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.
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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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Orange Beach
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. The Park at OWA and Orange Beach Indian and Sea Museum are also worth visiting. With scuba diving, snorkelling and parasailing nearby, you'll find plenty of adventures in the water.
St. Thomas by the Sea Catholic Church - 8 min walk - 0.7 km
Gulf State Park - 10 min walk - 0.8 km
Orange Beach Beaches - 11 min walk - 1.0 km
Cotton Bayou Public Beach Access - 11 min walk - 1.0 km
Getting around
Pensacola, FL (PNS-Pensacola Intl.) - 62 min drive
Restaurants
The Gulf - 2 min drive
CoastAL Orange Beach - 14 min walk
Sunliner Diner - 4 min walk
Shipp's Dockside Grill - 5 min drive
Perdido Beach Resort - 2 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.
How much does it cost to stay at Osprey 27 Bayside home w/ boat slip, community pool – Sea Smiles by Kaiser?
As of 8 May, 2026, prices found for a 1-night stay for 2 adults at Osprey 27 Bayside home w/ boat slip, community pool – Sea Smiles by Kaiser on 30 Aug, 2026 start from S$515, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Such a great house and location for a girls trip! Definitely recommend.
Kelly G.
Stayed 3 nights in Mar 2026
Response from VrboOwner on 25 Mar, 2026
We’re so glad you and your group had a great girl's trip and enjoyed the house and location. Thank you so much for the kind words about Sea Smiles! We’d love to host you all again anytime for another great beach trip! 💕
Thank you so much for the wonderful review! We’re thrilled you enjoyed the home and its location. It was a pleasure hosting you, and we’d love to welcome you back anytime!
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.
Ann N.
Stayed 7 nights in Apr 2026
Response from VrboOwner on 27 Apr, 2026
Thank you so much for your thoughtful review—we’re really glad to hear the home was a great fit for your family and that you were able to enjoy the bayou, pool, and nearby beaches. It’s especially nice to know the grandkids had fun fishing and that you made the most of the area.
We truly appreciate your detailed suggestions as well. Feedback like yours helps us improve the experience for future guests. We’ll take a close look at simplifying the decor, reducing excess pillows, and making more closet space available. Your notes about the dried arrangements, additional towel hooks, and we added a large non-stick skillet, are all very helpful and will be considered carefully.
Thanks again for staying with us and for recommending the home—we’d love to host you and your family again anytime.
“Thanks so much! We’re happy you had a great time at Sea Smiles—hope to see you again soon.”
About the host
Hosted by 251-328-4191
Kaiser Vacation Rentals is a professional management company catering to vacation home rentals along Alabama's Gulf Coast. Kaiser Vacation Rentals is an innovative, growing vacation home rental company with a legacy dating back more than four decades. From first-time vacations to lifelong memories, our family is committed to yours.
Languages:
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Premier Host
They consistently provide great experiences for their guests