Apartment

Winston at Ruby Dog on B Street

Photo gallery for Winston at Ruby Dog on B Street

A cozy living room with a wooden ceiling, a dining area with wicker furniture, and a kitchen with white cabinets and a tiled backsplash.
A cozy living room with a television, wicker furniture, a wooden table, and a red tray with jars.
A modern kitchen with white cabinets, a wooden ceiling, and a bar area with stools.
A cozy living room with a wooden dining table, white bar stools, a sofa, and a teal armchair. A flat-screen TV is mounted on the wall, and a decorative mirror hangs above the sofa.
A modern kitchen with white cabinets, a wooden countertop, and a dining area with a wooden table and chairs.

Reviews

10 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Fiesta Falls Mini-Golf

Popular amenities

  • Air-conditioning
  • Pet-friendly
  • Washing machine
  • Internet
  • Onsite parking available
  • Microwave

Explore the area

View map
St Augustine Beach, FL
  • Place, St. Augustine Beach
    ‪1 min walk‬
  • Place, Fiesta Falls Mini-Golf
    ‪8 min walk‬
  • Place, St. Johns County Ocean Pier
    ‪20 min walk‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪21 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

1 bathroom

Bathroom 1

Add dates for prices

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Property grounds
Scarlett, at Ruby Dog on B
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  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (200 reviews)
Scarlett, at Ruby Dog on B

About the area

St. Augustine

St. Augustine is home to this apartment. St. George Street and St. Augustine Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore St. Augustine Beach and Anastasia State Park. Looking to enjoy an event or a game while in town? See what's happening at Flagler College Tennis Center or Francis Field. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and horse riding.
View more Apartments in St. AugustineOpens in a new window
Map
St Augustine Beach, FL

What's nearby

  • St. Augustine Beach - 1 min walk - 0.1 km
  • Fiesta Falls Mini-Golf - 8 min walk - 0.7 km
  • Cafe Eleven Restaurant & Catering - 14 min walk - 1.2 km
  • St. Johns County Ocean Pier - 20 min walk - 1.7 km
  • Anastasia State Park - 7 min drive - 5.8 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 20 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Crabby's Beachside - ‬2 min drive
  • ‪Rita's Italian Ice & Frozen Custard - ‬2 min drive
  • ‪Salt Life Food Shack - ‬2 min drive
  • ‪Starbucks - ‬3 min drive

Frequently asked questions

Is Winston at Ruby Dog on B Street pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Winston at Ruby Dog on B Street?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Winston at Ruby Dog on B Street on 4 November 2026 start from NZ$1,639, 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 Winston at Ruby Dog on B Street?

On-site parking is available at the property.

What time is check-in at Winston at Ruby Dog on B Street?

Check-in begins at 3:00 PM.

What time is check-out at Winston at Ruby Dog on B Street?

Checkout is at 10:00 AM.

Where is Winston at Ruby Dog on B Street located?

Situated in St. Augustine, this apartment building is within 1 mi (2 km) of Fiesta Falls Mini-Golf and St. Augustine Beach. Cafe Eleven Restaurant & Catering and Matanzas River are also within 1 mile (2 km).

Reviews

10

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. 195 out of 203 reviews
Rating 8 - Good. 6 out of 203 reviews
Rating 6 - Okay. 2 out of 203 reviews
Rating 4 - Poor. 0 out of 203 reviews
Rating 2 - Terrible. 0 out of 203 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time staying here. Property was quiet, it is in a great location, very comfortable, clean and easy to get to the beach. We would stay again if coming to the area.
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for a Staycation
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place just steps from the beach and places to eat/drink!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful vacation rental! I highly recommend staying at this apartment. The property was clean and well maintained. Our host, Morgan was very nice and informative. Next time I'm staying in St. Augustine, I will defiantly see if this property is available as I would love to stay there again.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Repeat visitors!This is our favorite spot at Saint Augustine Beach great location, cozy spot, always clean and very responsive, accommodating manager!
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect beach access and within walking distance from many places to eat and drink. Perfect for two people.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay at Ruby Dog!! Steps from the beach. Everything was perfect!!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay! The rental was super clean and perfect for a couple’s getaway. Being right on the beach made it even more special—we absolutely loved it. Thank you for a great experience!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and nice place. Very Friendly host that welcomed us there and explained everything. Great location to everything. Would highly recommend
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location
Lovely interior space with comfortable furniture. Great easy access to the beach.
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a great place to stay, excellent location from the beach and it is super dog friendly. Overall its a great place
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you Morgan for keeping such an amazing property. Cannot wait to come back!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We always love staying here! Morgan is fantastic at communicating, the property is so cute and coastal-feeling, and the overall location can't be beat!
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pet friendly close to beach cute decorating
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Could not have picked a better place to stay with our dog. Such a cute place and an amazing location! We will definitely be back!
Stayed 4 nights in Sep 2025
Verified review

6/10 Okay

Liked: Location

St. Augustine stay

Great location.
Stayed 7 nights in Mar 2023
Verified review

10/10 Excellent

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

Rustic Beach Stay !

Perfect size for my husband and I. Amazing beach access and great location in town. We will definitely be visiting again!
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

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

Great place to stay!

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!
Stayed 5 nights in Jul 2023
Verified review

10/10 Excellent

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

Great location and access to the beach

The rental unit was well furnished and close to some good restaurants
Stayed 4 nights in Apr 2024
Verified review

10/10 Excellent

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

Perfect beach get-away

Quaint and cozy beach cottage in a quiet neighborhood just off the beach.
Stayed 13 nights in Mar 2025
Verified review

10/10 Excellent

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

Perfect beachside getaway

Property host was so helpful and very responsive to any questions we had about the area. Would definitely stay there again!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Loved our stay

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!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Great location

Very nice stay! We will be back
Stayed 3 nights in Jul 2022
Verified review

10/10 Excellent

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

Loved It

Perfect for a long weekend getaway.
Stayed 4 nights in Jul 2025
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