San Sigismondo Rentals

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Walk to Town! Luxury Villa in Montepulciano, Tuscany w/ Pool & Spa!!

Montepulciano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$1,033

Romantic farm for 2/4 persons with pool near Siena

Trequanda villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$111

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.

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Price per night from

$194

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

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$151

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.

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Price per night from

$194

Podere Osteria

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$309

Casal d'Asso

San Giovanni d'Asso house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 7

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Price per night from

$799

Villa Oliveto

Castelmuzio villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$672

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.

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Price per night from

$173

Casa Oliveto

Castelmuzio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$705

Casale Etruria

Chianciano Terme house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$353

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$184

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$716

Poggio Cantarello Country Home

Chiusi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$148

Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

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Price per night from

$803

The Molinaccio 3

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$556

Apartment in farmhouse Podere i Prati

Chianciano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$198

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$911

The Molinaccio 7

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$1,111

Belguardo BELGUARD 1

Chianciano Terme apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$338

Chiara VESPA

Chianciano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$242

Belguardo BELGUARDO 2

Chianciano Terme house

  • 11 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$506

Ferranesi, Tuscan Design Villa with private pool, perfect for small weddings

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

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Price per night from

$2,954

La Valle Valley

Chianciano Terme house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$824

Tenuta Senese Tenuta Senese

Montepulciano house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$646

The Chiara RONDA

Chianciano Terme apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$338

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$291

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Price per night from

$911

Olivella Olivella

San Giovanni d'Asso house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$738

The Chiara TIGLIO

Chianciano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$242

Chiara BERSAGLIERE

Chianciano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$177

Chiara BECO

Chianciano Terme apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$260

La Chiara FONTANA

Chianciano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$177

Montebello Montebello

Castiglione D'Orcia house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$492

“It was everything we had dreamed of and more...quaint and very c” The proprietor was very easy to work with and was so gracious. We had a wonderful welcome basket with lots of local goodies on our arrival. The home was more than adequate with five private bedrooms, ours was on the second level with living/dining area and a balcony. We enjoyed the infinity pool and the delicious fruit from the orchards. We were able to have a private chef come to our villa and cook dinner, what a presentation. Castelmuzio was the perfect spot for us, so quaint and beautiful. We downloaded Italy to our GPS and it was a piece of cake to sight see all the other villages. Don't miss Pienza, Montpulciano, Cortona, Orvieto Cathedral, San Gimignano, but my favorite was Monticiello, the view of the Tuscan Hills was breathtaking. If we ever get to go back to Italy, I would stay at Villa nell'Oliveto again...It was everything we dreamed of and more.

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Price per night from

$732

Independent villa with private pool, hot tub, WI-FI, A / C near Montepulciano!

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

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Price per night from

$755

Villa degli Olivi

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$826

16 persons with 8 bedrooms, private pool and WiFi. Only 2 km to Montepulciano!

Montepulciano villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

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Price per night from

$733

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