TOP 10 Luxurious vacation rentals 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!

Sea Place Resort Rentals is a premier real estate and travel agency located in the beautiful coastal town of St. Augustine, Florida. Situated at 1733 Sea Fair Drive, our agency specializes in providing luxurious vacation rentals at the exclusive Sea Place Resort. With stunning ocean views, top-notch amenities, and convenient access to the beach, our rentals offer the perfect getaway for those looking to relax and unwind in style. Whether you're planning a family vacation, a romantic escape, or a group retreat, Sea Place Resort Rentals has the perfect accommodation to suit your needs. Contact us today to book your dream vacation in sunny St. Augustine!

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 World Golf Village Renaissance St. Augustine Resort is a luxurious lodging destination located in the picturesque city of St. Augustine, Florida. Situated at 500 South Legacy Trail, this resort offers guests a truly unforgettable experience with its stunning views and top-notch amenities. Whether you're a golf enthusiast looking to explore the nearby World Golf Hall of Fame or simply seeking a relaxing getaway, this resort has something for everyone. From spacious rooms and suites to a variety of dining options and recreational activities, the World Golf Village Renaissance St. Augustine Resort is the perfect choice for your next vacation.

Holiday Inn St. Augustine - Historic, an IHG Hotel is a charming lodging option located in the heart of St. Augustine, Florida. Situated at 1302 North Ponce De Leon Boulevard, this hotel offers guests a convenient and comfortable stay in one of America's oldest cities. With its historic charm and modern amenities, Holiday Inn St. Augustine is the perfect choice for travelers looking to explore the rich history and culture of this beautiful destination. Whether you are visiting for business or pleasure, you can enjoy a relaxing stay in well-appointed rooms, delicious dining options, and top-notch service. Experience the best of St. Augustine at Holiday Inn St. Augustine - Historic, an IHG Hotel.

ffered two queen beds per room, as well as balconies with stunning views of the Castillo de San Marcos, Mantanza Inlet, and the Bridge of Lions. These Castillo Double rooms at St. George Inn provide a comfortable and luxurious stay, with fine linens, antique ceiling fans, and plush pillow-top mattresses. Guests can relax on the balcony with a glass of wine or enjoy the beautiful views of St. Augustine. With a sense of escape into indulgence, these rooms are perfect for a relaxing and memorable stay in the heart of the historic city.

Located in the heart of historic St. Augustine, Florida, the St Francis Inn Bed and Breakfast offers guests a charming and unique lodging experience. Dating back to 1791, this historic inn combines old world charm with modern comforts in each of its guest rooms and suites. The walled courtyard garden provides a peaceful retreat, while the gourmet breakfasts and complimentary amenities add to the overall ambiance. Guests can choose from a variety of room options, including suites that can accommodate up to four people and a luxury cottage ideal for families or couples. The Inn is a member of Select Registry, a prestigious group of luxury inns, and offers a range of unique and free guest amenities, including nightly desserts and specialty coffee drinks.

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.

Villa 1565 Hotel Historic St. Augustine FL is a charming lodging establishment located at 137 San Marco Avenue in St. Augustine, Florida, United States. The hotel boasts a beautifully restored coquina structure with Spanish architecture, including an original coquina exterior and a courtyard under the 650-year-old historic live oak tree known as "The Old Senator". The upscale interiors offer a perfect blend of old-world authenticity and contemporary hospitality. Guests can enjoy luxurious Spanish-inspired private rooms with top-of-the-line amenities and artistic decor, as well as a complimentary buffet breakfast and a large outdoor pool. The hotel's downtown location provides easy access to popular attractions such as the Spanish fort Castillo de San Marcos and the Mission Nombre de Dios. Visitors can explore St. Augustine by taking the nearby Old Town Trolley or Ripley’s Red Train, or visit sites like the San Sebastian Winery and the St. Augustine Lighthouse & Museum.

Bluegreen Vacations Grande Villas at World Golf Village is a luxurious lodging institution located in St. Augustine, Florida, United States. Situated at 100 Front 9 Drive, this resort offers spacious and elegantly designed villas for guests to enjoy a relaxing and comfortable stay. With its proximity to the renowned World Golf Village, guests can take advantage of world-class golfing facilities and picturesque views of the surrounding area. Whether you're a golf enthusiast or simply looking for a tranquil retreat, Bluegreen Vacations Grande Villas at World Golf Village provides the perfect setting for a memorable vacation experience.

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.

Wren Beach Rentals by Portoro is a real estate and travel agency located at 214 San Marco Avenue in St. Augustine, Florida, United States. Specializing in oceanfront vacation rentals in South Ponte Vedra Beach, these private homes offer the perfect blend of luxury and comfort. Just north of historic St. Augustine, these rentals provide a relaxing and carefree vacation experience while still offering the comforts of home. From budget-friendly units to luxury single family homes, Wren Beach Rentals has something for everyone. Amenities include temporary membership to Serenata Beach Club, gas grills, fully equipped kitchens, and access to shopping, restaurants, activities, and attractions. Whether you're looking for a peaceful getaway or a fun-filled vacation, Wren Beach Rentals has you covered.

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.

St. Augustine Guest Houses is a charming lodging option located at 6 Loring Street in the historic city of St. Augustine, Florida. Our guest houses are managed by a reputable real estate agency and travel agency, ensuring that guests receive top-notch service and accommodations during their stay. Each guest house is beautifully decorated and fully equipped with all the amenities needed for a comfortable and memorable stay. Whether you are visiting for a weekend getaway or an extended vacation, St. Augustine Guest Houses is the perfect place to call home while exploring all that this beautiful city has to offer. Book your stay with us today and experience the best of St. Augustine hospitality.

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.

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.

Beachcomber Cottages on Vilano is a charming lodging establishment located at 10 Beachcomber Way in the beautiful coastal town of St. Augustine, Florida. Nestled just steps away from the pristine beaches of Vilano, this cozy retreat offers guests a peaceful and relaxing getaway. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, take a leisurely stroll along the sandy shores, or explore the nearby attractions of historic St. Augustine. Whether you're looking for a romantic escape or a family vacation, Beachcomber Cottages on Vilano is the perfect destination for a memorable seaside retreat.

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.

Nestled in the picturesque city of St. Augustine, Florida, Luke's Laterra is a luxurious lodging institution located at 955 Registry Boulevard. Offering a serene and peaceful retreat for guests, Luke's Laterra provides a perfect blend of comfort and sophistication. With elegant rooms, top-notch amenities, and impeccable service, guests can experience a truly unforgettable stay. Whether you're looking for a relaxing getaway or a romantic escape, Luke's Laterra is the ideal destination for your next vacation.

Casablanca Inn On The Bay is a charming and historic institution located in the heart of St. Augustine, Florida. Situated at 24 Avenida Menendez, this establishment offers a unique combination of bar, food, lodging, and restaurant services. Guests can enjoy delicious meals prepared with fresh ingredients, relax in comfortable accommodations with stunning views of the bay, and unwind at the bar with a refreshing drink. The Casablanca Inn On The Bay provides a tranquil and picturesque setting for visitors to experience the beauty and charm of St. Augustine.

Casa De Solana Bed & Breakfast is a charming and historic lodging located in the heart of St. Augustine, Florida. Situated on Aviles Street, the oldest street in the United States, this quaint bed and breakfast offers a unique and cozy atmosphere for guests to relax and unwind. The inn features beautifully appointed rooms, each with its own distinct character and style. Guests can enjoy a delicious homemade breakfast each morning, served in the elegant dining room or on the picturesque courtyard. With its convenient location near the city's top attractions, Casa De Solana Bed & Breakfast is the perfect choice for a memorable stay in St. Augustine.

Located at 142 Avenida Menendez in St. Augustine, Florida, the Bayfront Marin House is the #1 waterfront hotel in the area. With elegant guest rooms offering stunning views of Matanzas Bay, the Bridge of Lions, and the St. Augustine Lighthouse, this historic bed and breakfast is the perfect destination for a romantic getaway. The hotel has been recognized as one of the Top 25 Hotels for Romance in the United States and offers a unique experience with private entrances and individual thermostats for each room. Guests can choose from a variety of accommodations, including beachfront vacation rentals and private apartment-style units near the main inn. The Bayfront Marin House offers flexible lodging options, gracious hospitality, and luxurious amenities to ensure a memorable stay. The hotel is conveniently located within walking distance of downtown attractions, historic sites, museums, and fine dining options.

Bella Bay Inn, located at 10 Marine Street in St. Augustine, Florida, is more than just a hotel - it's your personal private getaway. With stunning bay views, free parking, comfortable beds, tiled baths, and a refrigerator in every room, Bella Bay offers everything you need for a perfect stay. Our concierge line is available 24 hours a day for any questions or needs you may have. Situated just steps away from King Street, Bella Bay is conveniently close to restaurants, bars, and shopping. St. Augustine is best explored on foot, and this historic inn provides the perfect home base for your adventures in the area. Experience the ideal vacation in St. Augustine by staying at Bella Bay Inn.

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.

Historic Sevilla House is a charming lodging located at 14 Sevilla Street in the historic city of St. Augustine, Florida. This institution offers guests a unique and authentic experience, with its beautiful historic architecture and cozy accommodations. The Sevilla House is the perfect place to stay for those looking to immerse themselves in the rich history and culture of this vibrant city. Whether you are exploring the nearby attractions or simply relaxing in the comfort of your room, Historic Sevilla House provides a warm and welcoming atmosphere for all travelers.

Lions and Lanterns is a charming lodging establishment located at 34 Saragossa Street in the historic city of St. Augustine, Florida. This unique inn offers a cozy and welcoming atmosphere where guests can relax and unwind in style. At Lions and Lanterns, guests can expect top-notch hospitality and a truly unforgettable experience. The inn is known for its beautifully decorated rooms, comfortable accommodations, and attention to detail. Whether you're looking for a romantic getaway or a peaceful retreat, Lions and Lanterns has everything you need for a memorable stay.