Entire home
4 min. to Beach - Game Room - Fenced Yard - Near Attractions - Walk to Trolley
Holiday home with kitchen, near St. George Street
Photo gallery for 4 min. to Beach - Game Room - Fenced Yard - Near Attractions - Walk to Trolley
3 bedrooms2 bathroomsSleeps 8176.5 sq m
Popular amenities
Explore the area
St. Augustine, FL
- Place, Ponce de Leon's Fountain of Youth Archaeological Park3 min walk
- Place, St. George Street17 min walk
- Place, Flagler College3 min drive
- Airport, St. Augustine, FL (UST-Northeast Florida Regional)6 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Living Room 1
1 Queen Sofa Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area
About this property
4 min. to Beach - Game Room - Fenced Yard - Near Attractions - Walk to Trolley
Welcome to The Stay on May
A Family-Friendly Retreat with a 450+ Sq. Ft. Game Room & Large Private Fenced Yard
We are bringing our 5 star BNB property to VRBO a thoughtfully designed, family-friendly retreat created for comfort, connection, and fun. This inviting home features a dedicated game room with over 450 square feet of space, giving kids, teens, and adults plenty of room to play, unwind, and make memories together.
The home’s warm, open layout makes it easy to gather for movie nights, shared meals, and relaxed mornings, while the large private yard offers space to run, play, and enjoy time outdoors in a peaceful setting.
Every detail reflects the Stay on May experience—intentional design, welcoming spaces, and a focus on creating an easy, enjoyable stay for families and groups. Whether you’re planning a family vacation, traveling with multiple generations, or simply want room to spread out, this home is designed to feel comfortable from the moment you arrive.
⭑CONTACT US FOR SEASONAL DISCOUNTS⭑
The space
⭑Master Bedroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ Full closet, dresser, and decorative curtains
✔ SmartTV for personalized entertainment
⭑Second Bedroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ Full closet, dresser, and decorative curtains
✔ SmartTV for personalized entertainment
⭑Third Bedroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ Full closet, dresser, and decorative curtains
✔ SmartTV for personalized entertainment
⭑The Sunroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ A quiet, peaceful space with soft natural light
✔ Board games and activities available for fun, downtime, or rainy days
⭑Living Room:⭑
✔ Bright, open-concept space with cozy seating
✔ Smart TV with top streaming apps to connect and decorative curtains
✔ Stylish décor with a convenient charging station
⭑Kitchen and Dining Area:⭑
✔ Fully equipped kitchen with refrigerator, freezer, electric stove, single oven, microwave
✔ Coffee maker (drip & Keurig), toaster, blender
✔ Cooking basics: pots, pans, baking sheet, oil, salt & pepper
✔ Dishes, silverware, bowls, plates, cups
✔ Dining table with seating for 6
⭑Bathrooms:⭑
✔ Two full bathrooms with fresh towels and complimentary toiletries
✔ Hair dryer and starter bath kit provided
⭑Outdoor Space:⭑
✔ Fully fenced backyard with open grassy area
✔ Fire pit, outdoor furniture, and hammocks
✔ Private porch for morning coffee or a night cap
⭑Additional Amenities:⭑
✔ High-speed Wi-Fi
✔ Dedicated workspace for remote work
✔ In-unit washer & dryer, iron, and ironing board
⭑Safety and Security:⭑
✔ Smoke detector, carbon monoxide alarm, fire extinguisher, and first aid kit
✔ Private entrance and keypad self check-in
⭑Entertainment and Connectivity:⭑
✔ Smart TVs in every room to connect streaming services
✔ High-speed internet for streaming and work
⭑Heating and Cooling:⭑
✔ Central air conditioning and heating for year-round comfort
⭑Parking and Facilities:⭑
✔ Free parking on premises
✔ Single-level home with no stairs
⭑Services:⭑
✔ Self check-in with keypad and door code
✔ Essentials kit: towels, linens, soap, toilet paper
Your stay at The Stay on May promises relaxing comfort, unbeatable convenience, and a true taste of St. Augustine charm. Book now and start your historic adventure in style!
⭑Conclusion⭑
Experience the best of St. Augustine with a stay at The Stay on May. Reserve your dates today and enjoy comfort, privacy, and easy access to the city’s top attractions!
About the Area
Located in the heart of St. Augustine, just steps from historic sites, vibrant dining, and local shops.
Nearby Attractions
• Castillo de San Marcos (Fort) – 3 minutes
• St. George Street – 5 minutes
• Lightner Museum – 6 minutes
• Flagler College – 6 minutes
• Fountain of Youth – 2 minutes
• Vilano Beach – 6 minutes
• Anastasia State Park – 9 minutes
• St. Augustine Beach – 12 minutes
• St. Augustine Lighthouse – 8 minutes
• Ripley’s Believe It or Not! – 4 minutes
• Old Town Trolley Stop #1 – 3 minutes
• Pirate & Treasure Museum – 4 minutes
Guest access
The entire home is yours to enjoy during your stay — from the bedrooms and sunroom to the backyard fire pit, classic front porch and 450 sq. ft. adjacent game room.
A Few Helpful Notes About Your Stay at The Stay on May
We’ve put a lot of care into creating a comfortable, welcoming home and kindly ask guests to help us keep it that way for everyone who stays here.
• This is a family-friendly home. Please supervise children at all times.
• No pets are permitted.
• Please treat the home, furnishings, and décor with care. Unique and meaningful artwork is displayed throughout — we ask that items not be moved or handled.
• Furniture and decorations should remain in their original locations.
• Please do not unplug, adjust, or reconfigure electronics or Wi-Fi equipment. If technical assistance is required due to tampering, a technician service fee may apply.
• We appreciate dishes being started or loaded before departure — it helps our cleaning team prepare the home for the next guests.
• Any damage should be reported promptly so we can address it quickly and fairly.
Our goal is simple: to provide a clean, peaceful, and enjoyable space where you can relax and make great memories.
Thank you for choosing The Stay on May — we’re grateful to host you and hope you truly enjoy your time here.
A Family-Friendly Retreat with a 450+ Sq. Ft. Game Room & Large Private Fenced Yard
We are bringing our 5 star BNB property to VRBO a thoughtfully designed, family-friendly retreat created for comfort, connection, and fun. This inviting home features a dedicated game room with over 450 square feet of space, giving kids, teens, and adults plenty of room to play, unwind, and make memories together.
The home’s warm, open layout makes it easy to gather for movie nights, shared meals, and relaxed mornings, while the large private yard offers space to run, play, and enjoy time outdoors in a peaceful setting.
Every detail reflects the Stay on May experience—intentional design, welcoming spaces, and a focus on creating an easy, enjoyable stay for families and groups. Whether you’re planning a family vacation, traveling with multiple generations, or simply want room to spread out, this home is designed to feel comfortable from the moment you arrive.
⭑CONTACT US FOR SEASONAL DISCOUNTS⭑
The space
⭑Master Bedroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ Full closet, dresser, and decorative curtains
✔ SmartTV for personalized entertainment
⭑Second Bedroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ Full closet, dresser, and decorative curtains
✔ SmartTV for personalized entertainment
⭑Third Bedroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ Full closet, dresser, and decorative curtains
✔ SmartTV for personalized entertainment
⭑The Sunroom:⭑
✔ Queen bed with premium bedding, extra pillows & blankets
✔ A quiet, peaceful space with soft natural light
✔ Board games and activities available for fun, downtime, or rainy days
⭑Living Room:⭑
✔ Bright, open-concept space with cozy seating
✔ Smart TV with top streaming apps to connect and decorative curtains
✔ Stylish décor with a convenient charging station
⭑Kitchen and Dining Area:⭑
✔ Fully equipped kitchen with refrigerator, freezer, electric stove, single oven, microwave
✔ Coffee maker (drip & Keurig), toaster, blender
✔ Cooking basics: pots, pans, baking sheet, oil, salt & pepper
✔ Dishes, silverware, bowls, plates, cups
✔ Dining table with seating for 6
⭑Bathrooms:⭑
✔ Two full bathrooms with fresh towels and complimentary toiletries
✔ Hair dryer and starter bath kit provided
⭑Outdoor Space:⭑
✔ Fully fenced backyard with open grassy area
✔ Fire pit, outdoor furniture, and hammocks
✔ Private porch for morning coffee or a night cap
⭑Additional Amenities:⭑
✔ High-speed Wi-Fi
✔ Dedicated workspace for remote work
✔ In-unit washer & dryer, iron, and ironing board
⭑Safety and Security:⭑
✔ Smoke detector, carbon monoxide alarm, fire extinguisher, and first aid kit
✔ Private entrance and keypad self check-in
⭑Entertainment and Connectivity:⭑
✔ Smart TVs in every room to connect streaming services
✔ High-speed internet for streaming and work
⭑Heating and Cooling:⭑
✔ Central air conditioning and heating for year-round comfort
⭑Parking and Facilities:⭑
✔ Free parking on premises
✔ Single-level home with no stairs
⭑Services:⭑
✔ Self check-in with keypad and door code
✔ Essentials kit: towels, linens, soap, toilet paper
Your stay at The Stay on May promises relaxing comfort, unbeatable convenience, and a true taste of St. Augustine charm. Book now and start your historic adventure in style!
⭑Conclusion⭑
Experience the best of St. Augustine with a stay at The Stay on May. Reserve your dates today and enjoy comfort, privacy, and easy access to the city’s top attractions!
About the Area
Located in the heart of St. Augustine, just steps from historic sites, vibrant dining, and local shops.
Nearby Attractions
• Castillo de San Marcos (Fort) – 3 minutes
• St. George Street – 5 minutes
• Lightner Museum – 6 minutes
• Flagler College – 6 minutes
• Fountain of Youth – 2 minutes
• Vilano Beach – 6 minutes
• Anastasia State Park – 9 minutes
• St. Augustine Beach – 12 minutes
• St. Augustine Lighthouse – 8 minutes
• Ripley’s Believe It or Not! – 4 minutes
• Old Town Trolley Stop #1 – 3 minutes
• Pirate & Treasure Museum – 4 minutes
Guest access
The entire home is yours to enjoy during your stay — from the bedrooms and sunroom to the backyard fire pit, classic front porch and 450 sq. ft. adjacent game room.
A Few Helpful Notes About Your Stay at The Stay on May
We’ve put a lot of care into creating a comfortable, welcoming home and kindly ask guests to help us keep it that way for everyone who stays here.
• This is a family-friendly home. Please supervise children at all times.
• No pets are permitted.
• Please treat the home, furnishings, and décor with care. Unique and meaningful artwork is displayed throughout — we ask that items not be moved or handled.
• Furniture and decorations should remain in their original locations.
• Please do not unplug, adjust, or reconfigure electronics or Wi-Fi equipment. If technical assistance is required due to tampering, a technician service fee may apply.
• We appreciate dishes being started or loaded before departure — it helps our cleaning team prepare the home for the next guests.
• Any damage should be reported promptly so we can address it quickly and fairly.
Our goal is simple: to provide a clean, peaceful, and enjoyable space where you can relax and make great memories.
Thank you for choosing The Stay on May — we’re grateful to host you and hope you truly enjoy your time here.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please wash dirty dishes and leave them in the strainer
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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
Located by the sea, this holiday home is in Nelmar Terrace, a neighbourhood in St. Augustine. World Golf Village is a popular attraction and the area's natural beauty can be seen at Vilano Beach and St. Augustine Beach. Potter's Wax Museum and St. Augustine Pirate and Treasure Museum are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
St. Augustine, FL
What's nearby
- Ponce de Leon's Fountain of Youth Archaeological Park - 3 min walk - 0.3 km
- Ripley's Believe It Or Not - 15 min walk - 1.3 km
- St. George Street - 17 min walk - 1.5 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 - 16 min walk
- Ann O'Malleys - 3 min drive
- Bronx House Pizza - 18 min walk
- Village Inn - 2 min drive
- Castillo Craft Bar + Kitchen - 19 min walk
Frequently asked questions
About the host
Your host
We’re Jeremy and Cindy — proud parents of five kids, grandparents to two (with more on the way, if history repeats itself 😄), and soon-to-be empty nesters.
Originally from the Midwest, we’ve always had a deep appreciation for hospitality, connection, and creating spaces where people feel comfortable the moment they walk in. Family has always been at the center of our lives, and that mindset carries into how we host.
When we’re not juggling family adventures, we’re dreaming of quitting the 9–5 grind, trying out fine dining spots whenever we can, and meeting amazing people from all walks of life. We fell in love with St. Augustine for its history, charm, and relaxed coastal feel — and we wanted to create a home that reflects all of that.
Hosting you here is one of our adventures, and hopefully, staying at The Stay on May becomes one of yours.
Welcome — we hope The Stay on May becomes part of your story.
Jeremy & Cindy
Originally from the Midwest, we’ve always had a deep appreciation for hospitality, connection, and creating spaces where people feel comfortable the moment they walk in. Family has always been at the center of our lives, and that mindset carries into how we host.
When we’re not juggling family adventures, we’re dreaming of quitting the 9–5 grind, trying out fine dining spots whenever we can, and meeting amazing people from all walks of life. We fell in love with St. Augustine for its history, charm, and relaxed coastal feel — and we wanted to create a home that reflects all of that.
Hosting you here is one of our adventures, and hopefully, staying at The Stay on May becomes one of yours.
Welcome — we hope The Stay on May becomes part of your story.
Jeremy & Cindy
Why they chose this property
The neighborhood offers a quiet, relaxed setting where you can slow down and enjoy the best of St. Augustine living. Tree-lined streets, friendly neighbors, and a laid-back coastal atmosphere make it an easy place to unwind after a day of exploring.
What we enjoy most is how peaceful it feels while still being close to everything. You’re just a short drive from historic downtown, beautiful beaches, local restaurants, and family-friendly attractions — yet when you return, it feels calm and tucked away from the crowds.
Mornings are perfect for coffee on the patio, evenings are great for gathering under the stars, and the area itself invites you to rest, reconnect, and enjoy time together.
It’s the kind of neighborhood that lets you experience St. Augustine at your own pace — relaxed, welcoming, and full of charm.
What we enjoy most is how peaceful it feels while still being close to everything. You’re just a short drive from historic downtown, beautiful beaches, local restaurants, and family-friendly attractions — yet when you return, it feels calm and tucked away from the crowds.
Mornings are perfect for coffee on the patio, evenings are great for gathering under the stars, and the area itself invites you to rest, reconnect, and enjoy time together.
It’s the kind of neighborhood that lets you experience St. Augustine at your own pace — relaxed, welcoming, and full of charm.
What makes this property unique
What truly sets The Stay on May apart is the intention behind every detail. This isn’t just a place to sleep — it’s a home designed for connection, comfort, and memorable moments.
From the thoughtfully themed interior inspired by St. Augustine’s history and local charm, to the spacious layout that’s perfect for families and groups, everything was created with guests in mind. The private fenced yard offers room to relax and play, while the dedicated game room provides over 450 square feet of fun for all ages — rain or shine.
We’ve focused on creating a clean, welcoming space where guests can unwind after a day at the beach or downtown, gather around the fire pit, and enjoy time together without feeling rushed or crowded.
Whether you’re visiting for a family getaway, a special occasion, or simply to slow down and enjoy the area, The Stay on May offers the space, comfort, and character that make your stay feel truly special.
From the thoughtfully themed interior inspired by St. Augustine’s history and local charm, to the spacious layout that’s perfect for families and groups, everything was created with guests in mind. The private fenced yard offers room to relax and play, while the dedicated game room provides over 450 square feet of fun for all ages — rain or shine.
We’ve focused on creating a clean, welcoming space where guests can unwind after a day at the beach or downtown, gather around the fire pit, and enjoy time together without feeling rushed or crowded.
Whether you’re visiting for a family getaway, a special occasion, or simply to slow down and enjoy the area, The Stay on May offers the space, comfort, and character that make your stay feel truly special.
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