The 30 Best Luxury romantic getaway in St. Augustine, Florida

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.

The Ponce St. Augustine Hotel is a comfortable and convenient lodging option located at 1111 North Ponce De Leon Boulevard in St. Augustine, Florida. Situated less than a mile from many local attractions, shopping areas, and dining destinations, this hotel offers a great value for visitors looking to explore the historic city. With amenities such as an onsite restaurant, outdoor swimming pool with Jacuzzi, free DVD rentals, and free parking, guests can enjoy a pleasant stay with added convenience. The hotel offers a variety of room accommodations to suit every need, from standard queen beds to spacious king beds and upgraded suites. Three wheelchair accessible rooms are also available for guests with mobility needs. The rooms are designed in a contemporary style, ensuring a comfortable and restful stay for all guests.

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.

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.

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.

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.

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!

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.

Casa Monica Resort & Spa, Autograph Collection is a luxurious lodging establishment located at 95 Cordova Street in the historic city of St. Augustine, Florida, United States. This elegant resort offers a unique blend of modern amenities and old-world charm, providing guests with a truly unforgettable experience. The resort features beautifully appointed rooms, a world-class spa, exquisite dining options, and stunning views of the surrounding area. Whether you are looking for a relaxing retreat or a romantic getaway, Casa Monica Resort & Spa is the perfect destination for your next vacation.

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.

Ocean Sands Beach Boutique Inn is a luxurious lodging option located at 3465 Coastal Highway in St. Augustine, Florida, United States. Situated on a 1-acre private beach, this ultra-clean inn offers guests the perfect view of Vilano Beach. Whether you're looking for a romantic getaway, a business trip, or a relaxing vacation, Ocean Sands Beach Inn is the ideal spot for you. Step out onto your beachfront balcony and take in the majestic ocean view from every room. Each room is designed for delight, featuring comfortable King or Queen beds and modern amenities. Vilano Beach is a vibrant community just minutes from downtown St. Augustine, offering a charming and educational experience for all guests.

Southern Oaks Inn is a charming lodging facility located in the historic city of St. Augustine, Florida. Nestled at 2800 North Ponce De Leon Boulevard, this inn offers a tranquil and cozy atmosphere for guests to relax and unwind. The Southern Oaks Inn features comfortable rooms, modern amenities, and beautiful gardens, making it the perfect destination for a peaceful getaway. With its convenient location near the city's attractions and beaches, guests can easily explore all that St. Augustine has to offer. Whether you're visiting for a romantic weekend or a family vacation, Southern Oaks Inn provides a welcoming and memorable experience for all travelers.

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.

The Old City House Inn & Restaurant is a charming establishment located at 115 Cordova Street in the historic city of St. Augustine, Florida. This unique institution offers a combination of lodging and dining experiences, making it the perfect destination for travelers looking for a cozy and convenient place to stay and dine. The inn features beautifully appointed rooms that exude old-world charm and modern comfort, providing guests with a relaxing and memorable stay. The on-site restaurant offers a delectable menu of gourmet dishes prepared with fresh, locally sourced ingredients, ensuring a delightful dining experience for visitors and locals alike.

~ The 44 Spanish Street Inn (Adults Only) is a charming lodging institution located at 44 Spanish Street in St. Augustine, Florida. Named a "Best of St. Augustine" inn by Folio Magazine, this establishment offers beautifully furnished rooms with unique amenities. ~ The Fitzgerald room, with a private ground floor entrance, showcases a massive king-sized bed, luxury linens, vintage armoire, original hardwood floors, and a luxurious bath. The Palm South room features a personal porch space, while the Magnolia Suite offers a quiet retreat with a king size bed and oversized antique armoire.

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.

Anastasia Inn is a charming lodging establishment located at 218 Anastasia Boulevard in the historic city of St. Augustine, Florida. Situated just minutes away from the beautiful Anastasia State Park and the vibrant downtown area, this cozy inn offers comfortable accommodations and personalized service to ensure a memorable stay for guests. With its convenient location and warm hospitality, Anastasia Inn is the perfect choice for travelers looking to experience the rich history and natural beauty of St. Augustine.

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.

Centennial House Bed and Breakfast is a charming and historic lodging located at 26 Cordova Street in St. Augustine, Florida, United States. This elegant B&B offers a cozy and welcoming atmosphere, with beautifully decorated rooms and modern amenities. Guests can enjoy a delicious homemade breakfast each morning and relax in the peaceful courtyard or on the spacious veranda. Centrally located in the heart of St. Augustine, guests can easily explore the city's historic sites, shops, and restaurants. Whether you're seeking a romantic getaway or a relaxing vacation, Centennial House Bed and Breakfast is the perfect choice for your stay in St. Augustine.

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.

Now and Zen Sailing Charters is a top-rated travel agency located at 4234 Lakeside Drive in Jacksonville, Florida. Starting on May 24, 2024, they will be offering charters for the Summer of 2024 on their luxurious 42 ft cruising catamaran, Now & Zen. Guests can book day or sunset cruises for a unique and unforgettable experience on the water. Rated as one of Jacksonville's best sailing charters, Now and Zen offers private charters for up to 6 people, perfect for special occasions such as birthdays, anniversaries, or simply a relaxing day out on the water. Departing from Jacksonville (Ortega), rates start at $499 for a 4-hour tour for 4 people.

Scenic Cruise is a premier travel agency located at 4125 Coastal Highway in the picturesque city of St. Augustine, Florida, United States. Specializing in providing unforgettable cruise experiences, Scenic Cruise offers a wide range of cruise options to various destinations around the world. Whether you're looking for a relaxing Caribbean getaway or an adventurous Alaskan expedition, our knowledgeable staff is dedicated to helping you find the perfect cruise for your desired vacation. With exceptional customer service and attention to detail, Scenic Cruise is your go-to agency for all your cruise travel needs.

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.

Welcome to Now and Zen Sailing Charters - Amelia Island, your premier destination for unforgettable sailing adventures in the stunning waters of Fernandina Beach, Florida. Located at 3 South Front Street, our travel agency offers an unparalleled sailing experience aboard the luxurious 42 ft cruising catamaran, "Now & Zen." Whether you're looking to celebrate a special occasion or simply unwind, our charters provide the perfect setting. Rated as Jacksonville Florida's Best Sailing Charter and recognized by USA Today as one of the Top 10 attractions and romantic activities in Jacksonville, we invite you to embark on a journey of relaxation and discovery. Starting May 24, 2024, book your day or sunset cruise and set sail on the crystal-clear waters with a dedicated Captain and crew attending to your every need.