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Villas Monticchiello

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547 villas

Beautiful Villa in Val d'Orcia

Monticchiello villa

7 bedrooms / 8 bathrooms / sleeps 13

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Price per night from

$1,027

Villa delle Fontane Amazing place for your holiday

Monticchiello villa

7 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$1,887

La Casa Delle Fate Pientine

Monticchiello villa

8 bedrooms / 7 bathrooms / sleeps 16

Responds fast! avg. 3 hours 25 minutes

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Price per night from

$2,220

Maribelle 3

Monticchiello villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$193

Podere Isabella, the pearl of Val d'Orcia

Monticchiello villa

9 bedrooms / 9 bathrooms / sleeps 20

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Price per night from

$1,027

Villa Apparita Val d'Orcia

Monticchiello villa

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$514

Villa Monticchiello, villa with 7 bedrooms, private pool and A/C in Val d'Orcia!

Monticchiello villa

7 bedrooms / 9 bathrooms / sleeps 14

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$464

Private villa for 14 persons near Monticchiello-Valdorcia area. Pool, A/C & WiFi

Monticchiello villa

7 bedrooms / 9 bathrooms / sleeps 14

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$464

Podere Castelletto

Monticchiello villa

8 bedrooms / 7 bathrooms / sleeps 16

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Price per night from

$1,004

Villa with Pool in Monticchiello,Aircon,Garden,Barbecue,Table Tennis,sleeps 14

Monticchiello villa

7 bedrooms / 8 bathrooms / sleeps 14

Responds fast! avg. 3 hours 1 minutes

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Price per night from

$655

Il Giardino del Cardinale

Monticchiello villa

4 bedrooms / 4 bathrooms / sleeps 9

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Price per night from

$770

Great rentals within 20 miles that match your search

The Molinaccio 3

Montepulciano villa

3 bedrooms / 3 bathrooms / sleeps 6

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$475

Casale Girifalco

Cortona villa

6 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$748

Charming Country Villa with Panoramic Private Pool

San Casciano dei Bagni villa

5 bedrooms / 4 bathrooms / sleeps 10

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$347

Villa LA VALIANA (Montepulciano)

Montepulciano villa

4 bedrooms / 5 bathrooms / sleeps 8

“Paradise in Tuscany!” This lovely villa has it all and is the kind of place that makes you want to stay and 'while away' the afternoon among its many outdoor spaces: whether it's dining in the gazebo overlooking the vineyard, watching as the evening sun sets over the gently rolling hills, relaxing in a chaise by the glistening pool, enjoying a café crème or glass of wine on the patio surrounded by roses, lemon trees and pots of flowers, or gazing beyond at Cortona high on a hill or Trasimeno Lake in the valley below, you will come to know this is a very special place. La Valiana is centrally located for explorations to nearby villages and wineries, Cortona, lovely Pienza (a favorite), Montepulciano or easy day trips to Montalcino, Orvieto, Siena, Arezzo, Florence, Chianti and beyond. It is comfortable and beautifully decorated in classic, Tuscan style with fine architectural details such as wrought iron arched windows, doors and Travertine marble floors. You will be well taken care of and looked after by Cecelia and her Family who are the most gracious hosts - they are dedicated to making your stay a wonderful, memorable one, making themselves available should you need any assistance. Their warm hospitality and attention to detail will make you feel special and, at once, a part of the family. If you opt to have a meal prepared and waiting for your arrival after a long day of travel or touring, it will not disappoint and, quite possibly, could be one of the best meals in all of Tuscany, especially when enjoyed under the stars. You will want for nothing - except perhaps to extend your stay, or at the very least, come back again! You can be sure we will be back!!

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$475

VILLA ANTICO TABACCAIO PERFECT FOR GROUPS AND FAMILY REUNION! SPECIAL PRICE 2019

Panicale villa

7 bedrooms / 5 bathrooms / sleeps 16

“Excellent villa in a beautiful location” We were three families holidaying in this wonderful villa with our children, ages 9-16. The kids loved the pool and us adults enjoyed soaking up the Umbrian sun in the well-maintained gardens. We explored the local area-Montepulciano, Isla Maggiore and Castiglione del Lago (market Wednesday am). We also did Siena on the train. Would have liked to have done more,but a week is not enough. Katia was such a welcoming host,nothing was too much trouble. Thank you very much Katia, hope to see you in a year or two!

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$642

Time in Tuscany - The Villas at Podernuovo

Castel Del Piano villa

2 bedrooms / 2 bathrooms / sleeps 4

“Podernuovo offers a unique opportunity to see the real Italy in” Service: Alvina and Umberto are the perfect hosts, friendly and helpful, well-informed as to what to do and what to see. The accommodation: The villas are superbly appointed with every modern appliance, yet from the exterior they retain their rustic charm. All the windows overlook the vineyard and olive groves and the spacious terraces are the perfect spot to enjoy a glass of Umberto's wine after a day of exploring. Location: Podernuovo is well situated to visit the many medieval villages Tuscany is known for. We have had 10 stays at Podernuovo and have enjoyed wonderful day trips to Collodi, the town of Pinocchio Pistoia, Sant'Antimo abbey, to listen to the monks Gregorian chant and Saturnina to luxuriate in the thermal baths. Alvina and Umberto's local knowledge also extends to the most novel and interesting restaurants in the region. The village of Castel del Piano is a 10 minute stroll up the hill and boasts excellent supermarkets, cafes and bars. What did we like best? My husband and I love everything about staying at Podernuovo as witnessed by 10 stays there! Perhaps however, the fact that it is truly unique Italian experience, 'off the beaten track' in a sense and in a place where tourists do not abound (and where villagers are friendly and welcoming), sets it apart from other villas we have stayed in. I simply can find nothing about Podernuovo that doesnt delight both of us. In fact, we are already planning our next visit for 2013.

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$289

Vacatoin Rentals at Le Celle Del Farinaio in Short

Cortona villa

6 bedrooms / 4 bathrooms / sleeps 14

“Charming place in Toscana. You will never forget your stay” Charming villas on the hills of the Trasimeno lake with beautiful scenery and relaxing. Time stops during the stay. Each has its place and benefits as it means facilities available: swimming, Mountain biking. Difficult to leave the house yet conveniently placed for exploring the treasures of Tuscany and Umbria. Mauro, the owner upon arrival, established a welcoming atmosphere and is at your disposal during your stay. Everything is perfect even last evening organized by our host. An unforgettable stay. Bravo Mauro (e toute la famaglia Tarquini). Grazie.

Responds fast! avg. 3 hours 51 minutes

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Price per night from

$385

Villa Oliveto

Castelmuzio villa

5 bedrooms / 6 bathrooms / sleeps 10

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$698

6 Bedrooms with Ensuite Baths, Pool, Wifi, Great Location

Siena villa

7 bedrooms / 7 bathrooms / sleeps 14

“Fabulous!!!” Thank you so much for a wonderful week!!! Villa Vetrichina surpassed our expectations--what a beautiful villa set in an unbelievable Tuscan countryside with plenty of room for 11 people (5 couples and one daughter). Everyone had their own bedroom with private bath. We will never forget the wonderful hospitality shown to us by Patrizia and her family. Everything was perfect. Upon arrival we were treated to a scruptuous (and very bountiful) meal prepared by our hosts. We booked a pizza party and cooking class where we prepared the entire meal from scratch in Partizia's outdoor kitchen--so much fun! We were treated often to Patrizia's homemade treats. Any questions are help needed were taken care of quickly by our hosts. We shall never have another vacation that will be better than this one!

Responds fast! avg. 3 hours 25 minutes

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Price per night from

$1,571

Tuscany, Siena - Farmhouse I Pianelli

Murlo villa

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$116

Casa Baiocco // Private Tuscan Villa With Swimming Pool

Chiusi villa

2 bedrooms / 4 bathrooms / sleeps 6

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$129

Poggio Etrusco: Tuscan B&B, apts, & Cooking School

Montepulciano villa

6 bedrooms / 5 bathrooms / sleeps 10

“Beyond adjectives” There is no way to describe our stay here! Pamela and Johnny were more than welcoming. We arrived with our 7 & 4 year olds in tow...and from The gate greeting, we felt as if we were at "memee's house". Each kid had a job...gate keeping and keeping track of the red fetch toy for Bella. We had an unwarranted snafu on credit card deposits in Rome the day before...but it was of no concern to these wonderful and true hosts... Each morning, The breakfast was true to Tuscany yet appealing to the kids... we were within an hours drive of each of our potential destinations...and each evening with a game of fetch watching Bella and the kids...the hosts helped us decide upon on the next days itinerary! We will be back with the whole family in July!

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$1,091

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

9 bedrooms / 6 bathrooms / sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

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$1,283

Cozy Collection of Villas in Tuscany

Montalcino villa

14 bedrooms / 14 bathrooms / sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

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$1,771

Splendid Villa by Olive Groves and Vinyards at Fontocchio on Cortona

Cortona villa

8 bedrooms / 7 bathrooms / sleeps 17

“Heaven” Villa Fontocchio is a very special place to me. We stayed there for 5 weeks in 2006 and 3 weeks in 2008. It is an amazing property- there are 5 bedrooms and 5 bathrooms. It is extremely comfortable and the pool is great (which also has a pool house). There is also a very large outdoor table as well. The owners of the property are just wonderful people. Carlo made every effort to make sure that we were happy during both stays. The villa itself is at the foot of the hill to Cortona. It is well situated as there is a great grocery store very close by with charming Cortona at the top of the hill. There is a beautiful olive grove and vineyard behind the house as well. It is also very close to the train station I have so many wonderful memories of this place and I cannot recommend it more highly. I know I will go back to this place!

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$458

Villa in Tuscany La Mucchia Luxury Suites Hotel

Cortona villa

13 bedrooms / 8 bathrooms / sleeps 20

“Home away from home at La Mucchia” I loved this place, loved my stay, my wife nearly cried when our vacation was over and we were packing, we certainly will be back soon, as we will find the time to have another vacation in 2014. No words how we enjoyed it, the feeling to be at home, the owners are two brothers, with lots of patience explained and gave us many tips, the pool was clean and cozy, sun terraces and great wifi service, tv,dvd,parking,gift basket,all free and included, thank you brothers,arrivederci soon.

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$1,540

Villa for 12 persons with pool. Lucignano town is less 1 km walking distance!

Lucignano villa

6 bedrooms / 7 bathrooms / sleeps 12

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$631

Villa Le Crete, private house with 2 bedrooms. Pool and WiFi in the Val d'Orcia!

Castelmuzio villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$168

Private villa in the Cortona area for 18 persons. Pool, internal pool and A/C!

Brolio villa

9 bedrooms / 11 bathrooms / sleeps 24

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$762

Private house near Lucignano for 8 persons. Pool & WIFi in the Valdichiana area!

Lucignano villa

4 bedrooms / 3 bathrooms / sleeps 8

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$400

Amazing Villa Petrignano del Lago - Trasimeno Lake

Petrignano del Lago villa

2 bedrooms / 1 bathroom / sleeps 6

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Agriturismo Il Torrino

Cortona villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 49 minutes

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$363

Private villa in the area of Cortona & Valdichiana. Laura, 2 bedrooms with pool!

Montecchio villa

2 bedrooms / 2 bathrooms / sleeps 4

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$146

Agriturismo Villa Panorama - 8 posti letto - Villa esclusiva - Siena

Rigaiolo villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$308

Casa Orcia

Gallina villa

5 bedrooms / 3 bathrooms / sleeps 12

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$308

casale le piagge

Foiano Della Chiana villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$422

Il Casone, magnificent verdant Villa in Tuscany

Cortona villa

7 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$367

Viewing 38 of 547
villas in Monticchiello

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