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Sunny Side Cottage walkable to downtown w/ garden

Holiday home with kitchen, 6-minute walk to Flagler College

Photo gallery for Sunny Side Cottage walkable to downtown w/ garden

Quaint yellow cottage with white trimmed porch, garden path, and charming curb appeal.
- Spacious covered front porch surrounded by palms and charming garden views
- Classic rocking chairs invite you to unwind with a morning coffee or evening wine
- Quiet, shaded outdoor space perfect for relaxing and people watching
- Elegant living room with chandelier, fireplace, and inviting seating arrangement
- Hardwood floors and traditional details reflect timeless southern charm
- Large windows fill the space with natural light and garden views
- Comfortable living space with leather sectional, TV, and beautiful wood flooring
- Crystal chandelier adds a touch of glamour to the relaxed setting
- Bright layout offers a seamless flow from lounging to entry and bedrooms
Serene backyard garden with curved brick path, bench seating, and natural shade.

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6158.3 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
St Augustine, FL
  • Place, Flagler College
    ‪4 min walk‬
  • Place, St. George Street
    ‪9 min walk‬
  • Place, Castillo de San Marcos National Monument
    ‪12 min walk‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪9 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

About this property

Sunny Side Cottage walkable to downtown w/ garden

Morning light filters through windows as you ease into the slower rhythm of historic St. Augustine. The air feels crisp but gentle for this time of year, perfect for lingering on the front porch with a warm drink while the neighborhood stirs awake. Just a few blocks from the heart of downtown, this 1888 cottage offers a calm, lived-in atmosphere that makes it easy to settle in and feel at home.

Living Space
Sunny Side Cottage is a three-bedroom, two-bath home designed for comfort and connection. Original details like hardwood floors and period touches give the space a sense of history, while the layout remains open and easy to enjoy together. The living room invites you to unwind after a day of exploring, with comfortable seating and a TV for relaxed evenings indoors. A separate reading nook and a dedicated workspace with WiFi provide quiet corners when you want to slow down or stay connected.

Kitchen and Dining
The kitchen offers ample room to gather, with major appliances and generous counter space that make shared meals feel effortless. A dining table anchors the space, encouraging long conversations over breakfast before heading out or cozy dinners back at home on cooler evenings.

Sleeping Arrangements
Three bedrooms accommodate up to six guests, each set up with comfortable beds, bed linens, and practical storage for longer stays. The bathrooms include a bathtub and are thoughtfully arranged to support both short visits and extended getaways.

Outdoor Living
Step outside to a private backyard garden where you can enjoy fresh air and quiet moments throughout the day. The covered front porch, lined with rocking chairs, is especially inviting during the winter months - ideal for watching the world go by or winding down as evening settles over the historic district.

Comfort and Convenience
The home includes air conditioning, ceiling fans, heating, a washer and dryer, and self check-in via keypad for a smooth arrival. Off-street parking for two vehicles makes coming and going simple, even when exploring on foot is your main plan.

Location
Set within St. Augustine’s historic district, the cottage places you within walking distance of Flagler College, local restaurants, shops, and landmarks. Whether you’re wandering cobblestone streets, visiting museums, or enjoying the city’s slower winter pace, everything is close at hand.

Good to Know
The home is Dog Friendly with pre-approval and additional fees. It is well suited for families, couples, and guests planning longer stays who appreciate character, walkability, and a relaxed setting.

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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
On-site 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

About the area

St. Augustine

Located in St. Augustine, this holiday home is in the city centre. St. George Street and St. Augustine Premium Outlets are worth checking out if shopping is on the agenda, 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 Flagler College Tennis Center, or consider a night out at Castle Otttis. Spend some time exploring the area's activities, including golfing.
Map
St Augustine, FL

What's nearby

  • Flagler College - 4 min walk - 0.4 km
  • St. George Street - 9 min walk - 0.8 km
  • Ponce de Leon Hotel - 9 min walk - 0.8 km
  • Lightner Museum - 11 min walk - 0.9 km
  • Castillo de San Marcos National Monument - 12 min walk - 1.0 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 12 min drive

Restaurants

  • ‪Ann O'Malleys - ‬8 min walk
  • ‪San Sebastian Winery - ‬7 min walk
  • ‪Georgie's Diner - ‬6 min walk
  • ‪Carmelo's Pizzeria - ‬7 min walk
  • ‪Mojo Old City BBQ - ‬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 at Sunny Side Cottage walkable to downtown w/ garden?

On-site 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?

Checkout is at 10:00 AM.

Where is Sunny Side Cottage walkable to downtown w/ garden located?

Located in Downtown Historic District, this holiday home is within a 10-minute walk of San Sebastian River, Flagler College and St. George Street. Flagler College Tennis Center and Francis Field are also within 10 minutes.

Reviews

9.8

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. 15 out of 18 reviews
Rating 8 - Good. 3 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

8.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

10/10

Eco-friendliness

9.4/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ann W.

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.

10/10 Excellent

Viviane C.

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

Adorable Cottage & Perfect Location

We had an amazing time during Thanksgiving week. Being able to walk in a few minutes to the historic district made our staying just perfect.
Stayed 5 nights in Nov 2024

10/10 Excellent

Kris A.

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

Perfect Getaway

Lovely traditional home with everything we needed. We really enjoyed the porches and easy walk to downtown!
Stayed 5 nights in Dec 2024

10/10 Excellent

Tiffany B.

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

Lovely House

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.
Stayed 4 nights in Dec 2024

10/10 Excellent

Dan P., Spring Hill

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

St Augustine Stay

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.
Stayed 3 nights in Dec 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Chris C.

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.
Stayed 3 nights in Mar 2024

10/10 Excellent

Stephanie H., Zephyrhills Florida

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

❤️

Very charming cottage.
Stayed 2 nights in Feb 2024

8/10 Good

Mary C.

Liked: Check-in, communication, location, listing accuracy

Great

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.
Stayed 7 nights in Dec 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

joann y.

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
Stayed 2 nights in Dec 2023

10/10 Excellent

joann

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.
Stayed 2 nights in Dec 2023

8/10 Good

LESLIE L.

Liked: Check-in, communication, location, listing accuracy

St Augustine visit

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
Stayed 3 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

8/10 Good

Debbra B.

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.
Stayed 4 nights in Jan 2024

10/10 Excellent

MICHELLE M.

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

A Charmer

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.
Stayed 28 nights in Feb 2024

10/10 Excellent

Verified traveller

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

Great cottage in a great location

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!
Stayed 4 nights in Dec 2024

10/10 Excellent

Melani P.

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

Great Trip

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!
Stayed 3 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kristina D.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

RA W.

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.
Stayed 5 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin L.

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.
Stayed 4 nights in Apr 2023

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