TOP 30 Luxury vacation rental properties in St. Augustine, Florida

Barefoot Trace Vacation Rentals is a premier real estate and travel agency located at 6240 A1A South in St. Augustine, Florida. We offer a wide selection of luxurious vacation rentals along the stunning coastline of Florida, providing guests with the perfect home away from home for their holiday. From beachfront condos to spacious villas, our properties are meticulously maintained and equipped with all the amenities needed for a relaxing and enjoyable stay. Our dedicated team is committed to ensuring that every guest has a memorable and seamless experience, from booking to check-out. Whether you're looking for a romantic getaway, a family vacation, or a group retreat, Barefoot Trace Vacation Rentals has the perfect accommodation for you. Come and experience the beauty of St. Augustine with us!

LUX St Augustine Vacation Rentals is a premier real estate and travel agency located in the historic city of St. Augustine, Florida. Situated at 156 Marine Street, this institution offers a wide range of luxurious vacation rentals for visitors looking to experience the charm and beauty of the oldest city in the United States. With a dedicated team of professionals, LUX St Augustine Vacation Rentals provides top-notch service and accommodations to ensure guests have an unforgettable stay. Whether you're looking for a cozy beachfront cottage or a spacious downtown condo, this agency has the perfect rental for your needs. Book your dream vacation with LUX St Augustine Vacation Rentals and make memories that will last a lifetime.

St Augustine Vacation Rental Homes offers two beautiful properties for rent in St. Augustine, Florida. Located at 2 1st Lane and 2 9th Street, these vacation homes provide the perfect getaway for those looking to explore the historic city and enjoy the nearby beaches. The property at 2 1st Lane, also known as Chautauqua, offers a cozy and charming atmosphere with all the modern amenities you need for a comfortable stay. The property at 2 9th Street features four seaside cottages, each uniquely decorated and equipped with everything you need for a relaxing vacation by the ocean.

Sand Dollar Condominium Rentals is a premier real estate and travel agency located at 7990 A1A South in beautiful St. Augustine, Florida. We specialize in providing luxury condominium rentals with stunning ocean views and top-notch amenities. Whether you are looking for a relaxing beach getaway or a fun-filled family vacation, our experienced team is dedicated to helping you find the perfect rental property to suit your needs. Contact us today to start planning your dream vacation in sunny St. Augustine!

The Collector Luxury Inn & Gardens is an adults-only retreat located in the heart of St. Augustine, Florida, America's oldest city. This thoughtfully curated collection of nine historic houses offers modern amenities in a charming setting that celebrates the city's past. Guests can wander through gardens, fountains, and historic rooms, taking in the beautiful surroundings. The property features centuries-old brick paths, fire pits, and lush gardens filled with fragrant flowers. Guests can relax with a craft cocktail by the pool or simply enjoy the peaceful scenery. A complimentary continental breakfast is served daily, and guests can also enjoy hand-crafted cocktails and light bites at The Well.

St. Augustine Ocean & Racquet Club Condominium Resort Area is a premier real estate agency located at 880 A1A Beach Boulevard in St. Augustine, Florida, United States. Our resort area offers luxurious condominiums with stunning ocean views and top-notch amenities such as a racquet club, swimming pools, and fitness center. Whether you're looking to purchase a vacation home or invest in a rental property, our experienced team of agents is here to help you find the perfect property to suit your needs. Experience the beauty of St. Augustine from the comfort of your own luxury condo at St. Augustine Ocean & Racquet Club Condominium Resort Area.

Casa Del Sol Luxury Vacation Rental is a prestigious real estate and travel agency located at 408 5th Street in St. Augustine, Florida, United States. With a wide range of vacation rental options, from beachfront condos to historical homes, visitors are sure to find the perfect accommodation for their stay. Whether you are looking for a family vacation rental or a romantic honeymoon spot, Casa Del Sol has something for everyone. Situated slightly off the picturesque route of the A1A, the Beachcomber on Vilano offers a romantic and adventurous experience for guests. Florida Rental By Owners provides affordable vacation rentals, while Old Florida fishing cottages offer a relaxing waterfront retreat. The agency also offers concierge services for a curated vacation experience. Whether you are looking for a beachside condo or a luxury property in Historic Downtown, Casa Del Sol has you covered. Book your dream vacation rental with Casa Del Sol Luxury Vacation Rental and make your stay in St. Augustine unforgettable.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.

LuxeAmelia Luxury Vacation Rentals is a premier lodging institution located at 95052 Summerwoods Circle on Amelia Island, Florida, United States. Situated in the charming Summer Beach District, LuxeAmelia offers a luxurious and unforgettable experience for guests looking to explore the pristine nature and uncrowded beaches of this timeless destination. With world-class golf courses, spas, and restaurants nearby, as well as a rich history to discover, Amelia Island truly has something for everyone. Whether you're planning a family vacation, a romantic getaway, or an adventurous beachside excursion, LuxeAmelia provides the perfect accommodations for your stay. Events such as the Amelia Concours d'Elegance, Pétanque America Open, and Isle of 8 Flags Shrimp Festival are just a few of the exciting attractions to enjoy during your visit. Conveniently located just 30 minutes from JAX International Airport and 90 minutes from St. Augustine, LuxeAmelia is the ideal choice for your next luxury vacation rental experience.

Suncastle Property Management is a reputable real estate agency and travel agency located at 211 Boating Club Road in the beautiful city of St. Augustine, Florida. With a dedicated team of professionals, Suncastle Property Management offers a wide range of services including property management, vacation rentals, and real estate sales. Whether you are looking to rent a vacation home or purchase your dream property in Florida, Suncastle Property Management is here to help you every step of the way. Contact us today to learn more about our services and how we can assist you with all of your real estate and travel needs.

Welcome to Casa Del Sol - Oceanfront Vacation Rental Beachhouse, your premier destination for an unforgettable beachfront getaway in beautiful St. Augustine Beach, Florida. Located at 1 1st Ln, St. Augustine Beach, FL 32080, our charming beach house offers stunning panoramic views of the Atlantic Ocean and direct access to the sandy shores, making it the perfect retreat for families, couples, and groups seeking a serene and luxurious coastal experience. As a specialized real estate and travel agency, Casa Del Sol is dedicated to providing exceptional vacation rental services that cater to your every need. Our oceanfront property boasts modern amenities, spacious living areas, and elegant decor designed to provide the utmost comfort and relaxation. Guests can enjoy features such as a fully equipped kitchen, private balconies, high-speed internet, and entertainment options, ensuring a home-away-from-home experience.

Discover your dream beach vacation with FLAStays Florida Vacation Rentals, located in the picturesque Crescent Beach area of St. Augustine, FL. Specializing in luxurious and comfortable vacation rental properties, FLAStays offers an extensive collection of accommodations designed to provide the perfect beach getaway for you and your loved ones.

The Ocean Gallery is a premier institution located at 4600 A1A South in St. Augustine, Florida, United States. This unique establishment offers a combination of lodging, real estate agency, and travel agency services. Nestled along the beautiful coastline, The Ocean Gallery provides luxurious accommodations, expert real estate guidance, and unforgettable travel experiences. Whether you are looking for a relaxing beachfront getaway, seeking to invest in a stunning oceanfront property, or planning your next adventure, The Ocean Gallery is the perfect destination for all your needs. Experience the beauty of St. Augustine with The Ocean Gallery as your trusted partner.

Merida Inn & Suites is a charming lodging establishment located at 2150 North Ponce De Leon Boulevard in St. Augustine, Florida. This cozy inn offers a comfortable and inviting atmosphere for guests looking to relax and unwind during their stay in the historic city. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant experience for all visitors. With its convenient location and friendly staff, Merida Inn & Suites is the perfect choice for travelers seeking a peaceful retreat in the heart of St. Augustine.

Gran Bay is a premier real estate agency located at 13444 Gran Bay Parkway in Jacksonville, Florida. Our community at Flagler Center offers a luxurious lifestyle with beautifully designed homes featuring high ceilings, walk-in closets, and modern kitchens with stainless steel appliances. Residents can enjoy amenities such as a fitness center, Clubroom lounge, and resort-style pool. Located near major highways like I-95, Philips Hwy, and Old St. Augustine Rd, Gran Bay provides easy access to shopping, dining, and entertainment options. Our community is designed to offer a peaceful retreat from the hustle and bustle of the city while still being conveniently located. If you are interested in living at Gran Bay, please visit our website to view our optimized web accessible version. Thank you for considering us for your next home.

The Lazy Pirate is a unique institution located at 4572 First Avenue in the charming city of St. Augustine, Florida. As a real estate agency and travel agency combined, we specialize in helping clients find their dream vacation home or investment property in this beautiful coastal city. Our team of experienced agents are dedicated to providing personalized service and expert guidance to ensure a smooth and successful transaction. Whether you're looking for a beachfront condo, a historic home in the downtown area, or planning your next getaway, The Lazy Pirate is here to make your real estate and travel dreams a reality. Visit us today and let us help you navigate the waters of the real estate market with ease and efficiency.

International Golf Realty is a premier real estate and travel agency located at 559 West Twincourt Trail in beautiful St. Augustine, Florida. Specializing in luxury golf properties worldwide, we offer a wide range of services to help clients find their dream homes on or near some of the best golf courses in the world. Whether you're looking to buy, sell, or rent a golf property, our team of experienced agents is here to assist you every step of the way. Contact us today to start your journey towards finding the perfect golf property for you.