Entire home
Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay
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Reviews
9.89.8 out of 10
Exceptional
Entire home
Popular amenities
- Kitchen
- Washer
- Dryer
- Pet friendly
- Free WiFi
- Air conditioning
Explore the area

Santa Rosa Beach, FL
- Burnt Pine Golf ClubPlace, Burnt Pine Golf Club17 min walk
- Baytowne WharfPlace, Baytowne Wharf4 min drive
- Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The LinksPlace, Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links8 min drive
- Fort Walton Beach, FL (VPS-Northwest Florida Regional)Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)48 min drive
Room options
About the neighborhood
Santa Rosa Beach
This vacation home places you next to Choctawhatchee Bay and within a 3 miles (5 km) of Ascension Sacred Heart Hospital Emerald Coast. The vacation home includes a kitchen, a patio, and a refrigerator.
What's nearby
- Burnt Pine Golf Club - 17 min walk - 1.0 mile
- Baytowne Wharf - 4 min drive - 1.5 miles
- Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links - 8 min drive - 5.7 miles
- Silver Sands Premium Outlets - 9 min drive - 6.7 miles
- Seaside Beach - 24 min drive - 20.0 miles
Getting around
- Northwest Florida Regional Airport (VPS) - 43 min drive
Restaurants
- Starbucks - 7 min drive
- Cajun Corner - 12 min drive
- Grimaldi's Pizzeria - 7 min drive
- Marina Bar And Grill - 12 min drive
- Craft Bar Grande Blvd - 6 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay
Bailey’s Bayside on Buck Bayou — Private Waterfront Escape
Welcome to Bailey’s Bayside, a private 4-bedroom, 2.5-bath waterfront retreat tucked away in a quiet residential pocket of Santa Rosa Beach. Located directly on Buck Bayou with quick access to Choctawhatchee Bay, this home offers the perfect balance of peaceful waterfront living and easy access to Crab Island, The Bay Restaurant, Sandestin, Grand Boulevard, 30A, and Destin’s world-famous beaches.
Bring your boat, your fishing rods, and even your pup — this is coastal living done right.
Why Guests Love Bailey’s Bayside
• Waterfront property on Buck Bayou
• Bring your boat (water depth may be lower in winter months)
• Boat trailer parking
• Private dock for fishing, swimming, and possible boat tie-up (size dependent)
• Kayaks provided
• Large backyard and partially covered porch
• Pet friendly
• Private home in a quiet neighborhood
• Beach towels provided
• Close to Sandestin and Grand Boulevard
• Complimentary Free Fun Package included
Whether you’re heading out to Crab Island, cruising to waterfront dining, or simply enjoying sunset views from the dock, Bailey’s Bayside offers a slower, more peaceful side of the Emerald Coast.
Home Layout
First Floor
• Fully equipped kitchen
• Dining room with seating for six
• Laundry room with full-size washer and dryer
• Half bath
• King bedroom with water view
Second Floor
• Primary bedroom with king bed, water view, and private bath (tub/shower combo)
• Guest bedroom with queen bed
• Guest bedroom with twin bed and trundle
• Full guest bathroom with tub/shower combo
Total Sleeping Arrangements
• 2 King beds
• 1 Queen bed
• 2 Twin beds
Outdoor Living
• Three parking spaces
• Private dock for fishing and relaxing
• Partially covered back porch with grill, table, and chairs
• Large backyard ideal for outdoor games and gatherings
Free Fun Package
Through our partnership with Xplorie, your stay includes one free pass per activity, per day:
November–February
• Urban Air Adventure Park
• Adventure Zone at Baytowne Wharf
• One round of golf at select courses
March–October
• Urban Air Adventure Park
• Adventure Zone at Baytowne Wharf
• Sea Blaster Dolphin Cruise
• The Gulfarium
• Golf at Regatta Bay, Emerald Bay, Windswept Dunes, Bluewater Bay, or Golf Garden
Pet Policy
• One dog allowed (maximum 40 lbs)
• $200 non-refundable pet fee
• Housebroken dogs only
• Puppies must be crated unless outside
• $350 additional cleaning fee if excessive shedding or accidents are not addressed
• Dogs are not allowed on furniture, bedding, or Okaloosa County beaches
• Guests are responsible for all pet-related damages
Starter Amenities
A starter kit is provided for your arrival and includes:
• Trash can liners
• Dishwashing soap and dishwasher detergent
• Hand soaps, shampoo
• Two rolls of toilet paper per bathroom
• One roll of paper towels
Security
For guest safety, a Ring camera is located at the front door and an additional security camera is positioned at the rear of the property.
Policies
• No smoking inside the home
• Please remove evidence of smoking outside
• Primary renter must be 25 or older
• No events or parties without prior approval
Check-In / Check-Out
Check-in: 4:00 PM CST
Check-out: 10:00 AM CST
Bailey’s Bayside offers the rare combination of quiet waterfront living, boating access, pet-friendly flexibility, and proximity to the very best of Destin and 30A. It is the perfect retreat for those who want both relaxation and adventure on the Emerald Coast.
Welcome to Bailey’s Bayside, a private 4-bedroom, 2.5-bath waterfront retreat tucked away in a quiet residential pocket of Santa Rosa Beach. Located directly on Buck Bayou with quick access to Choctawhatchee Bay, this home offers the perfect balance of peaceful waterfront living and easy access to Crab Island, The Bay Restaurant, Sandestin, Grand Boulevard, 30A, and Destin’s world-famous beaches.
Bring your boat, your fishing rods, and even your pup — this is coastal living done right.
Why Guests Love Bailey’s Bayside
• Waterfront property on Buck Bayou
• Bring your boat (water depth may be lower in winter months)
• Boat trailer parking
• Private dock for fishing, swimming, and possible boat tie-up (size dependent)
• Kayaks provided
• Large backyard and partially covered porch
• Pet friendly
• Private home in a quiet neighborhood
• Beach towels provided
• Close to Sandestin and Grand Boulevard
• Complimentary Free Fun Package included
Whether you’re heading out to Crab Island, cruising to waterfront dining, or simply enjoying sunset views from the dock, Bailey’s Bayside offers a slower, more peaceful side of the Emerald Coast.
Home Layout
First Floor
• Fully equipped kitchen
• Dining room with seating for six
• Laundry room with full-size washer and dryer
• Half bath
• King bedroom with water view
Second Floor
• Primary bedroom with king bed, water view, and private bath (tub/shower combo)
• Guest bedroom with queen bed
• Guest bedroom with twin bed and trundle
• Full guest bathroom with tub/shower combo
Total Sleeping Arrangements
• 2 King beds
• 1 Queen bed
• 2 Twin beds
Outdoor Living
• Three parking spaces
• Private dock for fishing and relaxing
• Partially covered back porch with grill, table, and chairs
• Large backyard ideal for outdoor games and gatherings
Free Fun Package
Through our partnership with Xplorie, your stay includes one free pass per activity, per day:
November–February
• Urban Air Adventure Park
• Adventure Zone at Baytowne Wharf
• One round of golf at select courses
March–October
• Urban Air Adventure Park
• Adventure Zone at Baytowne Wharf
• Sea Blaster Dolphin Cruise
• The Gulfarium
• Golf at Regatta Bay, Emerald Bay, Windswept Dunes, Bluewater Bay, or Golf Garden
Pet Policy
• One dog allowed (maximum 40 lbs)
• $200 non-refundable pet fee
• Housebroken dogs only
• Puppies must be crated unless outside
• $350 additional cleaning fee if excessive shedding or accidents are not addressed
• Dogs are not allowed on furniture, bedding, or Okaloosa County beaches
• Guests are responsible for all pet-related damages
Starter Amenities
A starter kit is provided for your arrival and includes:
• Trash can liners
• Dishwashing soap and dishwasher detergent
• Hand soaps, shampoo
• Two rolls of toilet paper per bathroom
• One roll of paper towels
Security
For guest safety, a Ring camera is located at the front door and an additional security camera is positioned at the rear of the property.
Policies
• No smoking inside the home
• Please remove evidence of smoking outside
• Primary renter must be 25 or older
• No events or parties without prior approval
Check-In / Check-Out
Check-in: 4:00 PM CST
Check-out: 10:00 AM CST
Bailey’s Bayside offers the rare combination of quiet waterfront living, boating access, pet-friendly flexibility, and proximity to the very best of Destin and 30A. It is the perfect retreat for those who want both relaxation and adventure on the Emerald Coast.
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
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