St. Augustine Beach Rentals USA Florida St. Augustine St. Augustine Beach

Winston at Ruby Dog on B Street | Apartment in St Augustine Beach

10.0 (183 Reviews) |   Pet Friendly   1 Bedroom  1 Bathroom  4 Guests  Stay&Play
St. Augustine Beach Apartment | Winston at Ruby Dog on B Street

1 Bedroom Apartment in St. Augustine Beach, St Augustine Beach

Winston, at Ruby Dog on B Street, is the ideal location for the traveling couple or the small family. This one bedroom / one bath pet friendly unit has beautiful views of the Atlantic Ocean from the large deck. The deck is on the east side of the building, which makes it a great spot to watch the sunrise in the morning and for a shady sea breeze retreat each afternoon with your favorite book. There is also a full size table on the deck, which is perfect for lunch after a long morning on the beach and for a romantic dinner under a starry sky.
The living room has plenty of room to spread out and relax. The large comfortable sofa can be used to sleep a third person if needed. Also, both the living room and bedroom have large flat screen tvs and high speed internet. The bedroom has a brand new queen size mattress and all new linens as well. Winston also has a twin size cot, which can be set up too. You’ll enjoy our completely remodeled bathroom that has a beautiful tiled walk-in shower. The kitchen features quartz countertops, new appliances, and has everything you’ll need to prepare, cook, and serve meals.
Ruby Dog on B is only one house off of the beach so access to the beach and ocean is just a few steps away. We provide beach towels and chairs for our guests to use during their stay with us. Also, we have an outdoor shower to rinse off the sand when returning from the beach. We have laundry area with a full size washer and dryer on site as well
Ruby Dog on B Street has a total of three separate units. Scarlett, Winston, and Cavalier Cottage can either be rented independently or in combination, depending on availability. Also within walking distance are several restaurants, shopping options, coffee shops, and miniature golf. The historic downtown area is an easy ten-minute drive north on A1A past the Lighthouse and over the Lions Bridge.

Winston at Ruby Dog on B Street is located in St. Augustine Beach. Winston at Ruby Dog on B Street provides accommodation, featuring Security/Safety, Bedding/Linens, Child Friendly, among other amenities. This Apartment features Security/Safety, Bedding/Linens, Child Friendly, to make your stay a comfortable one.

Winston at Ruby Dog on B Street has 1 Bedroom , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the St. Augustine Beach has interesting places to visit. If you want to learn more about the Apartment in St. Augustine Beach, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy Pets allowed service animals are welcome, and are exempt from fees
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property note from host: please communicate prior to booking parties and events are allowed on site safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
St Augustine Beach, 32080, USA

What Our Guests say 500 + Reviews

Aug 21, 2025 09:12:43 PM
Summary: The Winston was great. Perfect location to walk to the beach and restaurants, and not a far drive to places around St. Augustine. Morgan was a great host, met us at check-in and responded quickly through the booking process. Would recommend staying here again.
Cal W. Cal W.
Aug 1, 2025 05:23:51 AM
Summary: Had a great time ..Morgan was so helpful he was great i would recommend this place to everyone
Melody B. Melody B.
Jul 26, 2025 01:32:34 AM
Summary: We absolutely love the Ruby Dog on B Street. It is one of our absolute favorite places and every year it just gets better and better. There is really no other option to us than staying with Morgan. The Winston is the perfect home away from home, that we're also able to bring our dog with us. On top of Morgan's hospitality, it's truly unbeatable.
Juliene B. Juliene B.
Jul 21, 2025 06:05:44 AM
Summary: This property was such a quant pet friendly place to stay and a perfect short walk to the beach. Morgan Nivens was a great host and helped us in so many ways. Will definitely come back.
Nina W. Nina W.
Jul 8, 2025 05:17:52 AM
Summary: Perfect for a long weekend getaway.
Edward R. Edward R.
Jul 3, 2025 09:05:15 PM
Summary: We absolutely loved the ease of the beach access, the coziness of the apartment, and communication with the renter was painless. Little tight spaces for a family of 4 but we made it work. Neighbors around us were so kind and friendly.
Tina H. Tina H.
Jun 30, 2025 02:31:21 AM
Summary: Loved the cottage and location! Perfect to walk on the beach from and walk to some restaurants if choose to. Morgan was a great host. Would definitely recommend!
Ann M. Ann M.
Jun 1, 2025 02:08:09 AM
Summary: Couldn’t have asked for a better spot close to the beach! Check in was seamless and we had everything we needed for the weekend! Plus the apartment was incredibly clean! Thank you Morgan & team!!
Margot M. Margot M.
May 5, 2025 06:19:59 AM
Summary: We loved everything about this adorable apartment. It is well furnished, comfortable, convenient to great restaurants but a nice, quiet neighborhood. We found our new go to place to stay in St Augustine. Can’t wait to go back!
Kyle L. Kyle L.
Apr 17, 2025 07:45:05 AM
Summary: We had a good time at the property.It was nicely decorated . We enjoyed a nice view from the balcony and closeness to the beach.
John P. John P.

FAQ's

Is this St. Augustine Beach apartment pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the St. Augustine Beach apartment have a swimming pool?

No, this St. Augustine Beach apartment does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in St. Augustine Beach apartment?

Best-rates for the St. Augustine Beach apartment starts from $239 per night with includes Wellness Facilities, Fireplace/Heating, Parking, Pet Friendly, Security/Safety, Bedding/Linens, Child Friendly, Internet, Kitchen, Laundry, Air Conditioner, TV StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is St. Augustine Beach apartment a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this apartment Good or guests have recommended them suitable for families. As reported by the owner or manager, the apartment has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the St. Augustine Beach apartment wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the St. Augustine Beach apartment has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the St. Augustine Beach apartment?

Based on the information reported by the owner or manager, the St. Augustine Beach apartment indicates 1 day stay policy at this apartment. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for St. Augustine Beach apartment?

Based on the information reported by the owner or manager, details for the cancellation policy for the St. Augustine Beach apartment are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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