Cottage Osceola – A Cozy Escape in Historic St. Augustine

Top rated by guests
Living Room / Kitchenette
Living Room / Kitchenette
Living Room / Kitchenette
Living Room / Kitchenette
Living Room / Kitchenette
review stars
9Outstanding
(2 Ratings)
"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 ..."
Joey D.
Don't miss out! Price and availability may change
9 / 10
Outstanding(2 Ratings)

Cottage in Florida

5 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average

About this cottage rental

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.

Amenities at Cottage Osceola – A Cozy Escape in Historic St. Augustine

Non-smoking
Pets allowed
Family friendly

Map of Florida


Ratings and reviews

9 / 10
Outstanding(2 Ratings)
8 / 10Excellent·Oct 2025
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.
10 / 10Outstanding·Aug 2025
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

$$$$
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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Cottage Osceola – A Cozy Escape in Historic St. Augustine. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

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

Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Cottage Osceola – A Cozy Escape in Historic St. Augustine?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.