4 Br Private Vacation Home Vacation Rental In Santa Rosa Beach, Florida

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.

Located in Santa Rosa Beach, this vacation home is on the waterfront. Grand Boulevard at Sandestin and Baytowne Wharf are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Miramar Beach and Destin Beaches. Looking to enjoy an event or a game while in town? See what's going on at Bluewater Bay Tennis Center, or consider a night out at Club LA. Looking to get your feet wet? Jet skiing, scuba diving and snorkeling adventures can be found near the property.