Vacation Rentals & Villas in Montepulciano

Updating...

age 0-16
2174 Results

Relevance

Price: low to high

Price: high to low

Reviews

2,174 Houses

18th Century Century Park Villa with private pool

Arezzo villa

  • 14 bedrooms
  • 10 bathrooms
  • sleeps 30

Match: Ceiling Fans Private outdoor pool (unheated) Staffed property Trampoline

All filters match

Price per night from

$1,620

Tuscany Villa Bagnoro Arezzo Country House

Arezzo villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Ceiling Fans Private outdoor pool (unheated) Staffed property Trampoline

All filters match

Price per night from

$1,233

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

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: Private outdoor pool (unheated), Ceiling Fans, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$309

agriturismo podere poggio mendico

Arezzo farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$309

Casavacanze Pergolino con piscina ad uso esclusivo

Acquapendente house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$73

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,356

Villa Brolio Quinto,exclusive use,secluded with large park and pool.

Castiglion Fiorentino villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

3 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

3 of 4 filters match

Price per night from

$493

Casa Baccianella, wonderful holiday home close to hilltop town

Montone house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$740

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: Private outdoor pool (unheated), Ceiling Fans, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$185

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!

3 of 4 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$610

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

3 of 4 match: Private outdoor pool (unheated), Ceiling Fans, Staffed property, Trampoline

3 of 4 filters match

Price per night from

$1,701

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, Ceiling Fans, Private outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$617

San Carlo house

Monteleone d'Orvieto villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 32

3 of 4 match: Staffed property, Ceiling Fans, Private outdoor pool (unheated), Trampoline

3 of 4 filters match

Price per night from

$2,157

La Bottega _holiday house

La Bruna apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 44 minutes

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$74

Al Lago Incantato view and relax in the Umbrian countryside with private pool

Civitella del Lago b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$740

Relais La Costa-Dimora Storica

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

3 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

3 of 4 filters match

Price per night from

Inquire for Rates

Canonici

Montecastrilli villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 11

2 of 4 match: Ceiling Fans, Staffed property, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

Inquire for Rates

Assisi da Ginetto

Petrignano d'Assisi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

$87

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

$136

VILLA FLAMINIO total privacy in the villa for exclusive use

Tuoro sul Trasimeno farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$264

Villa Castellare de Sernigi stunning sunsets for 13/14 people

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$2,113

Tuscany villa, private pool, for family & group

Mercatale di Cortona farmhouse

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 24

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

Inquire for Rates

Exclusive luxury villa in the Tuscan countryside. 14 rooms, pool, A/C and Wi-Fi!

Monticiano villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 28

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$3,599

La Cascina Hotel Appartments

Marsciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$88

Ancient Casolare Antico Cottage

Ficulle apartment

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 16

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$1,076

Villa I Grifoni, luxury villa near Todi, private pool, A/C, panoramic

Loreto villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 11

3 of 4 match: Trampoline, Ceiling Fans, Private outdoor pool (unheated), Staffed property

3 of 4 filters match

Price per night from

$1,218

2 MINI APPARTAMENTI ELEGANTI INDIPENDENTI CON PARCHEGGIO

San Martino in Colle house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Private outdoor pool (unheated), Trampoline, Ceiling Fans, Staffed property

2 of 4 filters match

Price per night from

$80

B & B THE OLD Lieutenancy SUITE TRIPLE

Citta della Pieve b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 13 minutes

2 of 4 match: Private outdoor pool (unheated), Trampoline, Ceiling Fans, Staffed property

2 of 4 filters match

Price per night from

$99

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

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

$265

il Paluffo Forno House Luxury apartment

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

$379

the Mill house Photos

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

$514

the Tower House Photos

Certaldo apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

$576

Brigolante Guest Apartments

Assisi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

Inquire for Rates

La Francigena B&B

Staggia Senese apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

2 of 4 match: Ceiling Fans, Private outdoor pool (unheated), Staffed property, Trampoline

2 of 4 filters match

Price per night from

Inquire for Rates

Vila with private pool, air conditioning 10km from Orvieto

Orvieto villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 21 minutes

2 of 4 match: Ceiling Fans, Staffed property, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$592

Meravigliosa villa con piscina e idromassaggio

Massa Martana villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Ceiling Fans, Staffed property, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$554

Agriturismo Gello - Villa with panoramic pool in Tuscany - Chianciano Terme

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

2 of 4 match: Ceiling Fans, Staffed property, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$704

Wonderful private villa 12 people, swimming pool

San Terenziano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 4 match: Ceiling Fans, Staffed property, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$603

Viewing 38 of 2,174
rentals in Montepulciano

×

Also consider