Experience the charm of historic St. Augustine at Sunny Side Cottage, a 3-bedroom home built in 1888. Enjoy cooking in the spacious kitchen or relax with your morning coffee in the private backyard, just a short walk from downtown restaurants and shops.
Reviews
9.89.8 out of 10
Exceptional
Entire home
3 bedrooms2 bathroomsSleeps 6158 sq m
Popular amenities
Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Sunny Side Cottage walkable to downtown w/ garden
Soft spring light drifts across the covered front porch as you ease into the rhythm of St. Augustine’s historic district. Step outside into mild coastal air and quiet, tree-lined streets that lead you toward nearby cafés, shops, and Flagler College. Inside, original hardwood floors and preserved 19th-century details create a setting that feels connected to the city’s past while offering a comfortable place to settle in after a day of exploring.
Sleeping arrangements With 3 bedrooms and 3 beds, the home comfortably accommodates up to 6 guests. Each bedroom provides a restful place to recharge, with bed linens and space for your belongings. Two bathrooms offer convenience for groups, including one with a bathtub - a welcome spot to unwind at the end of the day.
Living areas The main living room invites you to relax on a leather sectional while streaming shows on the TV with Hulu. A separate reading nook offers a quieter corner for slow mornings or evening downtime. If you’re balancing work and travel, a dedicated workspace and Wifi help keep you connected. Air conditioning, heating, and ceiling fans allow you to adjust the indoor climate, while a washer and dryer add ease for longer stays.
Kitchen & dining The kitchen provides a full space for preparing meals during your stay, with appliances and a dining table nearby for shared breakfasts or relaxed dinners. A dishwasher helps simplify cleanup so you can spend more time enjoying your surroundings.
Outdoor living The private backyard garden offers a peaceful place to step away between outings, with fresh greenery and gentle spring breezes. The covered front porch overlooks the historic neighborhood and creates a comfortable spot to read, sip coffee, or plan your day. A patio or balcony adds another inviting outdoor area to enjoy the mild coastal setting.
Neighborhood Located within St. Augustine’s historic district, the home places you within walking distance of Flagler College and many of downtown’s landmarks, restaurants, and shops. Spend your days wandering cobblestone streets and discovering local history, then return easily to your own private entrance.
Access & amenities Self check-in with a keypad allows for a smooth arrival, and free parking on premises - 2 spaces - is included. The home also features a smoke alarm, fire extinguisher, first aid kit, and essentials for your stay.
Dog friendly with pre-approval and additional fees, while assistance animals are always allowed.
Perfect for Families, couples, and small groups looking for a stay that blends historic character with practical comforts and easy walkable access to St. Augustine’s most notable spots.amenities, and easy walkable access to the best of St. Augustin
Please Note: -Self Check-in available via Keypad, Keybox or Smartlock -Must be 25 years old minimum to rent this property. ID Required. -Garage is not included with rental of the house. -Upon booking, you will receive a Rental Agreement via email. Please sign and return the Rental Agreement along with a copy of a government-issued ID that matches the reservation details. These items are required to complete your reservation. -Pet Disclaimer: Properties listed as "Pet Friendly", Only Accept Dog(s), 2 maximum (where allowed), subject to breed & weight restrictions. Pre-Approval is required along w/ additional pet fees collected after you book. Pet Fee is $50 per night, not to exceed $350, plus taxes. Fee for 2nd dog is dependent upon breed, weight & approval. See Trip Planning/Pet Policies for more details.
We rent to families and responsible adults only. No house parties. Please see our other Rental Rules and Regulations. This information though deemed accurate is not guaranteed, it is subject to errors, omissions, change of price, or withdrawal without notice. All prices and/or descriptions are subject to change. Although every precaution is taken, errors in prices and/or descriptions do occur on our web site and in printing. We reserve the right to correct any such error.
Property amenities
Internet
Available in the house: Free WiFi
Parking and transportation
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
Stovetop
Toaster
Dining
Dining table
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Entertainment
TV with cable channels
Outdoor areas
Fenced yard
Garden
Patio
Laundry
Laundry facilities
Washer/dryer
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoking not allowed
Services and conveniences
Housekeeping (on request)
Iron/ironing board
Location highlights
In the city center
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the neighborhood
Located in St. Augustine, this vacation home is in the city center. Travelers eager for a bit of culture can stop by World Golf Village, while those wishing to experience the area's natural beauty can explore Anastasia State Park and St. Augustine Beach. Looking to enjoy an event or a game while in town? See what's going on at Francis Field, or consider a night out at Castle Otttis. Visit our St. Augustine travel guide
St. Augustine, FL (UST-Northeast Florida Regional)
12 min drive
Restaurants
Georgie's Diner
6 min walk
Ann O'Malleys
8 min walk
Columbia Restaurant
10 min walk
San Sebastian Winery
7 min walk
Carmelo's Pizzeria
7 min walk
Frequently asked questions
Is Sunny Side Cottage walkable to downtown w/ garden pet-friendly?
Yes, pets are allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Sunny Side Cottage walkable to downtown w/ garden?
Check-in begins at 4:00 PM.
What time is check-out at Sunny Side Cottage walkable to downtown w/ garden?
Check-out is at 10:00 AM.
Where is Sunny Side Cottage walkable to downtown w/ garden located?
Located in Downtown Historic District, this vacation home is within a 10-minute walk of San Sebastian River, Flagler College, and St. George Street. Francis Field and Memorial Presbyterian Church are also within 10 minutes.
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Sunny Side Cottage walkable to downtown w/ garden Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Great older style house with all amenities you need. Close to shopping district, and much larger inside than it looks. Would definitely stay here again. Thank you for making our weekend so great.
We had a wonderful stay at Sunny Side Cottage; it was perfect for four adults and a child. I was initially worried about parking, but we had plenty of room with two mid-sized SUVs. The location is easily accessible, and walking to the historic portion of town was easy.
Tiffany B.
Stayed 4 nights in Dec 2024
From a partner site
10/10 Excellent
Chris C.
Apr 18, 2024
Great Trip
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Quick trip, awesome place.
The property is in need of some minor maintenance and yard work. Overall it was very nice and comfortable. Easy walking distance to the old district which was awesome.
Mary C.
Stayed 7 nights in Dec 2023
From a partner site
10/10 Excellent
joann y.
Jan 9, 2024
Cute place close to everything
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Parking was tricky the home was lovely and comfortable. Walking distance to everything! We had no issues with anything. The main tub is older and not very conducive to an older person . Clean and cozy
joann y.
Stayed 2 nights in Dec 2023
From a partner site
8/10 Good
Debbra B.
Jan 25, 2024
Close to Historic Downtown
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The house was centrally located at .3 miles from historic downtown. We were able to walk everywhere. Even though listed as pet-friendly, there was no sign of pets ever being in the house. The beds were comfortable, and the kitchen was well stocked. The only downside was arriving after dark and trying to locate the address with a flashlight. It would be nice for the outside lights to have been left on.
We absolutely loved our time in Saint Augustine and this pleasant cottage. Our favorite spot was the rockers on the screened in back porch. We sat there at some point every day. This house has great gathering areas, a spacious front room and a big table in the kitchen. It’s an old house so there are necessarily some quirks but the overall charm definitely wins out. Another plus was the proximity to the downtown area. We were able to walk to 80% of our activities. The cleanliness left a little to be desired, but not a dealbreaker. It was surface clean and we took care of the rest. I would stay here again in a heartbeat and highly recommend you do.
We decided to see Nights of Lights the week before Christmas and booked this in July. We have never stayed at a VRBO before, but this was a great experience. St Augustine is fun to walk,so we had a safe neighborhood to walk to and from and leave our car parked. Lovely neighborhood, quiet and the old cottage was just the right size.The back porch and yard,which is fenced,is private with plants and trees. Will go back for sure, even in beach weather because its shady at the house too! There were 3 of us and we did not bring groceries or cook, but if you decide to do that,everything is there! We brought coffee,creamer and sugar for the mornings. Very comfy rooms/beds. Water good and pressure great! Just make sure you like to walk,bring good comfortable footwear! Its was a great 4 day Christmas Season getaway!
Verified traveler
Stayed 4 nights in Dec 2024
From a partner site
10/10 Excellent
RA W.
Sep 8, 2024
We enjoyed the property
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We really enjoyed the property. My only complaint was the amount of 'glade plugins' that were placed throughout the house. I'm allergic, so we had to unplug them all for our stay. The central air worked fabulously, and we were very comfortable. The master tub is one that has been painted and is starting to show its wear. Even though the house is near a main road it was really quiet.
Lovely traditional home with everything we needed. We really enjoyed the porches and easy walk to downtown!
Kris A.
Stayed 5 nights in Dec 2024
From a partner site
10/10 Excellent
Ann W.
Dec 24, 2025
Family trip
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
A historical home with a lot of character. The kitchen was well equipped. The beds comfortable. The only negative was the overgrown landscaping.
Ann W.
From a partner site
10/10 Excellent
Kristina D.
Jan 7, 2026
Cute Cottage
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This cottage was very comfortable and had lovely antique furniture and lamps. And sitting in the private backyard was nice and quiet. The location was a little farther from the Old Town than I thought. There were a few minor maintenance issues that needed attention, but overall a very nice cottage.
Liked: Cleanliness, amenities, property conditions & facilities, communication
The house was a older home and inside was clean and had all we needed. The outside had a huge oak tree so the leaves were abundant, nothing a good blower couldn’t handle. We had our own parking space in the back alley which was great access to front and back of home was clear, and well lit. Was in walking distance to downtown st. Augustine.
We had a great time we donated 3 stemless
Wine
Glasses since they only had 1, but ample martini and flute glass. Kitchen well equipped.
We enjoyed the space and location of property. The house was clean with lots of amenities. Of concern, the yard was not maintained adequately and the air vents were dirty with a brown film that looked like mold. Also, the back door was difficult to close due to the large lock box. Just a few days of maintenance would transform this property making it comparable to the cost. Truly, Leslie
The house was as expected. It was clean and well stocked! The yard/garden is pretty over grown compared to the picture. We were given a code but not told we would have to enter through the back door. This is not a problem but would be nice if put in the check in instructions. There was alley parking but I have a large SUV and it was difficult to even get a compact car next to it just so you know! It was overall a very nice property!
Melani P.
Stayed 3 nights in Jun 2022
From a partner site
10/10 Excellent
Kevin L.
May 18, 2023
Comfortable stay and great location
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Very comfortable home and short walk to all the sites. Enjoyed the private back porch and yard.