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Contignano Rentals

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1,315 Houses

Villa Sarteano

Contignano villa

9 bedrooms / 9 bathrooms / sleeps 18

Price per night from

$1,650

Casale Donatelli

Contignano villa

5 bedrooms / 6 bathrooms / sleeps 11

Price per night from

$213

Tus003 - Villa surrounded by rolling hills, Tuscany

Contignano condo

8 bedrooms / 9 bathrooms / sleeps 18

Price per night from

$1,950

Great rentals within 20 miles that match your search

Beautiful Independent Tuscan Cottage For 2 With Spectacular Views

San Casciano dei Bagni cottage

1 bedroom / 1 bathroom / sleeps 2

“Views amazing, house beautiful and Village so friendly” We stayed for one week at La Ginestra and could have been there for so much longer. We loved it, the view across the valley is a wow and the house is so tastefully decorated and of high quality. The village is just two minutes walk away and has a fab pub and lovely restaurants. I am a Food Technologist so food is very important to me - the butchers in the old town was fab, sausages and ham just so delicious. We really did feel accepted everyone was just so friendly to us. We toured most days and saw some beautiful Tuscan towns. We loved everything about it. Bed so comfy and beautiful, bedding crisp and white.

Price per night from

$165

Villa in Tuscany near Montepulciano and Vald'Orcia

Chianciano Terme b&b

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$593

Charming Country Villa with Panoramic Private Pool

San Casciano dei Bagni villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$317

contryhouse near siena: Apartment 2 Person

Sinalunga apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$435

Casa San Carlo - apartment Città della Pieve

Monteleone d'Orvieto apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$147

Apartment "Poggino" - Montepulciano

Acquaviva di Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$118

Charming apartment on Tuscany/Umbria border

Paciano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$159

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. 2 hours 54 minutes

Price per night from

$588

Stunning Tuscan/Umbrian Farmhouse - Infinity Pool

Piegaro farmhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$194

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.

Responds fast! avg. 1 hour 3 minutes

Price per night from

$265

Villa Oliveto

Castelmuzio villa

5 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$639

Casa Oliveto

Castelmuzio house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$671

Apartment with a great view on the ground of organic farm, infinity pool

Montegabbione apartment

2 bedrooms / 1 bathroom / sleeps 4

“Fabulous Time” My husband and 23 year old son stayed in one of the upstairs apartments for about one week October 2012. Franco and Bozena were wonderful host and hostess. The farm and apartment are exactly as presented. Simple but clean, great views from each terrace, and kitchen well supplied. The pool was beautiful but a little too chilly to swim in October. Franco cooked a wonderful 'saffron' meal for us and a German couple who were also staying at the farm. Lots of wonderful day trips from the farm. We hope to return very soon!!

Responds fast! avg. 3 hours 30 minutes

Price per night from

$100

Apartment with private garden, infinity pool, organic farm

Montegabbione apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 30 minutes

Price per night from

$100

2 bedrooms close to Rome, Tuscany and Umbria

Torre Alfina villa

2 bedrooms / 2 bathrooms / sleeps 5

“where to stay in Torre alfina” We had the chance to discover Torre alfina thanks to our friends marriage. They planed our staying in Luisa's house and we have really to thank them: it 's the right place to stay if you are planning to visit Torre alfina. Relax and beautiful landscape in a very nice apartment, renovated with care and details and Luisa's kindness and hospitality make your staying perfect.

Price per night from

$77

Studio "Rustic" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$83

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!

Price per night from

$999

Apartment "The Hague" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$141

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!

Responds fast! avg. 2 hours 48 minutes

Price per night from

$1,621

Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool

Montepulciano apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful place with beautiful vistas of the hills and valley fr” We were able to stay 5 days and 4 nights in this lovely place. The property was as or better than described. Very comfortable and clean. Everything we needed for the time we stayed there. It was a very nice location to be able to take day trips to Siena, Pienza, Montepulciano, Montalcino and Orvieto on the way back to Rome. Such great views from apt #2. We even saw deer in the evening and morning running through the fields below. Montepulciano is very close and you can be there in a matter of a few minutes to shop at the Conard or enjoy shopping and meals. There are a lot of rules on lists provided to follow regarding trash, cleaning, linens, etc. We didn't see much of the caretakers as they had other jobs/work, a new baby, etc. But they were very pleasant and helpful if we needed anything. This is definitely a place we would go back to again.Once we found it. I am glad we got to the location during the day and not at night. You just really have to believe the directions and keep going. The signs are a bit small and I am glad everyone was looking for them. Please go eat at the 13 Gobbi in Montefollonico about 5-6 miles away on a hill top to the north. You will love it. And have their house wine, great. By the way, a bottle of wine and olive oil was provided upon our stay. Both were very good. Wish I could have bought more of it.

Price per night from

$154

Tigli #5, flat near Montepulciano with 2 bedrooms. A/C, Wi-Fi and swimming pool

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 5

“Return visit” One again we enjoyed our visit to this well run set of apartments. They are ready on time, cleean and well equiped. A caretaker lives on site to provide backiup if needed. The gardena and pool are tell tended and maintained. Montipulciano is 10 mins away by car. Be aware that it is in the middle of the countryside with no shops or restaurants nearby.

Price per night from

$134

Borgo dei Sette Tigli #4

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect!” We had a 4-night stay here in early July of this year and had such a wonderful experience. We were greeted by alice who was very accommodating and patient even though we lost our way and were an hour late arriving. She was a sweet as can be and made sure we were settled and had all our questions answered before leaving. Barbara (the owner, I believe) came by the next day to greet us and was also wonderful, making sure that we were satisfied. She was taking care of details regarding her forthcoming nuptials which were to take place 5 days after our arrival. She was very accommodating and helpful even though she must have had lots on her mind. We rented a 2-bedroom, 2-bathroom apartment with a fully-equipped kitchen, living room/dining room, small walkout with table and chairs off of the kitchen. This was perfect for our family of 4 -- two adults and two teenage girls. The accommodations are superb: comfortable beds with great quality linens; recently and tastefully renovated rooms, spacious and inviting, fully equipped kitchen with dish washer and clothes washer; clothes are a quick dry in the summer sun on a dryer rack that is provided. The exterior of the buildings are very attractive, landscaping is detailed and well tended and there is a beautiful, beautiful pool. Now picture this in the middle of the lovely landscape of the Tuscany region. Need I say more? If you're thinking of staying here, don't hesitate, it is superb. Ideally located close to Montepulciano (5 minutes by car) and not far from the major highway (15 minutes tops) if you feel that you'll be doing some day trips. Exceptional value for the money. I highly recommend this vacation rental and only wish I could go back. Hopefully some day.

Price per night from

$206

Tigli #3, 2 bedrooms and 2 bathrooms apt close Montepulciano. Wi-Fi, A/C & pool!

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Excellent apartments in a gorgeous location” I stayed with my family and another family for a week in apartments #1 and #3. The couple managing the compound are very nice and helpful, but also very strict and professional about the rules concerning payment, signing the lease agreement, etc. Expect to do a lot of paperwork and sign away all your rights to anything at all as part of the check-in process. But once that is done, they do their best to make your stay comfortable and pleasant. The good: the apartments are spacious and extremely well equipped, very comfortable. We were able to cook lunches and dinners for 9 people in the kitchen of our apartment (#1), comfortably; and we also were able to fit ourselves around both the indoor table and the outdoor patio table. There is a dishwasher and washing machine in each apartment, which is great. The bad: in aug. 2011, at least, internet by wifi was shaky at best, and in general almost impossible in #1. In #3 it was better. The problem is that the setup had a central wifi router someplace in the compound, and then repeater/extender routers in each apartment; but the thick stone walls of the buildings makes the connection weak and unreliable. Since you pay extra for the wifi, it's extra annoying when it doesn't work. Perhaps the owners have fixed this by now. The ugly: As far as I can tell, nothing in the Montepulciano region is ugly. The surroundings could hardly be more beautiful and perfect for a relaxing summer holiday.

Price per night from

$206

Tigli #6, ground floor flat with one bedroom in Montepulciano area. Wi-Fi & pool

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 4

“Wow! A relaxing well appointed holiday home” This is central rural position 6ks from Torrita di Siena makes it easy to enjoy beautiful Tuscany. With easy day trips with a car to Seina, Arezzo, Cortona, Castiglione del Lago or Firenze to name a few.Quiet, comfortable with a very suitable kitchen facilities, all helping to make a very relaxing home base in the middle of the wine area. A good map and GPS navigation system is a must to find your way in this amazing countryside.

Price per night from

$134

Tigli #1, two bedrooms apartment close to Montepulciano with Wi-Fi and pool!

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

“family reunion” we looked for a place where the whole family could celebrate a 70'years birthday. We were altogether 4 families of 8 adults and 7 children. The property was ideal for us. We occupied 5 apartments and had the whole place at our disposal. It was nice that we had the whole property at our own so that we should not consider other residents. All apartments were in good standard and the pool area was nice. We had really no complains at all. One evening a pizza evening was arranged by the manager and it was splendid. Further the surrounding towns were interesting and marvelous.

Price per night from

$154

casa indipendente in borgo medievale della maremma

Monticello Amiata apartment

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$141

4 bedrooms in a tower, home of a sculptor

Montepulciano b&b

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$435

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

Castelmuzio villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$161

Minimalist Design Views

Acquapendente apartment

2 bedrooms / 3 bathrooms / sleeps 2

Price per night from

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Charming cottage in Asciano - Crete senesi

Crete Senesi cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$177

Amazing Villa Petrignano del Lago - Trasimeno Lake

Petrignano del Lago villa

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

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Bargain Holiday House Umbria. Near Castiglione.

Casa Maggiore house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

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B&B Casale a Poggiano-The best Breakfast and more

Montepulciano b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$100

Country house Il fornello APP. Ivy

Citta della Pieve farmhouse

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$77

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

1 bedroom / 1 bathroom / sleeps 3

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