Artsy, Vibrant 2BR/2BA Uptown cottage that WOWS!


Entire cottage hosted by Wendy & David

  1. 6 guests
  2. 2 bedrooms
  3. 4 beds
  4. 2 baths
Dedicated workspace
A private room with wifi that’s well-suited for working.
Self check-in
Check yourself in with the smartlock.
Wendy & David is a Superhost
Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.


Every booking includes free protection from Host cancellations, listing inaccuracies, and other issues like trouble checking in.
Situated in a charming historic neighborhood, this newer house has been lovingly updated with thoughtful modern touches throughout. The airy, open space showcases tons of local artwork and comfortable high-quality furnishings. You’re just a short walk from the famed Ponce de Leon, Fountain of Youth, Old Jail, and the historic district, downtown. Or hop on the trolley to enjoy some of St Augustine's best restaurants and shopping, all less than five minutes away.

The space
Think of this as the perfect home base for your St Augustine adventure. Artsy, funky and functional are a few of the words that describe the feel of this magical modern cottage.

Our cottage offers plenty of comfortable space indoors and out. One thing that really drew us to this place is that it has two master suites, separated by an amazing screened-in porch. This allows couples or friends traveling together to have their own spaces. The main house features a studio king en suite. The Studio Suite features a nice twin-over-full adult bunk bed and all-new bathroom, plus its own coffee bar and microwave.

There’s enough local artwork on display that you may feel as though you’re waking up in an art gallery. The vaulted wood ceilings and the tile floor create a comfortable environment for a collection of artisan furniture crafted by Sticks, Shoestring Creations, David Marsh, Restoration Hardware, and more.

You’ll also enjoy the best in modern lifestyle technology, including 3 top-of-the-line TVs, contemporary appliances, Sonos wireless music system, and convenient Smart Home automation throughout.

Outside, the Amazing Love Tree watches over the property like an ancient guardian. The tree swing is one of our favorite spots for lazy daydreaming. But then, there are plenty of those to choose from.

As 17-time Airbnb Superhosts, we take our cozy St. Augustine hideaways seriously. We love it when guests tell us we’ve thought of everything, and we do hear that often. Bottom line? We do everything possible to ensure that you’ll love this place as much as we do.

Where you'll sleep

Bedroom 1
1 king bed
Bedroom 2
1 king bed, 1 bunk bed

What this place offers

Public or shared beach access
Dedicated workspace
Free driveway parking on premises
Shared outdoor pool - heated
Shared hot tub
65" HDTV with premium cable, standard cable
Security cameras on property
Unavailable: Carbon monoxide alarm

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5.0 out of 5 stars from 22 reviews


Where you’ll be

St. Augustine, Florida, United States

We're in a great location. We are just off San Marco on Sanchez Avenue, right next door to the Small Indulgences European Day Spa & Salon in the heart of St. Augustine's Uptown area. The house is within walking distance to everything in town and only a couple of miles to the beach.

Hosted by Wendy & David

  1. Joined in September 2010
  • 241 Reviews
  • Identity verified
  • Superhost
We're Wendy and David,

We work together running TeamBonding, an award-winning corporate team building company offering virtual and in-person events. We live and work outside of Boston in Sharon, MA, the town David grew up in. In the winter of 2021 and now in 2022 we have worked remotely from our 2nd home in St. Augustine, Florida.

Sharon is a pretty cool town and in 2019 we downsized to our 'empty nesting' house on Lake Massapoag, which Wendy renovated and decorated. It came out great and we love it. Prior to that, we lived in and raised our kids in the center of the town in a 2-family house that was built in 1776. We loved our house and the 1BR apartment rental income has helped put all three kids through college.

With one more to go, we visited and fell in love with St. Augustine, Florida, and bought this house. In 2021 we drove here and spent the winter here which was our dream. We were snowbirds, who knew? We hope you enjoy it as much as we do when we're not here.

This house is an amazing house in Downtown or what St. Augustine calls Uptown and we started renting it in October 2018. Got to admit it's sometimes hard being in Boston when we love being down here.

In April we bought a cool new house, Sanchez Suites, and started renting it in August. Guests have loved it! This year we are planning to renovate the warehouse behind the house into the coolest vacation rental house so far.

Wendy, as you will see, loves to decorate and loves Sticks Furniture and loves color and it shows. David loves technology and the August lock and the Nest thermostat and the wireless speakers are his contributions. Our kids love going to visit with friends and we are often down for the 4th of July and for Thanksgiving and the Nights of Lights. If you haven't been, we know you'll love it for the city, the history, the beach, the food, the music and all that goes on in this historic city.

The next project is turning a warehouse into a vacation rental and an office while we are here. We're hoping for April 2022.
We're Wendy and David,

We work together running TeamBonding, an award-winning corporate team building company offering virtual and in-person events. We live and work out…


  • Wendy

During your stay

We are easily and quickly accessible during your stay. We split our time between our lake house in Sharon, MA, and our St. Augustine Guest Houses. We are a text, a phone call, or an email away from wherever we are.

Wendy & David is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
  • Language: English
  • Response rate: 100%
  • Response time: within an hour
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Things to know

House rules

Check-in: After 4:00 PM
Checkout: 10:00 AM
Self check-in with smart lock
No smoking
No pets
No parties or events

Health & safety

Airbnb's COVID-19 safety practices apply
No carbon monoxide alarm
Security camera/recording device Show more
Nearby lake, river, other body of water
Smoke alarm

Cancellation policy