Winston at Ruby Dog on B Street

Microwave, coffee/tea maker, cookware/dishes/utensils

5.0 / 5.0

Outstanding(160 Ratings)

Apartment in Saint Augustine Beach, FL

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsPets allowed, Kitchen or Kitchenette, Air conditioner and more

About this apartment rental

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.

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Map of Saint Augustine Beach, FL

Nearby attractions

St Augustine Lighthouse & Maritime Museum

5.1 mi

St. Augustine Alligator Farm Zoological Park

4.7 mi

Lightner Museum

6.9 mi

St. Augustine Pirate & Treasure Museum

7.4 mi

$$$$

Winston at Ruby Dog on B Street

$$$$

5.0 / 5.0

Outstanding(160 Ratings)

Apartment in Saint Augustine Beach, FL

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsPets allowed, Kitchen or Kitchenette, Air conditioner and more

About this apartment rental

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Map of Saint Augustine Beach, FL

Nearby attractions

St Augustine Lighthouse & Maritime Museum

5.1 mi

St. Augustine Alligator Farm Zoological Park

4.7 mi

Lightner Museum

6.9 mi

St. Augustine Pirate & Treasure Museum

7.4 mi

Ratings and reviews

5.0 / 5.0

Outstanding(160 Ratings)

5.0 / 5.0

Sep 2024

We loved the bungalow feel and the location. Close to everything the area has to offer. The property manager was excellent and helpful. The unit was totally outfitted -can’t think of a thing we needed to get except food.

5.0 / 5.0

Aug 2024

Morgan met us when we checked in. The place was just as it was listed. Excellent water pressure in the shower. Just steps away from the Atlantic Ocean. The neighborhood was safe, I walked my dogs during all hours of the night with no issues. (Not scary protective dogs either) It’s just minutes from historical downtown. Pretty close to several restaurants that are very good.

5.0 / 5.0

Aug 2024

Winston at Ruby B is a very comfortable home base for human and canine while visiting St. Augustine Beach. Morgan, our host, was really flexible and accommodating, and a pleasure to chat with as well. The accommodations are very dog friendly, which makes for a much more relaxing trip for all.

5.0 / 5.0

Jul 2024

This is our 4th year staying at the Ruby Dog, and there is truly just no other way to stay. You're close to the best spots on the beach but not too far in that you maintain your own personal oasis. We love being able to bring our pup with us and how close the beach access is to take him on multiple daily walks. The amenities offered for beach items and on property laundry are a wonderful addition. We also appreciate the private balcony during the rainy Florida afternoons to be able to still spend time outside but safely at the Ruby dog.

5.0 / 5.0

Jul 2024

Great little apartment 2 houses from the beach! My wife and I really enjoyed our time at the beach apartment. We brought our 80lb Akita with us and she absolutely loved it! We’ll definitely look to rebook next year.

5.0 / 5.0

Jun 2024

Perfect size for my husband and I. Amazing beach access and great location in town. We will definitely be visiting again!

5.0 / 5.0

Jun 2024

Such a great place to stay right by the water in such a great part of town. My boyfriend and I had such a nice time here and we would stay again! The owner was super nice and helpful and everything was very easy! Definitely would recommend.

5.0 / 5.0

Apr 2024

The rental unit was well furnished and close to some good restaurants

5.0 / 5.0

Apr 2024

Excellent view with the best host, Morgan, ever!

5.0 / 5.0

Oct 2023

Great location just steps from the water. Unit was very clean and organized. Morgan was easy to communicate with at all times. Walking distance to the pier and restaurants. Got on the beach shuttle a block away to go sight seeing. Nice extras such as beach chairs, beach towels, wagon , etc. Would highly recommend !!

5.0 / 5.0

Oct 2023

We've never stayed at the same place twice when vacationing, that is, until we came here. This was our fourth stay at Ruby Dog on B. It feels like a home away from home. Morgan is great to work with and is very responsive. The space itself is decorated really cute and feels nice and spacious. There are tons of great places to eat and drink within walking distance, and it's just a short drive to downtown.

5.0 / 5.0

Oct 2023

This property was a sweet one! Marked off all the boxes. To Morgan meeting us at the property for check in to easy check out. Just not enough time!!!!!!

5.0 / 5.0

Sep 2023

A lovely break, home was clean, cozy and so comfortable! Location, near to beach and the city! Thank you!

5.0 / 5.0

Aug 2023

Just a fantastic place for a beach holiday. Location and beach are great, and the apartment is absolutely perfect. Morgan was there to greet us on check in, answered any questions we had. Couldn't ask for a better stay in St Augustine.

5.0 / 5.0

Aug 2023

This was just a cute little apartment steps from the beach! It was very clean, unique, and very close to everything! Several restaurants within walking distance, quick ride to historic downtown, and DOG FRIENDLY! Morgan the host was just simply amazing! We got in super late because we were driving with a baby, so we opted to drive while he slept. Morgan checked in on us several times to make sure we made it ok, and he left all the lights on for us so we didn’t have to unload in the dark. Everything was great. I’d stay there or in any of Morgan’s properties again!

5.0 / 5.0

Jul 2023

We love staying at the Ruby Dog. This was our 3rd year, and every year reminds us why we continue to return. Morgan and his properties are hidden gems right off the beach. They have great access to everything. Beaches, restaurants, and activities. We love being able to leave the car and walk everywhere. We loved the updates that have happened since our last visit and are already planning the next one!

5.0 / 5.0

Jul 2023

The best place we have stayed at St. Augustine beach! Very friendly hosts and awesome location!! Will repeat next year if the dates are available!

5.0 / 5.0

Jul 2023

Felt like home, cozy, quaint, comfortable. Everything was exceptional with this property. My family and I will be returning. **The only recommendation I have would be to have a pull out sofa bed, rather than the extra cot provided.

5.0 / 5.0

Jun 2023

Loved the place and the location, Morgan was very polite and welcoming at check in. Our dogs were also welcome and had a great time. The place has beach towels and chairs and a wagon for your use. The outdoor shower didn’t work but we didn’t mind using the hose to clean off. Would definitely stay at the place again. Truly a gem.

5.0 / 5.0

Jun 2023

This is our second time staying at Winston on Ruby Dog and it definitely won't be the last. If you are looking for a place close to it all, you are an easy, quick jaunt to downtown St. Augustine. If you want to do nothing but enjoy the spectacular sunrises over the Atlantic and beautiful St. Augustine Beach, you are an easy walk over the boardwalk to the beach. The unit has an open living/kitchen area that just makes you want to pop open a bottle of rosé and relax. Enjoy your coffee out on the spacious balcony and breath in that salty, aromatic sea air. It's also the perfect spot to enjoy any meals cooked in the well stocked kitchen. If you don't feel like cooking, there are fabulous restaurants within walking distance and a short drive. We have stayed at other properties managed by Morgan and he is always amazing. This was exactly the kickoff to summer escape we needed and can't wait to stay again! We were a family of three plus a dog and this fit us perfectly.

5.0 / 5.0

Jun 2023

We loved our stay at Winston! The space is so cute and makes you feel right at home. Fast and easy communication with the owner. The location is great and walking distance to the beach. Perfect for a small family. Will definitely look into staying in these properties again next trip back.

5.0 / 5.0

Jun 2023

This place is in a fantastic location! So close to the beach! There is also a fantastic shower! The bed was too soft for my back….. Morgan was a great host and very responsive.

5.0 / 5.0

Jun 2023

A great spot with easy access to beach and all the amenities. Better than the other rentals in the area! And Morgan is superb!!

5.0 / 5.0

May 2023

Great little place for 2 adults and a dog. The place was in immaculate condition. It was clean and the shower, was one of the largest we have had since staying in houses by the beach. Everything you needed was provided, even chair and wagons to carry them to the beach. The host Morgan was outstanding, he couldn't do enough to help us settle in and answer all our questions. As we were traveling from out of state, even allowed us to check in a little early. I would highly recommend this place to family and friends. We really enjoyed our stay. Also, there were a few good restaurant and bars closed by, for those who prefer to eat out. Once again thanks Morgan for your assistance, hopefully we'll see you again.

5.0 / 5.0

May 2023

This was our first visit to St Augustine and it won’t be our last! We arrived to the Winston apartment where Morgan was waiting to show us around. What a nice touch! The place was immaculate and had everything you would need for a stay away from home. We particularly liked the balcony where we could eat breakfast and see the ocean and spend part of the afternoon shaded from the sun. The beach is truly just steps away and we definitely enjoyed the beach chairs and boogie boards provided! We so enjoyed our stay and will definitely be back!!

5.0 / 5.0

Apr 2023

This place is THE place. Perfect getaway steps from the beach. Didn’t even have to horse around wearing flip flops or anything on the walk to the boardwalk to the beach. Morgan was top notch. Very clean, very comfortable spot. I come to St Augustine 2-3 times a year and I want to make this my new go-to.

5.0 / 5.0

Apr 2023

Everything was awesome!

5.0 / 5.0

Apr 2023

Our second stay here and it is perfect. Great location to beach and restaurants, dog friendly, very clean and beautifully decorated. Yes we plan to book again

5.0 / 5.0

Apr 2023

Very easy process, Morgan was very pleasant and responsive. The location was ideal to walk to restaurants, the beach for sunrises. A wonderful walking beach! We had a fabulous week at this cozy updated beach house. The deck and view was very relaxing. We would definitely go back! Curt & Jackie

5.0 / 5.0

Apr 2023

Awesome clean adorable cottage with perfect location!

3.0 / 5.0

Mar 2023

Great location.

5.0 / 5.0

Mar 2023

This is our second time staying at Ruby Dog on B St. This little apartment provides everything we need. It is a very short walk to the beach. We can see the ocean from the back porch. Thank you to the property manager, Morgan, the apartment is clean and neat and in very nice condition. We would stay here again!

5.0 / 5.0

Mar 2023

Clean, small unit. Very close to the beach. Great location.

5.0 / 5.0

Jan 2023

Property host was so helpful and very responsive to any questions we had about the area. Would definitely stay there again!

5.0 / 5.0

Jan 2023

Love staying at Ruby Dog! This was our first stay over the inter and it was just as enjoyable as the other times. So many great food and drink options within walking distance and easy access to tons of attractions and downtown. The place is always clean and ready when we arrive, and we're always sad to leave when it's time to go.

5.0 / 5.0

Jan 2023

This property is just as pictured and is very close to the beach. There are plenty of places nearby to walk to and the old town is a very short drive. We had a wonderful stay. I could hear the waves from the porch. Morgan the host was very easy to get ahold of and communicative. I would definitely recommend!

5.0 / 5.0

Jan 2023

The Winston at Ruby Dog was the best experience, perfect location, gorgeous view, extremely clean and stocked with everything you’ll need to relax and enjoy your trip. Morgan was superb, friendly and welcoming, excellent communication and timely. Our family enjoyed the balcony for sunrises, the beach for bike rides and long walks. Location is close to lots of delicious restaurants within walking distance. Extra added bonus 🎆we were able to walk to beach and see the new years fireworks!! Highly recommend this place to anyone!

5.0 / 5.0

Dec 2022

We had a wonderful time staying here! The apartment was just perfect for us, very clean and quiet! Morgan was there to greet us and he was very helpful and a pleasure to deal with! We will definitely return!

5.0 / 5.0

Nov 2022

We enjoyed our stay in the Winston at Ruby Dog on B Street. It was a great location to the beach and several restaurants within walking distance. We thought the apartment was cozy, comfortable and overall a great size for a couple. We will be back when its warmer and we can stay longer.

5.0 / 5.0

Nov 2022

The property is lovely and the location can’t be beat. I highly recommend 👍

FAQs

How much does this apartment cost compared to others in Saint Augustine Beach?

The average price for a rental in Saint Augustine Beach is $396 per night. This rental is $14 less expensive than the average.

Is parking included with this apartment?

Yes, parking is listed as an amenity at Winston at Ruby Dog on B Street. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Winston at Ruby Dog on B Street pet friendly?

Yes! This apartment is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Winston at Ruby Dog on B Street?

We found 7 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and parking.

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When traveling to Saint Augustine Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $447 per night.

$$$$

Winston at Ruby Dog on B Street

Apartment in Saint Augustine Beach, FL

Reasons to book

About this apartment rental

Amenities

Map of Saint Augustine Beach, FL

Nearby attractions

Winston at Ruby Dog on B Street

Apartment in Saint Augustine Beach, FL

Reasons to book

About this apartment rental

Amenities

Map of Saint Augustine Beach, FL

Nearby attractions

Ratings and reviews

FAQs

How much does this apartment cost compared to others in Saint Augustine Beach?

Is parking included with this apartment?

Is there a pool at this apartment?

Is Winston at Ruby Dog on B Street pet friendly?

What amenities are available at Winston at Ruby Dog on B Street?

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