Charming 3/2 Cottage- Close to beach & Historic Downtown
House in Vilano Beach, FL
8 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
High-end valuePrice for this property is higher than average in the area
About this house rental
Cottage on May – Newly listed!
Enjoy this historic 1935 home which has been recently renovated with brand new amenities.
Location – Location – Location. The Cottage on May is only 1.6 miles from Vilano Beach, a favorite spot for the locals. The Fountain of Youth and Old Jail are only a five-minute walk. Take a romantic stroll down the picturesque Magnolia Avenue, one of the most photographed streets in the USA. Historic downtown, St. George Street and the Castillo de San Marcos fort are a short 20-minute walk, only one mile. Restaurants, Antique Shops and many Boutiques are within walking distance. Don’t feel like walking? There are a couple of bicycles in the shed that you are welcome to use. Also available are beach chairs, beach umbrella and boogie boards.
This home is a three-bedroom split plan, allowing the adults a bit of privacy from other guests. The master bedroom has its own bath with shower. The guest bedrooms share another bath which has a tub. All bedrooms have Smart TV’s with complimentary Comcast programming. The home also has high speed internet with Wi-Fi throughout. Home has Central A/C and all bedrooms have ceiling fans.
The kitchen has been updated with new appliances, cabinetry and quartz countertops. The focal point of our kitchen is the original brick chimney once used for a wood burning stove. Neatly stowed away you will find all the necessary gadgets to accommodate your stay. Adjacent to the kitchen is the Mud Room, complete with large Washer, Dryer, sitting area and farm sink to rinse the sand off after a relaxing day at the beach.
The Living Room is a wonderful place to relax, complete with reading nook, fireplace and television. The gorgeous original wood floors add to the historic charm. Off the Living Room is a cozy Sunroom complete with seating area and writing desk. Looking out the front window, you will see the historic “Pink Castle” home which is a historic St. Augustine landmark.
What we love most about our home is the outdoor areas. The home is completely nestled beneath a canopy of stately oak trees which are draped with Spanish Moss. An outdoor dining area is set up under a beautiful pergola with string lights that set the mood. Enjoy some S’mores at the firepit chiminea. A new Weber gas grill is also available. The yard is plenty large enough for the young ones to play.
No issues with parking at this home. There are three spaces in the front driveway and two more in the rear driveway off San Carlos Avenue.
For your safety, the home has passed the fire department safety inspection. It is complete with smoke and carbon monoxide detectors, fire extinguisher, egress diagrams and emergency lighting.
We welcome you to the Cottage on May.
Enjoy this historic 1935 home which has been recently renovated with brand new amenities.
Location – Location – Location. The Cottage on May is only 1.6 miles from Vilano Beach, a favorite spot for the locals. The Fountain of Youth and Old Jail are only a five-minute walk. Take a romantic stroll down the picturesque Magnolia Avenue, one of the most photographed streets in the USA. Historic downtown, St. George Street and the Castillo de San Marcos fort are a short 20-minute walk, only one mile. Restaurants, Antique Shops and many Boutiques are within walking distance. Don’t feel like walking? There are a couple of bicycles in the shed that you are welcome to use. Also available are beach chairs, beach umbrella and boogie boards.
This home is a three-bedroom split plan, allowing the adults a bit of privacy from other guests. The master bedroom has its own bath with shower. The guest bedrooms share another bath which has a tub. All bedrooms have Smart TV’s with complimentary Comcast programming. The home also has high speed internet with Wi-Fi throughout. Home has Central A/C and all bedrooms have ceiling fans.
The kitchen has been updated with new appliances, cabinetry and quartz countertops. The focal point of our kitchen is the original brick chimney once used for a wood burning stove. Neatly stowed away you will find all the necessary gadgets to accommodate your stay. Adjacent to the kitchen is the Mud Room, complete with large Washer, Dryer, sitting area and farm sink to rinse the sand off after a relaxing day at the beach.
The Living Room is a wonderful place to relax, complete with reading nook, fireplace and television. The gorgeous original wood floors add to the historic charm. Off the Living Room is a cozy Sunroom complete with seating area and writing desk. Looking out the front window, you will see the historic “Pink Castle” home which is a historic St. Augustine landmark.
What we love most about our home is the outdoor areas. The home is completely nestled beneath a canopy of stately oak trees which are draped with Spanish Moss. An outdoor dining area is set up under a beautiful pergola with string lights that set the mood. Enjoy some S’mores at the firepit chiminea. A new Weber gas grill is also available. The yard is plenty large enough for the young ones to play.
No issues with parking at this home. There are three spaces in the front driveway and two more in the rear driveway off San Carlos Avenue.
For your safety, the home has passed the fire department safety inspection. It is complete with smoke and carbon monoxide detectors, fire extinguisher, egress diagrams and emergency lighting.
We welcome you to the Cottage on May.
Amenities
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Vilano Beach, FL
££££
Ratings and reviews
5.0 / 5.0
The house was charming and very clean. Location in the area was good for getting to the beach and to historic. The owners were very responsive to the one thing we needed adjusting. One suggestion would be a small single-serve coffee maker. Overall, we had a wonderful stay!
5.0 / 5.0
This house is such an amazing place to stay!! Myself and 6 other girls stayed here for my bachelorette weekend and this place was PERFECT!! The vibe was great for a girls trip and it had everything we needed! It was very spacious and very close to downtown and the beach!! We had such an amazing time staying here. The owner was very easy to reach and even sent us a sweet personalized gift for me and the girls!! I would very highly recommend this place for families, friends, or anyone!!
5.0 / 5.0
We rented this cottage because it was not far from the historic areas and restaurants; however, when we arrived, the environment was so serene that we only went out to dinner once, and to the beach to watch the sunrise.
This cottage is spacious, and in a very quiet neighborhood. The literature placed in the resting areas added such a homely touch. It was a treat to just sit on the enclosed porch reading or spend quality preparing dinner together in the kitchen
We really enjoyed our stay there!
Sabrina
5.0 / 5.0
This home and property is amazing. I’ve stayed in various areas of St. Augustine and this was by far my favorite. The hosts have done an outstanding job stocking this home with literally everything you might need - even food for the wildlife. The decor is beautiful, with an especially lovely backyard great for morning coffee and outdoor dining. We had a very small wedding in the yard and it was magical. Very much appreciate all the hosts did to make it special. Will definitely stay here again.
5.0 / 5.0
Had a girls getaway - perfect location to old St. Augustine- wonderful stay
5.0 / 5.0
Great stay. Loved the location of the house. Plenty of room for 4 adults and two teenagers. We would definitely stay here again!
5.0 / 5.0
When we stayed here, we were so close to everything we wanted to do, and the location is very walkable. And the house couldn’t be cuter! We had a couple of issues, and the hosts went above and beyond to resolve the situation. Everything you will need is in the cottage. All in all, it was a wonderful vacation!
5.0 / 5.0
The home was beautifully renovated and had everything that you would need for your stay. Good location and very responsive and kind host. We definitely want to stay there again.
5.0 / 5.0
We spent 3 nights here and thoroughly enjoyed the house. Its a historic beauty, clean and in a great location.
Its walkable to historic St. Augustine and an easy bike ride to Vilano Beach. The yard is great, and we appreciated the usable bikes.
Also loved that they decorated for the holidays and provided snack bags.
On the downside, the dishwasher did not work, and neither did the outdoor grill. We notified the hosts.
5.0 / 5.0
The Cottage on May is always a pleasure. As a return guest, every visit to this charming home is rejuvenating. Thanks, Hayley!
5.0 / 5.0
The place was as advertised. Beautiful and perfect location.
5.0 / 5.0
We had a great time at this property, it was so clean and cute inside, had everything we needed and the host was so nice. The host left us a beautiful basket that was tailored to our group, which was a really thoughtful touch! There was a little issue with beds but the host fixed it immediately! Would definitely recommend to anyone going to St Augustine!
5.0 / 5.0
My husband and myself along with 2 other couples decided to spend our wedding anniversaries in St. Augustine this year. I found the listing for this home and it was exactly as the photos described. This home is located in a great proximity to many historic attractions and the beach. There are too many extras to list but there is not a detail missing. You will not be disappointed if you choose this home. This was my first VRBO transaction/stay and 17 May has set the bar pretty high. If we return to the area again, we hope to stay here.
5.0 / 5.0
We stayed in St. Augustine following our Disney Vacation. We do this often because we all know that Disney is not relaxing. This charming cottage was the perfect spot for our family to enjoy St. Augustine and relax. The proximity to the beaches, as well as downtown was perfect for us. We were able to walk around when we wanted to and the short drive to down was perfect. The cottage itself was absolutely beautiful and clean! Anything and everything we needed during our stay was thought of and available for us. The size was perfect for me, my husband, our two kids and my grandparents. We can not say enough good things about this place. They also had cute personalized touches for visitors. Thank you so much for such a beautiful place to relax and recoup after a very busy week. We will surely be back again!
5.0 / 5.0
The May Street cottage is the best! It’s just around the corner from the beautiful Magnolia St. and The Fountain of Youth. The Property Manager was fantastic! She made it personable and very special for our 50 the Birthday Girl Trip! Would highly recommend. It had everything we needed. We will be rebooking.
5.0 / 5.0
Very easy process. Easy to communicate with host
5.0 / 5.0
The Cottage on May was perfect for our family of five. The home was equipped with everything we needed during our stay. We had plenty of space and walked everywhere we needed to go in St. Augustine's historic area. We really only used the car to head to the beach or grocery store, all of which was super close. Hayley was an exceptional host and provided a special treat for the kids to enjoy on Easter. It made them feel really special. Everything you need is provided and then some. I would definitely recommend staying here and we will definitely book again when returning to the area.
5.0 / 5.0
The home was the cleanest VRBO rental we have ever had. In addition the beach chairs, boards and games were a great touch. Overall a very comfortable and enjoyable stay for our whole family.
5.0 / 5.0
Loved staying at this house. Very clean and super cute. Wish I had stayed longer to enjoy the yard and the kitchen. Has everything you need and is in a great location. I arrived to a bottle of wine which was a nice touch. Thanks!
5.0 / 5.0
We loved our stay at the Cottage on May. From the welcome bottle of wine to the very clean and comfortable accommodations and the charming garden, we would definitely stay there again.
5.0 / 5.0
Beautiful home. I would buy it as is right now. Down to the smallest details everything was perfect. Extremely clean. Great communication. I would recommend to anyone looking for a place to stay at St Augustine.
5.0 / 5.0
Hayley was so great to work with. The house was great and the backyard spectacular. The inside of the house was perfect and very welcoming. Walking distance to the historic downtown and a 5 minute drive to the beaches.
Truly a classic St Augustine experience.
5.0 / 5.0
Cottage on May is adorable and welcoming! Our stay was for our niece’s wedding that was postponed from October due to Hurricane Ian. Hayley responded quickly to our booking and then we needed to make a change and she was very prompt with our request. The Cottage is very clean, well kept. Beds, pillows, towels and furniture very comfortable and a good surprise was a shower with good water pressure! I will definitely book again when we go to St. Augustine.
5.0 / 5.0
Four adults (seniors, actually) rendezvoued for the a long weekend and it was perfect.
All prior reviews will accurately describe the super cute, (very) clean, (very)comfortable (super)well-equiped and lovely accommodation. But....this is important!.....walk 3-4 blocks and catch the Hop-on/Hop-off trolley so you can see all the local (very cool and historic) attractions without having to drive/deal with parking.
An attentive host who has supplied everything (and more...games, TV's in each bedroom, generous welcome treat, comfy beds, very nice linens, quaint place inside and out)... it does not get any better than 17May. Thank you for setting the VRBO bar so high!
5.0 / 5.0
The whole process from start to finish was great.
The owner is super accommodating letting us arrive early and leave a little late which was very helpful with a baby.
The house was very clean and had everything we needed. The welcome basket was an extra nice touch. I would highly recommend this property and would stay here again.
5.0 / 5.0
We enjoyed a delightful stay at this charming cottage. The host has thought of every provision we needed and decorated for comfort. The welcome wine & snacks were a bonus treat. Location is close to the beach, Publix and the historic sites & shoppes.
We had a relaxing visit!
5.0 / 5.0
Close to town and just as described
5.0 / 5.0
We just loved our stay at the Cottage on May. SO cute! Plenty of room! Perfect for our bachelorette weekend for my soon to be daughter. We recommend staying here for your visit to St. Augustine.
5.0 / 5.0
Hayley 's Cottage on May was spectacular. I fell in love as soon as I walked in and just immediately felt at home. The gift basket was a wonderful touch, as was the bottle of wine. My family enjoyed being able to spend the holiday weekend together and Cottage on May made that so much better.
5.0 / 5.0
Absolute perfection! No detail was overlooked. The house was clean and well appointed. So many extras…too many to list! Our host was always available to answer questions.
5.0 / 5.0
Everything was thought of. Check in/check out was easy and simple and there weren't a lot of rules or special things you need to do. A few gifts on check in like wine an snacks was a lovely touch.
5.0 / 5.0
We had my sister's bachelorette here and wow, what an amazing experience from beginning to end. The cottage was beautiful inside and out and close to downtown. We had all the amenities we needed. Our host, Haley, was responsive and went above and beyond to make sure we had everything and surprised us with a special gift basket for our group when we got in! Overall we had an amazing experience and can't wait to go back!
5.0 / 5.0
My sister and I had a wonderful time. The cottage is conveniently located (within six minutes of any weekend festivity). It was super comfortable and extremely clean. (you might might want to take your own pillow 😂)
5.0 / 5.0
We loved the entire atmosphere of this place. Everything was enjoyable and the host was excellent. We highly recommend. This place is better than the pictures!
5.0 / 5.0
Everything was perfect. No surprises, just a well cared for cottage minutes away from the historic center of St. Augustine as well as the beach. Our family enjoyed sitting around the dining room table and the outdoor area. Excellent host!
5.0 / 5.0
Wonderful all the way around
The cottage on May is as perfect as the pictures show it to be. They have restored and decorated the house beautifully. My family of 5 had a great time and enjoyed all the extra’s like the bikes, boogie boards, games, etc. Hayley makes you feel welcome from the time you arrive up until you leave. I would definitely recommend it to any of my family and friends and hope to stay again in the future.
5.0 / 5.0
Lovely cottage
We had a wonderful stay. Great location. Would stay there again.
5.0 / 5.0
We had such a wonderful trip at Cottage in May!
We had such a great trip! The cottage was in pristine condition and beautifully decorated. They had every beach supply we could need, which was so helpful traveling with kids! Hayley was easily reachable and promptly responded to any and every question we had! Highly recommend Cottage on May! We will be back!
5.0 / 5.0
Quaint cottage
The host thought of everything, from beach supplies to a mending kit that came in handy. The cottage is beautiful and only a few minutes drive to the fountain of youth and historical district. The only downside was the how busy May street is. Getting out of the driveway was a challenge every time.
5.0 / 5.0
Lovely Cottage
Lovely cottage that is close enough to the heart of the historic downtown. Neighborhood is quiet and full of beautiful trees. The family truly enjoyed the stay, but the only thing was that the weather was not cooperative due to heavy rain most every afternoon-evening, so we could not enjoy as much the lovely outdoor area because there is no covered outdoor patio. Oh well, next time. Cheers! Ciao! Hasta pronto!
FAQs
How much does this house cost compared to others in Vilano Beach?
The average price for a rental in Vilano Beach is £306 per night. This rental is £12 less expensive than the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Charming 3/2 Cottage- Close to beach & Historic Downtown. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Charming 3/2 Cottage- Close to beach & Historic Downtown pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Charming 3/2 Cottage- Close to beach & Historic Downtown?
We found 11 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, fireplace, and parking.
Explore similar vacation rentals in Vilano Beach
Explore all rentals in Vilano BeachVilano Beach travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu