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The May House - Heated Pool - Historic Downtown

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A modern kitchen with built-in appliances, wooden accents, and a large window.
A pool area with a pergola and string lights, surrounded by lush greenery.
A modern living room with a sofa, armchair, and a ceiling fan.
A cozy living room with a wooden coffee table holding a bottle of Matua wine and glasses, a comfortable sofa, and a decorative wall with a plant.
A kitchen counter with two glasses of a clear liquid, a black faucet, and a striped umbrella.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms1400 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
St. Augustine, FL
  • Place, Ponce de Leon's Fountain of Youth Archaeological Park
    ‪5 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

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About the neighborhood

St. Augustine

Located in Uptown, this vacation home is within a mile (2 km) of popular sights such as St. George Street and Castillo de San Marcos National Monument. The vacation home includes a kitchen, a patio, and a refrigerator.
View more Vacation Homes in St. AugustineOpens in a new window

What's nearby

  • Ponce de Leon's Fountain of Youth Archaeological Park - 5 min walk - 0.3 miles
  • Ripley's Believe It Or Not - 17 min walk - 0.9 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) - 11 min drive

Restaurants

  • ‪McDonald's - ‬13 min walk
  • ‪Bronx House Pizza - ‬14 min walk
  • ‪Ann O'Malleys - ‬20 min walk
  • ‪Mojo Old City BBQ - ‬3 min drive
  • ‪Village Inn - ‬18 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.

The May House - Heated Pool - Historic Downtown

Modern Comfort Meets Old Florida Charm at the Historic Cottage on May Street

Tucked behind a private gate and surrounded by lush landscaping, this beautifully renovated historic cottage offers the perfect blend of modern design and vintage Florida charm. Whether you're relaxing by the heated pool or practicing your putt on the private mini putting green, every corner of this home is designed for comfort and fun.

Step inside and discover a thoughtfully updated interior featuring a stylish modern kitchen with a pass-through window that opens onto a spacious deck. The built-in outdoor bar makes it easy to enjoy sunset cocktails or a casual evening grilling with friends and family.

Just minutes from both historic downtown St. Augustine and the shores of Vilano Beach, this home is ideally located in a quiet neighborhood that offers a peaceful retreat from the hustle and bustle. Walk to iconic local attractions like the Fountain of Youth and The Old Jail, or take a scenic stroll through uptown St. Augustine toward the historic district. Along the way, stop at CookieBird Ice Cream Bar or grab a frozen margarita at Boat Drinks—local favorites just around the corner.

Highlights include:

Private pool (heating available for an additional charge)

Mini putting green

Outdoor deck with built-in bar

Modern kitchen with Nespresso pods

Fireplace for cozy nights

Outdoor grill and water filtration system

Self check-in for added convenience

Family- and pet-friendly accommodations

Whether you're planning a romantic getaway, a family vacation, or a relaxing retreat with friends, 9 May Street offers the charm, comfort, and location to make your St. Augustine stay unforgettable.
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. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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Property amenities

Pool/Spa

  • Pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bed sheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator (single-level property)
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 1,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (50 lbs is the maximum weight per pet)
  • Service animals exempt from fees

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 are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
  • Minimum check-in age: 18

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 fire extinguisher and a smoke detector.

Frequently asked questions

What's there to see 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.

Is this vacation home adjacent to a casino?

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

Will I find an indoor pool at this vacation home?

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

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

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

Although dogs can't stay for free, they are welcome at this vacation home.

How close 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 4.1 mi away (11 minutes by car).

The May House - Heated Pool - Historic Downtown Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My stay at the May House couldn’t have been better. The host was amazing as well. EVERYTIME I had a quick question, he answered within minutes. Everything was perfect! If you are taking a girls trip, book this house please because it was the perfect little oasis for us girls!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is beautiful and was perfect for our St. Augustine getaway! Modernly designed with still an old Florida feel. Accommodation’s on point. I would recommend staying here when visiting the St. Augustine area!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a wonderful experience. Damon was a fabulous host. Beautiful home with superb amenities.This was a 50 year college reunion with girlfriends. The five days together did not disappoint. We all LOVED The May House. Thank you Damon! Sandra
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property outside is a Oasis and is wonderful. It was too cool for us to utilize it much, but I can't say enough how nice it was! Very nice grill that we used one night for some Steaks.Host was very responsive to questions that we had. Property is like the pictures that are on VRBO, as advertised.Location is good, which is walkable down to St George, but we decided to drive and park to save time since it was very cool at night.Overall, this is a really nice property and we plan to use again in the future.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay and overall a very positive experience at this property. The owner’s communication was fantastic before, during, and after our trip—responsive, helpful, and easy to work with.The beds and linens were very comfortable, and we appreciated how well-stocked the home was with essentials like toilet paper, paper towels, and trash bags. Those little details make a big difference when traveling.The pool was absolutely amazing and truly the highlight of our trip—we spent so much time enjoying it!A couple helpful notes for future guests: the king bed is not in the primary bedroom with the attached bathroom (I overlooked that in the listing), so just be aware of the layout when booking. Also, there were quite a few mosquitoes outside during our stay, so bringing bug spray is definitely recommended. It may be worth considering mosquito treatment for the property.Overall, we had a great stay and would absolutely recommend this home to others!
Stayed 5 nights in Apr 2026

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