Entire home

Charming 3/2 Cottage- Close to beach & Historic Downtown

Photo gallery for Charming 3/2 Cottage- Close to beach & Historic Downtown

An outdoor patio with wooden tables and chairs, a grill, hanging lights, and a wooden fence.
A dark blue door with a glass panel, a white door frame, a blue and white checkered rug, a plaid bench, and a 'hello' doormat.
A single-story house with a blue door, white windows, and a small porch with steps.
A kitchen with white cabinets, a window with sheer curtains, a wine bottle, glasses, bread, and a fruit platter.
A room with two armchairs, a small table, and a vase of flowers.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Close to St. George Street
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
St. Augustine, FL
  • Place, Ponce de Leon's Fountain of Youth Archaeological Park
    ‪3 min walk‬
  • Place, St. George Street
    ‪19 min walk‬
  • Place, Castillo de San Marcos National Monument
    ‪5 min drive‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪6 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed and 1 Single Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden

About this property

Charming 3/2 Cottage- Close to beach & Historic Downtown

Cottage on May – Newly listed!

Enjoy this historic 1935 home which has been recently renovated with brand new amenities.

Location – Location – Location. The Cottage on May is only 1.6 miles from Vilano Beach, a favorite spot for the locals. The Fountain of Youth and Old Jail are only a five-minute walk. Take a romantic stroll down the picturesque Magnolia Avenue, one of the most photographed streets in the USA. Historic downtown, St. George Street and the Castillo de San Marcos fort are a short 20-minute walk, only one mile. Restaurants, Antique Shops and many Boutiques are within walking distance. Don’t feel like walking? There are a couple of bicycles in the shed that you are welcome to use. Also available are beach chairs, beach umbrella and boogie boards.

This home is a three-bedroom split plan, allowing the adults a bit of privacy from other guests. The master bedroom has its own bath with shower. The guest bedrooms share another bath which has a tub. All bedrooms have Smart TV’s with complimentary Comcast programming. The home also has high speed internet with Wi-Fi throughout. Home has Central A/C and all bedrooms have ceiling fans.

The kitchen has been updated with new appliances, cabinetry and quartz countertops. The focal point of our kitchen is the original brick chimney once used for a wood burning stove. Neatly stowed away you will find all the necessary gadgets to accommodate your stay. Adjacent to the kitchen is the Mud Room, complete with large Washer, Dryer, sitting area and farm sink to rinse the sand off after a relaxing day at the beach.

The Living Room is a wonderful place to relax, complete with reading nook, fireplace and television. The gorgeous original wood floors add to the historic charm. Off the Living Room is a cozy Sunroom complete with seating area and writing desk. Looking out the front window, you will see the historic “Pink Castle” home which is a historic St. Augustine landmark.

What we love most about our home is the outdoor areas. The home is completely nestled beneath a canopy of stately oak trees which are draped with Spanish Moss. An outdoor dining area is set up under a beautiful pergola with string lights that set the mood. Enjoy some S’mores at the firepit chiminea. A new Weber gas grill is also available. The yard is plenty large enough for the young ones to play.

No issues with parking at this home. There are three spaces in the front driveway and two more in the rear driveway off San Carlos Avenue.

For your safety, the home has passed the fire department safety inspection. It is complete with smoke and carbon monoxide detectors, fire extinguisher, egress diagrams and emergency lighting.

We welcome you to the Cottage on May.

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2116193vb
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

St. Augustine

Uptown, a neighbourhood in St. Augustine, is home to this holiday home. 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 Vilano Beach and St. Augustine Beach. Travelling with kids? Consider World Golf Village and St. Augustine Pirate and Treasure Museum. Discover the area's water adventures with jet skiing, kayaking and power boating nearby, or enjoy the great outdoors with cycling.
Map
St. Augustine, FL

What's nearby

  • Ponce de Leon's Fountain of Youth Archaeological Park - 3 min walk - 0.3 km
  • Ripley's Believe It Or Not - 17 min walk - 1.5 km
  • St. George Street - 19 min walk - 1.6 km
  • Flagler College - 3 min drive - 2.1 km
  • Castillo de San Marcos National Monument - 5 min drive - 3.1 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 7 min drive

Restaurants

  • ‪McDonald's - ‬13 min walk
  • ‪Bronx House Pizza - ‬15 min walk
  • ‪River & Fort - ‬4 min drive
  • ‪St Augustine & Seafood Company - ‬3 min drive
  • ‪Ann O'Malleys - ‬3 min drive

Frequently asked questions

Is Charming 3/2 Cottage- Close to beach & Historic Downtown pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming 3/2 Cottage- Close to beach & Historic Downtown?

As of 19 Aug, 2026, prices found for a 1-night stay for 2 adults at Charming 3/2 Cottage- Close to beach & Historic Downtown on 26 Aug, 2026 start from S$1,581, 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 Charming 3/2 Cottage- Close to beach & Historic Downtown?

On-site parking is available at the property.

What time is check-in at Charming 3/2 Cottage- Close to beach & Historic Downtown?

Check-in begins at 4:00 PM.

What time is check-out at Charming 3/2 Cottage- Close to beach & Historic Downtown?

Checkout is at 11:00 AM.

Where is Charming 3/2 Cottage- Close to beach & Historic Downtown located?

This family-friendly St. Augustine holiday home is located in Uptown, within 1 mi (2 km) of Matanzas River and St. George Street. St. Augustine History Museum and Old Jail Museum are just steps away.

About the host

Hosted by Hayley Hegy

Host profile image

Why they chose this property

Our family loves St. Augustine and we are happy to share our special getaway with you. We hope you enjoy it here as much as we do. Taking a stroll down Magnolia Avenue is a must, as well as a day at Vilano beach. The ancient city is bursting with history, beauty, and so many things to do. There are plenty of restaurants to choose from no matter what your palette desires. St. Augustine offers lots of shops, boutiques, and antique stores.

Premier Host

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