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Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser

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A modern kitchen with a large island, stainless steel appliances, and a view of the outdoors. - Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser (Orange Beach)
A modern kitchen with white cabinetry, a wooden dining table, wicker chairs, and pendant lighting. - Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser (Orange Beach)
A balcony with wicker furniture, a potted plant, and a view of white buildings. - Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser (Orange Beach)
A modern kitchen with white cabinetry, a central island, and pendant lighting. - Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser (Orange Beach)
A multi-story resort with a swimming pool, outdoor seating, and a view of the sunset. - Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser (Orange Beach)
Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser provides a water park and more. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser

  • Welcome to Sea Smiles, a stunning luxury getaway nestled in The Osprey, one of Orange Beach's newest and most exclusive bayfront communities. Ideally situated on Lot 27, this home offers extra space and privacy, directly beside the resort-style pool and open common areas. Professionally managed by Kaiser Vacation Rentals, Sea Smiles combines refined coastal design with unbeatable community amenities just steps from your door.

    With 5 beautifully appointed bedrooms and 4.5 bathrooms, Sea Smiles provides plenty of space and comfort for your group getaway. The thoughtfully designed layout showcases high-end finishes throughout, along with a gourmet kitchen equipped with premium appliances.

    Step outside and enjoy the best of both worlds, your own private outdoor kitchen for grilling and entertaining, plus access to the community's resort-style zero-entry pool with tanning ledges and a rooftop sun deck overlooking the boat slips. When it's time for the sand and surf, the Gulf of Mexico is just across the street.

    Inside, the main floor features an open-concept living, dining, and kitchen area that flows seamlessly onto a spacious deck, perfect for morning coffee or evening sunset views. This level also includes a half bath and a king bedroom with a private en suite plus a bunk room.

    Upstairs, you'll find two more guest suites with private en suite bathrooms as well as a generous primary family suite designed for relaxation and comfort. Designed with group gatherings in mind, the home provides ample indoor and outdoor seating, large flat-screen TVs, and stylish yet comfortable spaces throughout.

    Important notes:

    -Guests under 25 must be accompanied by an adult 25 or older.
    -Pets are not permitted.
    -Smoking is not allowed on the property.
    -Parking is available for 6 vehicles: 2 beside the home and 4 compact to mid-size vehicles under the carport.
    Boat Slip: Sea Smiles includes Boat Slip #5, available for $39 per day. The dimensions are 10x35, with no boat lift. Please note that boat trailers must be parked off-site at a location of your choosing, as trailer parking is not permitted on-site.
    - The beach can be found nearby at the Cotton Bayou Public Beach Access, approximately 0.4 mile away.

    Sea Smiles has it all with room for everyone to spread out, a brand-new luxury design, the ultimate outdoor entertaining space, and best of all, private boat slips with direct bay access! This isn't just a vacation home, it's your launchpad for unforgettable Orange Beach memories. Book today and start planning your getaway!

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About the area

Located in Orange Beach, this holiday home is near theme parks and on the waterfront. Shoppers can check out The Wharf, while everyone can enjoy the natural beauty of Gulf State Park and Orange Beach Beaches. Ready for a night out? Consider The Hangout and Hub Stacey's at The Point. With scuba diving, snorkelling and parasailing nearby, you'll find plenty of adventures in the water. Visit our Orange Beach travel guide
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Map
Orange Beach, AL

What's nearby

  • A beach with tall grasses and people in the distance.
    Perdido Beach Boulevard
    2 min walk - 0.1 miles
  • A directional signpost with multiple signs pointing to various destinations such as Beach Pavilion, Orange Beach, Forest Pavilion, and others.
    Gulf State Park
    10 min walk - 0.5 miles
  • A coastal cityscape with a long sandy beach, a pier extending into the ocean, and high-rise buildings.
    Orange Beach Beaches
    11 min walk - 0.6 miles
  • St. Thomas by the Sea Catholic Church
    8 min walk - 0.5 miles
  • Cotton Bayou Public Beach Access
    11 min walk - 0.6 miles

Getting around

  • Gulf Shores, AL (GUF-Jack Edwards)
    27 min drive

Restaurants

  • CoastAL Orange Beach
    14 min walk
  • The Gulf
    2 min drive
  • Old Salt Tavern
    2 min drive
  • Sunliner Diner
    4 min walk
  • Shipp's Dockside Grill
    5 min drive

Frequently asked questions

Does Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser have a pool?

Yes, this property has a pool.

Is Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser pet-friendly?

No, pets are not allowed at this property.

How much is parking at Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser?

On-site parking is available at the property.

What time is check-in at Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser?

Check-in begins at 4:00 PM.

What time is check-out at Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser?

Checkout is at 10:00 AM.

Where is Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser located?

Situated on the waterfront, this holiday home is within a 10-minute walk of Perdido Beach Boulevard, Gulf State Park and Orange Beach Beaches. Cotton Bayou Public Beach Access and St. Thomas by the Sea Catholic Church are also within 15 minutes.

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Reviews

Osprey 27 Bayside home w/ boat slip, community pool | Sea Smiles by Kaiser Reviews

9.8

Exceptional

9.4

Cleanliness

10

Location
Rating 10 - Excellent. 9 out of 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place to stay. Great location for grocery, restaurants, beach access, and activities. Although our rental was right next-door to the pool, you could not hear outside pool “excitement” from indoors. And the 10 o’clock pool closure is perfect. Great house location!
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a great house and location for a girls trip! Definitely recommend.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in the best location!!!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was great.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home that was perfect for our family. Loved the location and the varied opportunities in the area. The availability of the bayou/boat dock provided fishing opportunities for the grandkids. The pool was perfect. And there were so many great beaches close by with adequate parking and great access to the gorgeous sand. A few suggestions for the house… Simplify the decor! Too many decorative pillows. We struggled storing them to get them out of the way. Closet space: a lot of the space was taken up by owner, miscellaneous decor and other things. Store those out of the way so renters can use the closet space. And, get rid of the dried flower arrangements. Again, just in the way and they take away from your beautiful home snd its elegant simplicity. More towel hooks needed in the bathrooms. And, finally, adding one large non-stick skillet would be awesome. We mainly cook at the house instead of eating out, and we would have loved having one. Thank you for sharing your home. We would definitely stay here again and recommend it to friends.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location not only to the pool and boat slips but also to restaurants and shopping. The house was perfect for our family!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 7 nights in Jun 2026