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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)
Smart TV - Cottage Osceola – A Cozy Escape in Historic St. Augustine (St. Augustine)
Exterior - Cottage Osceola – A Cozy Escape in Historic St. Augustine (St. Augustine)
Terrace/patio - 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 bathroom33 sq m

Popular amenities

  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room
  • Outdoor space
  • Parking available

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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 transport

  • Car recommended
  • Parking on site

Food and drink

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

  • Smoke-free property

Location highlights

  • In a rural location
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • 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
  • Snorkelling 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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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are 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 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

A car is recommended for transport to and from this property

Property is also known as

orp5b6edf3x

About the area

Located in St. Augustine, this cottage is in the city centre and by the sea. 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 happening at Flagler College Tennis Center or Francis Field. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with cycling and horse riding.
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Map
St. Augustine, FL

What's nearby

  • Royal St. Augustine Golf and Country Club - 20 min walk - 1.7 km
  • St. George Street - 6 min drive - 4.6 km
  • Castillo de San Marcos National Monument - 8 min drive - 5.3 km
  • Anastasia State Park - 10 min drive - 8.2 km
  • St. Augustine Beach - 11 min drive - 12.6 km

Getting around

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

Restaurants

  • ‪Circle K - ‬4 min drive
  • ‪Buena Onda Cafe - ‬4 min drive
  • ‪Bog Brewing Company - ‬4 min drive
  • ‪Capybara Cafe - ‬5 min drive
  • ‪Vic's House of Crabs - ‬4 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 is parking at Cottage Osceola – A Cozy Escape in Historic St. Augustine?

On-site 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?

Checkout 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 miles (5 km) of San Sebastian River and Hidden Harbor Marina. San Sebastian Winery and Whetstone Chocolate Factory are also within 3 miles (5 km).

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

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens in a new window
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

9.0

Cleanliness

9.0

Location

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