Best Airbnb in St Augustine + Vacation Rentals & VRBO

St. Augustine, Florida, holds the title of being the oldest city in the United States. Founded in 1565 by Spanish explorers, the city has a rich and diverse history that spans over four centuries. St. Augustine played a significant role in the early colonization of the Americas and has witnessed various historical events, including battles, pirate raids, and the establishment of the first parish and European settlement. It’s a beautiful place to plan a vacation, especially when you stay in the best Airbnb in St Augustine! 

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Today, St. Augustine is a popular tourist destination for several reasons. The city boasts a charming historic district with well-preserved architecture, cobblestone streets, and numerous landmarks that offer a glimpse into its colonial past. Visitors can explore attractions such as the Castillo de San Marcos, a 17th-century fortress, the Lightner Museum, and the Fountain of Youth Archaeological Park, which are all steeped in history. If you are looking for things to do while in St Augustine, check out this post. There is a wide variety of options from viewing historical sites, touring the ancient city, enjoying amazing dining options and relaxing on the beach. 

In addition to its historical significance, St. Augustine’s coastal location provides access to beautiful beaches, waterfront dining, and a vibrant arts and culture scene. The city also hosts various events and festivals throughout the year, making it an appealing destination for tourists of all ages. Whether you’re interested in rich history, architecture, outdoor activities, or simply soaking in the laid-back atmosphere, St. Augustine has something to offer for everyone.

It’s important to consider where you want to be based off of your vacation itinerary, or if you don’t want to have any set plans, what vibe are you going for? In St Augustine, you can stay downtown, so you are steps from the cobblestone streets, near the beach, and/or near fun restaurants outside of the old town area. The options provided in this post will be broken down by all of the above. This post includes the best Airbnb options in St Augustine, as well as other vacation rentals like VRBO or private boutique rentals. 

A few things to be aware of in the area: 

• Not all communities allow short-term rentals, so you may not be able to book an exact location you had in mind, but there are still beautiful rentals available. 
• Many rentals in the area of investment properties of either locals or families who travel to the area regularly. You will often have great service because the individuals are dedicated to a great experience. However, it’s important to keep in mind the pros and cons of staying in a short term rental vs a hotel, which is why I have included recommendations for both. 
• MidNovember through the end of January are extremely busy in St Augustine as it’s time for Nights of Lights. If you are traveling to historic downtown St Augustine with the goal in mind of seeing the beautiful lights display, it’s a beautiful time of year! However, if you aren’t aware, it brings in thousands of visitors every single day during that time frame and will be very busy. 

Best Vacation Rentals Near The Beaches of St Augustine 

St Augustine Beach

This area is a beautiful spot for more relaxed, beachy vibes and is only a short drive to the historic district. 

• Beach Duplex: 2 bedrooms with an outdoor patio, newly remodeled with modern amenities, one block from the beach and steps from a coffee shop, restaurants, brewery, and more. 
• Ocean Front Cottage: 2 bedrooms with a back porch, near the beach, with access to a community pool. 
• The Turtle Nest: 2 bedrooms, with 3 beds, partial ocean views, resort-style amenities, steps to the beach. 

• Auberge Chic in Saint Augustine – Palmier: 2 bedrooms for 4 guests. If you are looking for tropical, Instagram vibes, this is the place! Steps from everything you may need: restaurants, bars, spas, music, and the beach.
• Tropicana Way: 2 bedrooms for 6 guests, with all the beachy vibes, local to restaurants and the beach, it’s the perfect place for a group getaway. 

• Auberge Chic in St Augustine- Rose: 3 bedrooms for 5 guests in a beautiful setting with a lovely outdoor patio, you will be in close proximity to the beach and other amenities. 
• St Haven: 3 bedrooms for 6 guests in a beautifully renovated house with a great outdoor space. Unwind in the hot tub, sip a glass of wine by the fire, it’s a lovely getaway house. 

• LunaSea Beach House: Perfect for families with 2 bedrooms, a private pool, hot tub and a short walk with easy access to the beach. 
• Oceanfront Rental Crescent Beach: 2 bedroom, 2-bathroom vacation rental with direct ocean front views, steps to the beach and newly renovated. 

Vilano Beach

Our favorite beach in the area! It’s not home to a lot as far as restaurant options and things to do, but it’s a wonderful beach with just enough where you can have things to do and enjoy the beach. It’s also only a 10-minute drive to the heart of St Augustine. 

• Vilano Beach Oceanfront: 2 bedrooms and 1 bathroom, directly on the ocean with a stunning porch, outdoor shower and plenty of free parking. 
• Vilano Salt Shack: A 2-bedroom home with a hot tub, beautiful garden, and a short walk to the beach.

Best Vacation Rentals In Historical St Augustine 

Historic St Augustine is absolutely beautiful and could easily be a destination to walk everywhere during your stay if that is what you are looking for. With a variety of options of things to do, from popular attractions to great restaurants and beautiful views, it’s a wonderful place for small groups or families. 

• Stylish Downtown Cottage: This 2 bedroom charming bungalow, a short walk to the historic district and provides everything you need from air conditioning, to a space to work and a nice dining area (but there is no need to cook!). 
• Villa 1898: A stunning, updated classic home with 2 bedrooms, in the heart of the historic district, a private balcony, and plenty of space for a small group. There is another rental property owned by the same individual if you are traveling with additional guests. 

• Adorable Cottage with A Yard: This 2 bedroom house could be a “tiny house” but with all the amenities! It has a lovely backyard patio, a small enclosed yard allows dogs. 

• Uptown Resort Style Cottage: This rental has 2 bedrooms and is a small resort style area with a pool, hot tub, and parking all within a short walk to downtown. 
• Casa Lovett: Listed as a “tropical bungalow” I absolutely love this Instagram worthy house! With two bedrooms and two bathrooms, it sleeps four, is less than a 10 minute walk to the historic district and has a great back yard. 

As mentioned, I understand that short term rentals are not for everyone, so thankfully there are incredible boutique hotels in St Augustine as well! A few of my favorites are:

• Lions and Lanterns Inn: A stunning boqutie hotel with various themed rooms, a wonderful location, a stunning courtyard and the sweetest owners. 
• The Collector Luxury Inn & Gardens: Offers the “personal touches of a B&B with modern amenities of a lucy hotel” and it truly does just that! With beaiful rooms, a nice pool, a fire pit and outdoor patio, this is a luxury experience in the historic district. 
• The Local St Augustine: A boutique motel with multiple room choices, a fun poolside area, complimentary coffee, tea and music, bike rentals and access to a local fitness center. You will have a fully digital experience with the staff who are available no matter what you may need. Walking distance to great restaurants and acitibies. 
• Casa Monica Resorts & Spa: If you are looking for a truly luxury experience, with a full service spa, and one step to reach the historic district, this hotel may be the best option for you! You are nearby Flagler College and the Bridge of Lions at this resort. 

I hope this is helpful to show you some of the amazing FL vacation rentals in the area. From the best airbnb in St Augustine, private St Augustine vacation rental options and hotels, every traveler will find options that fit their needs. Don’t forget to look into local events depending on the season of your vacation- there is much fun to be had in St Augustine, no matter the time of year!