Located in Santa Rosa Beach, this holiday home is on the waterfront. Big Kahuna's Water and Adventure Park is a popular attraction and the area's natural beauty can be seen at 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 snorkelling adventures can be found near the property.
Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links - 8 min drive - 9.1 km
Coleman Beach - 24 min drive - 32.2 km
Getting around
Fort Walton Beach, FL (VPS-Northwest Florida Regional) - 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
Cantina Laredo - 6 min drive
Frequently asked questions
Is Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay?
As of 23 Oct 2026, prices found for a 1-night stay for 2 adults at Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay on 1 Nov 2026 start from £1,431, 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.
How much is parking at Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay?
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~On the Bay?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay?
Checkout is at 10:00 AM.
Where is Waterfront~Sleeps 12~4BD 2.5BA~Pet Friendly~Kayaks~Boats Welcome~On the Bay 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.
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
Response from VrboOwner on 2 Jan 2023
It was a pleasure having you here. Thank you for your comments and thank you for being an amazing guest here. You followed directions and left the home in perfect condition. We hope you come back and see us soon. Renda Destin Vacation Company
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
Response from VrboOwner on 25 Jun 2025
TY for staying at Bailey's Bayside Karly. You were amazing guests!!!! TY for taking the time to write a review. It is so appreciated. Don't forget us down here and if you ever want to come back we would love to host you again. Renda
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
Response from VrboOwner on 22 Mar 2023
We loved having you and your family stay with us at Bailey's Bayside! Thank you for being such a wonderful guest, following directions and for the farm fresh eggs you left. We are enjoying. Thanks again and come back anytime.
Renda Fisher, Destin Vacation Company!
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
Response from VrboOwner on 30 Mar 2023
Summer....we loved having you a Bailey's Bayside. We are so very glad you spend your time here with us at Destin Vacation Company and Bailey's Bayside. Thank you for your kind words! Renda :)
From a partner site
10/10 Excellent
Katie M.
25 Jul 2023
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
Response from VrboOwner on 9 Aug 2023
We are so glad you had a great time and that you plan to come back. Baileys Bayside is the perfect location and we are blessed and thankful you chose Bailey's to stay at during your vacation. Come see us again soon. Renda Destin Vacation Company
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
Response from VrboOwner on 13 Apr 2023
We are so glad you stayed with us at Bailey's Bayside!!!! You were excellent guests and we appreciate your kinds words. Come back and see us soon. Renda, Destin Vacation Company
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
Response from VrboOwner on 30 Apr 2024
Thank you guys for your review. You were amazing guests and when I walked in I wondered if the cleaner had arrived prior to me........it was spotless!!!!! Thank you, thank you, thank you!!!!! I look forward to hosting you again next year!!!!! Keep in touch!!!!! Renda, Destin Vacation Company
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
Response from VrboOwner on 14 Aug 2024
Thank you for taking the time to review. We appreciate you so much. Come back anytime.
Renda
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
Response from VrboOwner on 6 Jun 2025
We loved having you guys at Bailey's Bayside. It's a laid back, relaxing place to be. So glad you liked it. Come back anytime. Renda
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
Response from VrboOwner on 13 Mar 2025
We so enjoyed you staying at Bailey's Bayside. I'm so glad the water depth worked out for you. You were an awesome guest and we welcome you back anytime. Thank you for taking the time to review the property.
Renda
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
Response from VrboOwner on 12 Mar 2024
Tim, Thank you for your honest review. I am sorry the remote control does not have voice activation. I am sorry that there were bugs outside. That's just something we have to deal with when the property is right on the canal such as this one and in Florida. You were an ideal guest and we welcome you back anytime. Thank you so much. Renda Fisher Destin Vacation Company
From a partner site
10/10 Excellent
James C.
17 Apr 2023
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
Response from VrboOwner on 19 May 2023
James it was our pleasure to host you and your guests. Thank you for the kind words. You left the place in great shape and were very respectful and we thank you so much for that. Please come see us again soon. Oh and in one year....this place will have a private pool and hot tub. We are so excited. Renda, Destin Vacation Company.
Absolutely loved this place we will be back!!! Awesome management very responsible with any questions. Also, the property is close to anything and everything that you would want to be doing in the area.
Stayed 7 nights in Jul 2026
Response from VrboOwner on 20 Jul 2026
Thank you so much for the amazing review! It means so much to hear that you loved your stay and had such a great experience with our team. We strive to make every vacation as enjoyable and stress-free as possible, so we're thrilled we could be a part of yours.
You were fantastic guests, and we'd love to host you again the next time you're planning a trip to the Emerald Coast. Thank you for choosing Destin Vacation Company—we'll be ready to welcome you back!
From a partner site
10/10 Excellent
Julie R.
4 Nov 2023
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!
From a partner site
10/10 Excellent
Kellie G.
20 Jul 2023
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
From a partner site
10/10 Excellent
michelle e.
27 Jun 2023
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!! 🏅
From a partner site
10/10 Excellent
A guest from ,
22 Jun 2023
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.
Verified review
10/10 Excellent
Simmons Custom G.
30 Jun 2025
Stayed 5 nights in May 2025
Response from VrboOwner on 30 Jun 2025
We enjoyed having you guys at Bailey's Bayside. Wonderful wonderful guests!!! Please come back anytime. Renda