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

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Outdoor dining
A kitchen with white cabinets, a window with sheer curtains, a wine bottle, glasses, bread, and a fruit platter.
A dark blue door with a glass panel, a white door frame, a blue and white checkered rug, a plaid bench, and a 'hello' doormat.
A single-story house with a blue door, white windows, and a small porch with steps.
Interior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 81500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
St. Augustine, FL
  • Place, Ponce de Leon's Fountain of Youth Archaeological Park
    ‪3 min walk‬
  • Place, St. George Street
    ‪19 min walk‬
  • Place, Castillo de San Marcos National Monument
    ‪5 min drive‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪6 min drive‬

Room options

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Exterior

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8.8 out of 10, Excellent, 42 reviews
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About the neighborhood

St. Augustine

Located in Uptown, this vacation home is next to St. Augustine History Museum and Old Jail Museum. The vacation home includes a kitchen, a fireplace, and a patio.
View more Vacation Homes in St. AugustineOpens in a new window

What's nearby

  • St. Augustine History Museum - 2 min walk - 0.1 miles
  • Ponce de Leon's Fountain of Youth Archaeological Park - 3 min walk - 0.2 miles
  • St. George Street - 19 min walk - 1.0 mile
  • Flagler College - 3 min drive - 1.3 miles
  • Castillo de San Marcos National Monument - 5 min drive - 1.9 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬13 min walk
  • ‪Bronx House Pizza - ‬15 min walk
  • ‪Ann O'Malleys - ‬3 min drive
  • ‪Village Inn - ‬19 min walk
  • ‪Mojo Old City BBQ - ‬3 min drive

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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

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  • Kitchen
  • Dryer
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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

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

Policies

Check-in

Check-in time starts at 4:00 PM

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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events 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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

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

Frequently asked questions

What is there to do near this vacation home?

This vacation home is situated in Uptown, just steps from St. Augustine History Museum and Old Jail Museum, and within a short walk of Ponce de Leon's Fountain of Youth Archaeological Park. You'll also find St. George Street and Castillo de San Marcos National Monument within a short drive.

Will I be able to park at Charming 3/2 Cottage- Close to beach & Historic Downtown?

No, there isn't parking available at the vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Charming 3/2 Cottage- Close to beach & Historic Downtown?

Amenities that appeal to couples at this vacation home include a fireplace, a smart TV, and a kitchen.

Are there hot tubs at Charming 3/2 Cottage- Close to beach & Historic Downtown?

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at Charming 3/2 Cottage- Close to beach & Historic Downtown?

No, there aren't connecting guestrooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is St. Augustine, FL (UST-Northeast Florida Regional), which is 4.4 mi away (7 minutes by car).

Can I book a room with a balcony at Charming 3/2 Cottage- Close to beach & Historic Downtown?

Yes, every house at Charming 3/2 Cottage- Close to beach & Historic Downtown comes with a patio.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 125 out of 128 reviews
Rating 8 - Good. 2 out of 128 reviews
Rating 6 - Okay. 0 out of 128 reviews
Rating 4 - Poor. 0 out of 128 reviews
Rating 2 - Terrible. 1 out of 128 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Kevin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! House is very welcoming, clean, and well furnished.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Tina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was adorable, clean, well stocked. Walkable to downtown. Very quiet and relaxing
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Reagan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time staying in the home. It’s absolutely adorable and in a fantastic location. We had an issue with the fridge not cooling well and Haley was extremely helpful, even having a small fridge delivered overnight so our food would not spoil. We had yet another fantastic stay.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. We have had some unusually cold weather this winter and the landscaping bore the brunt, but only what you might expect. Everything was nice and clean and plenty of games and located strategically. Would love to stay here again.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Tammy

Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful home, very well maintained and comfortable.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Brantly B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was clean and nice and the host had many nice touches to make our visit super comfortable
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Tammi K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was full of so many welcoming touches. We had a great stay and were very comfortable. We will definitely stay here again if our travels bring us back to St. Augustine.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay here! It is a beautiful cottage with everything you could need! The host, Haley, is so sweet and sent a gift basket with crafts for my kids! I will 100% be back!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Debra M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a cute cottage. Loved the decorations. The furniture was very comfortable. Water pressure was the best we have ever had. The location was so convenient to everything. We would definitely stay here again. Thank you for the use of your property.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Stacy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was SO charming and comfortable. And the proximity to Old Town was wonderful as were the bicycles to get around. Hayley was very helpful and responsive. We will DEFINITELY be back!!
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Kim O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very pleasant. Everything in the house was clean.
Stayed 7 nights in Nov 2025
Verified review

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
Verified review

10/10 Excellent

Celeste M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, great modern kitchen, bbq and bikes were great for family and really comfortable beds! Loved this place!
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Amanda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
One of the best VRBO homes we have ever stayed at! They provided all the small touches like a luxury hotel but with the comfort of a home. Great location- very close to the beach and easy bike ride to downtown. We would stay again and recommended to others!
Stayed 3 nights in Jul 2025
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Betsalee P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place, walking distance to attractions and far away for a quiet evening. The host are spectacular and well prepared. We had an amazing time. Planning to return.
Stayed 3 nights in May 2025
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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