Entire home
Cottage Osceola – A Cozy Escape in Historic St. Augustine
Photo gallery for Cottage Osceola – A Cozy Escape in Historic St. Augustine
1 bedroom1 bathroomSleeps 3360 sq ft
Popular amenities
Explore the area
St. Augustine, FL
- Flagler College5 min drive
- St. George Street6 min drive
- Castillo de San Marcos National Monument8 min drive
- St. Augustine, FL (UST-Northeast Florida Regional)11 min drive
Rooms & beds
1 bedroom (sleeps 3)
Bedroom 1
1 Queen Bed and 1 Double Sofa Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Balcony
Garden
Dining area
About this property
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.
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 manager
Greg Tanacea
Languages
English
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Amenities
Pet-friendly
Free WiFi
Air conditioning
Laundry
Outdoor space
Parking available
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House Rules
Check in after 3:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
We only allow dogs and there is a one time pet fee
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, 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
About the area
St. Augustine
Located in St. Augustine, this holiday home is in the city centre and by the sea. Castillo de San Marcos National Monument is a notable landmark, and the area's natural beauty can be seen at St. Augustine Beach and Vilano Beach. World Golf Village and Bayfront Carpet Golf are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with horse riding and hiking.
St. Augustine, FL
What's nearby
- Flagler College - 5 min drive - 4.0 km
- Lightner Museum - 6 min drive - 4.3 km
- St. George Street - 6 min drive - 4.6 km
- Ponce de Leon's Fountain of Youth Archaeological Park - 7 min drive - 5.0 km
- Castillo de San Marcos National Monument - 8 min drive - 4.9 km
Getting around
Restaurants
- McDonald's - 6 min drive
- Carmelo's Pizzeria - 5 min drive
- San Sebastian Winery - 5 min drive
- Bog Brewing Company - 4 min drive
- The Back 40 Urban Cafe - 5 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Greg Tanacea
Hi, I’m Greg! I’m a Navy submarine veteran with a deep love for the outdoors and a passion for creating unique, comfortable spaces for people to relax and recharge. I’ve been hosting vacation rentals for over 8 years and take pride in providing welcoming, well-appointed stays that feel like a true escape — whether you're here to explore nature, the beach, or the charm of historic St. Augustine. I look forward to hosting you at Cottage Osceola and helping you make memories that last!
Why they chose this property
Cottage Osceola is the perfect romantic escape for couples who love charm, comfort, and a touch of nature — and want to bring their furry companion along. Tucked into St. Augustine’s historic West Augustine district, this tiny cottage blends vintage character with modern touches like WiFi, HVAC, and a cozy outdoor fire pit. You’re just minutes from downtown restaurants and nightlife, yet far enough to enjoy peaceful evenings under the stars. With a private yard, pet-friendly policies, and everything you need to relax or explore, Cottage Osceola is your intimate home away from home.
What makes this property unique
Cozy and romantic tiny home, perfect for couples
One of the original homes in the historic West Augustine district
Pet-friendly with private outdoor space for you and your pup
Just 5 minutes to downtown St. Augustine and 10 minutes to the beach
Peaceful setting surrounded by nature with a private fire pit and outdoor seating
Fully equipped with HVAC, WiFi, queen bed, futon, and kitchenette
One of the original homes in the historic West Augustine district
Pet-friendly with private outdoor space for you and your pup
Just 5 minutes to downtown St. Augustine and 10 minutes to the beach
Peaceful setting surrounded by nature with a private fire pit and outdoor seating
Fully equipped with HVAC, WiFi, queen bed, futon, and kitchenette
Languages:
English
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