TOP 30 Best Vacation cottage rentals in St. Augustine, Florida

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.

La Rosa Realty St. Augustine is a reputable real estate agency located at 3149 North Ponce De Leon Boulevard in the beautiful city of St. Augustine, Florida. Our team of experienced and dedicated real estate agents are committed to helping clients buy, sell, or rent properties in the area. Whether you are looking for your dream home, an investment property, or commercial real estate, we are here to assist you every step of the way. With our extensive knowledge of the local market and personalized service, we strive to make the buying or selling process as smooth and stress-free as possible. Contact us today to learn more about how La Rosa Realty St. Augustine can help you achieve your real estate goals.

St. Augustine Eco Tours, located at 111 Avenida Menendez in St. Augustine, Florida, is a premier travel agency offering a variety of outdoor adventures in the beautiful surroundings of St. Augustine. From kayaking to ECO boat tours and Catamaran Sailing, we provide unforgettable experiences led by experienced naturalist guides and licensed Captains. Our commitment to ecological programs and exceptional customer service sets us apart as a top choice for exploring the natural beauty of the area. One of our most popular tours is the dolphin watching boat trip, where you can see Atlantic bottlenose dolphins in their natural habitat year-round. We also offer kayaking excursions that allow you to explore the waterways of St. Augustine and observe local wildlife up close.

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!

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.

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!

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!

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.

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.

Rental Guys Property Management is a top-notch institution located in Jacksonville, Florida, serving the surrounding areas of NW St. Johns County, Ponte Vedra, and Nocatee. Led by Shelley Alterman, our team is dedicated to managing your rental property and delivering unbeatable results. We offer a range of services including expert market analysis, tenant screening, maintenance coordination, rent collection, financial reporting, eviction assistance, and compliance with legal regulations. We take pride in our customer service and use the latest technology to ensure efficient and effective property management. Our strong relationships with trusted vendors in Jacksonville allow us to quickly address any maintenance needs at competitive rates. Client testimonials speak to our dedication and success in managing rental properties.

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.

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.

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.

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.

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.

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.

Welcome to Casa Blanca Beach House - Watermellow Vacation Rental, a stunning property located at 601 Twenty Second Street in the beautiful city of St. Augustine, Florida, United States. Our institution is a real estate and travel agency that offers the perfect getaway for those looking to relax and unwind by the ocean. Casa Blanca Beach House is a charming and cozy vacation rental that provides guests with a home away from home experience. With its prime location just steps away from the beach, guests can enjoy breathtaking views of the ocean and easy access to the sandy shores.

Chris Snow Realtor - Florida Coastal Team - LPT Realty is a reputable real estate agency located at 101 East Town Place in St. Augustine, Florida, United States. Our team is dedicated to providing top-notch services while respecting your privacy and protecting your information. We do not collect personal information from children under the age of 13. We may share your information with our vendors to enhance our services and develop new products and technologies. Rest assured, we will not share your personal information in violation of California law without your consent. You have the right to request information about how we share certain categories of information with third parties for direct marketing purposes.

KB Home Azalea Hills is a reputable general contractor located at 12392 Gillespie Avenue in Jacksonville, Florida. We specialize in building high-quality homes that are tailored to meet the unique needs and preferences of our clients. Our team of experienced professionals is dedicated to providing exceptional craftsmanship and excellent customer service throughout the entire construction process. Whether you are looking to build your dream home or renovate your current space, KB Home Azalea Hills is here to bring your vision to life. Contact us today to learn more about our services and start planning your next project.

Ripple Effect Ecotours, located at 101 Tolstoy Lane in St. Augustine, Florida, is a unique tourist attraction and travel agency offering unforgettable experiences in the natural beauty of Florida. Join our expert guides on a kayak ecotour through the stunning waterways and wildlife-rich landscapes of the area. Escape the hustle and bustle of the city and immerse yourself in the serene coastal estuary, surrounded by salt marsh grasses, birds, dolphins, and manatees. Our knowledgeable guides will lead you on a journey through the Guana Tolomato Matanzas National Estuarine Research Reserve, providing insight into the importance of this ecosystem and the creatures that call it home.

GeoTrippin Kayak Adventures is a tourist attraction and travel agency located at 291 Cubbedge Road in St. Augustine, Florida. They offer eco-friendly kayak tours for wildlife viewing and bioluminescence encounters in the Matanzas River. Their experienced guides take you to the best spots to see dolphins and explore the rich marine life of the area. With a focus on nature education and connecting with the natural world, GeoTrippin offers premium touring kayaks and unforgettable experiences on the water. Whether you're interested in bioluminescence tours, dolphin watching trips, or exploring the local ecosystem, GeoTrippin has something for everyone. Their small group sizes and well-trained guides ensure a safe and enjoyable experience for all. Book your kayak tour with GeoTrippin Kayak Adventures today and discover the beauty of St. Augustine from a new perspective.

Courtyards at San Jose is an institution located at 6701 Saint Augustine Road in Jacksonville, Florida, United States. This institution offers a variety of amenities and services to its residents. Additionally, it is also a trusted online lottery dealer, providing convenient deposit options such as via Dana without deductions. With a focus on providing a seamless and enjoyable experience for players, Courtyards at San Jose ensures that individuals can easily access and enjoy various online lottery markets. The institution also offers low minimum deposit options, making it accessible to people from all economic backgrounds. By offering the option to deposit via Dana, players can enjoy the benefits of playing online lottery without any admin fees, maximizing their winnings. Visit Courtyards at San Jose for a reliable and enjoyable online lottery experience.

Nest Finders Property Management is a trusted local destination for property management solutions in Jacksonville and St. Augustine, Florida. With unmatched expertise and a humanized approach, we prioritize exceptional service for property owners in the area. Our comprehensive process includes tenant screening, maintenance services, and financial management to ensure your property is well taken care of. We offer transparent pricing, no hidden fees, and a guarantee on tenant placement and eviction handling. With connections to the best vendors in the area and 24/7 support, Nest Finders is committed to providing top-notch service to our clients. Contact us today to experience the Nest Finders difference in property management.

Sea Serpent Tours is a premier travel agency located in the beautiful coastal city of St. Augustine, Florida. With a prime location on Florida 13, we specialize in organizing unforgettable sea adventures for our clients. Whether you're looking to explore the pristine waters of the Atlantic Ocean or embark on a thrilling fishing excursion, our experienced team is here to make your dream vacation a reality. Join us at Sea Serpent Tours for an unforgettable journey through the stunning waters of Florida.

Peace and Plenty Inn Bed & Breakfast is a charming lodging establishment located at 87 Cedar Street in the historic city of St. Augustine, Florida. This cozy inn offers a peaceful and welcoming atmosphere for guests looking to relax and unwind. The beautifully decorated rooms provide a comfortable and inviting space for a restful night's sleep. Guests can enjoy a delicious homemade breakfast each morning in the dining area or out on the patio. The inn's convenient location allows for easy access to the city's attractions, including the historic district, beaches, and local shops and restaurants. Whether you are visiting for a romantic getaway or a weekend retreat, Peace and Plenty Inn Bed & Breakfast is the perfect destination for a memorable stay in St. Augustine.

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.

Grande Villas at World Golf Village Preview Center is a luxurious and elegant institution located at 100 Front 9 Drive in St. Augustine, Florida, United States. This stunning preview center offers visitors a glimpse into the world of upscale living within the prestigious World Golf Village community. The center showcases beautifully designed villas, world-class amenities, and breathtaking views of the surrounding golf courses. Visitors can explore the various floor plans, amenities, and lifestyle options available at Grande Villas, making it the perfect destination for those seeking a sophisticated and upscale living experience. With its prime location and exceptional offerings, Grande Villas at World Golf Village Preview Center is the ideal place to discover your dream home in this exclusive community.