Entire home

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

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

Outdoor dining
Smart TV, fireplace, books, music library
3 bedrooms, iron/ironing board, travel crib, WiFi
Exterior
Interior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8139 sq m

Popular amenities

  • Parking available
  • Washer
  • Air conditioning
  • Kitchen
  • Dryer
  • Fireplace

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property manager

Hayley Hegy

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Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near an outlet shopping mall
  • Near the marina

Things to do

  • Bicycles
  • Water sports equipment
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Unit size: 1,500 square feet

Similar properties

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
MONETIZATION_ON

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Charming 3 2 & Historic
Charming 3/2 Cottage Close to Beach Historic Downtown

About the neighborhood

Map
St. Augustine, FL

What's nearby

  • Ponce de Leon's Fountain of Youth Archaeological Park - 5 min walk - 0.5 km
  • St. George Street - 3 min drive - 2.3 km
  • Flagler College - 3 min drive - 2.5 km
  • Castillo de San Marcos National Monument - 3 min drive - 2.8 km
  • Lightner Museum - 4 min drive - 3.1 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬13 min walk
  • ‪Ann O'Malley's - ‬3 min drive
  • ‪Drakes Bistro - ‬12 min walk
  • ‪Village Inn - ‬2 min drive
  • ‪Zaxby's - ‬14 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.

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?

Check-out is at 11:00 AM.

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

This family-friendly St. Augustine vacation 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.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 106 out of 107 reviews
Rating 8 - Good. 1 out of 107 reviews
Rating 6 - Okay. 0 out of 107 reviews
Rating 4 - Poor. 0 out of 107 reviews
Rating 2 - Terrible. 0 out of 107 reviews

10/10

Cleanliness

Reviews

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

10/10 Excellent

Judy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Cottage
Loved this cottage. Had plenty of room for our family and was close to historic downtown. Excellent location. Host responded to questions immediately. Highly recommend if you want to be within walking distance to downtown but out of noise and congestion.
Stayed 3 nights in Dec 2024

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

10/10 Excellent

Johanna C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful holiday vacation
It was a real treat stain at the cottage on May. The house is very quaint and a real throwback to a different era. The property was spacious and the yard was fairly well maintained. A big plus for us were two bicycles that were available in the Back shed. We would definitely recommend this property.
Stayed 4 nights in Dec 2024

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

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

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

10/10 Excellent

Jason S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming cottage and great location
My family and I just stayed this past weekend at this charming cottage and it did not disappoint. It was tastefully decorated, clean, and had all the necessary comforts of home readily available. There was an informative catalogue offered that provided some helpful local information if you weren’t familiar with the area. Perfect location to downtown, Anastasia Island, and all the places we were hoping to visit. The owners were very communicative and helpful. We would highly recommend this home and look forward To our next visit. ❤️
Stayed 3 nights in Dec 2024

10/10 Excellent

Travis M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location says it all
The place was as advertised. Beautiful and perfect location.
Stayed 4 nights in Jul 2023

10/10 Excellent

Natalia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming Cottage
We loved our stay at the Cottage on May. From the welcome bottle of wine to the very clean and comfortable accommodations and the charming garden, we would definitely stay there again.
Stayed 4 nights in Mar 2023

10/10 Excellent

James T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break 23
The home was the cleanest VRBO rental we have ever had. In addition the beach chairs, boards and games were a great touch. Overall a very comfortable and enjoyable stay for our whole family.
Stayed 4 nights in Apr 2023

10/10 Excellent

janicefazio, Alexandria, VA

Liked: Cleanliness, check-in, communication, location, listing accuracy
A Great Place!
When we stayed here, we were so close to everything we wanted to do, and the location is very walkable. And the house couldn’t be cuter! We had a couple of issues, and the hosts went above and beyond to resolve the situation. Everything you will need is in the cottage. All in all, it was a wonderful vacation!
Stayed 4 nights in Mar 2024

10/10 Excellent

Mary S., Florida

Liked: Cleanliness, check-in, communication, location, listing accuracy
Uptown Charmer
The Cottage on May is always a pleasure. As a return guest, every visit to this charming home is rejuvenating. Thanks, Hayley!
Stayed 2 nights in Nov 2023

10/10 Excellent

Molly B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay!
We had a great time at this property, it was so clean and cute inside, had everything we needed and the host was so nice. The host left us a beautiful basket that was tailored to our group, which was a really thoughtful touch! There was a little issue with beds but the host fixed it immediately! Would definitely recommend to anyone going to St Augustine!
Stayed 3 nights in Jul 2023

10/10 Excellent

Barbara D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Mother’s Day sister get away
Very easy process. Easy to communicate with host
Stayed 4 nights in May 2023

10/10 Excellent

Bobbie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend Wedding Getaway
This home and property is amazing. I’ve stayed in various areas of St. Augustine and this was by far my favorite. The hosts have done an outstanding job stocking this home with literally everything you might need - even food for the wildlife. The decor is beautiful, with an especially lovely backyard great for morning coffee and outdoor dining. We had a very small wedding in the yard and it was magical. Very much appreciate all the hosts did to make it special. Will definitely stay here again.
Stayed 4 nights in May 2024

10/10 Excellent

Erica E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint and cozy
Loved staying at this house. Very clean and super cute. Wish I had stayed longer to enjoy the yard and the kitchen. Has everything you need and is in a great location. I arrived to a bottle of wine which was a nice touch. Thanks!
Stayed 3 nights in Apr 2023

10/10 Excellent

Randy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Wedding
Hayley was so great to work with. The house was great and the backyard spectacular. The inside of the house was perfect and very welcoming. Walking distance to the historic downtown and a 5 minute drive to the beaches. Truly a classic St Augustine experience.
Stayed 7 nights in Feb 2023

10/10 Excellent

Sabrina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy Cottage
We rented this cottage because it was not far from the historic areas and restaurants; however, when we arrived, the environment was so serene that we only went out to dinner once, and to the beach to watch the sunrise. This cottage is spacious, and in a very quiet neighborhood. The literature placed in the resting areas added such a homely touch. It was a treat to just sit on the enclosed porch reading or spend quality preparing dinner together in the kitchen We really enjoyed our stay there! Sabrina
Stayed 3 nights in May 2024

10/10 Excellent

Tammy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best, Cutest Cottage
The May Street cottage is the best! It’s just around the corner from the beautiful Magnolia St. and The Fountain of Youth. The Property Manager was fantastic! She made it personable and very special for our 50 the Birthday Girl Trip! Would highly recommend. It had everything we needed. We will be rebooking.
Stayed 4 nights in May 2023

10/10 Excellent

Angela E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful all the way around
The cottage on May is as perfect as the pictures show it to be. They have restored and decorated the house beautifully. My family of 5 had a great time and enjoyed all the extra’s like the bikes, boogie boards, games, etc. Hayley makes you feel welcome from the time you arrive up until you leave. I would definitely recommend it to any of my family and friends and hope to stay again in the future.
Stayed 6 nights in Jul 2022

10/10 Excellent

John M., Tampa Florida

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall Great Stay!
We spent 3 nights here and thoroughly enjoyed the house. Its a historic beauty, clean and in a great location. Its walkable to historic St. Augustine and an easy bike ride to Vilano Beach. The yard is great, and we appreciated the usable bikes. Also loved that they decorated for the holidays and provided snack bags. On the downside, the dishwasher did not work, and neither did the outdoor grill. We notified the hosts.
Stayed 3 nights in Dec 2023

10/10 Excellent

jill l.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommend
Beautiful home. I would buy it as is right now. Down to the smallest details everything was perfect. Extremely clean. Great communication. I would recommend to anyone looking for a place to stay at St Augustine.
Stayed 3 nights in Mar 2023

10/10 Excellent

Rachael R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Home Away from Home
The Cottage on May was perfect for our family of five. The home was equipped with everything we needed during our stay. We had plenty of space and walked everywhere we needed to go in St. Augustine's historic area. We really only used the car to head to the beach or grocery store, all of which was super close. Hayley was an exceptional host and provided a special treat for the kids to enjoy on Easter. It made them feel really special. Everything you need is provided and then some. I would definitely recommend staying here and we will definitely book again when returning to the area.
Stayed 5 nights in Apr 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Wedding
Cottage on May is adorable and welcoming! Our stay was for our niece’s wedding that was postponed from October due to Hurricane Ian. Hayley responded quickly to our booking and then we needed to make a change and she was very prompt with our request. The Cottage is very clean, well kept. Beds, pillows, towels and furniture very comfortable and a good surprise was a shower with good water pressure! I will definitely book again when we go to St. Augustine.
Stayed 5 nights in Feb 2023