Cottage Osceola – A Cozy Escape in Historic St. Augustine

1 Bedroom • 1 Bath • Sleeps 1-3
Allows pets Internet Near Ocean Downtown (more...)

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.

Availability

About the Owner

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!

Location

St. Augustine, Florida

Amenities

Property Type Tiny House
Accommodation Entire Home
Check-In A keypad is available 24 hours a day to provide entry for guests
House Rules
  • Maximum occupancy: 3
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 26
  • Pets welcome
Setting & View
  • Downtown
  • Near Ocean
  • Rural
General
  • Internet
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Wifi
  • Ceiling Fans
  • Basic Soaps
  • Paper Towels
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Extra Pillows & Blankets
  • Free Internet
  • Body Soap
  • Shower Gel
Kitchen
  • Refrigerator
  • Stove
  • Microwave
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Freezer
  • Kitchenette
  • Pots & Pans
  • Dining Table
  • Coffee
  • Wine Glasses
Bathrooms 1 Bath
  • – Shower, Toilet
Sleeping Arrangements 1 Bedroom, sleeps 1-3
  • – 1 Queen bed, 1 Sleeper Sofa/Futon
Entertainment
  • Television
  • Smart TV
Outdoor
  • Deck/Patio (uncovered)
  • Balcony/Terrace
  • Lawn/Garden
  • Beach Essentials
  • Private Yard
  • Fire Pit
  • Outdoor Seating
Vehicles
  • Parking
  • Free Parking
  • Free Parking On Premises
Theme
  • Adventure
  • Historic
  • Romantic
  • Tourist Attractions
Attractions
  • Coin Laundry
  • Health/Beauty Spa
  • Marina
  • Museums
  • Winery Tours
Leisure
  • Antiquing
  • Gambling/Casinos
  • Horseback Riding
  • Outlet Shopping
  • Paddle Boating
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Cycling
  • Deepsea Fishing
  • Fishing
  • Bay/Sound Fishing
  • Freshwater Fishing
  • Surf Fishing
  • Golf
  • Hiking
  • Kayaking
  • Parasailing
  • Pier Fishing
  • Sailing
  • Scuba Diving/Snorkeling
  • Water Skiing
  • Snorkeling
  • Snorkeling/Diving
  • Surfing
  • Swimming
  • Wind Surfing
  • Bowling Alley
  • Mini Golf
Safety
  • Carbon Monoxide Detector
  • Fire Extinguisher
  • First Aid Kit
  • Smoke Detector

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