Holiday Homes in San Gimignano

Explore all holiday homes on a map

Utility costs included

Cleaning included

Only pay 25% now

Step back in time and wander through the medieval streets of San Gimignano, famous for its stunning skyline of ancient towers. Enjoy local delights like Vernaccia wine and explore the charming boutiques and art galleries that line the cobblestone paths.

2 handpicked holiday homes

Explore all our holiday homes

Book the look

Get inspiration for your next vacation or search for your own dream

Discover the Charm of San Gimignano with Our Holiday Homes

San Gimignano, often referred to as the "Medieval Manhattan," is a stunning hill town in Tuscany, known for its remarkable medieval architecture and iconic towers. With its rich history, vibrant culture, and breathtaking landscapes, it's the perfect destination for a relaxing getaway.

As you stroll through the cobbled streets of San Gimignano, you'll be transported back in time. The town is a UNESCO World Heritage site, and its 14 remaining towers create a skyline that is both unique and awe-inspiring. Whether you're exploring the art-filled churches or enjoying a gelato in the Piazza della Cisterna, San Gimignano offers a blend of history, culture, and relaxation.

Experience Unique Holiday Homes in San Gimignano

At Landfolk, our selection of holiday homes in San Gimignano offers something special for everyone. Each home is carefully chosen for its unique charm and character, ensuring you feel right at home from the moment you arrive.

Our holiday homes are nestled amidst the rolling hills of Tuscany, providing stunning views and a peaceful atmosphere. You'll find homes that combine rustic Italian charm with modern comforts, perfect for families, couples, or groups of friends looking to unwind and create lasting memories.

Explore the Rich Culture and Activities

San Gimignano is not just about its architecture; there's plenty to see and do. Visit the town's famous Collegiate Church with its beautiful frescoes, or explore the Museum of Sacred Art. Don't miss the chance to taste the local Vernaccia wine, a crisp white that the region is famous for.

For those looking to explore beyond the town, the surrounding countryside offers fantastic opportunities for hiking and cycling. Discover vineyards and olive groves, or take a day trip to nearby Tuscan gems like Siena and Florence.

A Relaxing Getaway Awaits

If you're looking for a place to relax and recharge, San Gimignano is the perfect choice. The serene landscape and welcoming local culture make it easy to leave the stresses of everyday life behind. Imagine unwinding in your holiday home, surrounded by the beauty of Tuscany, where you can truly disconnect and enjoy the simple pleasures of life.

Create Unforgettable Memories

Whether you're enjoying the local cuisine, exploring the historic sites, or simply relaxing in the comfort of your holiday home, San Gimignano offers endless opportunities to create unforgettable memories. Let Landfolk help you find the perfect home away from home in this enchanting town.

Book your stay with us and immerse yourself in the magic of San Gimignano. We promise an experience that's both relaxing and enriching, giving you the perfect backdrop for your next holiday adventure.

Related locations

Nestled in the heart of Tuscany, Asciano offers a charming escape with its medieval streets and rolling hills. Discover the beauty of the Crete Senesi, visit the ancient Abbey of Monte Oliveto Maggiore, or simply relax and enjoy the local cuisine and wines.

Step back in time in the enchanting medieval town of Monteriggioni. Walk along the ancient walls, explore charming cobblestone streets, and enjoy the stunning views of the Tuscan countryside. Perfect for a relaxing getaway, this gem offers a truly unique Italian experience.

Nestled in the heart of Tuscany, Castelnuovo Berardenga offers a charming escape with its rolling hills and picturesque vineyards. Discover the rich history and savor the local wines while enjoying the tranquil Italian countryside.

Nestled in the heart of Tuscany, Montepulciano offers a charming blend of Renaissance architecture and rolling vineyards. Wander through its medieval streets, savor the local cuisine, or enjoy a glass of the renowned Vino Nobile di Montepulciano as you take in the stunning views of the surrounding countryside.

How to Landfolk

Choose a holiday home

Whether it’s in the Nordic countries, Germany, France or Italy, find the holiday home that’s right for you. If you need help, .

Request your stay

Choose the dates, number of guests and request your stay or instant book it right away.

Pay for your stay

After confirmation you’ll be asked to pay for your stay. If you instant book, you pay when you book.

Feel at home

You’ll receive your host’s Landfolk Guide before arrival to help you get the perfect stay.

Alternative locations

Discover Grosseto, a charming city in the heart of Tuscany. Enjoy strolls through its historic center, explore the nearby Maremma Natural Park, or relax on the pristine beaches of the Tyrrhenian coast. Perfect for a memorable getaway with family or friends.

Dive into the coastal charm of Livorno, where vibrant markets, beautiful canals, and the famous Terrazza Mascagni await. Perfect for families and friends, this Tuscan gem offers a unique blend of history, culture, and seaside relaxation.

Nestled in the heart of Tuscany, Pistoia offers a charming blend of medieval architecture and vibrant local culture. Wander through its lively markets, explore the historic city center, or take a day trip to the nearby hills for breathtaking views.

Discover the charm of Arezzo, a historic town in Tuscany known for its picturesque landscapes and rich cultural heritage. Stroll through its medieval streets, visit the impressive Cathedral of San Donato, or enjoy a leisurely afternoon in one of its beautiful piazzas.

Discover the charming city of Lucca, nestled in the heart of Tuscany. With its well-preserved Renaissance walls, quaint cobblestone streets, and vibrant piazzas, Lucca is perfect for leisurely strolls and soaking in Italian culture. Don't miss the chance to cycle around the ancient city walls or indulge in delicious local cuisine.

Explore the charming city of Pisa, famous for its Leaning Tower and delightful Italian culture. Wander through its historic streets, enjoy authentic cuisine, and discover hidden gems in this enchanting Tuscan destination.

Explore the enchanting region of Massa-Carrara, where the rugged beauty of the Apuan Alps meets the serene coastline. Discover charming villages, indulge in local cuisine, and visit the famous marble quarries that have shaped the area's history.

Discover Florence, a city steeped in art, history, and culture. Wander through its charming streets, marvel at the stunning architecture of the Duomo, and indulge in authentic Italian cuisine at local trattorias. Perfect for families, couples, and friends looking for a memorable getaway.

3 reasons to choose a Landfolk holiday home

Cleaning included

Don’t worry about the cleaning – we’ll take care of it for you!

No surprises

At Landfolk you’ll only get one price, and that’s the price we show. .

Pay how you like

Whether you prefer to pay with card or bank transfer, all at once or split, !

Why rent out through Landfolk?

You will be in the best company with other handpicked holiday homes and you can share it flexibly and on fair terms.

No lock-in period

You decide when, to whom and how often you rent out.

Personal connection

Your guests treasure the holiday home life as much as you.

Fair fees and terms

Only 5% of your earnings go to Landfolk.

We are here for you

We create your holiday home profile, take care of the marketing and are always happy to answer your questions.

    Get access to member benefits. Sign up today.

    Join our exclusive for free

    Book our newest holiday homes before everyone else

    Get tips and inspiration for your next getaway

    Landfolk Club