Holiday rentals in Montespertoli

5 out of 5 average rating, 252 reviews

Apartment in Noce

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Guest suite in Montespertoli

4.96 out of 5 average rating, 210 reviews

Cozy suite overlooking Chianti 20 km to Florence

With breathtaking views over the valley and vineyards! In small rural village in the cute Chianti countryside just 20 minutes drive from Florence in a strategic position to visit Florence, Siena and all of Tuscany. Car needed. Welcoming suite of 35 smq + panoramic pergola with view, independent, reachable by 20 mt country path to walk, WI-FI, free parking. Typical Tuscan rural building, steps inside, fireplace, king size bed, large wall shower, kitchenette. Easel for painting. Dog welcome.

Farm stay in Montespertoli

4.91 out of 5 average rating, 101 reviews

Piccionaia apartment with garden for 2 people

In Montespertoli, among the rolling hills of Chianti, there is Podere Paglieri, a small family-run farm where wine and oil have been produced for generations. We are located halfway between Florence and Siena, in a perfect position to discover San Giminiano, Volterra, Siena, Lucca, and the Tyrrhenian coast, which are just a few kilometers away. The farm is surrounded by vineyards, olive groves and woods where you can walk freely, has a large and well-kept garden and a beautiful shaded terrace.

4.83 out of 5 average rating, 172 reviews

Sunny Beauty

Tranquillità - Bellezza - Relax. Siamo nel Chianti, San Gimignano, Firenze, Siena, Volterra e Pisa non sono lontane. Bellezza e cose straordinarie ci circondano, nonché buon cibo genuino, soprattutto ottimo vino e ottimo olio. Casa completamente ristrutturata. Nota: Ci potete trovare su Google maps. Negozi chiudano alle 20.00 Sono una guida turistica del territorio, ho studiato Arte e canto. Vi auguro un buon soggiorno a casa mia, arredata con amore e col obiettivo di farvi stare bene.

4.93 out of 5 average rating, 121 reviews

La Chicchera, ground floor apt with panoramic view

La Chicchera è un appartamento recentemente rinnovato e curato nei minimi dettagli in una via molto tranquilla del centro di Montespertoli, un paesino nel cuore del Chianti e a breve distanza da Firenze e da tutte le altre città d'arte della Toscana. Facilmente raggiungibili a piedi minimarket, bar, farmacie, ristoranti, negozi, banche; a pochi passi anche le fermate dell’autobus. Saremo felici di accogliervi e poter far parte del vostro soggiorno in Toscana con consigli e suggerimenti!

4.9 out of 5 average rating, 21 reviews

Your home in Chianti

La Casa di Nina is a bright and quiet apartment, furnished with great care and love by the three women of the house: Alice, Diletta and mom Perla. Located a short walk from the bus stop, the central square and the village supermarket, it has a wonderful view of the Tuscan hills. It is the perfect choice for those looking for a family retreat, wrapped in a warm and welcoming atmosphere, with the possibility of visiting beautiful cities such as Florence, Pisa, Siena and San Gimignano.

4.99 out of 5 average rating, 177 reviews

Home in Gambassi Terme

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

4.84 out of 5 average rating, 119 reviews

I Limoni Apartment in Tuscany

In the Chianti hills between Florence Siena rich in history and evocative natural sceneries, the cradle of civilizations that have left an artistic and cultural heritage of unparalleled value, surrounded by unspoiled nature luxuriant vineyards cultivated as gardens, centuries-old olive groves, imposing cypresses, is the "VillaBassa" farm is located. easily accessible Florence 30 min Pisa 50 min Siena 50 min S.Gimignano 30 min Monteriggioni 45 min

Apartment in San Gimignano

4.93 out of 5 average rating, 118 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

4.94 out of 5 average rating, 182 reviews

Villa in Montespertoli

Farmhouse in Chianti

Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

4.93 out of 5 average rating, 106 reviews

Costalmandorlo, a rustic home in the heart of Tuscany

Costalmandorlo is your corner of peace in the center of Tuscany. A charming country cottage restored and furnished with care and a style that reconciles ancient and modern. Here you can slow down and relax surrounded by the sounds of nature, admiring beautiful sunsets and having long breakfasts in the garden. A short distance between Florence, Siena and Pisa, it is an excellent base for the Tuscan tour.

5 out of 5 average rating, 23 reviews

The Artist's Loft

Surrounded by a charming atmosphere at the heart of the Tuscan countryside, you can enjoy a good glass of wine 🍷 while watching the sun shining over the Chianti hills. You will be welcomed in a fabulous Tuscan painter’s barn and live among his artworks. Music is also key at the loft, you will be able to play your/our instruments on request and jam🎶 Check out —>@theartisthayloft

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Popular amenities for Montespertoli holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Montespertoli

4.95 out of 5 average rating, 150 reviews

bretulla vacation home app 2+2 picc.

FrédéricRating, 5 stars10 months ago

We had a pleasant stay at Federica's who is a very friendly and pleasant host We were able to enjoy her home which is located in the peaceful Tuscan countryside It's a typical and lovely place and Federica is really attentive to her guests.

4.84 out of 5 average rating, 76 reviews

Vacation immersed in the Tuscan countryside 'Canaiolo'

MatthiasRating, 5 stars2 weeks ago

We loved everything about our stay. Garry was truly an amazing host. He was super helpful and all his recommendations were absolutely on point. The place was so calming and quiet while all of Tuscany’s main attractions (Pisa, Florence, Arezzo etc. were never more than an hour drive away. We will definitely be coming back

Guest suite in Montespertoli

4.94 out of 5 average rating, 63 reviews

S. Andrea a Cellole Cottage Polvereto

LauraRating, 5 stars1 week ago

Marzio is a very courteous and helpful host. He was always available and gave us many tips for the area. Ideal place to relax and unwind. The location is perfect to explore all the sights of Tuscany from there. Thank you Marzio!

Farm stay in Montespertoli

4.74 out of 5 average rating, 97 reviews

Lucciano "Cipresso" Farmhouse

MarianneRating, 5 stars3 weeks ago

A peaceful and dreamy vinyard farm with lovely people and surrounded by lush nature. I look forward to stay here again and would highly recommend this place!

5 out of 5 average rating, 5 reviews

Home in Montegufoni

Villa of the Hydrangeas

EmilyRating, 5 stars1 week ago

We had a wonderful stay at this beautiful property in Tuscany! The views of the rolling Tuscan hills were absolutely stunning a perfect backdrop for a relaxing vacation. The pool was a major highlight, and provided a great space to unwind. The air conditioning in all the bedrooms worked perfectly, which made sleeping comfortable. The AC on the 1st floor worked as well, but due to the large windows and direct sun during the day, it struggled a bit to maintain the set temperature. Still, it was manageable and didn’t impact our enjoyment. The kitchen was well-equipped with high-quality appliances, though a few additional accessories could have been helpful. The garbage sorting system was a little confusing at first, but we were able to figure it out There are also some fantastic local restaurants nearby. we had some of our favorite meals just minutes away. The hosts were incredibly friendly and welcoming Overall, we had a great time and would absolutely stay here again!

Apartment in Montespertoli

5 out of 5 average rating, 4 reviews

Sangiovese_apartment

NicoleRating, 5 stars1 month ago

All around fantastic place with great value. Extremely walkable and charming location, just off the main square with many bars, restaurants and markets near by...the best of which is the enoteca I'Licchio directly downstairs with awesome charcuterie and wine selections. Access to other Tuscan locations and Florence is equally easy. There is even a small balcony which opens onto the quaint main street which makes for a relaxing evening perch. The access, dropping off luggage at the front door and nearby parking was very easy. Sangiovese home is extremely private, clean and quiet and very very comfortable with nicely appointed decor that echoes Tuscan charm but with all of the modern amenities. The kitchen is quite complete and every possible need and accessory was available. The internet strength is great and at Sangiovese home we had none of the usual complaints that we experience in other Tuscan rentals. The hosts were extremely communicative and helpful! Highly highly recommend!

4.92 out of 5 average rating, 61 reviews

Enchanting Apartment in the Heart of Tuscany

MarijkeRating, 5 stars1 month ago

The stay with Alessandro and his family was fantastic! We were welcomed very hospitably. The apartment, with beautiful garden and great views, was fully equipped. Alessandro and his wife were there for us and had many tips for the area. It was a pleasure to meet the whole family. Absolutely recommended!