Excellent view with the best host, Morgan, ever!

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 !!

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.

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!!!!!!

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

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.

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!

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!

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!

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.

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.

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.

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.

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.

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

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.

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!!

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.

Everything was awesome!

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

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

Awesome clean adorable cottage with perfect location!

Great location.

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!

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

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

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.

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!

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!

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!

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.

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