Holiday rentals in Montespertoli

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montespertoli

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Apartment in Noce

5.0 out of 5 average rating, 124 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is located in the beautiful hills of Chianti. The apartment is furnished in perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and unique, handcrafted furniture. Inside you will find a large living room with kitchen ,sofa bed , a bathroom and a bedroom with double bed. In the large outdoor courtyard you will find at your disposal a swimming pool on a breathtaking terrace where you can enjoy a wonderful view of the view with unique sunsets!

1–8 Nov

£138 per night

Guest favourite

Holiday home in Poggibonsi

4.94 out of 5 average rating, 108 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

18–25 Feb

£92 per night

Guest favourite

Home in Montespertoli

4.82 out of 5 average rating, 137 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.

12–19 Oct

£54 per night

Guest favourite

Flat in Montespertoli

4.93 out of 5 average rating, 101 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!

28 Jun – 5 Jul

£64 per night

Guest favourite

Guest suite in Montespertoli

4.97 out of 5 average rating, 178 reviews

Cozy suite overlooking Chianti 20 km to Florence

With breathtaking views over the valley and vineyards! In a small rural village in the splendid Chianti countryside just 20 minutes drive from Florence in a strategic position to visit Florence, Siena and all of Tuscany. Car needed. Romantic, welcoming, panoramic pergola with wonderful views over the valley, totally independent, WI-FI, free parking. In typical Tuscan rural building, internal steps, fireplace, king size bed, large wall shower, kitchenette. Dog welcome.

26 Oct – 2 Nov

£79 per night

Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 213 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

22–29 Nov

£215 per night

Guest favourite

Flat in Montespertoli

4.89 out of 5 average rating, 158 reviews

Nice tuscan house with private pool and freedom

This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house. It is well connected to the most important Tuscan cities. Nearby you can find very typical nice reatsurants and you can have very good wine-/oil- and cheese-tasting in typical locations. Sanitization with Ozone technology for Viruses, bacteria and molds.

21–28 Mar

£124 per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 308 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

30 Nov – 7 Dec

£127 per night

Guest favourite

Villa in Montespertoli

4.93 out of 5 average rating, 144 reviews

Colonica in the Chianti

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

8–15 Mar

£184 per night

Guest favourite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

23–30 Aug

£719 per night

Guest favourite

Cabin in Montespertoli

4.94 out of 5 average rating, 124 reviews

The little house in the garden

Posto ideale per rilassarsi in campagna, fra le bellissime colline del Chianti, immersi in un bellissimo giardino con alberi da frutta, e olivi. Nello stesso giardino la casa dei proprietari. Siamo a 4 chilometri dal centro abitato di Cerbaia. Per arrivare alla casa c'è un tratto di circa 1 chilometro di strada sterrata facilmente percorribile

23–30 Oct

£79 per night

Guest favourite

Home in Certaldo

4.91 out of 5 average rating, 108 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.