Villa vacation rentals in Monticiano

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Top-rated villa rentals in Monticiano

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Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 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

Apr 13 – 20

R11,671 ZAR per night

Guest favorite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 181 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Feb 8 – 15

R7,352 ZAR per night

Guest favorite

Villa in Sovicille

4.97 out of 5 average rating, 121 reviews

Podere La Castellina - N°1 COTTAGE

Independent cottage in stones and bricks inside the "Podere la Castellina" (former convent 13th century), in the magnificent natural park of Montagnola Senese. The cottage comfortably sleeps 5 people and includes: - large living room with TV and fireplace - kitchenette with oven - double bedroom - bedroom with three single beds - bathroom with shower Available for guests Guests with panoramic pool, solarium and terrace with breathtaking views, equipped with wood-burning oven and barbecue.

Oct 15 – 22

R4,388 ZAR per night

Guest favorite

Villa in Siena

4.97 out of 5 average rating, 152 reviews

Virgi House

Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

Nov 13 – 20

R3,367 ZAR per night

Superhost

Villa in Siena

4.88 out of 5 average rating, 257 reviews

Fascinating Villa Senese with View!

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. Here time passes slowly according to ancient traditions. One of the most beautiful views that the Tuscan panorama can offer, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, original and working fireplace, parking free, WI-FI internet.

Feb 24 – Mar 3

R14,388 ZAR per night

Guest favorite

Villa in Montepulciano

4.95 out of 5 average rating, 116 reviews

A paradise in Montepulciano...

Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

Feb 2 – 9

R7,544 ZAR per night

Guest favorite

Villa in Cortona

5.0 out of 5 average rating, 52 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Dec 10 – 17

R10,395 ZAR per night

Guest favorite

Villa in Sovicille

4.97 out of 5 average rating, 30 reviews

I Susini

Ideal for 6 guests, 'I Susini' can accommodate up to 8. Inside you will find pleasant and tidy environments. Outside you will find furnished gardens and terraces, a barbecue, a nice pool and a large exclusive car park. The villa is at the center of the major places of interest in the Siena area. It is 10 km from the city and an hour's drive from Florence and Arezzo. It is equipped with air conditioning to be paid according to consumption (see the 'house rules').

Dec 1 – 8

R2,317 ZAR per night

Guest favorite

Villa in Monticchiello

4.98 out of 5 average rating, 111 reviews

Villa unesco heritage, Jacuzzi & garden. BB Daria

Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Jan 9 – 16

R12,044 ZAR per night

Superhost

Villa in Greve in Chianti

4.86 out of 5 average rating, 136 reviews

Villa La Doccia, Greve in Chianti.

Villa la Doccia is an 8-minute drive from the center of Greve in Chianti, Località Casole, The Villa in a quiet and quiet area is located inside a small farm surrounded by vineyards and olive groves. ➡️ We want you to know that we're doing everything we can to help and protect our guests by adopting a thorough and strict cleaning approach to this emergency. We disinfect and sanitize all parts of the house.

Apr 18 – 25

R5,874 ZAR per night

Guest favorite

Villa in Monteroni D'arbia

4.97 out of 5 average rating, 93 reviews

"Villa Daisy" overlooking Siena

Wonderful villa with independent entrance inside the "Caggiolo" estate, returned to light with careful and deep renovation that has kept the typical guidelines of a Tuscan farm intact. Beautiful panoramic view of Siena. Located in the Villas of Corsano, only 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...).

Feb 28 – Mar 7

R4,929 ZAR per night

Superhost

Villa in Impruneta

4.96 out of 5 average rating, 25 reviews

La Quercia Estate Quintessential ItalianExperience

This charming family run villa is immersed in the splendid Tuscan countryside with private swimming pool & AC, only 20 min south of Florence and walking distance to the village of Impruneta. This estate dates back to the 17th century and has stunning countryside views. Surrounded by 600 centenary olive trees and vineyards, it is ideal for families or friends seeking a true Italian experience

Nov 14 – 21

R20,989 ZAR per night