rating, 17 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 favorite
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, 96 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.

Top guest favorite
Cottage in Elberta
4.98 out of 5 average rating, 121 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 favorite
A cozy living space is defined by triangular wooden beams and natural light from multiple windows. A plush leather sofa and elegant upholstered armchair are centered around a coffee table on a soft area rug, while a dining table sits in the corner.
Home in Pensacola
4.92 out of 5 average rating, 129 reviews

Minutes from the Beach! A-Frame at The Point

Unwind at this modern home just minutes from the beach. This home is located on Innerarity Point, a locals-only spot with restaurants and grocery stores within a short drive. This home was lovingly built with exposed beams for a luxurious yet charming feel. Take an early morning stroll to Innerarity Point Park with beautiful oaks for shade, walking paths, playground equipment and pier. Enjoy the nightlife at FloraBama or The Jellyfish. A short drive to historic downtown Pensacola.

Guest favorite
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
4.91 out of 5 average rating, 112 reviews

Waterfront Perdido Beach House w/ Canoes & Kayaks!

Family Friendly | Serene Surroundings | 14 Mi to Tarkiln Bayou Preserve State Park Fresh salty air and Gulf views set the scene at this upscale 5-bed, 4.5-bath vacation rental in Perdido Beach! This restored 1928 home features a wraparound screened porch and cozy bed swings perfect for reading. When you aren't relaxing, take the provided kayak or paddleboard out for a spin just in time for a peaceful sunset. Endless sun-filled adventures await — book your beach oasis today!

Top guest favorite
A picturesque view of charming building exteriors is framed by lush green trees. The structures showcase warm, terracotta tile roofs and a variety of outdoor seating areas. A balcony is visible, adding to the inviting ambiance of the neighborhood.
Loft in Fairhope
4.96 out of 5 average rating, 209 reviews

The Fairhope Flat

Tucked away in a private staircase Downtown Fairhope. Upon arrival, you'll be greeted by a beautiful kitchen equipped with a small refrigerator, sink and stove. The apartment offers comfortable seating, work or dining table for two, and a full bath with a shower. In the living area, there is a queen bed and small dining table. The flat has a balcony with an outdoor sofa + chairs overlooking Fairhope Ave! Unique space, crafted in detail, in the center of everything!

Superhost
Home in Orange Beach
4.75 out of 5 average rating, 12 reviews

Bear Point Bayview Cottage | Bay Views & Music

Welcome to Bear Point Bayview Cottage! Enjoy stunning bay views, unforgettable sunsets, and a gentle breeze from this charming 2-bedroom, 2.5-bath retreat. With two outdoor showers and a short walk to Oso Tiki Bar and Bear Point Harbor Marina, convenience meets relaxation. Nearby attractions include The Wharf, OWA Park, and top restaurants like The Gulf and Florabama. Essentials are close by at Walmart, Rouses, and Publix. Your perfect getaway awaits—book now!

Top guest favorite
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.
Apartment in Fairhope
4.99 out of 5 average rating, 137 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 favorite
A sandy beach area features colorful Adirondack chairs arranged around a fire pit. In the distance, a wooden dock extends into Perdido Bay, accompanied by calm waters and a cloudy sky overhead.
Home in Elberta
4.95 out of 5 average rating, 21 reviews

Baydreamer- Beach House: Perdido Bay/Orange Beach

Bay Front Home With Private Beach on Perdido Bay! AMAZING VIEWS!!! Nestled on a quiet peninsula overlooking beautiful Perdido Bay and the Intracoastal Waterway in the Josephine community. This 3 bed, 2.5 bath offers the perfect place for any vacation getaway! The best of both worlds is at your pleasure of a tranquil waterfront setting as well as the convenience of walking out to the beach from your back yard.

Popular amenities for Bear Point vacation rentals