Immerse yourself in the rich history and charm of St. Augustine as you discover the top 10 charming inns nestled within its oldest buildings. From quaint bed and breakfasts to elegant boutique hotels, each inn offers a unique experience that transports you back in time. Whether you’re a history enthusiast or simply seeking a cozy getaway, these hidden gems are sure to enchant you with their old-world allure and impeccable hospitality. Step through the doors of these historic hideaways and indulge in a truly memorable stay.

Historic Hideways: Top 10 Charming Inns In St. Augustine’s Oldest Buildings

St. Augustine, Florida is a city filled with history and charm, and what better way to experience it than by staying in one of the city’s oldest buildings? From Spanish-style architecture to Victorian era charm, St. Augustine offers a variety of charming inns that are sure to make your stay memorable. Here are the top 10 charming inns in St. Augustine’s oldest buildings.

1. Casa Monica Resort & Spa

Historical Significance

The Casa Monica Resort & Spa boasts a rich history dating back to 1888. It was originally built by Franklin W. Smith, a prominent architect, and is known for its Moorish Revival style architecture. The building’s stunning exterior is just a glimpse into the history that lies within its walls.

Accommodations and Amenities

When it comes to accommodations, the Casa Monica Resort & Spa offers a range of options to suit every traveler’s needs. From spacious suites to guestrooms with city or courtyard views, there is something for everyone. The resort also offers a variety of amenities including a rooftop pool, a fitness center, and a luxury spa.

Dining Experience

The dining options at Casa Monica Resort & Spa are second to none. The hotel features two on-site restaurants, both offering delicious cuisine in elegant settings. Whether you’re in the mood for a gourmet meal or a quick bite to eat, you’ll find exactly what you’re looking for at Casa Monica Resort & Spa.

Spa and Wellness

If relaxation is what you’re after, look no further than the resort’s luxury spa. Indulge in a rejuvenating massage, unwind in the sauna, or take a dip in the whirlpool. The spa offers a range of treatments designed to pamper and revitalize, ensuring that you leave feeling refreshed and revitalized.

2. St. Francis Inn

Quaint and Cozy Atmosphere

From the moment you step into the St. Francis Inn, you’ll feel like you’ve been transported to a bygone era. This charming inn offers a quaint and cozy atmosphere, perfect for a romantic getaway or a quiet retreat. The inn’s historic architecture and warm ambiance create a welcoming and comfortable atmosphere for all guests.

Accommodation Options

The St. Francis Inn offers a variety of accommodation options, from guestrooms to suites and even a separate cottage. Each room is individually decorated, boasting its own unique charm. Whether you prefer a cozy room with a fireplace or a spacious suite with a private balcony, the inn has something to suit everyone’s taste.

Delicious Breakfasts

One of the highlights of staying at the St. Francis Inn is the delicious breakfasts that are served each morning. Guests can enjoy a full gourmet breakfast in the inn’s charming courtyard or in the comfort of their own room. From fresh pastries to made-to-order omelets, the breakfast spread is sure to satisfy every palate.

Convenient Location

Located in the heart of St. Augustine’s historic district, the St. Francis Inn is just steps away from all the city’s major attractions. Whether you’re interested in exploring the Castillo de San Marcos or strolling along St. George Street, everything is within walking distance from the inn. This convenient location allows guests to make the most of their stay in St. Augustine.

3. Bayfront Marin House

Waterfront Location

If you’re looking for a truly picturesque setting, look no further than the Bayfront Marin House. This charming inn is located right on the waterfront, offering stunning views of Matanzas Bay. Whether you’re watching the sunrise from your room or enjoying a sunset stroll along the bay, the tranquil beauty of the surroundings is sure to leave a lasting impression.

Unique Room Designs

Every room at the Bayfront Marin House is uniquely designed and decorated, ensuring that no two stays are alike. From cozy rooms with fireplaces to spacious suites with jacuzzi tubs, each room offers its own special charm. The inn’s attention to detail and personalized touches make for a truly memorable experience.

Complimentary Wine and Snacks

As a guest at the Bayfront Marin House, you can enjoy complimentary wine and snacks throughout your stay. Whether you’re relaxing on the porch or unwinding in your room, the inn’s thoughtful touches are sure to enhance your overall experience. Sip on a glass of wine as you take in the beautiful view or indulge in a snack as you unwind after a day of exploring.

Romantic Wedding Venue

The Bayfront Marin House is not only a charming inn but also a romantic wedding venue. With its waterfront location and intimate atmosphere, it provides the perfect backdrop for a magical wedding celebration. Whether you’re planning an intimate ceremony or a grand affair, the inn’s dedicated wedding team will ensure that your special day is everything you’ve dreamed of and more.

4. Casa de Suenos

Spanish-style Architecture

Step back in time with a stay at Casa de Suenos. This inn showcases Spanish-style architecture, with its red-tiled roof and colorful exterior. The inn’s historical charm is evident throughout, from the intricate details on the facade to the elegant interior design. The building itself is a piece of history, allowing guests to experience the rich heritage of the area.

Outdoor Courtyard with Pool

One of the highlights of staying at Casa de Suenos is the outdoor courtyard with a pool. Surrounded by lush greenery and adorned with comfortable seating, the courtyard provides a tranquil oasis for guests to relax and unwind. Take a refreshing dip in the pool or enjoy a leisurely afternoon lounging in the sun.

Warm and Inviting Rooms

Each room at Casa de Suenos is designed to be warm and inviting, providing a comfortable retreat for guests. From cozy furnishings to luxurious linens, no detail is overlooked. The inn’s commitment to exceptional service ensures that every guest feels welcome and well-cared for throughout their stay.

Concierge Service

When it comes to personalized service, Casa de Suenos goes above and beyond. The inn offers a concierge service that can assist with everything from dinner reservations to arranging tours and activities. Whether you need recommendations for local attractions or assistance with planning your itinerary, the inn’s knowledgeable staff is always on hand to help.

5. Carriage Way Inn

Victorian Era Charm

Immerse yourself in the elegance of the Victorian era at the Carriage Way Inn. This charming inn captures the essence of a bygone era, with its intricate woodwork, stained glass windows, and antique furnishings. From the moment you step inside, you’ll feel like you’ve been transported back in time.

Individually Decorated Rooms

Each room at the Carriage Way Inn is individually decorated, ensuring a unique and personalized experience for every guest. From ornate wallpapers to antique furnishings, every detail has been carefully selected to create a charming and romantic ambiance. Relax in a clawfoot bathtub or curl up in a cozy canopy bed – the choice is yours.

Freshly Prepared Breakfast

At the Carriage Way Inn, waking up to a delicious breakfast is a morning ritual. Guests are treated to a freshly prepared gourmet breakfast featuring a variety of sweet and savory dishes. From fluffy pancakes to homemade scones, each morning brings a new culinary delight that is sure to satisfy even the most discerning taste buds.

Evening Social Hour

In the evenings, guests can mingle and unwind during the inn’s social hour. Sip on a glass of wine or indulge in some tasty snacks as you socialize with fellow guests. This casual and relaxed atmosphere provides the perfect opportunity to share stories and tips about your St. Augustine adventures.

6. The Collector Inn

Historical Preservation

The Collector Inn is not only a charming place to stay but also a champion of historical preservation. The inn is located in the heart of St. Augustine’s historic district and is comprised of nine historic buildings dating back to the 18th century. Each building has been carefully restored and transformed into luxurious suites, ensuring that the history and charm of the area are preserved for future generations.

Luxurious Suites

The Collector Inn offers a range of luxurious suites, each one elegantly decorated and thoughtfully designed. From spacious living areas to private balconies, the suites provide a comfortable and upscale retreat for guests. The inn’s attention to detail and commitment to exceptional service ensure that every guest has a truly memorable stay.

Artistic Decor and Furnishings

The Collector Inn showcases an impressive collection of artwork and furnishings throughout its property. From original paintings to carefully curated antiques, every piece tells a story and adds to the inn’s unique charm. This artistic touch creates a visually stunning environment that is sure to leave a lasting impression on guests.

Wine Lounge and Tasting Room

For wine enthusiasts, the Collector Inn has something special in store. The inn boasts a wine lounge and tasting room, where guests can sample a variety of local and international wines. Whether you’re a connoisseur or simply enjoy sipping on a glass of wine, this intimate and sophisticated setting is the perfect place to indulge in your passion.

7. Kenwood Inn

Southern Hospitality

At the Kenwood Inn, you’ll experience true Southern hospitality from the moment you arrive. The inn’s friendly and attentive staff go above and beyond to ensure that every guest feels welcome and well-cared for. From recommendations for local attractions to assistance with dinner reservations, they are always on hand to make your stay as enjoyable as possible.

Elegant Guestrooms

The Kenwood Inn offers a selection of elegant guestrooms, each one designed to provide a comfortable and inviting retreat for guests. From plush bedding to spacious sitting areas, every detail is designed with guest comfort in mind. The inn’s commitment to quality ensures that every guest has a restful and enjoyable stay.

Courtyard with Fountain

One of the highlights of the Kenwood Inn is its beautiful courtyard with a fountain. Take a leisurely stroll through the courtyard, admiring the lush greenery and listening to the soothing sound of water. Whether you’re enjoying a morning cup of coffee or unwinding with a book, the courtyard provides a peaceful oasis to relax and recharge.

Complimentary Happy Hour

In the evenings, the Kenwood Inn hosts a complimentary happy hour for guests to enjoy. Sip on a refreshing beverage and snack on tasty treats as you socialize with fellow guests. This relaxed and casual gathering is the perfect way to wind down after a day of exploring and create lasting memories.

8. The Old Powder House Inn

Colonial Revival Style

Step into a world of elegance and charm at The Old Powder House Inn. This inn showcases Colonial Revival-style architecture, with its grand columns and stately entrance. The building itself is a piece of history, dating back to the early 1900s, and staying here is like taking a step back in time.

Antique Furnishings

One of the highlights of staying at The Old Powder House Inn is the antique furnishings throughout the property. From ornate woodwork to vintage treasures, each piece has been carefully selected to complement the inn’s historical charm. Experience the beauty and craftsmanship of a bygone era as you relax in the inn’s elegant surroundings.

Gourmet Breakfast

The inn takes breakfast to a whole new level with its gourmet offerings. Wake up to the aroma of freshly brewed coffee and indulge in a delicious breakfast featuring a variety of mouthwatering dishes. From fluffy pancakes to homemade pastries, each morning brings a new culinary delight that is sure to tempt your taste buds.

Innkeeper’s Wine Reception

The Old Powder House Inn goes above and beyond to make guests feel welcome and appreciated. Every evening, the innkeeper hosts a wine reception where guests can enjoy a glass of wine and socialize with fellow travelers. This personal touch creates a warm and inviting atmosphere, ensuring that every guest feels like part of the inn’s family.

9. Casa de Solana

Oldest Inn in St. Augustine

Casa de Solana holds the prestigious title of being the oldest inn in St. Augustine, dating back to 1763. Steeped in history and charm, this inn delights guests with its authentic period design and warm hospitality. From the moment you step inside, you’ll feel like you’ve been transported back in time.

Antebellum Architecture

The inn’s architecture is a testament to its rich history, featuring antebellum-style design elements. From the graceful arched entrance to the intricate ironwork, every detail harkens back to a time of elegance and grandeur. Experience the beauty of the past as you wander through the inn’s historic halls.

Charming Indoor and Outdoor Spaces

Casa de Solana offers a variety of charming indoor and outdoor spaces for guests to enjoy. Whether you’re relaxing in the cozy sitting room or unwinding in the courtyard, each area provides a tranquil retreat from the outside world. The inn’s commitment to guest comfort ensures that every space is designed to create a warm and inviting ambiance.

Personalized Service

At Casa de Solana, personalized service is at the heart of everything they do. From the moment you arrive, you’ll be greeted with warm smiles and genuine hospitality. The inn’s staff is dedicated to ensuring that every guest’s needs are met, whether it’s arranging dinner reservations or providing recommendations for local attractions. Your stay at Casa de Solana is sure to be a personalized and memorable experience.

10. The Peña-Peck House Inn

Historic Landmark

The Peña-Peck House Inn is a historic landmark, with a history that traces back to the early 1800s. The inn is named after two influential families who once called this house their home. Staying at the Peña-Peck House Inn is like stepping back in time and experiencing the rich history of St. Augustine firsthand.

Authentic Period Design

Every corner of the Peña-Peck House Inn is steeped in history and authenticity, with its authentic period design. From the original hardwood floors to the antique furnishings, the inn showcases the charm and elegance of the past. Immerse yourself in the ambiance of a bygone era as you explore the inn’s beautifully preserved rooms.

Central Location

Located in the heart of St. Augustine’s historic district, the Peña-Peck House Inn offers a central location from which to explore the city. Step outside the inn’s doors and you’ll find yourself just steps away from all the major attractions, including the Castillo de San Marcos and Flagler College. This convenient location allows guests to make the most of their time in St. Augustine.

Historical Tours

One of the unique features of the Peña-Peck House Inn is its historical tours. Guests have the opportunity to learn about the rich history of the house and its former occupants through guided tours. Immerse yourself in the stories and legends that surround the inn, gaining a deeper appreciation for the city’s heritage.

In conclusion, St. Augustine’s oldest buildings offer a unique and charming experience for visitors. Whether you’re interested in history, relaxation, or simply getting away from it all, these historic inns provide the perfect setting. From Spanish-style architecture to Victorian-era charm, each inn has its own special ambiance and attractions. When visiting St. Augustine, make sure to consider one of these top 10 charming inns to truly immerse yourself in the city’s rich history and charm.