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Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes

Photo gallery for Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes

Exterior
Pool
Exterior
Pool
Pool

Reviews

9.6 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 7

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Santa Rosa Beach, FL
  • Place, Santa Rosa Beach
    ‪6 min walk‬
  • Place, South Walton Beaches
    ‪6 min walk‬
  • Place, Blue Mountain Beach
    ‪2 min drive‬
  • Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)
    ‪54 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Level 2 Bedroom 2

2 Single Bunk Beds

Level 2 Primary 1

1 King Bed

2 bathrooms, 1 half bathroom

Level 1 Bath 1

Level 2 Bath 3

Level 2 Primary Bath 2

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes

Wine Down by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024

Only steps from the community pools and only 300 yards to beach access, Wine Down is just off the quiet west end of 30A, in the Old Florida Cottages community, between Blue Mountain Beach and Gulf Place.

Highlights:
📍Old Florida Cottages in Blue Mountain Beach
👣Just 300 steps to Gulfview Heights Beach Access!
👙Community pool (seasonally heated) and grilling area
🚲2 bikes!
🐶 Pet friendly!
🍤Gas grill
🦞4-star restaurants
🍦Fun and yummy shops

The Old Florida Cottages community is tucked away off a beach-end street, so the walk to the beach is easy and short, with no major roads to cross. Enjoy the large seasonally heated community pool and grilling area with covered pavilion and bathrooms.

Inside, the new flooring and coastal chic furnishings help make the open living and dining area adorable. The updated kitchen includes new countertops and appliances.

Upstairs, the primary bedroom, king, has its own private deck, as does the cute guest room, with a full-over-bunk, queen. A comfy sofa-sleeper is on the main floor. Wine Down comfortably accommodates 8 guests.

Although porches are everywhere, the extended back porch gets the most attention. Ample seating and a view of the sparkling community pool make this one a favorite.

Welcome! Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.

Overview:
- Old Florida Cottages
- 300 steps (.1 mile) to the beach (Gulfview Heights Beach Access)
- 2 bedroom, 2.5 bath
- Dogs considered, an additional $210 nonrefundable fee for each dog
- Seasonally heated community pool and grilling area
- Propane grill
- Outdoor shower
- 2-vehicle parking
- Wi-Fi
- 2 bikes included

Overnight:
- King in 2nd floor primary; walk-in shower; TV
- Queen bunks in 2nd floor guest room; walk-in shower; TV

Check-in is 4:00 PM CST. Check-out is 10:00 AM CST.

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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

Property # 2758853vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Santa Rosa Beach

Located in Santa Rosa Beach, this holiday home is by the sea. While the natural beauty of Santa Rosa Beach and Blue Mountain Beach can be enjoyed by anyone, those looking for an activity can explore Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links. Sundog Books and Sirens at the Beach are also worth visiting. Jet skiing and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby.
View more Holiday homes in Santa Rosa BeachOpens in a new window
Map
Santa Rosa Beach, FL

What's nearby

  • CHROMA Kathleen Broaderick Studio & Gallery - 2 min walk - 0.2 km
  • Santa Rosa Beach - 6 min walk - 0.6 km
  • South Walton Beaches - 6 min walk - 0.6 km
  • Justin Gaffrey Gallery - 17 min walk - 1.5 km
  • Blue Mountain Beach - 2 min drive - 1.4 km

Getting around

  • Fort Walton Beach, FL (VPS-Northwest Florida Regional) - 49 min drive

Restaurants

  • ‪Burger King - ‬7 min drive
  • ‪Mcdonald’s - ‬8 min drive
  • ‪Santa Rosa Golf & Beach Club - ‬7 min drive
  • ‪Palm Folly Hard Seltzer - ‬6 min drive
  • ‪Stinky's Fish Camp - ‬5 min drive

Frequently asked questions

Is Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes?

As of 9 May 2026, prices found for a 1-night stay for 2 adults at Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes on 31 July 2026 start from AU$337, 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 Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes?

On-site parking is available at the property.

What time is check-in at Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes?

Check-in begins at 4:00 PM.

What time is check-out at Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes?

Checkout is at 10:00 AM.

Where is Wine Down- 300 yards to the Beach- Overlooking Community Pool- 2 Bikes located?

Situated by the sea, this holiday home is within a 5-minute walk of South Walton Beaches and Santa Rosa Beach. CHROMA Kathleen Broaderick Studio & Gallery and Justin Gaffrey Gallery are also within 15 minutes.

Reviews

9.6

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. 19 out of 24 reviews
Rating 8 - Good. 4 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 1 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.4/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kerry O.

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

Great visit

Great visit as always
Stayed 15 nights in Jun 2025
Response from VrboOwner on 10 Aug 2025
Thank you for sharing your experience. We are thrilled to hear you had a great visit. We hope to have you stay with us again!
Verified

10/10 Excellent

Brian H.

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

Perfect place

The area altogether is great!
Stayed 7 nights in May 2024
Response from VrboOwner on 12 June 2024
Thank you for the positive feedback! I'm glad to hear that you enjoyed the overall experience. We hope to see you again soon!
Verified

8/10 Good

Tracy R.

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

Great location!

We would definitely stay on the property again.
Stayed 8 nights in Feb 2023
Response from VrboOwner on 7 May 2023
Hi Tracy, thank you for sharing your experience at our property Wine Down. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Bailey S.

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

Perfect stay

We loved our stay! Right by the pool, and a short walk to the beach. House had everything we needed. We would stay here again.
Stayed 5 nights in Apr 2023
Response from VrboOwner on 9 June 2023
Hi Beiley, thank you for sharing your experience at our property Wine Down. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Kerry O.

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

Wonderful trip

Communication with host was great. Location was perfect. The host even left little gifts for us! Would definitely stay at this location again.
Stayed 8 nights in Jun 2024
Response from VrboOwner on 21 Nov 2024
Hi Kerry, thank you for sharing your experience at Wine Down. We are thrilled you enjoyed your stay! Great communication is very important to us so we are so glad we accomplished that during your stay. We hope to have you stay with Oversee again!
Verified

10/10 Excellent

Kimberly F.

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

Do it!

The place was great and the location was fantastic! Ice cream and restaurants were in walking distance. Beach was also a super easy walk! The only complaint I have for the week is the lack is a food disposal in the kitchen. Thank you for sharing this place with our family!
Stayed 7 nights in Apr 2025
Response from VrboOwner on 8 May 2025
Thank you so much for your great review, Kimberly! We're so glad you loved the place and the fantastic location with its easy walk to ice cream, restaurants, and the beach. We appreciate your feedback regarding the lack of a food disposal. We hope to welcome your family back again!
Verified

10/10 Excellent

Amy G.

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

Beautiful house/Great location

Our stay was perfect. House is beautifully appointed and immaculately clean. Everything we had hoped for.
Stayed 15 nights in Feb 2023
Response from VrboOwner on 7 May 2023
Hi Amy, thank you for sharing your experience at our property Wine Down. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

David P.

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

The Perfect Getaway!

Took my wife for a short 5 day getaway and this was perfect. Great location and very comfortable. Highly recommend. Great price and will return.
Stayed 4 nights in Apr 2023
Response from VrboOwner on 7 May 2023
Hi, thank you for sharing your experience at our property Wine Down. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Brian H.

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

Relaxing

The weather was a bit unpredictable so it was nice to have a safe and comfortable place to be during the time it was too windy to be outside. Great stay.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 4 Nov 2023
Thank you for the five-star review, Brian. We hope you visit again soon!
Verified

8/10 Good

hannah e.

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

Great

The location was amazing! We just wish the cottage was equipped with beach equipment.
Stayed 7 nights in May 2023
Response from VrboOwner on 1 Aug 2023
Hi Hannah, thank you for sharing your experience at our property Wine Down. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Deborah L.

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

Wine down

Great house. Short walk to beach. Very peaceful and relaxing. Rental rate affordable.
Stayed 6 nights in May 2023
Response from VrboOwner on 6 June 2023
Hi Deborah, thank you for sharing your experience at our property Wine Down. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
From a partner site

10/10 Excellent

Blair B.

Great property

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: Great use of space and clean decor
Stayed 5 nights in Jun 2022
Response from VrboOwner on 19 Aug 2022
Hi Blair, thank you for the five-star review of Wine Down. It was a pleasure having you as our guest and we hope you visit again soon.
Verified

10/10 Excellent

Anya B.

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

Fall break vacation

We loved the cute neighborhood and the house was perfect size for our family of 5. Short walk to the beach and plenty of places to eat within walking distance. We enjoyed the community pool... we biked multiple times to seaside... we would love to go back soon!
Stayed 7 nights in Sep 2023
Response from VrboOwner on 6 Dec 2023
Thank you for sharing your experience, Anya. We are thrilled the home was perfect for your family and we hope you return soon.
Verified

10/10 Excellent

Christine F.

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

Amazing location!

The perfect house for our family of 5! Location is perfect. Beach is a short walk or a 30 second drive in a golf cart! Pool is right out the back door! Close to shops, restaurants, and coffee! Kids (8,6,2) had the best time and loved the bunk beds. Nothing bad to say about this house!
Stayed 7 nights in Aug 2022
Response from VrboOwner on 15 Dec 2022
Hi Christine, we are so happy to hear you enjoyed your stay at Wine Down. Thank you for the positive feedback and we hope to have you stay with Oversee again.
From a partner site

10/10 Excellent

Lauren & Peter M.

Excellent stay!

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: We had a great time staying at wine down. Very close proximity to the beach and pool. Very clean and had everything we needed. We definitely would like to stay here again.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 17 Nov 2022
Hi Lauren, thank you for your positive feedback on our property Wine Down. We are so glad to hear that you had such a great stay. We hope to have you stay with us again!
Verified

10/10 Excellent

Kelly S.

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

Everything was Just Right

Property was just the right size and had just the right amenities we needed. Management was very responsive to a few minor issues that came up. House is in a good location. 3-4 minute walk to the beach and 15 minute walk to the Gulf Place area and steps from the 30A bike path.
Stayed 7 nights in Mar 2023
Response from VrboOwner on 28 Apr 2023
Hi Kelly, thank you for sharing your experience with us at Wine Down. We are so happy to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

8/10 Good

Christopher P.

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

Superb Location / Great Value

Nice petit space for my wife and our son. Great location, 2 blocks from the public beach. Management was super response. Cons: The refrigerator needs to be replaced. Cool at best. The upper bedrooms require window units due to poor HVAC systems. However, we slept "cold" every night. It was perfect overall.
Stayed 4 nights in Jul 2024
Response from VrboOwner on 1 Aug 2024
Thank you for your review, Christopher. We appreciate your feedback and are glad to hear that you and your family enjoyed your stay overall. We will look into the issues you mentioned with the refrigerator and HVAC system, and make the necessary improvements to ensure a more comfortable experience for our future guests. Your satisfaction is our top priority, and we look forward to welcoming you back in the future.
Verified

10/10 Excellent

Nicky M.

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

Great Getaway

Comfortable little house with a pool nearby. Why not charge a few dollars more & leave enough toilet paper & dishwasher tabs for guests? Dust bunnies & sand noted under furniture while looking for toddler toys. Rent bicycles as the two bikes on site are in poor condition.
Stayed 5 nights in Apr 2023
Response from VrboOwner on 18 July 2023
Hi Nicky, we are glad you enjoyed your stay at Wine Down. We do only provide a starter pack noted to all guests so they are prepared before their stay. We appreciate you letting us know about the dust and sand and will definitely keep an eye on perfecting our cleanliness for future renters. Also, we did just get new bikes for the property as well. We hope to have you stay with Oversee again!
From a partner site

10/10 Excellent

Jennifer M.

Beach Happy!

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: We went as a family of four (two kids under the age 8). The property was just as described! We felt like there was more than enough space to spread out and find a spot to spend time. We enjoyed that the pool was right behind us, this made it so nice. The landscaping and area of the houses was well maintained. We were in walking distance of the public access for the beach, restaurant, and also a rental place (we didn’t stop in but they have golf carts; beach gear), we were a short golf cart ride away from blue mountain creamery, blue mountain bakery, gulf place restaurants, and about an 8 minute golf cart ride to seaside. I will say that there aren’t any beach supplies in the house (eg chairs, umbrellas, beach toys) so keep in mind when packing! We were so happy with everything! Oversee made it so easy. We’re looking forward to a future stay.
Response from VrboOwner on 3 Nov 2022
Thank you for the wonderful review of Wine Down, Jennifer. We are so happy that you were happy with everything and had a great time. We hope that you and your family return for a visit soon.
Verified

4/10 Poor

Cheryl H.

Liked: Check-in, communication, location
Disliked: Cleanliness
Our family has treasured our stays at Wine Down Old Florida Cottages over the years, drawn by its lush landscaping, proximity to the beach, and once-comfortable, contemporary coastal decor. Each visit was a relaxing retreat—until this year. For the first time, we encountered significant issues that marred our experience, with the property in disrepair and community amenities poorly maintained, raising safety concerns.Property Issues:• Exterior: Peeling paint on entry stairs and back porch gave a neglected look.• Kitchen: Chipped mugs, random measuring cups, mismatched cookware, and peeling non-stick pans made cooking challenging.• Decor/Furniture: The charming wicker seating was replaced with uncomfortable backless stools and low-end vanity chairs. The sofa, part of a foldaway bed, lacked foam support, leaving only metal springs, making it unusable for seating.• Bedding: The primary king bed had zero loft or support, feeling like a worn-out efficiency mattress. The bunk mattress was equally unsupportive, leading to restless nights.• BBQ Grill: Non-functional pilot light, corroded burners, and grease buildup caused flare-ups. The sink faucet sprayer was clogged.Community Amenities:• Walkway: Upturned pavers to the pool posed tripping hazards.• Pool: Cloudy, untreated water with slime and seaweed; non-functional shower sprayers; flickering lighting.While the beach’s proximity was a saving grace, the property’s condition was disappointing.
Sleeper Sofa
Living room Chairs, Sleeper Sofa
Living room chairs
Rusted kitchen utensils
Stayed 7 nights in Aug 2025
Response from VrboOwner on 5 Sept 2025
Thank you for sharing your experience. We appreciate you bringing some concerns to our attention. We do have one mug chipped and will get someone from our team to remove that. We've organized the matching measuring cups and pans, and are looking into adding more cooking utensils to make meal prep even easier. We've inspected the sofa and can confirm the cushions have proper support. The grill has been serviced and is now working perfectly for guest use. We'll contact the community to ensure proper steps are being followed for guest use. We hope to have you return to our property for a much-improved stay!
Verified

10/10 Excellent

Thomas R.

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

Relaxing & Convenient

Wine down was perfectly suited for myself , wife, daughter & son in law . Convenient location to stores , restaurants & beach access. Kitchen was useful as was having a full size washer & dryer . AC worked well . Wine down was perfectly decorated and created a relaxing , quaint environment for us to enjoy our mornings & evenings as we spent more time inside than we would have liked , due to rain . Arrival experience was very easy . Condo had basic things to get our stay started before the Big store run ! Thanks again for a great experience & vacation. Louisiana residents .
Stayed 5 nights in Aug 2022
From a partner site

8/10 Good

katherine l.

May 2022 Stay

The upstairs shower curtain needs to be replaced and the floors need to be mopped. The dryer repair guy did a great job. Overall a good stay, anytime we needed something management was there to help.
Stayed 7 nights in May 2022
Response from VrboOwner on 31 Jan 2023
Hi Katherine, thank you for sharing your experience with us at Wine Down. I hate to hear your stay with us was anything but perfect but I am glad we were able to help when needed. We have definitely resolved the issues in your review and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Ryan K.

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

201Wine Down

This was a wonderful location and beautiful property! The management helped with any questions we had so quickly. My family had such a great experience that we extended a night! 9 days in this amazing place. The pool and community grill made everything so convenient along with the extremely close beach access! This is the perfect location for our family!
Stayed 8 nights in May 2022
Response from VrboOwner on 28 Jan 2023
Hi Ryan, thank you for sharing your experience with us at Wine Down. We are so glad you enjoyed your stay and we hope to have you stay with Oversee again!
Verified

10/10 Excellent

Joy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in May 2025
Response from VrboOwner on 30 July 2025
Thank you for the 5-star review, Joy!

About the host

Hosted by Grayton Family with Oversee 30A

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Premier Host

They consistently provide great experiences for their guests
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