Vacation rentals in Monteriggioni

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Top-rated vacation rentals in Monteriggioni

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Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 352 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Mar 25 – Apr 1

R2,078 ZAR per night

Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 164 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Oct 31 – Nov 7

R9,653 ZAR per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 106 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Jan 25 – Feb 1

R9,398 ZAR per night

Guest favorite

Farm stay in Uopini

4.83 out of 5 average rating, 132 reviews

Podere Casalino - La Pergola

Nestled near the enchanting Monteriggioni Castle, "Il Casalino" embodies our passion and dedication to restoring a historic farmhouse. My husband and I have poured our hearts into crafting two apartments for rent: Il Gatto and La Pergola. If you have any questions, please reach out to me. Your inquiries are of the utmost importance, and I am committed to promptly responding to your messages. We eagerly anticipate the opportunity to welcome you to "Il Casalino" soon! Best regards, Laura

Sep 19 – 26

R2,694 ZAR per night

Guest favorite

Cottage in Monteriggioni

4.97 out of 5 average rating, 173 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Dec 14 – 21

R2,754 ZAR per night

Guest favorite

Condo in Colle di Val d'Elsa

4.98 out of 5 average rating, 121 reviews

DorminColle - Entire Tuscan style apartment

Bright and spacious apartment, consisting of a comfortable double bedroom with TV, portable air conditioner, with bathroom complete with shower and toilet. Third bed located in a characteristic loft area with wooden beams equipped with a bed. Large kitchen equipped with dishwasher, coffee machine, microwave, filtered water dispenser, Living room with TV and sofa, dining room overlooking Borgo Antico. Free parking 150 meters away from the apartment.

Dec 30 – Jan 6

R1,368 ZAR per night

Guest favorite

Farm stay in Simignano

4.92 out of 5 average rating, 131 reviews

Casa al Gianni - Fico

Hi, we are Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our brand is simple living in close contact with the nature and animals of our farm. Nestled in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

Mar 19 – 26

R2,449 ZAR per night

Guest favorite

Home in Monteriggioni

4.83 out of 5 average rating, 214 reviews

Casa sul Francigena in Monteriggioni

Apartment in typical Tuscan farmhouse, immersed in nature , furnished and finely renovated. Strategically located on the Via Francigena, four km from Monteriggioni, 10 km from Siena and near San Gimignano, Volterra and Florence, which can be reached in about half anhour by car. Also great for nature lovers, it offers several hiking and mounten-bike possibilities .

Aug 25 – Sep 1

R2,187 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 301 reviews

Old hayloft on the Chianti hills

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. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Nov 7 – 14

R3,703 ZAR per night

Guest favorite

Home in Poggibonsi

4.9 out of 5 average rating, 213 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

Mar 22 – 29

R1,752 ZAR per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 199 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Nov 23 – 30

R2,714 ZAR per night

Guest favorite

Condo in Monteriggioni

4.91 out of 5 average rating, 104 reviews

Il Vecchio Noce

In the old rural complex of Caggio, "Il vecchio noce" offers a completely renovated apartment that can host from 2 to 4 people. The complex is located in the heart of the Tuscan countryside, on the Sienese Montagnola, near the medieval village of Monteriggioni and the Via Francigena route.

Dec 27 – Jan 3

R1,813 ZAR per night