10/10 Excellent
Christina W.
Dec 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christina W.
Stayed 4 nights in Dec 2025
Entire home
The May House - Heated Pool - Historic Downtown
Vacation home with kitchen, near St. George Street
Photo gallery for The May House - Heated Pool - Historic Downtown
Reviews
10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 81400 sq ft
Popular amenities
Explore the area
St. Augustine, FL
- Place, Ponce de Leon's Fountain of Youth Archaeological Park5 min walk
- Place, St. George Street19 min walk
- Place, Castillo de San Marcos National Monument4 min drive
- Airport, St. Augustine, FL (UST-Northeast Florida Regional)6 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Double Queen
2 Queen Beds
King Bedroom
1 King Bed
Queen Bedroom
1 Queen Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub · Toilet · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo
Spaces
Deck or patio
Kitchen
Dining area
About this property
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.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi
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9.6 out of 10, Exceptional, (11 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
Pets allowed: dogs less than 50 lbs per pet (limit one pet total)
Smoking
Smoking is not permitted
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.
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
About the neighborhood
St. Augustine
Uptown, a neighborhood in St. Augustine, is home to this vacation 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.
St. Augustine, FL
What's nearby
- Ponce de Leon's Fountain of Youth Archaeological Park - 5 min walk - 0.4 km
- Ripley's Believe It Or Not - 17 min walk - 1.5 km
- St. George Street - 19 min walk - 1.6 km
- Flagler College - 3 min drive - 2.1 km
- Castillo de San Marcos National Monument - 4 min drive - 2.4 km
Getting around
Restaurants
- McDonald's - 13 min walk
- Village Inn - 17 min walk
- Zaxby's Chicken Fingers & Buffalo Wings - 13 min walk
- Denny's - 12 min walk
- Bronx House Pizza - 14 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
Dan J.
Dec 12, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dan J.
Stayed 4 nights in Dec 2025
About the host
Hosted by Damon Lee
Languages:
English
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