Seaside stay .Within 3 miles (5 km) of this St. Augustine cottage, you'll find Royal St. Augustine Golf and Country Club and San Sebastian River. Hidden Harbor Marina and San Sebastian Winery are also within 3 miles (5 km).
Royal St. Augustine Golf and Country Club - 20 min walk - 1.1 miles
St. George Street - 6 min drive - 2.9 miles
Castillo de San Marcos National Monument - 8 min drive - 3.3 miles
Anastasia State Park - 10 min drive - 5.1 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
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.
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
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 are welcome
Service animals 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.
Property is also known as
orp5b6edf3x
Frequently asked questions
How close is Cottage Osceola – A Cozy Escape in Historic St. Augustine to the airport?
This cottage is 6.7 mi (16-min drive) away from the St. Augustine, FL (UST-Northeast Florida Regional) airport, the closest popular airport to the property.
Does Cottage Osceola – A Cozy Escape in Historic St. Augustine have an airport shuttle?
Airport shuttle services are not available at this cottage.
How close is Cottage Osceola – A Cozy Escape in Historic St. Augustine to the beach?
This cottage is 7.5 mi (19-min drive) from St. Augustine Beach and 6.4 mi (16-min drive) from Vilano Beach. Don't forget your sunscreen!
Does Cottage Osceola – A Cozy Escape in Historic St. Augustine offer free breakfast?
This cottage does not offer free breakfast.
Is there a casino at Cottage Osceola – A Cozy Escape in Historic St. Augustine?
No, there is no casino at this cottage.
What time is check-in at Cottage Osceola – A Cozy Escape in Historic St. Augustine?
Check-in begins at 3:00 PM.
Is there free parking at Cottage Osceola – A Cozy Escape in Historic St. Augustine?
Free parking is not available at this cottage.
Does Cottage Osceola – A Cozy Escape in Historic St. Augustine have a pool?
This cottage does not have a pool.
Does Cottage Osceola – A Cozy Escape in Historic St. Augustine have a spa?
There are no spa services available at this cottage.
How close is Cottage Osceola – A Cozy Escape in Historic St. Augustine to downtown St. Augustine?
This cottage is 2.3 mi away from St. Augustine.
Cottage Osceola – A Cozy Escape in Historic St. Augustine Reviews
Reviews
9.0
Wonderful
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.
Rating 10 - Excellent. 1 out of 2 reviews
10 - Excellent
1
Rating 8 - Good. 1 out of 2 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
9.0/10
Cleanliness
Reviews
8/10 Good
Pete R.
Oct 28, 2025
Liked: Cleanliness
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.
Pete R.
Stayed 1 night in Oct 2025
10/10 Excellent
Joey D.
Aug 5, 2025
Liked: Cleanliness
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