Entire home
Charming 3/2 Cottage- Close to beach & Historic Downtown
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
3 bedrooms2 bathroomsSleeps 81500 sq ft
Popular amenities
Explore the area

St. Augustine, FL
- Place, Ponce de Leon's Fountain of Youth Archaeological Park3 min walk
- Place, St. George Street17 min walk
- Place, Castillo de San Marcos National Monument5 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.
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
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- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (16 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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 Lincolnville Museum & Cultural Center. Discover the area's water adventures with jet skiing, kayaking and power boating nearby, or enjoy the great outdoors with cycling.

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 - 15 min walk - 1.3 km
- St. George Street - 17 min walk - 1.5 km
- Flagler College - 3 min drive - 2.1 km
- Castillo de San Marcos National Monument - 5 min drive - 3.1 km
Getting around
Restaurants
- McDonald's - 13 min walk
- Ann O'Malleys - 3 min drive
- Bronx House Pizza - 15 min walk
- Village Inn - 19 min walk
- Castillo Craft Bar + Kitchen - 18 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
2 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Nov 2025
10/10 Excellent
Verified traveller
26 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Verified traveller
Stayed 4 nights in Dec 2025
10/10 Excellent
Tammi K.
17 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tammi K.
Stayed 3 nights in Nov 2025
10/10 Excellent
Debra M.
18 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Debra M.
Stayed 4 nights in Dec 2025
10/10 Excellent
Stacy G.
8 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stacy G.
Stayed 3 nights in Dec 2025
10/10 Excellent
Kim O.
29 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kim O.
Stayed 7 nights in Nov 2025
10/10 Excellent
Celeste M.
15 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Celeste M.
Stayed 4 nights in Jun 2025
10/10 Excellent
Amanda P.
12 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amanda P.
Stayed 3 nights in Jul 2025
10/10 Excellent
Anne R.
4 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
nice place
Anne R.
Stayed 3 nights in Mar 2025
10/10 Excellent
Betsalee P.
24 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Betsalee P.
Stayed 3 nights in May 2025
10/10 Excellent
Reagan B.
4 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Property
Reagan B.
Stayed 6 nights in Mar 2025
10/10 Excellent
Tanya R.
13 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cottage on May
Tanya R.
Stayed 5 nights in Mar 2025
10/10 Excellent
Randy H.
23 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christmas Trip
Randy H.
Stayed 4 nights in Dec 2024
10/10 Excellent
Larry N.
25 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous home!
Larry N.
Stayed 4 nights in Feb 2025
10/10 Excellent
Yordanka A.
10 Feb, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay
Yordanka A.
Stayed 4 nights in Feb 2022
8/10 Good
Elizabeth V.
29 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Elizabeth V.
Stayed 3 nights in Apr 2025
10/10 Excellent
Sandra B.
30 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway house
Sandra B.
Stayed 3 nights in Apr 2024
10/10 Excellent
Maggie H.
22 Feb, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place to Stay
Maggie H.
Stayed 4 nights in Feb 2024
10/10 Excellent
Dorothy S.
8 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Retiree weekend
Dorothy S.
Stayed 3 nights in Apr 2025
10/10 Excellent
Dennis C.
12 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Golf and sightseeing
Dennis C.
Stayed 4 nights in Feb 2025
10/10 Excellent
Donna M.
15 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Well done and would recommend
Donna M.
Stayed 3 nights in Apr 2025
10/10 Excellent
Brian S.
10 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break
Brian S.
Stayed 6 nights in Mar 2024
10/10 Excellent
Andrew B.
2 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Zombie Apache the book me
Andrew B.
Stayed 4 nights in Feb 2025
10/10 Excellent
Judy L.
21 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Cottage
Judy L.
Stayed 3 nights in Dec 2024
10/10 Excellent
Travis M.
25 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Location says it all
Travis M.
Stayed 4 nights in Jul 2023
About the host
Hosted by Hayley Hegy
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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