Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach

Welcome to Lion’s Sail — Your Peaceful Island Getaway between the Beaches and Historic Downtown St. Augustine

Nestled in the coveted Davis Shores neighborhood of St. Augustine, Lion’s Sail invites you to slow down, breathe deeply, and embrace island time.

This picturesque community—lined with towering oak trees, friendly neighbors, and meandering sidewalks perfect for evening strolls or bike rides—offers the best of both worlds.

You’re bordered by the Atlantic Ocean on one side and the Intracoastal Waterway on the other, with beautiful beaches and historic downtown just moments away.

Explore & Indulge:

Spend your mornings wandering centuries-old cobblestone streets, where horse-drawn carriages still echo the charm of days gone by.
Discover local art galleries, unique boutiques, and incredible restaurants, each one tempting you with delicious aromas drifting into the streets.

Relax & Reconnect:

When the day winds down, leave the bustle behind and return to your private oasis at Lion’s Sail.
Sip cocktails by the sparkling pool
Fire up the backyard barbecue
Or simply unwind beneath the oak canopy, letting the salty sea breeze wash your worries away.
Inside, the home is pristine yet cozy — open, light-filled, and designed for both comfort and calm.

The fenced backyard offers total privacy for lounging, playing, or cooling off in the cocktail pool.

Whether you’re here for adventure or relaxation, Lion’s Sail offers a slice of island paradise you’ll never forget.

Welcome home. Welcome to Lion’s Sail.

Pet Policy

We welcome up to two well-behaved dogs for a non-refundable fee:
$150 for one dog
$250 for two dogs
Please disclose pets upon booking so we can send the payment request.

A few friendly reminders:
No dogs in the pool — their fur clogs the filter.
Please clean up after your pets (a $500 fee applies if our cleaners must do so).
No other pets allowed.

Smoking prohibited anywhere on property.

Reservation holder must be present on property at all times any other members of group are present.

Reservation holder must be at least 25 years old- no exceptions!

Thank you for helping us keep Lion’s Sail beautiful, peaceful, and pet-friendly!
You must be at least 25 years of age in order to make a reservation. The person who makes the reservation must occupy the residence for the duration of the reservation.