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The Lazy Pirate! Just minutes to downtown St. Augustine!

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Property grounds
Be our guest…..Cozy up and watch TV. Relax after a long day out and about.
Rest after a long day walking the cobblestone streets of St. Augustine.
Enjoy complementary coffee, tea, and hot cocoa at The Lazy Bean cafe.
Come hang with Davy Bones! He’s our house pirate skeleton and he runs this ship!

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 2

1 Single Bunk Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Queen Bed

Living Room 1

1 Queen Sofa Bed

2 bathrooms

Bathroom 1

Bathtub · Shower only

Bathroom 2

Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

The Lazy Pirate! Just minutes to downtown St. Augustine!

Ahoy, adventurers! Set sail for the Lazy Pirate, a charming 3 bed/2 bath cottage just minutes from St. Augustine's Historic District. Immerse yourself in coastal vibes within our fully restored 1946 historic gem. The Lazy Pirate boasts a stocked coffee/tea bar, a themed kids room, a retro Pac-man game, fire pit, fenced yard, BBQ patio, and the thrilling hidden pirate challenge with 50 skull and crossbones to uncover. Capture memories against our giant city mural and meet Davy Bones, the life-size house pirate skeleton. Located near top breakfast spots, we offer a non-smoking, family-friendly haven just moments from downtown history, local flavors, museums, and Vilano Beach. Your stay with us isn't just accommodation – it's an unforgettable experience, complete with a candy vending machine for a sweet touch!

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
We have a pack n play for infants.
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 23 kg per pet (limit one pet total)
Fenced in yard.
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items
Failure to complete these may result in a negative review from the host.
Quiet time after 10pm. Please respect our neighbors who live here. Do not use hair dye in our home No parties
Absolutely no parties. You will be asked to leave and be escorted off the property.

Important information

You need to know

Property # 2957179vb
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

About the area

St. Augustine

Located in St. Augustine, this holiday home is in the city centre and near the beach. Travellers eager for a bit of culture can stop by World Golf Village, while those wishing to experience the area's natural beauty can explore St. Augustine Beach and Anastasia State Park. Travelling with kids? Consider St. Augustine Pirate and Treasure Museum and Anastasia Island Mini-Golf. Looking to get your feet wet? Snorkelling, waterskiing and windsurfing adventures can be found near the property.
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Map
St. Augustine, FL

What's nearby

  • Fort Mose Historic State Park - 2 min drive - 2.7 km
  • Flagler College - 8 min drive - 7.5 km
  • St. George Street - 8 min drive - 7.8 km
  • Vilano Beach - 8 min drive - 9.4 km
  • St. Augustine Beach - 17 min drive - 15.8 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 2 min drive

Restaurants

  • ‪Circle K - ‬6 min drive
  • ‪Circle K - ‬1 min walk
  • ‪The Spot - ‬5 min walk
  • ‪V Pizza - Flask & Cannon - ‬3 min drive
  • ‪The Reef - ‬12 min drive

Frequently asked questions

Is The Lazy Pirate! Just minutes to downtown St. Augustine! pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at The Lazy Pirate! Just minutes to downtown St. Augustine! ?

On-site parking is available at the property.

What time is check-in at The Lazy Pirate! Just minutes to downtown St. Augustine! ?

Check-in begins at 4:00 PM.

What time is check-out at The Lazy Pirate! Just minutes to downtown St. Augustine! ?

Checkout is at 10:00 AM.

Where is The Lazy Pirate! Just minutes to downtown St. Augustine! located?

This family-friendly St. Augustine holiday home is located near the beach, within 2 mi (3 km) of Tolomato River and Fort Mose Historic State Park. Old Florida Museum and San Sebastian River are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 21 out of 21 reviews
Rating 8 - Good. 0 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Teresa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay. It was close to town exactly where we wanted to be during our stay. The home was the perfect size for the 3 of us. We did not do any cooking but I did notice all the pots and pans, bowls and such if I had needed them. The kitchen was well equipped for any cooking if we had wanted to cook any kind of meal.
Stayed 3 nights in Mar 2026
Response from VrboOwner on 16 Mar 2026
Thank you so much for staying with us. You were wonderful guests. Come back anytime!
Verified

10/10 Excellent

Mason B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place! The beds were very comfortable, and the entire place was spotless. The hosts have thought about every little detail. It’s well stocked, and has all necessary supplies available. Next time I am in St. Augustine, I will check this place’s availability first, there’s no need to look elsewhere.
Stayed 2 nights in Feb 2026
Response from VrboOwner on 8 Feb 2026
We would love to have you back! Thanks for staying with us!
Verified

10/10 Excellent

Meaghan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Natalie was a wonderful, kind host. The house was SO fun. My children loved the pirate theme, arcade and board games, and beach toys. The house was clean and stocked with everything we could have needed. I will definitely be staying at the Lazy Pirate again
Stayed 4 nights in Jan 2026
Response from VrboOwner on 12 Jan 2026
We are so glad you and the kiddos had a good time! We look forward to having you back! Thank you!
Verified

10/10 Excellent

Brad B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

We really enjoyed our stay! The house is very nice and clean and we were near everything we wanted to do, would definitely stay here again. Thank you
Stayed 4 nights in Mar 2023
Response from VrboOwner on 29 Apr 2024
Thanks a million! Hope to host you again soon!
Verified

10/10 Excellent

Vonna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay

It was amazing, want to thank you for the best trip ever the whole family was not only impressed but was very comfortable.
Stayed 3 nights in Apr 2024
Response from VrboOwner on 2 May 2024
You just made our day! Thank you for your kind words. You are always welcome back!
Verified

10/10 Excellent

Alieke O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home

Clean and very comfortabel home.
Stayed 4 nights in Jan 2025
Response from VrboOwner on 30 Jan 2025
Thank you so much for your kind words. We hope to host you again in the future!
Verified

10/10 Excellent

Joseph M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home feel to play with kids

Great place to play with kids and relax. there is a train, but its not as loud as you think. the convivence of having the gas station nearby in walking distance is great as well.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 21 Apr 2025
Thank you for the kind review! We love the sound of the historic train in the distance—it adds a bit of charm to the area. For guests who may be more sensitive to sound, we do provide earplugs for comfort. We truly appreciate your stay and hope to welcome you back soon!
Verified

10/10 Excellent

Margaret B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Girls trip!

Absolutely gorgeous home! My best friend and I had an amazing stay, this home was close to Jacksonville and St. Augustine, very clean and luxurious. Can’t wait to stay here again!
Stayed 2 nights in Apr 2024
Response from VrboOwner on 23 Apr 2024
Thanks so much! You were such great guests. Come back soon!
Verified

10/10 Excellent

Rebecca B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Details matter

Details matter when looking for a home away from home while on vacation and this property did not disappoint with the details. We will definitely stay again when we return for our next visit.
Stayed 2 nights in May 2024
Response from VrboOwner on 20 May 2024
Thank you so much! Look forward to hosting you again!
Verified

10/10 Excellent

Deanna C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

The Lazy Pirate does not disappoint! Attention to the small details was a wonderful touch. The house is beautifully decorated and set-up with everything you could need. Thank you for a wonderful stay.
Stayed 3 nights in May 2024
Response from VrboOwner on 4 June 2024
We are so happy you enjoyed the house! We tried to think of everything and more. Come back soon!
Verified

10/10 Excellent

Kitty D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Lazy Pirate

Our stay was wonderful! Hosts were great, gave lots of recommendations on things to do, and were easily accessible! We had a great time even though the weather wasn’t the best because the house was so fun and cozy! Would highly recommend this place to anyone!
Stayed 7 nights in Jun 2023
Response from VrboOwner on 29 Apr 2024
You were wonderful guests! Come back soon!
Verified

10/10 Excellent

Robin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Every detail considered! 10/10

This host and property was perfect. Property amenities were amazing. Girls really enjoyed the outdoor area and the pirate game. Close to the heart of the city. Would recommend!
Stayed 3 nights in Jul 2023
Response from VrboOwner on 31 July 2023
Thanks So much! Come back soon!
Verified

10/10 Excellent

Donna B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

clean and comfortable

The house is very clean and decorated very nicely. Love the extra touches like the pirate themed decor and the video game. They also provide a like snack treasure chest with goodie's.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 9 Aug 2024
Thank you so much for the kind review! We are so happy you enjoyed the house. Come back soon!
Verified

10/10 Excellent

Jennifer S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely Perfect!

One of our best stays in any country! Spotless property with so many thoughtful touches and additions. Very comfortable beds, plenty of towels, well stocked, full size kitchen, laundry, lots of games and amenities to enjoy inside and out. Excellent communication, easy to check in and out. Highly recommend!
Stayed 16 nights in Dec 2023
Response from VrboOwner on 1 Jan 2024
We are so happy you enjoyed the house! Our doors are always open to you and your family!
Verified

10/10 Excellent

Rebecca P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!

This place is so amazing! The host thought of every convenience to help make the stay enjoyable. Immaculate! Adorably decorated. Host should teach classes on hospitality. Every little detail was perfect! I really can't say enough good things about it. We loved it!
Stayed 2 nights in Feb 2024
Response from VrboOwner on 29 Apr 2024
Thank you so much! You just made our day! Come back soon.
Verified

10/10 Excellent

Naomi G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Felt as if I was just at home

I loved it here. I didn’t even wanna leave. The house was cozy and quiet. They had a pirate hunt around the whole house that I had to do. The beds was comfy as if I was sleeping on cloud 9. Overall I would definitely come back.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 21 Nov 2022
Thank you! You are always welcome back!
Verified

10/10 Excellent

Barbara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lazy (Awesome)Pirate

the home was immaculate, and everyone enjoyed themselves. we were in town for family reunion held at one of the beach houses. the kitchen was well stocked and everything so convenient, please accept my apologies I think i left a pan of spagetti in the oven and I am sorry. All inquiries were responded to promptly by the owner and I would absolutely recommend and stay here in the future.
Stayed 2 nights in Jun 2024
Response from VrboOwner on 25 June 2024
No worries about the spaghetti! We are just happy you enjoyed your family and the house. You all can come back anytime! Thanks for the kind words.
Verified

10/10 Excellent

Teresa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Lazy Pirate is the place to be!

The property was clean and full of fun surprises. The property owner goes the extra mile to accommodate and make you feel like family in for a visit. Close to local attractions and food delivery for exhausted kiddos at the end of a bust day is fast. We played the scavenger hunt and video game, found toys in the closet, and had a fireside evening with hot dogs s'mores and football. If I ever come back to St. Augustine, I would try to stay here. :)
Stayed 3 nights in Mar 2023
Response from VrboOwner on 26 Mar 2023
Thanks so much for all the kind words! We would love to have you back!
Verified

10/10 Excellent

Stephanie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pirate heaven

We are so lucky to have found this place! We had 2 families, with 4 boys total, and they were in pirate heaven! The hosts were so thoughtful either very detail in the house. Everything was fully stocked, including toys/games, cooking items/dishes, and even firewood. We didn’t even want to leave the house! The boys were entertained inside and outside. The scavenger hunt is such a great idea. And the arcade was a hit! Beds were comfortable and every inch of the place was so clean! Extra pillows and blankets for every room. Will recommend to anyone looking for a place to stay in/around St Augustine. We made amazing memories here!
Stayed 2 nights in Oct 2022
Response from VrboOwner on 21 Nov 2022
We are so glad you all had a good time! Thanks so much for the kind words. Come back soon!
Verified

10/10 Excellent

Shanna D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Almost straight shot to Downtown St. Augustine!! Great location!

This home was perfect in every way! The Airport is very close to this home but you wouldn’t know it! It was so quiet at night and there is Doordash that delivers. You are just outside of downtown and away from the hustle and bustle of things. The master bed was super soft and comfortable. Everything was clean and we loved all the “Extras” that were left in the treasure box for us. We enjoyed our time with Davy Bones as well! He was quite the character to have around every day when we returned from our downtown ventures. The atmosphere of the house just deepened our love for the location even more. There is a train that runs often across the Main Street of the house but it really isn’t a bother. Most people are use to a little outside noise and kids are definitely louder. :) The coffee bar is fully stocked! Even though I wasn’t there long enough this time to use it, I’m sure my next stay will result in daily use. There’s hot cocoa pods and tea packets in the drawer and plenty of coffee pods and creamer. They were really gracious with the amenities. There wasn’t much that we really needed to bring with us. They had usb ports built into the alarm clock that also supplied sleep sounds. I loved this! This is always something I miss when I’m traveling. There is plenty of parking also. The communication after we arrived was amazing. They were very quick to respond to our questions. This really is a charming home in a great location. There’s no need to look any further. We will definitely be coming back! The pictures posted are also accurate. We hated to leave so soon…there never seems to be enough time and my man is hard to please. He was like a kid in a candy store when we arrived. All giggles! Again…go ahead and book it! You won’t be disappointed!
Stayed 2 nights in Nov 2022
Response from VrboOwner on 21 Nov 2022
We just love your review! It really means a lot to us :-) We are so glad you had fun at the house. You both are 100% welcome back anytime! Thanks so much!
Verified

10/10 Excellent

Jason R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

Will absolutely be renting this home again! Wow the level of dedication to the theme is unbelievable! Communication is on point!
Stayed 4 nights in Dec 2022
Response from VrboOwner on 5 Mar 2023
Thank you so much! Come back soon :)

About the host

Hosted by Natalie Della Rocca

Host profile image
We are a nurse and firefighter who love to travel with our three little boys. We are the owners of Lazy Vacation Homes, LLC and we are investors as well. We have multiple vacation homes and we want to create the absolute best experience for our guests. Our homes are family friendly and we take pride in a clean, safe, and fun environment. All of our homes are themed and have a scavenger hunt. We manage our own homes so you will have contact with us and not a property management company. We are available 24/7 and we both answer messages very fast. We like to stay in our homes as well so we keep up on them and we are always adding to them.

Why they chose this property

We are very close to downtown St. Augustine and Jacksonville. St. Augustine is the oldest city in the United States and it warrants a visit without a doubt. When you are not strolling downtown you'll be able to enjoy a comfortable stay in our home where you can relax and kick back.

What makes this property unique

There is so much to do at The Lazy Pirate! Hang out in the mini arcade and pirate bar with friends or family, enjoy the smart TV's in every room, wake up and have coffee, tea, or hot cocoa in our fully stocked coffee bar, enjoy the speaker with free music, play board games, figure out your pirate name, find all 50 of the hidden skull and cross bones around the house, have a cocktail on the patio, cozy up by the fire pit, walk to breakfast, play giant connect 4 outside, walk to get pizza and so much more. The fun never ends when you stay at The Lazy Pirate!

Languages:

English
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