Luxury Vacation Rentals for Families in St. Augustine

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 14 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in St. Augustine

St. Augustine, Hot Tub, Parking, Walk Downtown

2 bedrooms•1 bath

•

~$50 less than other sites

St. Augustine with Private Pool Near Downtown

4 bedrooms•2.5 baths

•

~$70 less than other sites

Luxury Modern Comfort in Historic St Augustine

3 bedrooms•2 baths

•

~$45 less than other sites

Sunshine Duo — Two Coastal Homes Just Down the Road

6 bedrooms•4 baths

•

~$155 less than other sites

La Costa — A Modern Coastal Retreat with a Putting Green

3 bedrooms•2 baths

•

~$60 less than other sites

Luxury

Wander Ponte Vedra

4 bedrooms•3.5 baths

•

~$210 less than other sites

Ocean Views, Private Pool, Walk to Beach

4 bedrooms•2 baths

•

New

~$145 less than other sites

The Salty Anchor, Intracoastal Retreat, Kayaks, Golf Cart & Fire Pit, 8-Min Beach Walk

3 bedrooms•2 baths

•

~$60 less than other sites

Welcome to family adventures in St. Augustine

Make your next family getaway effortless with Wander. Our luxury family vacation rentals in St. Augustine combine five-star polish with the space and privacy your crew needs. Every home is expertly operated and looks exactly like the photos, so you can settle in the moment you arrive.

Expect multi-bedroom layouts, chef-ready kitchens for shared meals, ultra fast WiFi, and living areas made for movie night. Many homes add private pools, fitness spaces, and quiet work nooks for parents. With pristine cleaning and 24/7 concierge, your stay runs smoothly from breakfast to bedtime.

Choose from coastal retreats and tranquil waterfront settings, all designed for comfort and connection.

Available soon in St. Augustine

St. Augustine, Hot Tub, Parking, Walk Downtown

2 bedrooms•1 bath

•

~$50 less than other sites

St. Augustine with Private Pool Near Downtown

4 bedrooms•2.5 baths

•

~$70 less than other sites

Luxury Modern Comfort in Historic St Augustine

3 bedrooms•2 baths

•

~$45 less than other sites

Sunshine Duo — Two Coastal Homes Just Down the Road

6 bedrooms•4 baths

•

~$155 less than other sites

La Costa — A Modern Coastal Retreat with a Putting Green

3 bedrooms•2 baths

•

~$60 less than other sites

Luxury

Wander Ponte Vedra

4 bedrooms•3.5 baths

•

~$210 less than other sites

Ocean Views, Private Pool, Walk to Beach

4 bedrooms•2 baths

•

New

~$145 less than other sites

The Salty Anchor, Intracoastal Retreat, Kayaks, Golf Cart & Fire Pit, 8-Min Beach Walk

3 bedrooms•2 baths

•

~$60 less than other sites

Featured family vacation rentals in St. Augustine

The SkyDeck Surf House

6 bedrooms•5 baths

•

~$240 less than other sites

Luxury

Seaside Serenity - Pool Table, Hot Tub, Luxury

6 bedrooms•4 baths

•

~$440 less than other sites

Highlights in St. Augustine

Discover historic forts, interactive pirate museums, and thrilling wildlife encounters perfect for an unforgettable family adventure in sunny St. Augustine.

Castillo de San Marcos National Monument

St. Augustine Alligator Farm Zoological Park

St. Augustine Lighthouse & Maritime Museum

St. Augustine Pirate & Treasure Museum

Anastasia State Park

Fountain of Youth Archaeological Park

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in St. Augustine

St. Augustine, Hot Tub, Parking, Walk Downtown

2 bedrooms•1 bath

•

~$50 less than other sites

St. Augustine with Private Pool Near Downtown

4 bedrooms•2.5 baths

•

~$70 less than other sites

Luxury Modern Comfort in Historic St Augustine

3 bedrooms•2 baths

•

~$45 less than other sites

Sunshine Duo — Two Coastal Homes Just Down the Road

6 bedrooms•4 baths

•

~$155 less than other sites

La Costa — A Modern Coastal Retreat with a Putting Green

3 bedrooms•2 baths

•

~$60 less than other sites

Luxury

Wander Ponte Vedra

4 bedrooms•3.5 baths

•

~$210 less than other sites

Ocean Views, Private Pool, Walk to Beach

4 bedrooms•2 baths

•

New

~$145 less than other sites

The Salty Anchor, Intracoastal Retreat, Kayaks, Golf Cart & Fire Pit, 8-Min Beach Walk

3 bedrooms•2 baths

•

~$60 less than other sites

View all homes

Most popular amenities for family vacation rentals in St. Augustine

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Discover more family fun in St. Augustine

History comes vividly to life in St. Augustine. Cobblestone streets, Spanish Colonial landmarks, and the commanding Castillo de San Marcos set a dramatic stage, while the Atlantic shoreline keeps everything relaxed and breezy.

Families find room to roam at Anastasia State Park, quiet stretches of sand for shell hunting, and easy days exploring the lighthouse, the bayfront, and boat tours on the Matanzas. Seasonal festivals and warm sunshine keep the calendar full without the rush.

Put it all together and you have a coastal escape that feels special and accessible. This is why Wander’s luxury family vacation rentals in St. Augustine are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in St. Augustine

Why should I book a Wander in St. Augustine over other family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family vacation rentals.

Every home in St. Augustine delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular family vacation rentals in St. Augustine?

Some of our most popular family vacation rentals in St. Augustine include St. Augustine | Hot Tub | Parking | Walk Downtown, St. Augustine with Private Pool Near Downtown, and Luxury Modern Comfort in Historic St Augustine. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different family vacation rentals does Wander have available in St. Augustine?

Wander offers 14 family vacation rentals in St. Augustine, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s family vacation rentals in St. Augustine?

You can check-in to Wander family vacation rentals in St. Augustine after 4.00pm and check-out before 10.00am.

Do Wander’s family vacation rentals in St. Augustine have WiFi access?

Yes. Every Wander home in St. Augustine has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.