See all properties
Save
Entire home

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

your current months are January, 2025 and February, 2025.
January 2025
February 2025

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

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

Reviews

10 out of 10

Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8139 sq m

Popular amenities

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

Explore the area

Map
St. Augustine, FL
  • Ponce de Leon's Fountain of Youth Archaeological Park
    ‪5 min walk‬
  • Ripley's Believe It Or Not
    ‪20 min walk‬
  • St. George Street
    ‪3 min drive‬
  • St. Augustine, FL (UST-Northeast Florida Regional)
    ‪7 min drive‬

Room options

Similar properties

Under the sun or under the shade, your choice!

Lakeside Retreat |Private Pool| 8min walk Downtown

Pool
Kitchen
Washer
Dryer
5.0 out of 5, Exceptional, (25)
The price is AU$786
for 1 home
includes taxes & fees
26 Jan - 27 Jan
Lakeside Retreat |Private Pool| 8min walk Downtown

About the area

St. Augustine

With a stay at this vacation home in St. Augustine (Uptown), you'll be within a 5-minute drive of St. George Street and Castillo de San Marcos National Monument. .This family-friendly vacation home is 6.1 mi (9.8 km) from St. Augustine Beach and 0.2 mi (0.3 km) from Davenport Park.
View more Holiday homes in St. AugustineOpens in a new window

What's nearby

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

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

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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like internet access and onsite parking.

Property manager

Hayley Hegy

Property amenities

Beach

  • Beach towels
  • Beach sunloungers

Internet

  • WiFi available

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Ice maker
  • Coffee grinder

Bedrooms

  • 3 bedrooms
  • Bed sheets provided

Bathrooms

  • 2 bathrooms
  • Bath or shower
  • Toilet paper
  • Shampoo
  • Towels provided
  • Hairdryer
  • Soap

Living spaces

  • Fireplace
  • Living room

Entertainment

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

Outdoor areas

  • Patio
  • Barbecue
  • Garden
  • Outdoor furniture
  • Firepit

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health or beauty spa
  • Near outlet shopping

Things to do

  • Water sports equipment
  • Cycling on site
  • Winery tours nearby
  • Marina nearby
  • Power boating nearby
  • Jet skiing nearby
  • Sailing nearby
  • Fishing nearby
  • Cycling nearby
  • Kayaking nearby
  • Surfing/body boarding nearby

Safety features

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

General

  • Unit size: 1500 sq ft (139 sq m)

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

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

Reviews

10

Exceptional

Rating 10 - Excellent. 97 out of 97 reviews" "
Rating 8 - Good. 0 out of 97 reviews" "
Rating 6 - Okay. 0 out of 97 reviews" "
Rating 4 - Poor. 0 out of 97 reviews" "
Rating 2 - Terrible. 0 out of 97 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Johanna C.

Liked: Cleanliness
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
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
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
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
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
Turning 50!
Stayed 4 nights in Nov 2024

10/10 Excellent

Paula W.

Liked: Cleanliness
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., United States

Liked: Cleanliness
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
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
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
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
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
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
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

John M., Tampa Florida

Liked: Cleanliness
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

Mary S., Florida

Liked: Cleanliness
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

Travis M.

Liked: Cleanliness
Location says it all
The place was as advertised. Beautiful and perfect location.
Stayed 4 nights in Jul 2023

10/10 Excellent

Molly B.

Liked: Cleanliness
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

Amy D.

Liked: Cleanliness
Charming Cottage on May
My husband and myself along with 2 other couples decided to spend our wedding anniversaries in St. Augustine this year. I found the listing for this home and it was exactly as the photos described. This home is located in a great proximity to many historic attractions and the beach. There are too many extras to list but there is not a detail missing. You will not be disappointed if you choose this home. This was my first VRBO transaction/stay and 17 May has set the bar pretty high. If we return to the area again, we hope to stay here.
Stayed 3 nights in Jun 2023

10/10 Excellent

Ashley C.

Liked: Cleanliness
Post Disney Relaxation
We stayed in St. Augustine following our Disney Vacation. We do this often because we all know that Disney is not relaxing. This charming cottage was the perfect spot for our family to enjoy St. Augustine and relax. The proximity to the beaches, as well as downtown was perfect for us. We were able to walk around when we wanted to and the short drive to down was perfect. The cottage itself was absolutely beautiful and clean! Anything and everything we needed during our stay was thought of and available for us. The size was perfect for me, my husband, our two kids and my grandparents. We can not say enough good things about this place. They also had cute personalized touches for visitors. Thank you so much for such a beautiful place to relax and recoup after a very busy week. We will surely be back again!
Stayed 5 nights in Jun 2023

10/10 Excellent

Tammy M.

Liked: Cleanliness
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

Barbara D.

Liked: Cleanliness
Mother’s Day sister get away
Very easy process. Easy to communicate with host
Stayed 4 nights in May 2023

10/10 Excellent

Rachael R.

Liked: Cleanliness
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

James T.

Liked: Cleanliness
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

Erica E.

Liked: Cleanliness
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