
Luxury Vacation Rentals 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 41 vacation rentals – enter your dates for availability.

Welcome to St. Augustine
Discover a refined escape with Wander’s luxury vacation rentals in St. Augustine. Each home brings modern elegance to America’s oldest city, offering generous living spaces, thoughtful design, and the privacy of a true coastal retreat. Guests can unwind in beautifully appointed interiors that balance comfort with sophistication.
Our St. Augustine properties are crafted for travelers who want both relaxation and style during their stay. From serene bedrooms to inviting communal areas, every corner reflects care and intention. With pristine cleaning, hotel grade amenities, and 24 hour concierge support, Wander raises the standard for anyone seeking luxury vacation rentals in St. Augustine.
Other destinations near St. Augustine
Highlights in St. Augustine
Explore centuries old architecture, sunlit waterfront views, and the storied charm that defines one of Florida’s most captivating coastal cities.
Castillo de San Marcos National Monument
St. George Street Historic District
Flagler College
Lightner Museum
St. Augustine Lighthouse & Maritime Museum
Anastasia State Park Beaches
Fountain of Youth Archaeological Park
Colonial Quarter
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.
All homes in St. Augustine
Kissimmee, Florida
Wander Orlando Horizon
Next avail.
Dec 12 - Dec 15
719
Kissimmee, Florida
Wander Orlando Springs
Next avail.
Dec 12 - Dec 16
822
Kissimmee, Florida
Wander Orlando Fairway
Next avail.
Dec 12 - Dec 15
1025
Kissimmee, Florida
Wander Orlando Manor
Next avail.
Dec 12 - Dec 15
828
Kissimmee, Florida
Wander Orlando Breeze
Next avail.
Dec 12 - Dec 15
826
Kissimmee, Florida
Wander Orlando Park
Next avail.
Dec 12 - Dec 15
718
Kissimmee, Florida
Wander Orlando Willow
Next avail.
Dec 20 - Dec 26
718
Kissimmee, Florida
Wander Orlando Starlight
Next avail.
Dec 12 - Dec 15
924
Most popular amenities for vacation rentals in St. Augustine

Discover more of St. Augustine
St. Augustine blends centuries of history with the easy charm of Florida’s shoreline. Cobblestone streets, preserved architecture, and a vibrant waterfront give the city a character that feels both intimate and full of depth. The area’s coastal light and warm breezes create an atmosphere that invites slow mornings, scenic walks, and quiet appreciation of its unique setting.
Visitors will find a destination shaped by culture, craft, and an unmistakable sense of place. Whether you are drawn to its heritage or its relaxed coastal mood, St. Augustine offers an experience that lingers long after your trip. This is why Wander's luxury 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 vacation rentals?
Wander offers a level of consistency and quality you won’t find with most 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 vacation rentals in St. Augustine?
Some of our most popular vacation rentals in St. Augustine include Wander Orlando Oasis, Wander Orlando Estate, and Wander Orlando Golden. 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 vacation rentals does Wander have available in St. Augustine?
Wander offers 41 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 vacation rentals in St. Augustine?
You can check-in to Wander vacation rentals in St. Augustine after 4.00pm and check-out before 10.00am.
Do Wander’s 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.























