Entire home

Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome

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View from water - This is a view from the water
View from backyard - This is your view from the backyard.
Living area
Exterior
Living area

Reviews

9.8 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 81692 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Santa Rosa Beach, FL
  • Place, Burnt Pine Golf Club
    ‪14 min walk‬
  • Place, Baytowne Wharf
    ‪4 min drive‬
  • Place, Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links
    ‪7 min drive‬
  • Airport, Panama City, FL (ECP-Northwest Florida Beaches Intl.)
    ‪60 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Santa Rosa Beach

Located in Santa Rosa Beach, this holiday home is on the waterfront. Silver Sands Premium Outlets and HarborWalk Village 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. Big Kahuna's Water and Adventure Park and Blast Arcade and Laser Maze are also worth visiting. Looking to get your feet wet? Jet skiing, scuba diving and snorkelling adventures can be found near the property.
Map
Santa Rosa Beach, FL

What's nearby

  • Burnt Pine Golf Club - 14 min walk - 1.2 km
  • Baytowne Wharf - 4 min drive - 2.5 km
  • Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links - 7 min drive - 4.9 km
  • Silver Sands Premium Outlets - 8 min drive - 7.0 km
  • Seaside Beach - 24 min drive - 29.5 km

Getting around

  • Fort Walton Beach, FL (VPS-Northwest Florida Regional) - 43 min drive

Restaurants

  • ‪Kilwin's In Grand Boulevard - ‬6 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪Cantina Laredo - ‬7 min drive
  • ‪Grimaldi's Pizzeria - ‬6 min drive
  • ‪Craft Bar Grande Blvd - ‬6 min drive

Frequently asked questions

Is Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome?

On-site parking is available at the property.

What time is check-in at Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome?

Checkout is at 10:00 AM.

Where is Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome located?

Situated on the waterfront, this holiday home is steps from Choctawhatchee Bay and within 3 mi (5 km) of Ascension Sacred Heart Hospital Emerald Coast and Ascension Sacred Heart Emerald Coast. Grand Boulevard at Sandestin and Grand Boulevard Farmers' Market are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 18 reviews
Rating 8 - Good. 2 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

George P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Destin House

Great Stay!
Stayed 3 nights in Jul 2025

10/10 Excellent

KARLY V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vann vacation

We loved the house. Location was great close to everything. Very clean right on the water easy access to us to park our personal boat to use while we were there. Would recommend to anyone
Stayed 3 nights in Jun 2025

10/10 Excellent

Bee T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and a lot of rooms

House is located at great convenient location - close distance from beach, retails, grocery and state parks. We have enjoyed our stay and the house is very clean.
Stayed 4 nights in Dec 2022

10/10 Excellent

Brooke P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet and peaceful

Quiet area and peaceful back yard with beautiful view! Our family enjoyed hanging at the house and the location was great for visiting both Destin and Panama City Beach. The manager was very responsive and helpful with any questions we had!
Stayed 5 nights in Mar 2023

10/10 Excellent

Summer W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it!

Renda was one of the best hosts we have ever encountered. She was easy to communicate with and very accommodating. We loved the house and the location.
Stayed 2 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Katie M.

4th of July Vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Had a great time and we will be back

10/10 Excellent

Justin P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and great if you have your own boat.

House was clean and neighbors were friendly. Was able to keep our boat houses dock all week. Short drive to Destin and plenty of stores. Would stay again with family or guy's fishing trip. Property manager always picked up and was very helpful.
Stayed 7 nights in Apr 2023

10/10 Excellent

Cindy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Relaxing Wedding Weekend

We were in town for a wedding. Our host was so quick at responding to my questions. The property was just as described. It rained most of the weekend but even that was relaxing! We enjoyed the view, sitting on the back porch drinking coffee! Cornhole came in handy and we had one venture out a couple of times in the Kayaks. Plenty of sleeping and beds were very comfortable!
Stayed 4 nights in May 2025

8/10 Good

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

Spent a week at this location in July 2024. The backyard and waterfront view was great! We brought our boat and boated as often as we could. The house is located on a busier street. Property manager was very responsive, we had no problems the week we rented.
Stayed 7 nights in Jul 2024

10/10 Excellent

JEFF C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boating Paradise

What an enjoyable time at this property! Dock was perfect for our 18 foot center console. Neighbors were friendly and property was perfectly functional for our and our family needs. Great location close and convenient to required shopping and great restaurants. Our host was magnificent. She was incredibly responsive and ensured that our stay was pleasant.
Stayed 25 nights in Apr 2024

10/10 Excellent

William B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Baileys

We had a great time at Baileys. It was perfect for our needs. Plenty of room for us. Pet friendly. It’s on a nice quiet bayou. We wanted a place that we could leave our boat in the water behind the house. Even though it’s very shallow we were able to get in and out with our bay boat. If I had to come up with a negative it was the amount of traffic in front of the home. Renda was great to work with. Would book again.
Stayed 7 nights in Mar 2025

8/10 Good

Tim J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place to visit

This home was very clean no bugs and had 3 large bedrooms and a smaller bedroom. I liked the back porch and deck plus the view of bayou. I disliked the busy street in front of the house, no voice activated control on the main room tv and could open only the kitchen window to get fresh air and it had no screen. Tried to open doors but attracted bugs. Overall rating 4 out of 5.
Stayed 19 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

James C.

Home away from home

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful house, 2 kings size beds up stairs! Very clean! Close by to everything but far enough away that the nights are quiet. Renda is awesome and was there for anything we needed! Owners are very accommodating! Was hoping for a little more water depth at the dock but we knew the water was going to be low. Definitely going back!
Stayed 5 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Julie R.

Florida family fun

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The vacation rental was perfect for our family which consisted of grandmother, grandfather, mom, dad and 2 year old son/grandson. Bailey's Bayside provided everything we needed to enjoy our vacation.The layout of the house provided enough space for all of us. The back yard and back deck was very enjoyable. The area was peaceful,quite, and safe. I would certainly recommend this rental. Our hostess was fantastic and extremely kind. We enjoyed our stay!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kellie G.

Cozy get away

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very spacesious and homey, beautiful bay view also easily accessible to other locations including multiple beach public beaches
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

michelle e.

Great Bay Getaway

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What a sweet and peaceful house - perfect for our family of 6. Very clean and well stocked. Bring your boat and enjoy easy access to the bay. Management team is amazing! Look forward to going back next year!! 🏅
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from ,

Awesome

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Was very pretty inside and out. Plenty of room and a great location.

10/10 Excellent

Simmons Custom G.

Stayed 5 nights in May 2025

About the host

Hosted by Renda Fisher

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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