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

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Outdoor dining
3 bedrooms, iron/ironing board, travel crib, WiFi
Fridge, microwave, oven, stovetop
Exterior
Smart TV, fireplace, books, music library

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8139 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill

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

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

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

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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

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 - 3 min walk - 0.3 km
  • St. George Street - 17 min walk - 1.5 km
  • Flagler College - 2 min drive - 2.1 km
  • Vilano Beach - 4 min drive - 3.7 km
  • Castillo de San Marcos National Monument - 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. 108 out of 110 reviews
Rating 8 - Good. 2 out of 110 reviews
Rating 6 - Okay. 0 out of 110 reviews
Rating 4 - Poor. 0 out of 110 reviews
Rating 2 - Terrible. 0 out of 110 reviews

10/10

Cleanliness

Reviews

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

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

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

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

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

10/10 Excellent

Andrew B.

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

Zombie Apache the book me

We came to continue writing our book about the process of making Zombie Apache, the feature film. We had a very productive time. Great place.
Stayed 4 nights in Feb 2025

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

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

Kerry G.

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

Sweet little cottage in a beautiful neighborhood

We could not have been happier with The Cottage on May. It is so charming and well appointed. The beds are very comfortable as well as good towels. We appreciated the welcome gift of wine and snacks after a long day of travel. Location, location location. What a beautiful neighborhood!
Stayed 4 nights in Jan 2025

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

Sam C.

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

Excellent

The hosts have thought of everything. We would be hard pressed to find anything they could improve upon. The love and care they put into the home and the guest experince eclipses anything we have encountered with other rentals. The entire experience of staying in this lovely home and exploring St Augustine was amazing. Would highly recommend.
Stayed 5 nights in Mar 2025

10/10 Excellent

Barry B.

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

Quaint and charming cottage!

Well appointed property, meticulous attention to detail. Cozy, comfortable and appealing. Convenient to several local attractions and a nice walk to historic downtown. Outside table, grill and fire pit underneath huge old oaks were a bonus!
Stayed 3 nights in Nov 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

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

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

Lauren L.

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

Cutest House in St. Augustine

This house is such an amazing place to stay!! Myself and 6 other girls stayed here for my bachelorette weekend and this place was PERFECT!! The vibe was great for a girls trip and it had everything we needed! It was very spacious and very close to downtown and the beach!! We had such an amazing time staying here. The owner was very easy to reach and even sent us a sweet personalized gift for me and the girls!! I would very highly recommend this place for families, friends, or anyone!!
Stayed 3 nights in Jul 2024

10/10 Excellent

Paula W.

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

July 15-19, 2024

The house was charming and very clean. Location in the area was good for getting to the beach and to historic. The owners were very responsive to the one thing we needed adjusting. One suggestion would be a small single-serve coffee maker. Overall, we had a wonderful stay!
Stayed 4 nights in Jul 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

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

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

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

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

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

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