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

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Outdoor dining
Property grounds
Room
Interior
Room

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8139.4 sq m

Popular amenities

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

Explore the area

Map
St. Augustine, FL
  • Ponce de Leon's Fountain of Youth Archaeological Park
    ‪5 min walk‬
  • St. George Street
    ‪3 min drive‬
  • Castillo de San Marcos National Monument
    ‪3 min drive‬
  • St. Augustine, FL (UST-Northeast Florida Regional)
    ‪7 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.

Property manager

Hayley Hegy
Premier Host

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor space
Parking available

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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 Anastasia State Park can be enjoyed by anyone, those looking for an activity can explore World Golf Village. Travelling with kids? Consider Potter's Wax Museum 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 - 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?

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. 107 out of 108 reviews
Rating 8 - Good. 1 out of 108 reviews
Rating 6 - Okay. 0 out of 108 reviews
Rating 4 - Poor. 0 out of 108 reviews
Rating 2 - Terrible. 0 out of 108 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Donna M.

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

Well done and would recommend

The host thought of everything, and we noticed/appreciated the thoughtfulness. It was the little things that were included that make a difference. Well decorated too.
Stayed 3 nights in Apr 2025

10/10 Excellent

Dorothy S.

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

Retiree weekend

WOW! This quaint cottage was the perfect base for a girls's weekend. The decor, amenities and location all lent to an enjoyable time for all.The kitchen was well stocked and there were plenty of linens for the 4 of us. Would rent this place again
Stayed 3 nights in Apr 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

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

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

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

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

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

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

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

8/10 Good

André L.

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

Fishbowl

The house was in a good location and well decorated except for the curtains that were see through,so we felt like we wereIn a fishbowl, no privacy at all specially at night. We had to put blankets on the windows because of the light from outside in order to be able to sleep. About the backyard needs a little TLC it was uninvited and the barbecue grill was dirty. in a fish bowl
Stayed 6 nights in Dec 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

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

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

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

Stacey W.

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

Turning 50!

Stayed 4 nights in Nov 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

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

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

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

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

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

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

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

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