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.
Ponce de Leon's Fountain of Youth Archaeological Park - 5 min walk - 0.3 miles
Ripley's Believe It Or Not - 15 min walk - 0.9 miles
St. George Street - 17 min walk - 0.9 miles
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
Ann O'Malleys - 20 min walk
Bronx House Pizza - 14 min walk
Village Inn - 18 min walk
Castillo Craft Bar + Kitchen - 17 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.
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 Old Jail Museum and Florida Heritage 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 there parking available at this vacation home?
No, there isn't parking at this vacation home.
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.
What will couples enjoy most about a stay at The May House - Heated Pool - Historic Downtown?
Amenities at this vacation home that appeal to couples include a kitchen in each accommodation with kitchens in some.
Does The May House - Heated Pool - Historic Downtown have a hot tub?
No, there isn't a spa tub 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.
Are there connecting rooms at this vacation home?
No, this vacation home doesn't feature connecting guestrooms.
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).
Are there rooms with balconies at The May House - Heated Pool - Historic Downtown?
Yes, every accommodation at The May House - Heated Pool - Historic Downtown comes with a deck.
The May House - Heated Pool - Historic Downtown Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 3 out of 3 reviews
10 - Excellent
3
Rating 8 - Good. 0 out of 3 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 3 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Tom and Sandy M.
Feb 24, 2026
Liked: Cleanliness
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
Tom and Sandy M.
Stayed 5 nights in Feb 2026
10/10 Excellent
Christina W.
Dec 20, 2025
Liked: Cleanliness
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!
Christina W.
Stayed 4 nights in Dec 2025
10/10 Excellent
Dan J.
Dec 12, 2025
Liked: Cleanliness
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.