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Cottage Osceola – A Cozy Escape in Historic St. Augustine

Cottage in St. Augustine with balcony

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1 bedroom, free WiFi, bed sheets - Cottage Osceola – A Cozy Escape in Historic St. Augustine (St. Augustine)
Terrace/patio - Cottage Osceola – A Cozy Escape in Historic St. Augustine (St. Augustine)
Exterior - Cottage Osceola – A Cozy Escape in Historic St. Augustine (St. Augustine)
Smart TV - Cottage Osceola – A Cozy Escape in Historic St. Augustine (St. Augustine)
Smart TV - Cottage Osceola – A Cozy Escape in Historic St. Augustine (St. Augustine)
A firepit, a garden, and laundry facilities are just a few of the amenities provided at Cottage Osceola – A Cozy Escape in Historic St. Augustine. Guests can connect to free in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Entire home

1 bedroom1 bathroom360 sq ft

Popular amenities

  • Parking available
  • Pet friendly
  • Laundry
  • Air conditioning
  • Outdoor Space
  • Free WiFi

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.

Cottage Osceola – A Cozy Escape in Historic St. Augustine

Step into the charm of Old Florida with this beautifully remodeled 400 sq ft cottage, nestled in the heart of the West Augustine Historic District. Cottage Osceola is one of the original homes in the area, now thoughtfully updated to blend modern comfort with classic character — offering a peaceful and romantic escape just minutes from everything.

Whether you're here for a weekend getaway, a beach retreat, or to explore America’s oldest city, this tiny house has all you need. Located just 5 minutes from historic downtown St. Augustine and 10 minutes to the beach, it’s perfectly positioned for easy access while still offering quiet seclusion surrounded by nature.

Inside, you'll find a queen bed, a futon couch for extra sleeping space, and a compact but functional kitchenette featuring a coffee maker, mini-fridge, and microwave. Stay comfortable year-round with full HVAC, and enjoy streaming or remote work with high-speed WiFi.

Step outside to your private outdoor living area, complete with a fire pit and seating — perfect for winding down under the stars. Whether you’re sipping coffee in the morning sun or enjoying a glass of wine by the firelight, this space is made for relaxing.

Cottage Osceola offers a unique tiny home experience that’s both romantic and practical. Ideal for solo travelers, couples, or a pair of friends looking for something cozy, local, and full of charm.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Firepit
  • Garden

Laundry

  • Laundry facilities

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a rural location
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 360 square feet

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  • Free WiFi
  • Air conditioning
  • Outdoor Space
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The price is $154
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Total with taxes and fees
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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 26

Check-out

Check-out before 10:00 AM

Special check-in instructions

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
Note from host: Only one dog is allowed there is a pet fee.

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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

We should mention

A car is recommended for transportation to and from this property

Property is also known as

orp5b6edf3x

About the neighborhood

Map
St. Augustine, FL

What's nearby

  • Royal St. Augustine Golf and Country Club - 20 min walk - 1.1 miles
  • Flagler College - 5 min drive - 2.7 miles
  • St. George Street - 6 min drive - 2.9 miles
  • Castillo de San Marcos National Monument - 8 min drive - 3.3 miles
  • St. Augustine Beach - 11 min drive - 7.9 miles

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 16 min drive

Restaurants

  • ‪Circle K - ‬4 min drive
  • ‪Bog Brewing Company - ‬4 min drive
  • ‪Buena Onda Cafe - ‬4 min drive
  • ‪Vic's House of Crabs - ‬4 min drive
  • ‪Capybara Cafe - ‬5 min drive

Frequently asked questions

Is Cottage Osceola – A Cozy Escape in Historic St. Augustine pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Cottage Osceola – A Cozy Escape in Historic St. Augustine?

As of Dec 14, 2025, prices found for a 1-night stay for 2 adults at Cottage Osceola – A Cozy Escape in Historic St. Augustine on Dec 31, 2025 start from $191.0, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Cottage Osceola – A Cozy Escape in Historic St. Augustine?

Check-in begins at 3:00 PM.

What time is check-out at Cottage Osceola – A Cozy Escape in Historic St. Augustine?

Check-out is at 10:00 AM.

Where is Cottage Osceola – A Cozy Escape in Historic St. Augustine located?

Located in the heart of St. Augustine, this cottage is 1 mi (1.6 km) from Royal St. Augustine Golf and Country Club and within 3 mi (5 km) of San Sebastian River and Hidden Harbor Marina. San Sebastian Winery and Whetstone Chocolate Factory are also within 3 mi (5 km).

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Reviews

Cottage Osceola – A Cozy Escape in Historic St. Augustine Reviews

9.0

Wonderful

9.0

Cleanliness

9.0

Location
Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

Reviews

10/10 Excellent

Joey D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was wonderful.we had the best sleep here in all the weeks of being in Florida for the last month .We want to stay again on another trip for my medical appointments.Thank you we enjoyed the peace and the owner is wonderful
Stayed 3 nights in Aug 2025

8/10 Good

Pete R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little escape and host was super to quickly run over extra bedding. We contacted the host late in the day after dinner so coordinating our arrival wasn’t the most convenient time but he still helped us right away.
Stayed 1 night in Oct 2025