Vacation Rentals & Apartments in St. Augustine

Vacation Rentals & Apartments in St. Augustine offer an unparalleled blend of historic charm and contemporary conveniences in America's oldest city. These distinctive properties, many housed in beautifully restored buildings from the 1800s and 1920s, feature original architectural elements like soaring ceilings, pristine pine floors, and period details that transport guests back in time while providing all modern amenities. Vacation homes showcase the unique character that makes this coastal Florida destination so captivating for travelers seeking both cultural immersion and beach relaxation.

What sets these accommodations apart is their exceptional locations within walking distance of world-renowned attractions like St. George Street, the Castillo de San Marcos, and pristine beaches, while many properties welcome furry companions with fenced yards and pet-friendly amenities.

Vacation Rentals & Apartments in St. Augustine cater to diverse traveler needs, from romantic getaways in intimate historic cottages to spacious family retreats with private pools and outdoor entertaining areas.

These exceptional properties offer guests an impressive array of amenities designed to enhance their stay. Here's what visitors can expect:

• Private or heated swimming pools for year-round enjoyment
• Fully equipped gourmet kitchens with stainless steel appliances
• Pet-friendly accommodations with secure fenced yards
• High-speed internet connectivity throughout the property
• Electric vehicle charging stations for eco-conscious travelers
• Smart TVs with streaming capabilities and entertainment systems
• Outdoor spaces including patios, fire pits, and BBQ grills
• Beach equipment including chairs, towels, and umbrellas
• Washer and dryer units with complimentary detergent
• Air conditioning and heating for optimal comfort year-round

History enthusiasts will find themselves captivated by the opportunity to stay within America's oldest continuously inhabited European settlement, where they can explore the Castillo de San Marcos National Monument and stroll down cobblestone streets lined with centuries-old architecture. Beach lovers can enjoy the pristine shores of Anastasia State Park and St. Augustine Beach, just minutes from their accommodations, while families appreciate the educational attractions like the St. Augustine Lighthouse & Maritime Museum and Alligator Farm. Vacation accommodation in St. Augustine perfectly serves couples seeking romantic retreats, with intimate historic cottages and waterfront properties offering stunning sunset views and walkable access to fine dining establishments. The optimal time to visit spans from March through May and September through November, when temperatures hover between 70-80°F (21-27°C), rainfall is minimal, and accommodation prices range from CAD $400-$600 per night with excellent availability of over 70 properties during these peak periods.

St. Augustine offers an extraordinary collection of attractions that showcase its rich heritage and natural beauty, providing visitors with unforgettable experiences just steps from their accommodations.

1. Castillo de San Marcos National Monument
2. St. Augustine Lighthouse & Maritime Museum
3. Anastasia State Park
4. Ponce de Leon's Fountain of Youth Archaeological Park
5. Historic Downtown St. George Street

Castillo de San Marcos National Monument

This 17th-century Spanish fortress stands as the oldest masonry fortification in the continental United States, offering visitors cannon firing demonstrations and panoramic views of Matanzas Bay from its ancient ramparts.

St. Augustine Lighthouse & Maritime Museum

Climb the 219 steps to the top of this working lighthouse for breathtaking coastal views, then explore maritime artifacts and shipwreck exhibits that tell the story of Florida's seafaring heritage.

Anastasia State Park

This 1,600-acre barrier island paradise features four miles of pristine beaches, nature trails through ancient sand dunes, and excellent opportunities for birdwatching and photography.

Ponce de Leon's Fountain of Youth Archaeological Park

Discover the legendary spring that Spanish explorer Ponce de Leon sought, while exploring Native American artifacts, colonial demonstrations, and beautiful peacock gardens.

Historic Downtown St. George Street

Wander along America's oldest street, lined with colonial-era buildings housing unique shops, artisan studios, and restaurants serving traditional Spanish and Southern cuisine.

St. Augustine's culinary scene reflects its multicultural heritage and coastal location, offering visitors exceptional dining experiences within walking distance of most accommodations.

• Columbia Restaurant (4.4 stars) - This iconic Spanish restaurant on St. George Street has been serving authentic paella, sangria, and traditional tapas since 1905, making it Florida's oldest restaurant and a must-visit culinary landmark.
• Harry's Seafood, Bar & Grille (4.6 stars) - Located on scenic Avenida Menendez with waterfront views, this upscale establishment specializes in fresh Gulf seafood, Creole-inspired dishes, and an extensive wine selection perfect for romantic dinners.
• Cap's On the Water (4.6 stars) - This waterfront gem offers contemporary American cuisine with a focus on locally sourced seafood, craft cocktails, and stunning sunset views over the Matanzas River.

Local hosts consistently recommend taking advantage of the incredible walkability that defines St. Augustine, as most vacation homes to rent in St.

Augustine are strategically located within easy strolling distance of major attractions, eliminating parking concerns and allowing guests to fully immerse themselves in the historic atmosphere. The city operates an excellent trolley system with stops near many vacation rentals, providing convenient hop-on, hop-off access to all major sites for those who prefer not to walk.

Sustainability-conscious travelers will appreciate that many properties now feature electric vehicle charging stations and eco-friendly amenities, while pet owners will find that most accommodations welcome four-legged family members with specially designed outdoor spaces and pet washing stations. The optimal booking strategy involves reserving spring and fall dates early, as these seasons offer the perfect combination of pleasant weather and reasonable rates, while summer visitors should pack light, breathable clothing and take advantage of early morning beach times. For the ultimate experience, consider booking beachfront vacation rentals & apartments in St. Augustine that provide private beach access and stunning ocean views, allowing you to seamlessly transition from historic exploration to seaside relaxation.