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

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Coffee/tea maker, fridge, microwave, oven
Smart TV
A house with a covered patio, a swimming pool, and two lawn chairs.
Dining
Exterior

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 121712 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
St. Augustine, FL
  • Place, St. Augustine Lighthouse & Maritime Museum
    ‪7 min walk‬
  • Place, St. Augustine Alligator Farm Zoological Park
    ‪8 min walk‬
  • Place, Anastasia State Park
    ‪17 min walk‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪13 min drive‬

Room options

About the neighborhood

St. Augustine

Located in Davis Shores within a mile (2 km) of Anastasia State Park, this vacation home is within 2 miles (3 km) of other popular sights such as Castillo de San Marcos National Monument. The vacation home includes a private pool, a kitchen, and a balcony.
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What's nearby

  • Anastasia Island Mini-Golf - 6 min walk - 0.4 miles
  • St. Augustine Lighthouse & Maritime Museum - 7 min walk - 0.4 miles
  • St. Augustine Alligator Farm Zoological Park - 8 min walk - 0.4 miles
  • Anastasia State Park - 17 min walk - 0.9 miles
  • Bridge of Lions - 3 min drive - 1.1 miles

Getting around

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

Restaurants

  • ‪Harry's Seafood Bar Grille - ‬3 min drive
  • ‪Conch House Restaurant - ‬12 min walk
  • ‪Saint - ‬3 min drive
  • ‪Tradewinds Tropical Lounge - ‬3 min drive
  • ‪Casa Reina - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a sofa bed.

Similar properties

Exterior
Seas the Day Ocean Views!
Butler Beach
  • Ocean view
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 3 reviews
Seas the Day Ocean Views!

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car not required
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina

Things to do

  • Birdwatching nearby
  • Motor boating nearby
  • Theme park nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 1,712 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

You must be at least 25 years of age in order to make a reservation.

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

Lion's Sail
Vrbo Property
Lion's Sail St Augustine
Lion's Sail St. Augustine
Lion's Sail Close to Downtown the Beach
Lion's Sail Ask About Our May Discounts!
Lion's Sail Private vacation home
Lion's Sail Private vacation home St. Augustine
Lion's Sail April Staycation Discounts for FL Residents!
Lion's Sail *April Staycation Discounts for FL Residents!*
107824

Frequently asked questions

What can I see within easy reach of this vacation home?

This vacation home is situated in Davis Shores within a 10-minute walk of St. Augustine Alligator Farm Zoological Park, St. Augustine Lighthouse & Maritime Museum, and Anastasia Island Mini-Golf. You'll also find Castillo de San Marcos National Monument and St. Augustine Beach within a short drive.

Will I be able to park at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach?

Yes, there is a garage.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

Is Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach a good place to stay for couples?

Amenities that appeal to couples at this historic vacation home include a private pool, a smart TV, and a kitchen.

Are there hot tubs at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach?

No, there isn't a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach?

No, there aren't connecting guestrooms at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is St. Augustine, FL (UST-Northeast Florida Regional), which is 6.6 mi away (20 minutes by car).

Can I book a room with a balcony at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach?

Yes, every house at Lion’s Sail: Island Oasis w/ Pool near Downtown & Beach comes with a balcony.

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 44 out of 55 reviews
Rating 8 - Good. 7 out of 55 reviews
Rating 6 - Okay. 2 out of 55 reviews
Rating 4 - Poor. 0 out of 55 reviews
Rating 2 - Terrible. 2 out of 55 reviews

9.0/10

Cleanliness

Reviews

Verified review

8/10 Good

Bryan T.

Liked: Check-in, communication, location
Easy check-in and out. House was conveniently located to all of the sights we had mapped out, plus some!
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

Linda T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was clean with plenty if room for our family. Backyard could use some TLC like mowing but we enjoyed our stay. Pool is small but refreshing.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Joey K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great place, close to restaurants, shopping, beach.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Jordan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house and location

The home was as pictured and clean with everything we'd need for a family stay. The location is perfect and close to old city St. Augustine.
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

Peggy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a great place to stay! It was clean, well stocked, and a great location on Anastasia Island. Downtown is just minutes away. They even have plenty of pool towels. We were lucky the late March weather was warm and sunny for the pool. NOTE: The pool has NO heater, so if you're staying when temps are not 75, you may have cool swimming. You'll also need to empty the filter basket frequently so the pool can keep up with the trees debris. All in all highly recommend.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Todd D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

St. Augustine stay

Property was very clean and modern. Location was great. Close to downtown and the beach.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Delita S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy and Comfy

This home was super clean and accommodating. The bedrooms are really big and beds are comfortable. Kitchen is well appointed. Enjoyed our stay.
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Brandon H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place close to Old Town

The property was very clean and maintained. A short trip to old town and all of St. Augustine's amenities. Will stay here again.
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

Sarah S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Senior Spring Break

We had our son and 7 of his friends stay here with us. Great location with lots to do.
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

Mary Lou H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great neighborhood

close to most attractions. great neighborhood to walk the dog and stretch legs.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Kellie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to relax

We had an amazing stay at this house! The location was perfect—close to everything, making it easy to explore the area. The home was spotless and beautifully decorated with a charming nautical vibe that made it feel cozy and inviting. The pool was a fantastic bonus, providing a great place to relax and unwind. Highly recommend for anyone looking for a clean, convenient, and stylish getaway!
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

David G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house, great location

Beautiful home, nice private yard and pool. Perfect location for beaches and town. Hosts responded immediately to our questions. Would 100% recommend to anyone looking for a great spot in the St Augustine area, and definitely hope to come back in the future.
Stayed 7 nights in Aug 2022
Verified review

10/10 Excellent

Sandi F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mini vacation for the Alligator Farm

Lovely home, with all the amenities of a home. Beautifully decorated and located within a few blocks of the Alligator farm and very close to historic parts of St. Augustine. Beds are comfortable! Would recommend to seniors, or families. Plenty of places to eat.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

Jennifer G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property!!

We really enjoyed our stay at Lions Sail! We had plenty of room for our family of 5. Our kids loved the pool. Perfect location with a short drive to downtown or the beach. When back in St. Augustine we will definitely consider this property.
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay in St Augustine/Anastasia!

We had a wonderful family reunion, vacation at Lion’s Sail. The location is great with quick access to downtown St Augustine, Anastasia State Park and the lighthouse. The house was clean, cozy and well-equipped. The backyard was lovely and we enjoyed relaxing there. I highly recommend this property.
Stayed 3 nights in Jul 2022
Verified review

10/10 Excellent

Stephen L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

5 star

Very clean and well maintained property.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Atheena W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Such a great comfortable stay

This place did not disappoint! It was exactly as pictured online and was perfect for our entire family and pet. We couldn't have asked for a better stay. Communication with property manager was quick and timely. Everyone slept well and comfortably!
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Katie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

Maria M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

House was fantastic

The house was great , beautifully decorated. We could see the lighthouse from the upstairs bedroom. The kids enjoyed it.
Stayed 5 nights in Jan 2023
Verified review

8/10 Good

Michael L.

Liked: Check-in, communication, location, listing accuracy

Great location

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.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Kevin S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

Great
Stayed 1 night in Sep 2022
Verified review

10/10 Excellent

Mj D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Accurate listing

Very comfortable
Stayed 6 nights in Oct 2022
Verified review

10/10 Excellent

Marlen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!!

Everything was great!!! Can’t say anything negative because everything was as I expected!!!
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

Estuardo G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house and nice neighborhood

We really enjoyed the house, nice and clean and well equipped specially the kitchen, nice patio, and we liked that it was pet friendly, just make sure you informed the property manager at the moment of the reservation about the pets you are taking because if you don’t do it on time they will charge you double the pet fee, that was our case 😫, but overall the house and location is excellent!
Stayed 3 nights in Dec 2022
Verified review

8/10 Good

Fernando R.

Liked: Cleanliness, check-in, communication, location

Quick getaway

My business partner and I decided to have a meeting and bring our families along. The house was great, we had ample room and were able to bring our dog as well. Place was comfortable enough to have my family and my business partner”s family over for pizza and conversation. Proximity to all of the sites was great, Less than 4 miles to most areas we wanted to see such as the fort, the lighthouse, the beach and old downtown. Would stay again in the future.
Stayed 3 nights in Mar 2023

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