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1,139 Houses

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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

$1,031

Villa Costanzi: Comfy apartment in the Cucco Park

Sigillo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$62

Classic house in the heart of Tuscany Chianti area

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$123

Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$290

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Price per night from

$630

B&B Il Pozzo - Giuggiolo

Sinalunga b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$62

ROXY HOUSE-BELVEDERE

Santa Maria degli Angeli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$121

Poggerina luxury private villa with stunning view

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Beautiful location and villa, gracious and helpful hosts” I researched extensively before choosing this villa and it more than met our expectations. From the first email Emanuele and his family provided excellent service and were accessible and helpful. Moreover, they made us feel like more than paying guests, more like friends. The villa itself was very spacious and roomy, with a kitchen that had everything we needed. The views are spectacular, and it's quiet and peaceful. I would recommend doing both the pizza night and the cooking night. Both were excellent. Our stay couldn't have been any better. We would highly recommend this villa.

Responds fast! avg. 3 hours 16 minutes

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Price per night from

$612

WINERY HOTEL in the Chianti Classico area "Apt PILU" ADULT ONLY +14

Greve in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 10 minutes

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Price per night from

$306

MELA unit with pool in a wine estate close Assisi

Torgiano apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$184

Casa Leone Italy

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$86

Ancient villa in Chianti with pool and wonderview

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$370

switable appartament in historic house near S.Gimignano

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$117

Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$86

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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$193

Entire property is yours - in the Pisan hills

Casciana Terme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$306

Villa Capanneto, Tenuta Patrizi Guardabassi

Promano villa

  • 10 bedrooms
  • 13 bathrooms
  • sleeps 32

Responds fast! avg. 2 hours 38 minutes

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$1,199

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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$150

I Casali di Colle S. Paolo-Garden apt., 2-bedrooms

Tavernelle di Panicale villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“green outdoors plus charm at home” I stayed in the "Fontanelle" farmhouse of Colle San Paolo for 2 weeks in July, with an extended family of ten adults and 5 children- and we had an excellent stay and wondeful time-- the check-in, introduction to the rooms, and overall responsiveness was warm and excellent. The home is furnished beautifully and charmingly comfortable, with spectacular views particularly on the east and southern sides. All the amenities are excellent, including the common areas: the infinity swimming pool with beautiful view of the valley, patio/garden with lavender and ancient olive tree, shaded barbecue area and the common (games/eating) room- as well as of course the pristine woods around the farmhouse. We received excellent tips on where to go for wine-tasting; medieval villages (where we met a jolly band of Franciscan faithful walking for peace); donkey walks for the children; jazz music in medieval castles; and hidden monastries off the tourist map. Most of all we enjoyed the fresh air, beautiful views and relaxed setting at the swimming pool with lots of space for meals in the common room and nearby walks in the early evening. We enjoyed every minute, emersed in the Italian countryside, with lots to do nearby whenever we felt the impulse to leave this comfortable and charming home.

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$196

Colline House, in Tuscany, Residence Il Palazzo

Pergine Valdarno house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$73

Apartments in Natural Stonehouse amidst Trasimeno Lake Nat.park

Sant'Arcangelo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$184

Siena House, Residence in Tuscany, Farm Holiday

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$110

Villa Piantoni on Private Antognolla Golf Estate

San Giovanni del Pantano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Beautiful home and handy location” My husband and I stayed in October, 2012. The villa is beautiful with stunning views. We had dinner on the terrace overlooking the pool and hilly wilderness. The bathrooms are a large with great showers. Plentiful hiking options are just outside your door. The villa is well situated in easy driving distance from all of Umbria's charming villages and sites.

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Price per night from

$298

Piettorri Rosemary

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$131

Arezzo House, Residence In Tuscany Farm Holiday

Pergine Valdarno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$86

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$379

Villa il Castellaccio in Greve in Chianti Flat #3

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“A lovely place!” We had a really lovely holiday. The location is excellent, being in the heart of Chianti, a peaceful place sorrounded by vineyards and olive grooves, but not far from the most beautiful town and villages. The apartment was really characteristic but also full of comfort; we had everything we need... and don't forget to ask Leonardo, the very nice owner, some information on the history of Florence or suggestion on the best Tuscany wines!!

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Price per night from

$159

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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$193

NIDO house with pool at I MORI GELSI, Assisi. WIFI

Torgiano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$62

Chianti barn Independent

San Casciano in Val di Pesa cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$110

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$315

Farmhouse immersed in the woodland

Volterra house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$795

A Little Paradise Romantic

Castiglione della Valle house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$85

Villa il Castellaccio in Greve in Chianti Flat #2

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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$172

Umbertide Townhouse

Umbertide apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$144

Casa al Fico Chianti and Valdarno

Castelnuovo dei Sabbioni farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$74

Villa Costanzi: breezy terrace and view on the Cucco! 2BR + 2BA + Garden

Sigillo apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$74

Campagna House - Residence in Tuscany farm holiday

Pieve A Presciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$80

Viewing 38 of 1,139
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