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Luxury Vacation Rentals near St. Augustine

Book a Wander with inspiring views, hotel-grade amenities, modern workstations, top-tier cleaning and 24/7 concierge service. It’s a vacation home, but better.

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Top-rated luxury vacation rentals near St Augustine

Wander offers some of the finest luxury vacation rentals in St. Augustine, Florida. Our properties are curated for a high-end, stress-free experience tailored to every type of traveler. Whether you’re planning a family retreat, a romantic escape, or a solo getaway to recharge, our St. Augustine rentals have everything you need and more. Expect hotel-quality bedding, warming fire pits, and smart home technology for a stay that’s entirely about your comfort. Make unforgettable memories in St. Augustine with Wander’s luxury rentals.

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. Only the top 1% of vacation homes are available on our platform.

Only the top 1% of homes

Only the top 1% of homes

We’ll never not look like the pictures. We select homes in the most beautiful destinations and pour our hearts into making them magical so you can leave your stress at the door.

Hotel-grade amenities

Hotel-grade amenities

We’ll never leave you with nothing to do. From workstations with super fast WiFi to gyms, pools, and saunas, our locations are set up for you to effortlessly blend work and play.

24/7 Concierge service

24/7 Concierge service

We’ll never leave you hanging. Our text-based Concierge is always available to help make your trip the best ever – from questions about the house to activity recommendations and more.

Inspiring and stunning views

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander is located in an incredible setting with stunning views that will have you feeling inspired and refreshed in no time. Adventure awaits.

Meticulous cleaning

Meticulous cleaning

We’ll never have you check in to a dirty house with crusty ketchup in the fridge. Our cleaning teams are meticulous about quality. We won't leave you a list of chores at check out either.

Safety and security

Safety and security

We’ll never pass you off to a stranger. All of the Wander locations on our platform are hand-picked by us and managed to our incredibly high, industry-leading safety standards.

A Guide to Luxury Travel in St. Augustine

St. Augustine offers the perfect mix of rich history, beautiful beaches, and Southern charm, making it an ideal destination for luxury travelers. Known as America’s oldest city, it brims with historical sites, boutique shopping, and fine dining. Here, you’ll find a blend of Old World Spanish architecture, serene coastal landscapes, and an inviting local culture.

Wander's luxury vacation rentals in St. Augustine provide the perfect base for exploring the city. Imagine waking up to the sound of waves, enjoying coffee on a private deck overlooking the Atlantic, and setting out for a day of exploration. Wander's accommodations give you a peaceful, private retreat to unwind in after discovering the charm and allure of St. Augustine.

St. Augustine Weather: When Should You Visit?

St. Augustine's warm, subtropical climate makes it a year-round destination, with each season offering a unique experience:

  • Spring: With mild temperatures and flowers in bloom, spring is a beautiful time to visit. Enjoy outdoor activities, festivals, and historic sites at their most vibrant.
  • Summer: Beach days are at their peak in summer, with warm weather perfect for swimming, sunbathing, and water sports. The area’s pristine beaches come alive with summer activities, from paddleboarding to dolphin watching.
  • Fall: As the crowds thin, fall brings pleasant weather ideal for exploring St. Augustine’s cobblestone streets, historic landmarks, and cozy cafes. The season also hosts various cultural events and outdoor festivals.
  • Winter: St. Augustine's mild winters are a perfect escape from colder northern climates. The city is beautifully decorated for the holiday season, offering cozy charm, festive lights, and seasonal events.

Food and Drink in St. Augustine

St. Augustine’s food scene is as rich and diverse as its history, blending traditional Southern flavors, fresh seafood, and a creative culinary spirit. Start your day with a visit to one of the charming local cafes, where you can enjoy locally roasted coffee and freshly baked pastries. For lunch, explore the city’s coastal eateries and try classic dishes like shrimp and grits or fresh oysters by the water.

As the day winds down, enjoy an upscale dinner at one of St. Augustine’s fine dining restaurants, where local chefs fuse Southern, Latin, and European flavors in innovative ways. The city also boasts craft breweries and intimate wine bars where you can wind down and soak up the ambiance.

Take a deeper dive into the area’s culinary scene with our blog: The 12 Best Restaurants in St. Augustine.

Points of Interest in St. Augustine

St. Augustine offers countless attractions, from historic landmarks to scenic outdoor spots that capture the spirit of this timeless city:

  • Castillo de San Marcos: Step back in time at this historic fortress, where you can explore the history of early Spanish settlements and admire views of the waterfront.
  • St. George Street: A lively pedestrian street lined with boutique shops, cafes, and historical sites—a must-visit for any trip to St. Augustine.
  • Anastasia State Park: With miles of pristine beaches, tidal marshes, and nature trails, this park is a paradise for outdoor enthusiasts looking to kayak, hike, or birdwatch.
  • Flagler College: Once a grand hotel, this architectural gem showcases Spanish Renaissance design and is a popular attraction for history and art enthusiasts.
  • Lightner Museum: Housed in a former luxury hotel, this museum features unique collections of fine and decorative arts in an opulent setting.

Incredible Activities in and Around St. Augustine

When you book a luxury vacation rental with Wander, you’re perfectly positioned to enjoy St. Augustine's best activities:

  • Outdoor Adventures: From sailing along the Matanzas River to taking an eco-tour of the surrounding marshes, there’s no shortage of outdoor experiences to enjoy in St. Augustine. If you’re staying with us at Wander Ponte Vedra, see our guide to the best outdoor adventures in Ponte Vedra to make the most of your trip.
  • Historical Tours: Visit centuries-old landmarks, including Ponce de Leon’s Fountain of Youth and the Old Jail, to get a taste of the city’s storied past.
  • Festivals and Events: St. Augustine hosts a range of cultural events, from the Nights of Lights during the holiday season to the St. Augustine Food + Wine Festival in the spring.
  • Day Trips: St. Augustine's central location makes it easy to explore nearby coastal towns or visit Jacksonville and Daytona Beach for a change of scenery. For more of the best beaches near Wander Ponte Vedra, or more Ponte Vedra day trip inspiration, see our comprehensive guides.

For more itinerary inspiration, see our blog on the 15 best things to do in St. Augustine, Florida.

Choosing Where to Stay in St. Augustine

At Wander, we offer premier properties in St. Augustine that promise both luxury and convenience for your stay.

  • Wander Ponte Vedra: Just a short drive from St. Augustine, Wander Ponte Vedra is an exquisite oceanfront retreat with four bedrooms, each featuring breathtaking ocean views. With direct access to a secluded stretch of beach and high-end amenities like a beachfront hot tub, this property combines privacy with luxury. Perfect for families, couples, or groups seeking an exclusive getaway, Wander Ponte Vedra has everything you need for a comfortable, elevated stay. This property’s convenient location, just 15 minutes from the heart of St. Augustine, makes it easy to experience both relaxation and adventure.

Getting Around

St. Augustine is easily accessible, with Jacksonville International Airport nearby for major airline services. Upon arrival, renting a car is recommended to enjoy the area’s sights and hidden gems at your own pace. For those who prefer a private driver, concierge services can assist in arranging seamless transportation throughout your stay.

St. Augustine’s downtown is walkable, allowing you to immerse yourself in the city’s charm on foot. For beach outings or excursions further afield, Wander’s concierge team is happy to help with local transportation recommendations. Alternatively, check out our helpful Wander Ponte Vedra Transportation Guide for seamless, stress-free travel to and from your luxury rental.

FAQs

What amenities can I expect in Wander's St. Augustine vacation rentals?

Our St. Augustine vacation homes come fully equipped with premium amenities, including high-speed internet, spacious living areas, gourmet kitchens, and beach access. You’ll also enjoy features like hotel-quality linens, smart home technology, and on-demand concierge services for a worry-free stay.

Are your St. Augustine vacation homes suitable for families?

Yes, our properties are ideal for families. With multiple bedrooms, kid-friendly spaces, and proximity to family-friendly attractions, our properties are the perfect base for creating memorable family vacations.

Can I book a last-minute getaway to St. Augustine with Wander?

Absolutely! Wander accommodates last-minute bookings based on availability. Check our website for the latest information on availability, and start planning your luxury St. Augustine retreat today.

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