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Sunny Side Cottage walkable to downtown w/ garden

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A modern kitchen with white cabinetry, a central island, and a hanging pot rack. - Sunny Side Cottage walkable to downtown w/ garden (St Augustine)
A living room with a fireplace, leather sofa, wooden bookshelf, and a chandelier. - Sunny Side Cottage walkable to downtown w/ garden (St Augustine)
A covered porch with a white railing, surrounded by lush greenery and a view of a street with parked cars. - Sunny Side Cottage walkable to downtown w/ garden (St Augustine)
A yellow house with a porch, surrounded by lush greenery and plants. - Sunny Side Cottage walkable to downtown w/ garden (St Augustine)
A spacious living room with a large brown leather sofa, a coffee table, and a chandelier. - Sunny Side Cottage walkable to downtown w/ garden (St Augustine)
Close to Flagler College and Lightner Museum, Sunny Side Cottage walkable to downtown w/ garden provides a garden, laundry facilities and more. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

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

Add dates for prices

About this property

Sunny Side Cottage walkable to downtown w/ garden

  • Step inside a piece of St. Augustine history - a beautifully preserved 1888 cottage nestled in the heart of the historic district. Original hardwood floors, a crystal chandelier, while thoughtful updates keep everything comfortable and functional. Whether you're here to explore the city's storied streets or simply slow down, Sunny Side Cottage offers the kind of warmth that makes you feel at home from the moment you arrive.

    Living space
    The living room centers around a comfortable leather sectional and a TV with Hulu, framed by charm at every turn - from built-in bookshelves in the reading nook to the glow of a crystal chandelier overhead. A dedicated workspace with Wi-Fi means those who need to stay connected can do so without sacrificing comfort.

    Kitchen & dining
    The fully equipped kitchen has everything you need for a relaxed home-cooked meal - refrigerator, stove, oven, microwave, dishwasher, coffee maker, toaster, and a complete set of cookware, dishes, and silverware. A dining table gives the whole group a place to gather at mealtimes.

    Sleeping arrangements
    Three bedrooms are outfitted with bed linens, extra pillows, hangers, and ample storage to keep things organized throughout your stay. The layout sleeps up to 6 guests across 3 beds comfortably.

    Bathroom
    Two bathrooms include a bathtub, hair dryer, and essential toiletries - everything you need to freshen up after a day out in the city.

    Outdoor space
    The private backyard garden is a quiet retreat for morning coffee or an evening wind-down. Out front, a covered porch with rocking chairs sits beneath a canopy of palm trees - ideal for watching St. Augustine's historic streets come to life. Beach towels, a beach umbrella, and a beach blanket are provided for days spent by the water.

    Location
    Sunny Side Cottage sits just blocks from Flagler College, the Old City, and the shops, restaurants, and landmarks that make downtown St. Augustine one of Florida's most visited destinations. Off-street parking for 2 cars is included, and self check-in via keypad makes arrival simple on your own schedule.

    Good to know
    Dogs are welcome with pre-approval and additional fees (maximum 2). Air conditioning, ceiling fans, a washer and dryer, iron, and a private entrance round out the practical amenities that make longer stays just as comfortable as weekend getaways.

    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.

Similar properties

About the area

Located in St. Augustine, this holiday home is in the city centre. Castillo de San Marcos National Monument and Lightner Museum are notable landmarks, and the area's natural beauty can be seen at 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 The Conch House Restaurant. Visit our St. Augustine travel guide
View more Holiday homes in St. Augustine
Map
St Augustine, FL

What's nearby

  • A large, historic building complex with red-tiled roofs, surrounded by lush greenery and a river in the background.
    Flagler College
    6 min walk - 0.5 km
  • A bustling street with historic buildings, a sign for 'The Nature's Legacy' shop, and a plaque for 'Oliver's House'.
    St. George Street
    9 min walk - 0.8 km
  • A large, ornate building with two towers and a central dome, surrounded by lush greenery and palm trees.
    Ponce de León Hall
    10 min walk - 0.9 km
  • A historic stone fort with a prominent tower, surrounded by grassy areas and under a partly cloudy sky.
    Castillo de San Marcos National Monument
    12 min walk - 1.0 km
  • A historic building with two towers, a fountain, and palm trees.
    Lightner Museum
    12 min walk - 1.0 km

Getting around

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

Restaurants

  • Carmelo's Pizzeria
    7 min walk
  • Georgie's Diner
    6 min walk
  • St Augustine & Seafood Company
    10 min walk
  • Barley Republic
    9 min walk
  • Columbia Restaurant
    10 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. Castillo de San Marcos National Monument and Lightner Museum are also within 15 minutes.

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Reviews

Sunny Side Cottage walkable to downtown w/ garden Reviews

9.6

Exceptional

8.8

Cleanliness

9.6

Location

8.0

Property conditions & facilities
Rating 10 - Excellent. 17 out of 21 reviews
Rating 8 - Good. 3 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

Reviews

Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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
Verified review

8/10 Good

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
From a partner site

10/10 Excellent

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
From a partner site

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Walking distance to everything!!!!
Stayed 20 nights in Jun 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

❤️

Very charming cottage.
Stayed 2 nights in Feb 2024
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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.
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

6/10 Okay

Liked: Check-in
Disliked: Listing accuracy
Disappointing. House needs lots of TLC. Plaster peeling from ceiling in Kitchen. Weeds throughout yard. Walkways full of leaves. Could have been at least swept clean before we arrived! Tile in shower bath cracked at shower and ready to fall thru the floor. Paint touch up throughout the house with multiple shades of white. No beach accessories as stated in listing. When asked, miraculously listing was edited. Only room for 1 large SUV. Maybe 2 small cars in driveway. No grass in backyard for dogs. Table and chairs in back yoard are so rusted we could not sit on them. All outside furniture was dirty and old. No K Cup coffee maker on site. 10 Minute walk to historic district. Plan accordingly. I would recommend anyone booking any house, etc. take a snapshot of the listing when you book in case things are not as promised when you arrive.
Stayed 4 nights in Jul 2026
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness
Stayed 6 nights in Jun 2026