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.
Our prices include all fees. No hidden fees.
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Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
Check-out instructions
The host requires you to 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 rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 4529577vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
St. Augustine
Uptown, a neighbourhood in St. Augustine, is home to this holiday home. St. George Street and St. Augustine Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Vilano Beach and St. Augustine Beach. World Golf Village and St. Augustine Pirate and Treasure Museum are also worth visiting.
Ponce de Leon's Fountain of Youth Archaeological Park - 5 min walk - 0.4 km
Old Florida Museum - 12 min walk - 1.1 km
St. George Street - 19 min walk - 1.6 km
Flagler College - 3 min drive - 2.1 km
Castillo de San Marcos National Monument - 5 min drive - 3.1 km
Getting around
St. Augustine, FL (UST-Northeast Florida Regional) - 11 min drive
Restaurants
McDonald's - 13 min walk
Bronx House Pizza - 14 min walk
River & Fort - 3 min drive
St Augustine & Seafood Company - 3 min drive
Prohibition Kitchen
Frequently asked questions
Does The May House - Heated Pool - Historic Downtown have a pool?
Yes, this property has a pool.
Is The May House - Heated Pool - Historic Downtown pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much is parking at The May House - Heated Pool - Historic Downtown?
On-site parking is available at the property.
What time is check-in at The May House - Heated Pool - Historic Downtown?
Check-in begins at 4:00 PM.
What time is check-out at The May House - Heated Pool - Historic Downtown?
Checkout is at 11:00 AM.
Where is The May House - Heated Pool - Historic Downtown located?
Located in Uptown, this holiday home is within 1 mile (2 km) of San Sebastian River, St. George Street and Castillo de San Marcos National Monument. St. Augustine History Museum and Old Jail Museum are just steps away.