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

Holiday home with private pool, near Castillo de San Marcos National Monument

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

Cool off in the pool. Dip in and enjoy!  Fully fenced for your privacy.
Clean and crisp. This kitchen is a pleasure to cook in!
Such a Great bedroom. Cheerful and bright.
Casual breakfast at the island bar. Whose up for Bloody Marys??
Maybe we will stay in and play today. What a gorgeous yard to enjoy.

Reviews

9.4 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 121711.5 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Air conditioning
  • Washer
  • Pool

Explore the area

View in a map
St. Augustine, FL
  • Place, St. Augustine Lighthouse & Maritime Museum
    ‪6 min walk‬
  • Place, Flagler College
    ‪3 min drive‬
  • Place, St. George Street
    ‪3 min drive‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪14 min drive‬

Rooms & beds

3 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds and 2 Double Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Kitchen
Balcony
Garden
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted
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

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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 Davis Shores, a neighbourhood in St. Augustine, this holiday home is near theme parks and near the beach. Shoppers can check out St. George Street, while everyone can enjoy the natural beauty of St. Augustine Beach and Vilano Beach. Looking to enjoy an event or a game while in town? See what's going on at Flagler College Tennis Center, or consider a night out at Castle Otttis. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
St. Augustine, FL

What's nearby

  • St. Augustine Lighthouse & Maritime Museum - 6 min walk - 0.5 km
  • St. Augustine Alligator Farm Zoological Park - 8 min walk - 0.7 km
  • Flagler College - 3 min drive - 2.4 km
  • St. George Street - 3 min drive - 2.7 km
  • Castillo de San Marcos National Monument - 3 min drive - 2.4 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 20 min drive

Restaurants

  • ‪Conch House Restaurant - ‬12 min walk
  • ‪Mellow Mushroom - ‬8 min walk
  • ‪Candlelight South Restaurant - ‬16 min walk
  • ‪Circle K - ‬4 min walk
  • ‪Mojo's Tacos - ‬4 min walk

Frequently asked questions

Is Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach pet-friendly?

Yes, this property allows dogs (limit 2 total).

What time is check-in at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach?

Check-in begins at 4:00 PM.

What time is check-out at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach?

Checkout is at 11:00 AM.

Where is Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach located?

Located in Davis Shores, this holiday home is within a 10-minute walk of Anastasia Island Mini-Golf, Tolomato River and St. Augustine Alligator Farm Zoological Park. Walker Charters and St. Augustine Lighthouse & Maritime Museum are also within 10 minutes.

About the host

Hosted by The Proper Group Vacation Rentals

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests