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

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

Outdoor dining
Property grounds
Room
Interior
Room

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
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
Minimum age to rent: 21
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

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

About the area

St. Augustine

Uptown, a neighbourhood in St. Augustine, is home to this holiday home. While the natural beauty of Vilano Beach and St. Augustine Beach can be enjoyed by anyone, those looking for an activity can explore World Golf Village. Travelling with kids? Consider St. Augustine Pirate and Treasure Museum and Bayfront Carpet Golf. Discover the area's water adventures with jet skiing, kayaking and power boating nearby, or enjoy the great outdoors with cycling.
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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
  • ‪Ann O'Malleys - ‬3 min drive
  • ‪Village Inn - ‬19 min walk
  • ‪Castillo Craft Bar + Kitchen - ‬18 min walk

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 7 May, 2026, prices found for a 1-night stay for 2 adults at Charming 3/2 Cottage- Close to beach & Historic Downtown on 31 Aug, 2026 start from S$494, 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 Davenport Park and St. George Street. Matanzas River and Florida Heritage Museum are also within 5 minutes.

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. 121 out of 124 reviews
Rating 8 - Good. 2 out of 124 reviews
Rating 6 - Okay. 0 out of 124 reviews
Rating 4 - Poor. 0 out of 124 reviews
Rating 2 - Terrible. 1 out of 124 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kevin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! House is very welcoming, clean, and well furnished.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Tina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was adorable, clean, well stocked. Walkable to downtown. Very quiet and relaxing
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Reagan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time staying in the home. It’s absolutely adorable and in a fantastic location. We had an issue with the fridge not cooling well and Haley was extremely helpful, even having a small fridge delivered overnight so our food would not spoil. We had yet another fantastic stay.
Stayed 5 nights in Apr 2026
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. We have had some unusually cold weather this winter and the landscaping bore the brunt, but only what you might expect. Everything was nice and clean and plenty of games and located strategically. Would love to stay here again.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Tammy

Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful home, very well maintained and comfortable.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Brantly B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was clean and nice and the host had many nice touches to make our visit super comfortable
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay here! It is a beautiful cottage with everything you could need! The host, Haley, is so sweet and sent a gift basket with crafts for my kids! I will 100% be back!
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Tammi K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was full of so many welcoming touches. We had a great stay and were very comfortable. We will definitely stay here again if our travels bring us back to St. Augustine.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Debra M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a cute cottage. Loved the decorations. The furniture was very comfortable. Water pressure was the best we have ever had. The location was so convenient to everything. We would definitely stay here again. Thank you for the use of your property.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Stacy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was SO charming and comfortable. And the proximity to Old Town was wonderful as were the bicycles to get around. Hayley was very helpful and responsive. We will DEFINITELY be back!!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Kim O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very pleasant. Everything in the house was clean.
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Celeste M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, great modern kitchen, bbq and bikes were great for family and really comfortable beds! Loved this place!
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Anne R.

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

nice place

place was great, location was great, highly recommended.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Amanda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
One of the best VRBO homes we have ever stayed at! They provided all the small touches like a luxury hotel but with the comfort of a home. Great location- very close to the beach and easy bike ride to downtown. We would stay again and recommended to others!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Betsalee P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place, walking distance to attractions and far away for a quiet evening. The host are spectacular and well prepared. We had an amazing time. Planning to return.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Reagan B.

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

Fantastic Property

This cottage is clean, well-stocked, and in a great location to enjoy everything in St Augustine.
Stayed 6 nights in Mar 2025
Verified

10/10 Excellent

Tanya R.

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

Cottage on May

An absolutely perfect place to stay in St Augustine! We loved our time here at The Florida House” as our grandson referred to it.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Yordanka A.

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

Amazing stay

10 starts for this property. Very well located, super clean, nice decorated, friendly hostes, we will definetely recomend it
Stayed 4 nights in Feb 2022
Verified

10/10 Excellent

Randy H.

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

Christmas Trip

Quaint and comfortable cottage in a central location. The 4 of us enjoyed our stay.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Larry N.

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

Gorgeous home!

We thoroughly enjoyed our stay on May! The home was decorated nicely and very comfortable! The are is gorgeous as well and our walk down magnolia was breathtaking!
Stayed 4 nights in Feb 2025
Verified

10/10 Excellent

Sandra B.

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

Great getaway house

Had a girls getaway - perfect location to old St. Augustine- wonderful stay
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Maggie H.

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

Great Place to Stay

The home was beautifully renovated and had everything that you would need for your stay. Good location and very responsive and kind host. We definitely want to stay there again.
Stayed 4 nights in Feb 2024
Verified

8/10 Good

Elizabeth V.

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

Great location

The house is great for family trips . The inside is clean and spacious . The outdoor areas are fairly clean. Garden is fairly well kept We enjoyed walking around the neighborhood.They have bikes , beach chairs and plenty of beach towels .We highly recommend for families !
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Brian S.

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

Spring Break

Great stay. Loved the location of the house. Plenty of room for 4 adults and two teenagers. We would definitely stay here again!
Stayed 6 nights in Mar 2024
Verified

10/10 Excellent

Dennis C.

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

Golf and sightseeing

This is one of the best short term rental we have seen. Fantastic location for everything you'd want to do. Very well equipped with a very surprising welcome basket. Great time had by all.
Stayed 4 nights in Feb 2025

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

They consistently provide great experiences for their guests
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