Entire home

Lion's Sail Island/Beach/Pool

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Photo gallery for Lion's Sail Island/Beach/Pool

Fridge, microwave, oven, stovetop
Pool
Exterior
Aerial view
Smart TV

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 12159 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Washer
  • Pool
  • Air conditioning
  • Kitchen

Explore the area

Map
St. Augustine, FL
  • St. Augustine Lighthouse & Maritime Museum
    ‪9 min walk‬
  • St. George Street
    ‪4 min drive‬
  • Flagler College
    ‪4 min drive‬
  • St. Augustine, FL (UST-Northeast Florida Regional)
    ‪12 min drive‬

Room options

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/Beach/Pool

This charming Davis Shores neighborhood is one of the most sought after little niches on the island. A community of towering Oak Trees, sidewalks for riding bikes or walking your dog. A place where children play and neighbors know each other’s names. Bordered by the Atlantic Ocean on one side and the Intracoastal on the other, it is a sleepy little setting close to beautiful beaches and a good walk to historic downtown, where you can get swept away with the stories of people and architecture from hundreds of years ago. There, shops and local artistry line the streets and so many restaurants with tantalizing scents and aromas wafting out their doors to tempt you to try their specialties. One as sumptuous as another…The clip clop of horse's hooves as the horse and buggies meander past on the cobblestone streets give a graphic depiction of what this may have looked and felt like days gone by. Leave the bustle of downtown behind as you cruise back to Lion’s Sail for cocktails by the pool, a barbecue in the backyard, or a leisurely swim. The fresh salty air still lingers here as the beach breezes blow past. Only a quick bike ride to the State Park Beaches or a quick drive to all the others, but you have Nirvana right here at home at Lion’s Sail, so put your feet up and relax. You can jump back into the action at any time. But for the moment, let time stand still and enjoy this space, this time, this place. Welcome to island time. Welcome to Lion’s Sail. Enjoy this zen space…

Pet Policy: Up to two dogs are welcome for a non-refundable fee of $150 for the first dog and $250 for the second and must be disclosed upon booking so we can send a request for the fee.
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.
During your stay at this holiday home, you're just a quick walk from Anastasia Island Mini-Golf. The holiday home offers free WiFi and a private pool.
  • Air-conditioned home with private pool, kitchen and washing machine
  • Free WiFi
  • Just a 2-minute drive from Anastasia State Park and a few minutes from Castillo de San Marcos National Monument
Lion's Sail Island/Beach/Pool offers its guests barbecue grills and a garden. The front desk is open around the clock.

Property manager

The Proper Group Vacation Rentals

Languages

English

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car not required
  • Onsite parking options include a garage

Kitchen

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

  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

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

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)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 1,712 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

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 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

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

Lion's Sail Island/Beach/Pool Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 35 out of 42 reviews
Rating 8 - Good. 5 out of 42 reviews
Rating 6 - Okay. 1 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 1 out of 42 reviews

9.4/10

Cleanliness

Reviews

10/10 Excellent

Kellie M.

Liked: Cleanliness
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

10/10 Excellent

Jordan L.

Liked: Cleanliness
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

8/10 Good

Christie T.

Holiday Getaway
A couple complaints. The couch wasn't clean and the floors had food on them. The website, sent through VRBO wasnt accessible. Thankfully, we havebvisited multiple times, so we knew what the town had to offer.
Stayed 4 nights in Dec 2024

6/10 Okay

Steve L.

Round two stay.
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.
Stayed 6 nights in Jul 2024

10/10 Excellent

Christy W.

Liked: Cleanliness
Perfect Location
Very nice house with a lot of room for a big family. Awesome location close to downtown and the beach. Pool is very small however it works good for small children. Only negative was the yard was not mowed. Called first day and told them grass was high and no one ever called me back. Overall…great home and location.
Stayed 5 nights in Jul 2024

10/10 Excellent

Todd D.

Liked: Cleanliness
St. Augustine stay
Property was very clean and modern. Location was great. Close to downtown and the beach.
Stayed 3 nights in Jun 2024

10/10 Excellent

Dorie G.

Liked: Cleanliness
Beautiful Home
Upon arriving entering was easy. House is Wonderfully clean, beautifully decorated, well stocked, Ready for us to relax. Everything was in order. Host was easy to communicate with. Beds are WONDERFUL, a Huge Bonus! I will add that the stairs are slippery, use with caution. We also had our two fur babies. The older could not manage his toenails on the stairs. No, problem, he stayed downstairs. Keep this place Proper, or the Host will threaten to charge you.
Stayed 6 nights in Apr 2024

10/10 Excellent

Sandi F., St Petersburg

Liked: Cleanliness
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

10/10 Excellent

Sarah S.

Liked: Cleanliness
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

10/10 Excellent

Joey K.

Liked: Cleanliness
Great location
Great place, close to restaurants, shopping, beach.
Stayed 3 nights in Oct 2023

10/10 Excellent

Atheena W.

Liked: Cleanliness
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

10/10 Excellent

Stephen L.

Liked: Cleanliness
5 star
Very clean and well maintained property.
Stayed 7 nights in Aug 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness
Close to everything
This was our first visit to St Augustine so I knew nothing about the area. This property is close to everything. There’s an amazing taco place-Mojos Tacos within walking distance. It’s only 3 minutes from the alligator farm. We didn’t make it to the lighthouse but it’s so close you can see it from the house. As a woman traveling with teens, I felt safe in the neighborhood. The pool was surprisingly cool. I thought because it was smaller it would’ve been boiling hot but it was cool and refreshing. The historic area is only a 6 minute drive. Perfect location. House well maintained. Would def visit again.
Stayed 4 nights in Aug 2023

10/10 Excellent

Brandon H.

Liked: Cleanliness
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

10/10 Excellent

RL B., Florida

Liked: Cleanliness
Summer 2023 family getaway
We had some out of state family come down and meet us at St.Augustine for their first trip to our nations oldest city. Our families had the best time and this home certainly helped us to enjoy our time in St.Augustine. The neighborhood was quiet and peaceful and the home was so easy to find yet so close to anything we wanted to do. The home was comfortable for our group of 9 and well equipped from board games to kitchen utensils and anything you might need to enjoy some island time in St Auggie. The pool was perfect to cool off even though it was small our group had a great time enjoying the backyard amenities. Near dark you’ll definitely need to retreat inside as the insects were swarming and exposed skin, was their favored meal. All in all we had a wonderful time and great communication with our hosts throughout the process!
Stayed 4 nights in Jul 2023

10/10 Excellent

Kristen D., Loganville, GA

Liked: Cleanliness
Rough start to the stay..great communication and resolution
Air was frozen and tv was busted. Filter didn’t look changed since the unit was installed. Serviced and worked perfectly. TV was replaced and the rest of the trip was excellent.
Stayed 6 nights in Jul 2023

8/10 Good

Jennifer F.

Great location
House was in a really great location. Nice , newer house. Very comfy beds. Cons - floors were dirty - would catch dog hair when walking in socks. Bed linens had hair. Bed linens and wash cloths had stains. Master bath was tight and could not easily fit more than one person at a time. Pool does not have a cover so any rain or wind would blow debris into it and we would have to clean it out. Overall, nice place just needs better cleaning.
Stayed 5 nights in Jun 2023

8/10 Good

William A.

Liked: Cleanliness
As advertised
Property and service as described
Stayed 5 nights in Mar 2023

10/10 Excellent

Jennifer G.

Liked: Cleanliness
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

10/10 Excellent

Marlen G.

Liked: Cleanliness
Amazing!!
Everything was great!!! Can’t say anything negative because everything was as I expected!!!
Stayed 3 nights in Apr 2023

8/10 Good

Fernando R.

Liked: Cleanliness
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

10/10 Excellent

Mary Lou H.

Liked: Cleanliness
great neighborhood
close to most attractions. great neighborhood to walk the dog and stretch legs.
Stayed 7 nights in Feb 2023

10/10 Excellent

Maria M.

Liked: Cleanliness
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

10/10 Excellent

Estuardo G.

Liked: Cleanliness
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

10/10 Excellent

Mj D.

Liked: Cleanliness
Accurate listing
Very comfortable
Stayed 6 nights in Oct 2022