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Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly

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Heated pool available all year
95-web-or-mls-24 S Leonardi Street-95
86-web-or-mls-24 S Leonardi Street-86
78-web-or-mls-24 S Leonardi Street-78
23-web-or-mls-24 S Leonardi Street-23

Reviews

10 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top rated for creating memorable stays with your pets.
  • Enjoy the heated pool
    A rare find in this area - swim in comfort or have a relaxing dip.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Flagler College
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Heated pool
  • Spa pool on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

2 King Beds and 2 Queen Beds

2 bathrooms

Bathroom 1

Bathtub

Bathroom 2

Spaces

Porch or lanai
Kitchen
Separate dining area

About this property

Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly

Traveling with kids and dogs is a lot - so we designed Historic Hideaway to make vacation easier, more comfortable, and far less stressful for the whole family.

Located near the heart of historic St. Augustine, our thoughtfully renovated 1900 home combines historic charm with modern convenience. Enjoy a heated saltwater pool, hot tub, fully fenced backyard, baby essentials, dog-friendly amenities, beach gear, and spacious indoor/outdoor living designed for families who want to relax instead of constantly managing logistics.

Tucked in a quiet neighborhood just minutes from downtown, beaches, restaurants, breweries, and attractions, Historic Hideaway offers easy access to the best of St. Augustine while still giving guests a peaceful place to recharge.

WHY GUESTS LOVE IT

✔ Heated saltwater pool & hot tub

✔ Fully fenced backyard for kids & dogs

✔ Family-friendly setup with baby essentials provided

✔ Dog-friendly amenities & outdoor dog run

✔ Beach gear included

✔ Spacious layout with room to spread out

✔ Quiet neighborhood close to attractions

✔ Washer & dryer for longer stays

✔ Designed to reduce what families need to pack

THE SPACE

Historic Hideaway is designed for families, groups, and longer stays. Whether you're traveling with toddlers, teenagers, grandparents, or four-legged family members, the home is stocked with practical amenities to help make your trip smoother from arrival to checkout.

The home comfortably blends indoor comfort with outdoor living, making it easy to spend time together while still having space to spread out and relax.

SLEEPING ARRANGEMENTS

✔ Bedroom 1 (upstairs): King bed

✔ Bedroom 2 (upstairs): King bed

✔ Bedroom 3 / Flex Room (downstairs): Queen-over-Queen bunk bed*

✔ Queen floor mattress available upon request

✔ Blackout curtains throughout

✔ TVs in upstairs bedrooms

*Top bunk weight limit: 175 lbs

OUTDOOR LIVING

✔ Heated saltwater pool

✔ Hot tub

✔ Fully fenced yard with artificial turf

✔ Outdoor dining area

✔ BBQ grill

✔ Fire table

✔ Outdoor shower with hot water

KITCHEN & LIVING

✔ Fully stocked kitchen

✔ Coffee & tea station

✔ Air fryer, microwave & dishwasher

✔ Spacious living areas

✔ Streaming TVs

✔ Dedicated workspace

✔ Central air & ceiling fans

✔ Washer & dryer

✔ Off-street parking

FAMILY AMENITIES

To make traveling lighter and easier, we provide many commonly needed family essentials.

✔ Pack & play

✔ High chair

✔ Baby gate

✔ Changing pad

✔ Stroller wagon*

✔ Single stroller

*Please request stroller wagon in advance.

DOG-FRIENDLY FEATURES

✔ Fully fenced yard

✔ Outdoor dog run

✔ Dog bed, bowls & mats

✔ Dog towels & blankets

✔ Dog waste station

LOCATION

Most popular attractions are within a 15-minute drive.

✔ Flagler College ~ 0.7 mi

✔ St. Augustine Distillery ~ 0.8 mi

✔ St. George Street ~ 1.0 mi

✔ Historic District ~ 1.3 mi

✔ Anastasia State Park ~ 3 mi

✔ St. Augustine, Vilano & Flagler Beaches ~ 3–5 mi

OTHER THINGS TO NOTE

We’re happy to provide recommendations for beaches, restaurants, attractions, and family-friendly activities during your stay.

Discounts may be available for weekly or monthly stays — feel free to inquire.

Pool Heating

Pool temperatures may fluctuate during unusually cold weather (under 65°).

Good Neighbor Policy

Please be respectful of neighbors and observe quiet hours.

No Parties or Events

Unauthorized parties or large gatherings are strictly prohibited and may result in termination of the reservation without refund.

Cancellation Policy

Please review cancellation policies carefully before booking. Travel insurance is strongly recommended.

Add dates for prices

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House Rules

Check in after 3:00 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
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3768745vb
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
Long-term renters welcome
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

About the area

St. Augustine

Oyster Creek, a neighbourhood in St. Augustine, is home to this holiday home. Ponce de León Hall and Castillo de San Marcos National Monument are notable landmarks, and travellers looking to shop may want to visit St. George Street and St. Augustine Premium Outlets. Looking to enjoy an event or a game while in town? See what's going on at Francis Field, or consider a night out at Castle Otttis. Take the opportunity to explore the area for water adventures such as snorkelling.
Map
Saint Augustine, FL

What's nearby

  • San Sebastian Winery - 12 min walk - 1.0 km
  • Flagler College - 18 min walk - 1.5 km
  • Ponce de León Hall - 4 min drive - 2.0 km
  • Lightner Museum - 4 min drive - 2.0 km
  • St. George Street - 4 min drive - 2.0 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 14 min drive

Restaurants

  • ‪Circle K - ‬14 min walk
  • ‪Georgie's Diner - ‬11 min walk
  • ‪San Sebastian Winery - ‬10 min walk
  • ‪Vic's House of Crabs - ‬7 min walk
  • ‪Carmelo's Pizzeria - ‬11 min walk

Frequently asked questions

Does Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly?

As of 5 June 2026, prices found for a 1-night stay for 2 adults at Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly on 15 June 2026 start from AU$1,070, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly?

On-site parking is available at the property.

What time is check-in at Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly?

Check-in begins at 3:00 PM.

What time is check-out at Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly?

Checkout is at 11:00 AM.

Where is Historic Hideaway, Your Family's Coastal Haven: Walkable, Pool, Spacious, Pet Friendly located?

Located in Oyster Creek, this holiday home is within a 15-minute walk of San Sebastian River and Flagler College. Ponce de León Hall and St. George Street are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Robert F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ideal location, close proximity to old town and not too far from beaches but far enough away from the congestion. Walked to breakfast every morning! House was great for family plus grandparents. Added bonus of being pet friendly allowing us to bring our dogs vs having to board them. If our travels brings us back, we'd definitely stay here again!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Laura W.

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

Relaxing!

Great place to reunite with family and fur babies! Very relaxing and accommodating, will be back!
Stayed 3 nights in May 2025
Response from VrboOwner on 22 May 2025
Awe thanks Laura! You were a pleasure to host and we would love to have you back. Make sure to get our rebooking discount code before you book 😊 Safe travels home.
Verified

10/10 Excellent

Verified traveller

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

Relaxing stay that had everything we needed!

My partner, his family and 2 dogs stayed here and we had an amazing time! The dogs loved the backyard and the dog rug as well as all the dog amenities in the house. They had everything you would need for a beach day or a fun pool day! Would definitely come back!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Kara B.

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

Family winter getaway

Quirky old house with lots of extras.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Amy T.

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

Perfect vacation home!

Our stay at the Historic Hideaway was top-notch on every level. Not only was everything exactly as advertised, there were lots of little personal touches that made our stay really special. Everything about the home is a nod to its historic character and terrific location in St. Augustine. We walked to breakfast almost everyday. The outdoor facilities cannot be beat; it is truly a tucked-away oasis perfect for any vacation. The accommodations were very child and baby-friendly which was much appreciated for our group. Hosts were communicative and responsive. We cannot wait to return!
Stayed 6 nights in May 2024
Verified

10/10 Excellent

Gresha W.

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

Awesome location fabulous pool and hot tub

We absolutely loved our stay. The hosts was amazing with communication. There were laminated notes explaining EVERYTHING and a book in addition to that There were notes for lights and coffee maker and fans and hot tub. Nothing was left for fumbling around trying to find “how to work this” The home was in a quiet neighborhood, walking distance to old town. Everything was clean and lovely. Exactly as pictured. We loved staying here.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Eric L.

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

Best stay in st augustine hands down

We stay in st augustine often and this was the best yet. They thought of everything you need for a stay amd provided it. Pool, hot tub, dog run, games, and more . Every switch and cabinet is plainly labeled makikg it easy to find what you need. The hosts are incredible communicators, the instructions are clear and plainly displayed. the home is spotless and in a great side of town near many local places and a mile and a half from downtown. Doesmt get any better then here They
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

lauren d.

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

Perfect Family Trip

We stayed at historic hideaway for a week. We were here to drop off our son at Flagler College. The house was perfect. We were able to walk everywhere we wanted. It is about 20 minute walk to George St where you will find all the shops and restaurants. The beach is a quick drive, about 10 min There is a brewery up the street from the house that has great beer. Pets and children are welcome. The house has everything you need, from kitchen supplies to shampoo. The pool was perfect for our family, mom, dad and 3 teenage boys. We will definitely be returning! Thank you Vanessa.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Zachary G.

Stayed 2 nights in May 2025
Verified

10/10 Excellent

Nick B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Feb 2025

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