Little Yellow Cottage on Water Street

Historic Water Street Cottage, Walk to Fort, Downtown Attractions, Restaurants, Courtyard, Parking

2 BR
1.5 Baths
Sleeps 4


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!

Enjoy great proximity to all that St. Augustine has to offer while staying in this charming 1900's Water Street Cottage! Located 20 feet to the Matanzas River and within walking distance of the fort and all the downtown attractions, this home is cheerfully bright, and thoughtfully decorated. The Little Yellow Cottage has a relaxing layout with one king bedroom, 1 bedroom with a twin day bed, full kitchen, cheerful dining, cozy living space, large front porch, and fenced courtyard in the back. You will be enamored by the historic detail in the master bathroom and throughout the entire home! Every detail has been thought of! Enjoy the restored original hardwood floors, clean and cozy furniture, and retro/historic details. Cook "at home" in the fully stocked kitchen, and rest well with crisp white linens and soft bath towels which are provided for you. A morning cup of coffee in the private courtyard will taste great just before heading out to explore. Enjoy a glass of wine on the front porch in the evenings after taking a walk in this beautiful neighborhood or along the waterfront.

The convenience of the Little Yellow Cottage can't be beat! It is a 7-8 minute walk straight down Water Street to the Fort, the Visitor's Center and St. George Street, and all of the downtown area. Hop in your car or on your bike and Vilano Beach or Anastasia Island State Park is just a short 3 mile ride away along with the Ampitheatre, Alligator Farm, and St. Augustine Lighthouse. There an ecclectic mix of fun, antique shops, local great eateries and bars including Harry's Seafood Bar and Grille and St. Augustine Distillery.

Sleeping Arrangements (4):

- 1 King Bedroom

- 1 Twin Trundle Bed



- Flat screen TV's all rooms (streaming only, no cable)

- Ceiling Fans

- Fully equipped kitchen

- Dining Table for 4


- Front porch seating

- Outdoor Dining table

- Grill

- Linens and Towels provided

- Laundry

- Free Parking (2 cars)

- Coded entry

NOTE: Bookings over 28 days are subject to a $500 cancellation fee between the time of booking and 45 days before check in.

NOTE: The owner has access to the house behind the cottage, as seen in photo, and may occasionally use it.

Ride the Old Town Trolley 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!

Our FREE FUN! package is included in your booking with 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

Let iTrip help you make the most of your vacation

Reservations 28+ days do not include the Free Fun package. Tickets may still be available at the discretion of the property manager.

NOTE: $500 cancellation fee applies to all bookings 28 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.

60 Water St St. Augustine, FL 32084

Sleeping Arrangements

Master King
Room 2 Twin XL (2)

Property Rules

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


Air Conditioning
Bed linens
Big Screen TV
Bird Watching
Carbon monoxide alarm
Carbon monoxide detector
Children Welcome
Cleaning Disinfection
Clothes Dryer
Coffee Maker
Common Surface Disinfectant Cleaned
Cooking Basics
Covered Patio
Covered porch
Dedicated Workspace
Dining Table
Dishes Utensils
Dishes and Silverware
Eco Tourism
Enhanced Cleaning
Enhanced Cleaning Practices
Family Friendly
Fast Wifi
Fire Extinguisher
First Aid Kit
Free Parking
Free Wifi
Free offsite parking
Free parking
Full Kitchen
Garden Or Backyard
Garden Patio
Hair Dryer
Hot Water
Internet Access
Iron and Board
Living Room
Long Term Stays Allowed
Long term stays allowed
Open Patio
Private Living Room
Private driveway parking
Private entrance
Private patio or balcony
Roku Internet TV
Self Check-In
Self Checkin Checkout
Shower gel
Smart TV
Smart Tv
Smoke Detector
Towels Provided
Washing Machine
Wireless Internet
c monoxide detector
private entry



Frequently Asked Questions

For your safety, the weight limit for bunk beds is 100 pounds.

Minimum $500 Fee for House Rule Violations


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.


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.

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.

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. 

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.
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 you bring a pet to a non-pet friendly property, you will be subject to our $500 fee for house rule violation! 


Beautiful Cozy Cottage
5/5 stars
Lovely cottage located within walking distance to the historic downtown. Very clean and nicely stocked. We would highly recommend.
- Thomas

Thomas, thank you for your review and stay. We are so glad that you enjoyed the home and that you had everything you needed. The location is perfect for exploring St. Augustine! It was a pleasure hosting you and we would love to have you back!

- Manager Response
Yellow House Review
5/5 stars
Charming vintage cottage, within easy walking distance to the historic district and the attractions. Clean and fully equipped. Enjoyed our stay.
- David

David, thank you for your review and stay. We are so glad you enjoyed the home and location, and that you had everything you needed for an enjoyable stay. It was a pleasure hosting you and we would love to have you back!

- Manager Response
Very nice’
5/5 stars
The place was so cute ….clean and well equipped with everything for a week’s stay. Even had a Kuerig and a regular coffee pot. The tv was the only challenge for us older folks. We liked the location because we could walk to the fort and to George street.

Alice, thank you for your kind review. We are so glad you enjoyed our cute home and that you had everything you needed for a great stay! The location of the home is ideal for exploring St. Augustine! It was a pleasure hosting you and we would love to have the opportunity to do so again in the future!

- Manager Response
Yellow cottage
4/5 stars
The cottage was as pictured.

Thank you for your review and stay!

- Manager Response
5/5 stars
We had a wonderful 5 night stay at The Little Yellow Cottage! The great amenities provided made us feel right at home. The location could not be better. Far enough away from the crowds to be quiet and peaceful, but close enough to walk to everything you would want to do. We really enjoyed the outdoor courtyard and front porch for relaxing.
- Mark Jamison

Mark, it was wonderful to hear you had a 5-star stay with us! We hope to have you back soon!

- Manager Response
Best Location
5/5 stars
My husband and I along with our daughter (3) thoroughly enjoyed our stay at the yellow cottage on water street. It is the BEST location. We walked to almost everything. We only drove to the beach on A1A. The house was well equipped. It has such great charm too. We had an amazing time!
- Brittany

Brittany, We strive for our guests to have a 5-star experience and we are pleased to hear we were able to do so for you and your family. We hope to continue to host you again in the future!

- Manager Response
Water Street Yellow Cottage
5/5 stars
The cottage was great! Everything was nice and clean. It was the perfect location for walking and dining. Thank you for such a pleasant stay!

Jenny, we are so glad you had a 5-star stay at Little Yellow Cottage! We hope to have you back!

- Manager Response
Great place!
5/5 stars
Excellent location. Super nice, clean, safe place to stay. You can walk anywhere easily. Even to the beach, but long walk.
- Cary

Cary, We strive for our guests to have a 5-star experience and we are pleased to hear we were able to do so for you and your family. We hope to continue to host you again in the future!

- Manager Response
Will stay again
5/5 stars
Great location, very, very clean and a well-stocked kitchen. Quiet neighborhood. Walk to everything, less than 10 minutes to main gates via end of water street. Had an issue with the Roku connection that was resolve the same day, excellent response. Will stay here again.
- Rob

Rob, we are happy to hear you found the cottage extremely clean and well-stocked! Our team strives for a 5-star guest experience, and we are glad to hear those expectations were met! We'd love to have you back!

- Manager Response
Perfect location
5/5 stars
Family of 4 with 2 kids, 5 and 10. Shops and restaurants 10-15 min walk. The walk is mostly thru the nice neighborhood. We love to walk. Save on parking and get your steps in. You can walk to castillo San Marco! The house is old and we loved it. It has charm. It has more than what we needed. Laundry room is awesome but I didn’t do laundry on this trip. Everything was clean. Enough towels and cooking supplies. Trundle bed great for 2 kids. TV is smart so you can sign in to your streaming services. Here’s the best part…they give you deals for several attractions via Xplorie. After you book, you can call Xplorie people and book your attractions or just get your free one. The trolley has discounts too so don’t buy other attraction tickets so ahead of time. The house has games and my boys enjoyed chess and checkers nightly. Finally, the hosts are lovely and have excellent communication via app. We arrived 15 mins early and they confirmed the house was ready for us. I would book this house again!
- Tiana

We strive for all our guests to enjoy a 5-star experience, and we are pleased to hear we were able to do so for you and your family. Glad you enjoyed the local attractions through Xplorie! We hope to continue to host you again in the future!

- Manager Response
Little Yellow Cottage Is Great!
5/5 stars
What a great spot in St Augustine for our long weekend away. The cottage is well cared for and very charming. The best part is the location...walking distance from all of the historic sights (10 minute walk), but in such a quiet peaceful part of town. It was so great after a busy day of hustle-and-bustle sightseeing to retire back to our cozy and quiet retreat. Would definitely highly recommend!
- Joe

Joe, It was a pleasure to host you! We strive to make our guests feel at home here, and are glad to hear those expectations were met during your time with us! We look forward to the opportunity to host you in the future!

- Manager Response
Weeks stay
4/5 stars
Nice, renovated house with homey feeling close to historic town and amenities. Everything was as expected according to the pictures, though the bedding could be improved.
- Daniel

Daniel, thank you for staying with us! We are glad you enjoyed your stay in St. Augustine. I will pass this along to the owner for consideration.

- Manager Response
Honeymoon Trip
5/5 stars
My wife and I had a wonderful stay at the Little Yellow Cottage. We were both impressed with the cleanliness, and the location is in a safe neighborhood that is close to the downtown action. The hosts were accommodating with the amenities provided like the coffee pots, towels, dishes, etc. We are glad we stayed here, and we hope to stay here on our next visit to St. Augustine!
- Jordan

Jordan, we loved hosting you and your wife, and are glad you found everything to your liking! Please visit us again next time you are in St. Augustine!

- Manager Response
Fantastic Location!
5/5 stars
My wife & I spent an entire week in this cottage. The location is superb. A walking distance to the Castillo de San Marcos National Monument, and the historic Saint Augustine downtown. Every morning, we woke up and walked to the shores of the Matanzas river to see the sunrise. What a gift! The cottage was built in 1920, but it is in very reasonable condition. The kitchen is well furnished, and the owner left us olive oil, condiments, spices, and free coffee. Nice. The main bathroom has been remodeled and the AC blows cold air 24/7. No complaints, especially because it was very hot outside. This cottage is one of a kind. If the owner puts it on sale, I will definitely make him an offer!
- Nilton

Wow, thanks for an amazing review! We are honored to have hosted you and your wife during your time in our beloved city. We do hope you consider staying with us again in the future!

- Manager Response
Great property close to the Castillo and old town St Augustine
5/5 stars
This was a great property for us. Stayed there with our two youngest kids (who are 17 and 19) and had a wonderful stay. Kitchen is very well stocked and the house was walking distance from most everything. Parked the car and didn't move it again until we had a day planned at the beach. Would definitely stay again if returning to St. Augustine.
- TS

We are thrilled your stay was 5 stars! Thank you for staying with us, and we do hope you come again to St. Augustine!

- Manager Response
Exact what we were dreaming of
5/5 stars
From the moment I spotted this sweet little cottage online, I knew I would love it. If you’re into old charm & imperfect perfection, you found her! SO MUCH to do within walking distance, shopping, restaurants of all kinds, music,(karaoke at Borillos) sightseeing (museums, trolley tour of the city, Fountain of Youth) short drive to beaches, lighthouse, more shopping & restaurants, Alligator Farm…it was just nice to hang out in the back courtyard for evening cocktails, or on the front porch for morning coffees, playing Scrabble & reading…my only complaint was that we couldn’t stay longer (oh, & the water smells pretty funky!) HIGHLY RECOMMEND!!
- Carolyn

Thank you for the amazing review of our little cottage! We loved hosting you, and are so glad to hear you had a wonderful stay with us!

- Manager Response
Short stay
4/5 stars
Good location, supportive management company, well-appointed, pleasant stay; property a bit tired— could use a refresh in some of the rooms All in all, good break
- Deborah

Deborah, Thank you for your recent stay at the Little Yellow Cottage on Water Street. We are so glad to hear you had a pleasant stay. Thanks for the review:)

- Manager Response
Amazing cottage
5/5 stars
Amazing place to stay. Had all the comforts of home. Host was extremely responsive. Location was perfect. Close enough to downtown to walk and quiet area to retreat back to. Would definitely stay here again.
- Heather Griffo

Heather, We are pleased to hear you had an amazing stay at Little Yellow Cottage! We look forward to your return visit! Thank you so much for the great review:)

- Manager Response
Little Yellow Cottage on Water Street
5/5 stars
Great stay! We really enjoyed our anniversary in St. Augustine and the Little Yellow Cottage on Water Street. The house was clean and well-stocked with useful and thoughtful touches like inspect repellent. We would happily stay here again. Additionally, the iTrip inclusions (one free ticket for most big St. Augustine attractions) were fantastic, and if you use most or all of them you are absolutely saving money, the probable slight added expense to the nightly fee is less than these things would cost to do. Highly recommended!
- Jack

Jack, We are pleased to hear you had a great stay at the Little Yellow Cottage. We hope to host you again soon! Thanks so much for the 5 star review:)

- Manager Response
Great Stay
5/5 stars
Lovely home with thoughtful details and amenities. Proximity to the main sites cannot be beat. Safe residential neighborhood and on a quiet street.
- Mon

Mon, Thanks so much for staying with us at the Little Yellow Cottage on Water Street. We are pleased to hear you enjoyed your stay and the proximity to all the area attractions. Thanks so much for the 5 star review. We hope to host you again soon!

- Manager Response
The Little Gem on Water Street
5/5 stars
We absolutely loved staying at the "Little Yellow Cottage on Water Street"! The cottage was charming - just as described, perfect location, amenities to spare. From our morning coffee on the front porch to our late-night star gazing on the back patio, the cozy cottage was all that we had hoped for and more. We enjoyed walking the short distance to town, as well as the short drive to the many beautiful beaches St. Augustine has to offer. Thank you David and Robyn for being great hosts!
- Maureen

Maureen, Thanks so much for staying with us at the Little Yellow Cottage on Water Street. We are pleased to hear you enjoyed the convenience of the location to all the area attractions and beaches. We do hope you will come again soon! Thanks so much for the 5 star review:)

- Manager Response

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Contact Manager

Phone (904) 824-9974