Pillars' Castle

Huge Historic Home Perfect for Special Occasions Steps to Sites, Shops, Restaurants, 3 Master Suites

4 BR
4.5 Baths
Sleeps 10

About

Book now for Nights of Lights Nov. 23-Jan. 26! Be here for "Light Up Night" on November 23! Beat the crowds with stays in early December and January!

We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!

itripbutton3.1477602581.jpg
If you are coming to celebrate a special occasion, or just enjoy historic St. Augustine with family or friends, Pillar's Castle is the perfect place to do so! Pillars’ Castle is a beautiful century old home in the heart of St. Augustine, a perfect setting for families and groups coming to explore in the Old City. If you are coming for a wedding or another event nearby, this historic home with large bedrooms and 4.5 bathrooms is a fun and well-equipped place to enjoy together and get ready for your event! In addition, artists and historians alike will flock to this Spanish Moorish castle complete with storied pedigree. Once the home of famed sculptor C. Adrian Pillars, this impeccably appointed home offers luxury on a grand scale and features 4 bedrooms, 3 of which Master Suites, a newly updated kitchen with island and dining area, a formal dining room seating up to 10 people, a huge living room with baby grand piano and throne, perfect for photo memories, a casual den with large TV, a pool table game room overlooking the grand living room, and outdoor garden. Plenty of parking is available on the long driveway and parking pad in the rear of the home, along with a convenient exit to a rear street.

Located in one of St. Augustines historic housing districts bordering the Matanzas River, you will find the neighborhood a beautiful place to walk and enjoy Revival period architecture and ancient oaks. A small park located at the end of the street gives views over the marsh along the river where you can watch the ospreys fish. Just a few minutes' walk away is famous Magnolia Avenue, a favorite photo spot lined with majestic oaks, where you can enter the Ponce de Leon Fountain of Youth Archaeological Park and explore the original St. Augustine settlement location and marvelous views of the river. Also in close walking distance is the Mission Nombre de Dios with "The Great Cross," and numerous "Uptown" boutique, antique, and coffee shops. A one mile walk will take you to the Castillo de San Marcos, the riverfront, and famous St. George Street with numerous spectacular restaurants. When you are ready to enjoy some sun and surf, rent some bikes and take a 1.5 mile ride over the Vilano bridge to the beach and the quaint beach-side town of Vilano Beach.

A rear patio welcomes you into the Grand Hall of Pillar's Castle, with the kitchen, den, dining room, laundry room, bathroom, plus powder room located on the first floor. The large "St. Augustine Surf" bedroom is located off the kitchen area and up several steps and near the bathroom. Take the Grand Staircase to the second floor where the Game Room is located, along with two luxurious Master Suites, one with an adjoining kitchenette which also opens to the hall, making it accessible to the Game Room. Up another flight of stairs to the third floor, you will find the fourth bedroom which is equipped with two full-sized beds and a sitting space.

Amenities:

- Unique Moorish Castle with oversized living and sleeping spaces

- Updated Kitchen

- Pool Table Game Room

- Wifi, Ethernet

- 52" HDTV with Chromecast, Netflix, Roku

- 3 Master Suites, Kitchenettes w/Keurig accessible to each bedroom

- Separate Wet Bar w/Wine Cooler

- Separate Ice Maker

- Mini Fridge and Freezer

- Keurig and Regular Coffee Pots

- 2 Dining Spaces

- Baby Grand Piano

- Historic Furnishings

- Library

- Children's Games and Books

- High Chair and Travel Crib

- Workspace

- Starter Bathroom Amenities

- Bathrobes in Primary Master

- Starter Coffee

- Driveway Parking Holds up to Six Cars

Take the Old City Trolley Tour around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art galleries and book stores just steps from your front door!

This is a new listing that has been enjoyed already by numerous guests! These are a sampling of the recent great reviews:

Benjamin, October 2023 - Great stay! Super clean, super spacious, wonderful place to stay for a wedding or family function.

Steven, June 2023 - The home is rich in history and beauty. I highly recommend staying here for an event or just a luxurious trip.

Brittany, April 2023 - Had a wonderful stay. Kids really enjoyed the scavenger hunt around the house. Wonderful place for a family get together.

Evita, March 2023 - The stay here was so beautiful , so close to downtown and all the hot spots but far enough to where you can enjoy a peaceful sleep . Love it would stay again

Jeana, March 2023 - The castle was even more beautiful than we expected. The bedrooms were all very comfortable. We had a wonderful visit for Dad's 80th birthday! He felt like a King! We will definitely visit again!

FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included;

- St. Augustine Alligator Farm

- Old Town Trolley Tours: Potter's Wax Museum

- Old Town Trolley One Day Tour

- Old Town Trolley Ghost and Graveyards Tour

- Royal St. Augustine Golf & Country Club Course

- St. Augustine Pirate & Treasure Museum

- St. Augustine Eco Tours: Boat Expedition

- St. Augustine Eco Tours: Salt Marsh Kayaking

- Yoga Bohemia St. Augustine: Beach Yoga

NOTE: $500 cancellation fee applies to all bookings 27 days or more.

Startup bathroom, kitchen, and laundry supplies are provided with each booking.

25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates.

Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee.

No smoking or vaping on the property. $500 fine for rule violation.

16 May St St. Augustine, FL 32084

Sleeping Arrangements

Master 1 King
Master 2 King
Master 3 Queen
Bedroom #4 Queen (2)

Bathroom Configuration

Master 1 Upstairs
Master 2 Upstairs
Hall Upstairs
Master 3 Upstairs
Downstairs

Property Rules

Check In: After 4pm
Check Out: Before 10am
Smoking: Not Allowed

Amenities

Ac
Air Conditioning
Antiquing
Bathtub
Beach
Books
Carbon Monoxide Detector
Children Welcome
Cleaning Disinfection
Coffee Maker
Cooking Basics
Dining Table
Dishes Utensils
Dishes and Silverware
Dishwasher
Disinfected
Downtown
Dryer
EV Charger
Eco Tourism
Enhanced Cleaning Practices
Essentials
Family
Fire Extinguisher
Free Parking
Free Wifi
Golf
Grill
Hair Dryer
Heating
Historic
Hospital
Hot Water
Internet
Internet Access
Iron
Iron Board
Kitchen
Kitchenette
Linens
Living Room
Long Term Stays Allowed
Marina
Microwave
Minimum Age Limit
Museums
Near Ocean
Outlet Shopping
Oven
Parking
Pets Not Allowed
Pool Table
Private Entrance
Private Living Room
Refrigerator
Requires Stairs
Romantic
Self Checkin Checkout
Shampoo
Shopping
Smart Tv
Smoke Detector
Stove
Swimming
Toaster
Towels
Tv
WIFI
Washer
Winery Tours
Wireless Internet
Zoo

Map

Frequently Asked Questions

25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates. 
For your safety, the weight limit for bunk beds is 100 pounds.

We hope you enjoyed your stay! Check Out Time is at 10:00 AM! But before you leave, be sure to:
 

  • Please empty the refrigerator.

  • Place all dirty dishes in the dishwasher and start the cleaning cycle.

  • Please do not strip sheets but leave beds unmade.

  • Pile all dirty towels in the bathroom or laundry room.

  • If you have rearranged any furniture or placed any items out of sight, please put them back as they were when you arrived.

  • Please be sure to collect all of your belongings.

  • Please remove all trash and place it in the respective trash recepticle. 


*Please be considerate of the check out time since the cleaners need to get in to prepare the property for the next guests. A delay in check out will result in a charge of additional fees. Thanks so much and we hope you will come again soon!

Guest violation of house rules will result in a minimum $500 fine.

Minimum $500 Fee for House Rule Violations

MAINTENANCE

Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos.  Check out instructions as provided must be complied with. 

HOLD HARMLESS

Tenant and all other occupants willingly occupy these premises.  In exchange for being allowed to occupy the premises, Tenant, on behalf of himself, his heirs, assigns, and descendants, agrees to the fullest extent permitted by law, to release and forever discharge  iTrip or the Owner from any and all injuries, costs, damages, loss, death, or other claim or injury suffered of any nature whatsoever arising out of Tenant’s own negligence or gross negligence; the negligence or gross negligence of  the Owner or iTrip or any of its employees, managers, principals, owners, representatives, agents, authorities, leaders, or other person affiliated with it in any way; and the negligence or gross negligence of any other occupant in connection with the stay whether that be prior to, during, or immediately after the stay. By agreeing to these terms, and in exchange for being allowed to stay on the premises, you further agree that you will indemnify iTrip and the Owner and hold iTrip and the Owner harmless for any and all injuries, costs, damages, loss, or other claims made by all other occupants other than yourself arising out of or in any way caused by your actions undertaken in the course of your stay on the premises. Tenant understands that he/she does not have to stay on the premises and that without agreeing to these terms whereby he/she chooses voluntarily to waive any liability of iTrip and the Owner under the above terms, he/she will not be allowed to stay on the premises.

Common Areas and Shared Spaces
If your property shares a common indoor or outdoor space, please be respectful of the other tennants in conduct and language. 

SUSCRIBE TO TEXT COMMUNICATION
Clicking the box below provides consent to receive text communication from iTrip St. Augustine relating to your reservation.  Guests can opt out of this text communication at any time by following specified opt out procedures.

Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee. 

There will also be a $500 fine for smoking or vaping in the home. 

Please keep these house rules in mind, thank you!
For pet friendly properties, pets must be approved prior to booking.  Request approval with number, size and breed.  A pet fee and/or pet deposit will apply.  Do not leave dog unattended in house unless in kennel. If your dog is interrupting the neighbors with any barking or noise, the dog will have to be removed and there will be a fine of $250. If you bring a pet to a non-pet friendly property, you will be subject to our $500 fee for house rule violation! 

Reviews

Pillar's Castle Trip
5/5 stars
Loved our trip to St. Augustine and the great stay at Pillar's Castle. The property is truly amazing and a wonderful look into the history of the castle and St. Augustine. I can't say enough about the wonderful bedroom suites, the art and decor of this fabulous site. The updates to the kitchens and kitchenettes are wonderful and the location is great. Though this place is perfect for weddings and anniversary events, it is as we found a great place to just enjoy good friends for a few days in St. Augustine. Thanks to the iTrip staff who arranged the visit and worked hard to make our visit so enjoyable. One of our most memorable trips!
- Blaine

Thank you for your fantastic review, Blaine! We are thrilled to hear that you loved your trip to St. Augustine and had a great stay at Pillars' Castle. It's wonderful to know that you appreciated the historical charm, the fabulous art and decor, and the updated kitchens and kitchenettes. We're delighted that the location suited your needs perfectly and that you found it to be a great place to enjoy with friends. Our team at iTrip is dedicated to making your visit enjoyable, and we're so glad to hear that we succeeded. Your kind words mean a lot to us, and we look forward to welcoming you back for another memorable trip!

- Manager Response
Friends trip
5/5 stars
We had a wonderful time at the historic Pillars castle. Accommodations were fantastic !
- Chris

Thank you for your wonderful review, Chris! We're delighted to hear that you had a fantastic time at the historic Pillars' Castle and enjoyed the accommodations. It was a pleasure hosting you, and we hope to welcome you back for another memorable stay in the future!

- Manager Response
Wonderful Stay at Pillar’s Castle!
5/5 stars
We stay in quite a lot of Airbnb’s and this home was one of our favorites. The outdoor space is so cute but the indoors is even better. So much room for everyone, with large bedrooms and each room having their own bathroom. For such an expansive home, it was very cozy. There are many places to hang out separate from the main living area, if you are looking to get away from everyone else for a bit. Aside from the primary kitchen, there are two additional kitchenettes. One downstairs in a very nice suite and another upstairs in between a few of the bedrooms (perfect spot for this). Plenty of blankets, towels, and kitchenware throughout the home. We will definitely be back!
- Taylor

We loved hosting you, and hope to have you back! Glad the location and accommodations were memorable!

- Manager Response
Fairy Tale Weekend
5/5 stars
The castle was the perfect setting for our sisters and mom trip! Everything was perfectly appointed and had all the glassware, dinnerware, and serving pieces for a fabulous dinner setting. Exceeded our expectations. Was a perfect location for us with easy access to trolley, beach, downtown!
- AMY

Thank you for the glowing review! It was a pleasure hosting you! We strive to facilitate all you need to make lasting memories in St. Augustine! We would love to have you back!

- Manager Response
Outstanding experience
5/5 stars
Our experience at The Pillar's Castle was outstanding. The home is extremely spacious, clean, and full of ambiance and unique decor. The Game room with a pool table and numerous other games and the piano were an added bonus. The host has thought of every possible accommodation a guest would need. Definitely would recommend.
- Kim

Kim, thank you for the excellent review. We are so glad you enjoyed staying in the castle! The space, features, and location are ideal for an outstanding stay in St. Augustine! We hope to have the opportunity to host you again!

- Manager Response
Pillar's Castle
5/5 stars
Location, Location, Location! This was such a great location, a quick drive to several beaches and a few short blocks to the trolley stop at the Fountain of Youth which was a stop on the trolley for the tour around the city, which is rich with history. __This was a great getaway for 12 friends and family that reunited after 30 years of military service and friendships forged along the way. There was plenty of space and several activities could go on simultaneously because of the space. The large rooms exceeded all expectations, and the special coordination of the I-Trips staff was incredible!! __They special order robes for all my guests and they were there waiting when we arrived. The communication system was designed to reach someone and if the call, if not answered, gets passed on as a text asking what you need. They absolutely thought of everything!! __The photos we took inside were fun and the background in the downstairs suite was great for group photos. The memories of our stay at Pillar's Castle will be treasured for years to come!! ________
- Victoria

Victoria, thank you for the excellent review. We are so glad you chose Pillars' Castle for your special reunion. We are also glad that you had plenty of space, and that you enjoyed the unique features and location! It is a very special place to stay while you're enjoying time in our special city! It was a pleasure hosting you and we would love to host you again!

- Manager Response
Pillars castle
5/5 stars
This has got to be the most fantastic motel/castle one could ever stay on. It is gorgeous. Each room is huge and interestingly decorated. It’s really fun touring this place. Everywhere you turn there is a bathroom. Very modern inside. Large soft towels by the dozen in each room. We love it and highly recommend it to anyone visiting this area. The tour of this house is as interesting as any place you will see here in Saint Augustine. Loved every minute we spent in the castle and loved calling it “our castle” each time we referred to it. “Are we go to meet at the castle? Are we going back to the castle now?”
- Miriam

Miriam, thank you for the glowing review. We strive to facilitate all you need to make lasting memories in St. Augustine! It was a pleasure hosting you and we would love for you to come back to your castle!

- Manager Response
Amazing
5/5 stars
The Pillars castle was exactly as represented. The layout was a little confusing to us as we needed 4 rooms / bathrooms. The house fits the need but know thst the 4th room is on the 3rd floor with no actual door. People cannot SEE into your room without ascending the stairs but less “private”. Th assigned bath is small and at the other end of the 2nd floor hall. It is manageable but if venturing during the night, leave lights on. bath robes were a really nice touch. Having plenty of towels was very helpful. Home was very clean and well appointed with appliances, paper, soaps, etc and such a small expense for the benefit of the guest. thank you for a smooth transition. Our groups had an amazing time exploring the area. Lots of fun and memories. The Pink Ladies …and their loving spouses
- Kris

Kris, thank you for the kind review. We are so pleased to hear you enjoyed the home, amenities, and location! It was a pleasure hosting you! We strive to facilitate all you need to make lasting memories in St. Augustine! We would love to have you back!

- Manager Response
Castle is everything
5/5 stars
One of the best trips ever. Best place I've ever stayed.
- Corey

Corey, thank you for your review and stay. We are so glad you had the best trip ever in our castle! It is a special place! It was a pleasure hosting you and we would love to have you back!

- Manager Response
Fun with friends
5/5 stars
Pillars castle is so beautiful and unique. Everything about this lovely historic building is educational as well as a plush living space for your vacation. Each bedroom is an enjoyable peaceful resting place and the main rooms provide every amenity you need for games chatting with friends and family the grand piano and the pool table room are very chic. My friends and I had a wonderful time. The castl is very convenient for visiting the downtown as well as other areas of scenic st Augustine.
- Rosemary

Rosemary, thank you for your kind review. We are so glad you enjoyed staying in our castle! It is definitely a unique home in the perfect location for relaxing and exploring St. Augustine. It was a pleasure hosting you and we would love to have you back!

- Manager Response
We loved the castle!
5/5 stars
The Pillars Castle was amazing! We absolutely loved and enjoyed our stay with our family! It’s about a mile from the “action” of downtown but a lovely walk with things to stop on on the way. Literally around the corner from the fountain of youth. The property was beautiful and the house was clean and spacious!
- Courtney

Book Your Stay

Select your trip dates.
Contact Manager

Phone (904) 824-9974