Luxury Vacation Rentals near 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.