Holiday Homes in Montespertoli

Free cancellation 2026

Nestled in the heart of Tuscany, Montespertoli is a charming destination known for its rolling vineyards and olive groves. Discover local wineries and savor authentic Italian flavors, or explore nearby medieval castles and villages for a truly unforgettable experience.

3 handpicked holiday homes

Explore all our holiday homes
New gem

Villa with infinity pool in Tuscany

  • Firenze, Italy
  • 12 guests · 5 bedrooms
  • Private pool
  • House · 450

€952/night (6 11 December )

incl. utility costs, cleaning and insurance

Instant Book

Historic villa with pool in the heart of Tuscany

  • Firenze, Italy
  • 8 guests · 4 bedrooms
  • Private pool
  • House · 390

The outdoor pool is only available from June to September

€1,219/night (10 15 December )

incl. utility costs, cleaning and insurance

Instant BookReduced price

Countryside home with pool near Florence

  • Firenze, Italy
  • 10 guests · 5 bedrooms
  • Pets are welcome
  • Private pool

-14%€508 €437/night (6 11 December )

incl. utility costs, cleaning and insurance

Book the look

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

Discover the Charm of Montespertoli with Our Unique Holiday Homes

Nestled in the heart of the Tuscan countryside, Montespertoli offers a serene escape from the hustle and bustle of city life. With its rolling hills, vineyards, and olive groves, this picturesque town is perfect for those seeking relaxation and a taste of authentic Italian culture.

As you wander through Montespertoli, you'll be greeted by stunning landscapes and historic architecture. The town is known for its wine production, particularly the renowned Chianti wines. You can explore local wineries and enjoy tastings, gaining insight into the rich traditions of winemaking in the region.

Experience Comfort and Style in Our Holiday Homes

At Landfolk, we pride ourselves on offering holiday homes that are more than just a place to stay. Each home in Montespertoli is carefully selected to provide a unique experience, blending comfort with the charm of the Tuscan countryside. Whether you're staying in a rustic farmhouse or a modern villa, you'll find thoughtful touches that make your holiday truly special.

Our holiday homes come equipped with all the essentials you need for a comfortable stay, allowing you to focus on enjoying your time away. Many of our properties feature outdoor spaces where you can relax and take in the breathtaking views of the surrounding landscape.

Explore the Beauty and Culture of Montespertoli

Montespertoli is not just about the beautiful scenery—it's also a place rich in culture and activities. Visit the local markets to sample fresh produce and artisanal products, or head to the town's museums and historical sites to delve into its fascinating past.

For those who love nature, there are plenty of hiking and cycling trails that wind through the countryside, offering stunning views and the chance to immerse yourself in the natural beauty of the area. And if you're a foodie, the local restaurants serve up delicious Tuscan cuisine, making it easy to indulge in the flavours of the region.

Enjoy a Peaceful Retreat in Idyllic Surroundings

When life gets hectic, sometimes the best remedy is a break in a peaceful setting. Montespertoli provides the perfect backdrop for relaxation, with its tranquil environment and welcoming community. Whether you're looking to unwind with a good book under the Tuscan sun or explore the local culture and cuisine, our holiday homes offer the ideal base for your adventures.

Create Lasting Memories with Landfolk

A holiday in Montespertoli is an opportunity to create memories that will last a lifetime. With our thoughtfully selected holiday homes, you have the perfect setting to enjoy quality time with your loved ones and experience the magic of Tuscany. Let Landfolk help you discover the charm of Montespertoli and make your next holiday a truly unforgettable experience.

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, !

Related locations

Discover the charm of Impruneta, nestled in the heart of Tuscany. Known for its terracotta craftsmanship and olive groves, this quaint town offers a peaceful escape with stunning views of rolling hills and a taste of authentic Italian culture.

Nestled in the heart of Tuscany, Barberino Tavarnelle offers a charming escape with its rolling hills and historic vineyards. Wander through picturesque villages, savor local wines, and immerse yourself in the rich cultural heritage of this delightful region.

Discover the charm of Figline e Incisa Valdarno, nestled in the heart of Tuscany. Explore its vibrant piazzas, enjoy local wines, and take leisurely strolls through picturesque landscapes. Perfect for family adventures or a romantic getaway.

Discover the charming town of Calenzano, nestled in the Tuscan hills. Enjoy leisurely walks through its historic streets, savor local cuisine, and explore nearby attractions like the Renaissance city of Florence.

Discover the charm of Gambassi Terme, a peaceful retreat nestled in the heart of Tuscany. Perfect for those seeking relaxation, this area is known for its rejuvenating thermal baths and picturesque vineyards. Wander the scenic trails or enjoy a taste of local wine and cuisine.

Nestled in the heart of Tuscany, Borgo San Lorenzo offers a charming escape with its rolling hills and historic sites. Discover the local cuisine, explore nearby vineyards, or simply enjoy the peaceful countryside.

Escape to the charming hills of Fiesole, where history and stunning views await. Just a stone's throw from Florence, this picturesque town offers visitors a chance to explore ancient Roman ruins, wander through lush gardens, and enjoy breathtaking panoramas of the Tuscan landscape.

Nestled in the heart of Tuscany, San Casciano in Val di Pesa offers a charming escape with its rolling vineyards and olive groves. Discover the rich history of this quaint town, where you can wander through medieval streets and savor local wines and cuisine.

Discover the charm of Capraia e Limite, nestled in the heart of Tuscany. This quaint area offers a perfect blend of nature and history, with delightful vineyards and olive groves to explore. Take a leisurely walk along the Arno River or visit the local museums for a taste of authentic Italian culture.

Nestled in the heart of Tuscany, Greve in Chianti is your gateway to lush vineyards and charming villages. Wander through its picturesque piazza, taste the world-renowned Chianti wines, and immerse yourself in the rich cultural tapestry of this enchanting region.

Vinci, the birthplace of the renowned artist Leonardo da Vinci, offers a charming escape into Tuscany's rolling hills. Wander through the picturesque streets, visit the Leonardo Museum, and enjoy the delightful Tuscan cuisine. Perfect for art lovers and those seeking a peaceful retreat.

Discover the charm of Bagno a Ripoli, a delightful spot nestled in the rolling hills of Tuscany. Explore scenic landscapes and enjoy local culinary delights while staying in a cozy holiday home. Perfect for families and friends looking to unwind and experience authentic Italian life.

Discover the charm of Campi Bisenzio, a delightful town nestled near Florence. Enjoy leisurely strolls through its historic streets, visit the beautiful Church of Santo Stefano, or explore the lush parks and vibrant local markets.

Nestled in the rolling hills of Tuscany, Barberino di Mugello offers a tranquil escape with its charming landscapes and rich history. Explore the picturesque countryside, visit local vineyards, or take a leisurely stroll around Lake Bilancino for a perfect day out.

Discover the charming Tuscan village of Scarperia e San Piero, nestled in the rolling hills of Italy. Known for its historic knife-making tradition, this picturesque spot offers rich history, beautiful landscapes, and delightful local cuisine.

Discover the charming village of Lastra a Signa nestled in the heart of Tuscany. With its picturesque landscapes and rich history, it's the perfect spot for exploring the Tuscan countryside and enjoying local cuisine.

Discover the charming town of Montelupo Fiorentino, nestled in the heart of Tuscany. Known for its rich tradition in ceramics, explore local artisan shops and enjoy a stroll through the picturesque countryside. Perfect for those seeking a blend of culture and relaxation.

Discover the charm of Castelfiorentino, where rolling hills and historic architecture create a picturesque escape. Wander through vineyards, savor local Italian cuisine, and soak up the Tuscan sun in this delightful town.

Nestled in the rolling hills of Tuscany, Pontassieve offers a delightful blend of historic charm and natural beauty. Wander through its vineyards, explore medieval architecture, or simply relax by the serene riverbanks. Perfect for families, couples, and friends seeking a peaceful retreat.

Escape to the charming village of Londa, nestled in the picturesque countryside. Enjoy leisurely strolls through its quaint streets and take in the stunning views of the surrounding hills. Perfect for those seeking a peaceful and memorable getaway.

Nestled in the heart of Tuscany, Rignano sull'Arno offers a charming escape with its rolling hills and picturesque landscapes. Discover local vineyards, historic sites, and delicious Italian cuisine. Perfect for a relaxed holiday with family or friends.

Discover the charm of Scandicci, a delightful town nestled just outside Florence. Enjoy a leisurely stroll through its vibrant markets or explore the scenic Tuscan countryside nearby. Perfect for families and friends looking to experience authentic Italian culture.

Nestled in the heart of Tuscany, Montaione is a delightful village offering a taste of Italian charm. Explore its cobblestone streets, savor local wines, and discover nearby historical sites for an unforgettable holiday experience.

Nestled in the heart of Tuscany, Certaldo offers a charming blend of history and scenic beauty. Stroll through its medieval streets, enjoy a ride on the funicular to the hilltop old town, and savor local delicacies at traditional trattorias.

Nestled in the heart of Tuscany, Reggello offers a charming retreat with its lush landscapes and captivating historical sites. Discover the beauty of the Vallombrosa Abbey or embark on a scenic hike through the Pratomagno mountains. It's the perfect spot for a tranquil getaway.

How to Landfolk

Choose a holiday home

Whether it’s in the Nordic countries, Germany, France, Italy or Spain, 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

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.

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.

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.

Discover the charm of Prato, a delightful city in Tuscany known for its rich textile history and stunning Renaissance architecture. Wander through the historic center, savor local cuisine, and enjoy the vibrant arts scene.

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 charm of Siena, a picturesque city in Tuscany known for its stunning medieval architecture and vibrant culture. Wander through the historic Piazza del Campo or explore the magnificent Siena Cathedral. Whether you're a history enthusiast or simply looking to relax, Siena offers a delightful escape.

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 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.

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.

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.

    Unlock your member benefits.
    Sign up today.

    Early access to unique holiday homes

    Earn thoughtful rewards as you travel

    Explore hidden gems and curated inspiration from our community

    Landfolk Club