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

Top rated by guests
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!
Casual breakfast at the island bar. Whose up for Bloody Marys??
Wonderful well stocked kitchen and wide open spaces full of natural light. Such a great flow to this home.
So much counter space.   Perfect for feeding large groups or a sumptuous buffet.
review stars
9.4Outstanding
(50 Ratings)
"Beautiful property and located exactly where we wanted to be! The pool was such a nice thing to have to keep the kids busy in between activities! I wish we would’ve had some way of cleaning the pool o..."
Katie W.
Don't miss out! Price and availability may change
9.4 / 10.0
Outstanding(50 Ratings)

House in Saint Augustine, FL

12 guests · 3 bedrooms · 2 baths

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 house rental

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.

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

Free WiFi/internet
Air conditioning
Pool
Non-smoking
Pets allowed
TV
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Kitchenware
Garden
Oven
Stove
Laundry services
Sofa bed
Ironing facilities
Towels
Desk
Hairdryer

Map of Saint Augustine, FL


Ratings and reviews

9.4 / 10.0
Outstanding(50 Ratings)
10.0 / 10.0Outstanding·Aug 2025
Beautiful property and located exactly where we wanted to be! The pool was such a nice thing to have to keep the kids busy in between activities! I wish we would’ve had some way of cleaning the pool or someone to come clean it every couple of days. We used the skimmer the best we could but it really needed vacuuming. Overall a great experience and wonderful stay!
8.0 / 10.0Excellent·Jun 2025
We really enjoyed the stay overallOnly thing that was a bit annoying was the sheets in the guest rooms were not clean at check in and we had to wash before we went to bed the first night after 11 hour drive. Everything else was perfect.
10.0 / 10.0Outstanding·Apr 2025
This home was super clean and accommodating. The bedrooms are really big and beds are comfortable. Kitchen is well appointed. Enjoyed our stay.
6.0 / 10.0Average·Jul 2024
This is our second time at this property. Our first time was great it was well maintained and clean. This time not so much, the lawn was foot high and when I called the property manager they told they notified the owner but it was up to them. From a cleanliness perspective the place was fair. My wife has allergies so I checked the HVAC filter and it hadn’t been changed in a year so I replaced it myself. The place had a for sale sign out front so I assume the owner was more concerned with selling the property than continuing to rent.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach. Enjoy the water!

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

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

What amenities are available at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach?

We found 26 amenities for this rental. This includes free wifi/internet, air conditioning, pool, non-smoking, and pets allowed.


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