Vacation Rentals & Villas in Montepulciano

Updating...

age 0-16
1485 Results

Relevance

Price: low to high

Price: high to low

Reviews

1,485 Houses

Villa Patrignone - a beautiful large Tuscany Villa

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

“My favorite vacation experience” My first trip to Podere Patrignone was in 1999, and I've been back four times since my initial visit. The setting is incredible, and the views extend to miles and miles of Tuscany. It's amazing to sit on the terrace and see the towers of San Gimignano far in the distance. The villa is located just 3 kilometers from Castellina in Chianti, a charming village with unbelievable shopping for leather goods (Cappelletti), artwork, and other wonderful Tuscan items. Patrignone is a perfect location for day trips to Florence, Siena, Montalcino, and many other wonderful towns filled with incredible history. Back to the villa...Simon and Verity are carrying on the tradition of Simon's mom Carla, who renovated this beautiful villa that was originally a 14th century farmhouse. The main house has 7 rooms (each with its own bathroom...no sharing!), a great kitchen, and lots of space for lounging and relaxing. I've stayed in the main house as well as each of the 2-bedroom apartments...each with its own kitchen and living area. They all are wonderful, clean, charming, and have beautiful views. This year I participated in a cooking class conducted by Verity. Even after multiple cooking classes that I've taken throughout Italy, I can say that this was one of the best learning experiences: Verity is a fantastic teacher, cooking all the courses was great fun, and we got to dine and wine on our results. She cooked dinner for all of us on our first night, and everything was delicious! There were 18 of us on this trip, although I've been here with as few as one other person. I have lots of other friends who are encouraging a return trip. This year was in the last week of May, but I think we'll return for a visit in September next year. Carla and Simon and Verity have created a paradise that continues to call to me even after all these years and visits. Podere Patrignone is absolutely amazing and I can't wait to return!

Match: Bicycles available Clothes dryer Staffed property Trampoline

All filters match

Price per night from

$610

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

Match: Bicycles available Clothes dryer Staffed property Trampoline

All filters match

Price per night from

$1,701

il Paluffo Stillo House

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Clothes dryer Staffed property Trampoline

All filters match

Price per night from

$465

il Paluffo Forno House Luxury apartment

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Bicycles available Clothes dryer Staffed property Trampoline

All filters match

Price per night from

$379

the Mill house Photos

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Bicycles available Clothes dryer Staffed property Trampoline

All filters match

Price per night from

$514

the Tower House Photos

Certaldo apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Bicycles available Clothes dryer Staffed property Trampoline

All filters match

Price per night from

$576

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

Match: Bicycles available Clothes dryer Staffed property Trampoline

All filters match

Price per night from

Inquire for Rates

These homes match some but not all of your filters. Clear all filters

agriturismo podere poggio mendico

Arezzo farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$309

Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$87

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$136

Spacious 2-bedroom, 2-bath apartment patio & pool

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$265

Brigolante Guest Apartments

Assisi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

Inquire for Rates

Il Paluffo B&B Blue Room

Certaldo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Staffed property, Bicycles available, Clothes dryer, Trampoline

3 of 4 filters match

Price per night from

$225

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

3 of 4 match: Bicycles available, Clothes dryer, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$309

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$185

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,356

18th Century Century Park Villa with private pool

Arezzo villa

  • 14 bedrooms
  • 10 bathrooms
  • sleeps 30

3 of 4 match: Clothes dryer, Bicycles available, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,620

B & B THE OLD Lieutenancy APARTMENT LA ROCCA

Citta della Pieve b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 13 minutes

3 of 4 match: Trampoline, Bicycles available, Clothes dryer, Staffed property

3 of 4 filters match

Price per night from

$222

Il giardino degli elfi

Bevagna b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Trampoline, Bicycles available, Clothes dryer, Staffed property

3 of 4 filters match

Price per night from

Inquire for Rates

Uva apartment, agriturismo Il Corniolo with garden and swimming pool

Corciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Trampoline, Bicycles available, Clothes dryer, Staffed property

3 of 4 filters match

Price per night from

$98

Tipical rural cottage in Tuscany hills

Scansano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$74

Country house Il fornello APP. Hawthorn

Citta della Pieve farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

Inquire for Rates

House Rosacanina VAT on Bioagriturismo. Riding, Pool, Tennis

Castiglion Fiorentino farmhouse

  • 13 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$124

Le volte di ascesi

Assisi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$185

Le volte di ascesi 4

Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$161

Siena Entire Tuscan Property 20P Private pool A/C Hottub wifi OutdoorKitchen

Sovicille villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 20

3 of 4 match: Staffed property, Bicycles available, Clothes dryer, Trampoline

3 of 4 filters match

Price per night from

$984

Comfort under the Umbrian Sun! Pool and Air Conditioned!!

Spoleto villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Bicycles available, Clothes dryer, Trampoline

3 of 4 filters match

Price per night from

$456

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

3 of 4 match: Staffed property, Bicycles available, Clothes dryer, Trampoline

3 of 4 filters match

Price per night from

$617

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!

3 of 4 match: Staffed property, Bicycles available, Clothes dryer, Trampoline

3 of 4 filters match

Price per night from

$1,233

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Bicycles available, Clothes dryer, Trampoline

3 of 4 filters match

Price per night from

$406

Casa Baccianella, wonderful holiday home close to hilltop town

Montone house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Bicycles available, Clothes dryer, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$740

Ground floor apartment for 2 in Tuscan countryside

San Rocco a Pilli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Clothes dryer, Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$173

Historical Palace Buonaccorsi 13^ century: 4 bedrooms San Gimignano View WiFi

San Gimignano guest house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 4 match: Clothes dryer, Trampoline, Bicycles available, Staffed property

2 of 4 filters match

Price per night from

$481

Farm House Porcine Desire

Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 12 minutes

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$111

Farm House Erika Porcine

Orvieto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 12 minutes

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$111

Casa San Carlo - apartment Orvieto

Monteleone d'Orvieto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Staffed property, Clothes dryer, Bicycles available, Trampoline

2 of 4 filters match

Price per night from

$148

Tenuta I Terzi d Ombrone

Poggi del Sasso villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

3 of 4 match: Trampoline, Bicycles available, Clothes dryer, Staffed property

3 of 4 filters match

Price per night from

$3,239

Sole Apartment

Monteleone d'Orvieto farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Bicycles available, Clothes dryer, Staffed property

3 of 4 filters match

Price per night from

$141

Viewing 38 of 1,485
rentals in Montepulciano

×

Also consider