Montecchio Rentals

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3,188 Houses

Suite Il Tinaio. Villa Caprera, Siena Farmhouse.

Siena villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$161

Apartment Luna

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$199

Restored Tuscan farmhouse with pool and views

Certaldo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Under theTuscan Sun” There are no words to describe the beauty here. When we drove up to the house, we thought there was a mistake. Surely this beautifully restored "Under the Tuscan Sun" farmhouse with majestic views of rolling hillside towns dotted with cypress trees, olive groves and vineyards as far as the eye could see could not possibly be the right place. But it was!! So much more than we could have imagined. Expected to see Diane Lane strolling down the road arm and arm with that crazy blonde at any time. The house inside is just as beautiful. Plenty of room...simply and tastefully decorated with everything you need for a very comfortable stay. The pictures really don't do it justice. Ann and Charly are warm and caring hosts...always quick to help our stay more enjoyable. Would absolutely recommend without hesitation!

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$247

Monteriggioni Suite 4

Monteriggioni house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$230

Morgana

Buonconvento villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$1,705

Classic house in the heart of Tuscany Chianti area

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$124

Tuscan Country house in the chianti area with pool

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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$555

Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$293

Spacious Villa in Tranquil Setting with Solar Heated Pool, Views and Wifi

Citta di Castello villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great holiday for everyone” We were a combination of three families, including grandparent, cousins, friends, including children from 9 - 23 and there was something for everyone. Lots of room for kids to run around in grounds, big pool with lots of chairs/lounges, great outdoor eating morning, noon and night, good kitchen, bedrooms and bathrooms in abundance. Ipod dock and books for everyone. We travelled as far as Rome, Perugia, Todi, Spoleto, etc. Highly recommended.

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$388

Gorgeous independent house, in Chianti, with pool

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$259

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Price per night from

$636

Podere Lucignano Secondo - Apt. La Mangiatoia (ground floor)

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$296

Converted Barn Vacation Rental in Tuscany

Certaldo cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“We had a very relaxing stay in a beautiful setting.” The house is newly renovated and very clean. The setting is spectacular with beautiful views. It is in a great location for easy access to popular tourist attractions. However, we did have to provide some household essentials such as dish soap, sugar, and a few other kitchen basics that we couldn't take back with us, as we were traveling overseas.

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$235

B&B Il Pozzo - Giuggiolo

Sinalunga b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$62

IL MANDORLO - BLUE

Arezzo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$111

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

$617

Village Gebbia

Civitella in Val di Chiana house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$251

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 32 minutes

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Price per night from

$309

Belmonte Holidays - 3 bedroom apartment in Countryside Farm

Montaione hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$370

Holiday home Il Corbezzolo with Infinity pool

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$617

MELA unit with pool in a wine estate close Assisi

Torgiano apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$185

romantic ancient tuscan villa B&B near Firenze

Barberino Val d'Elsa villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$987

Casa Leone Italy

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$87

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

Ancient villa in Chianti with pool and wonderview

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$373

Casa vacanze Bellavista

San Casciano in Val di Pesa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$79

Podere La Grande Querce near s.gimignano

Montaione b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Unforgettable experience” We had a great time not only in the place but more importantly with the hosts! The farm is managed by a beautiful family. Sig.ra Serena & Sig. Alessio were very accomodating from the moment we took interest & inquire about their bed & breakfast. They were very generous with information, knowledge, service & time. The place is pristine. Well-kept & perfected to the last detail. It smells good, too. The location is brilliant for somebody who enjoys privacy. I can go on & on about Podere La Grande Querce because there's a lot of positive things about this place (& I may not have much characters left), but what struck us the most is the family behind it. They are very kind, respectful & good natured. We had no inquiry, need or question left unattended or unanswered. And to us, that is the most important factor. They made us feel at home. We will surely be back!

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Price per night from

$142

The Poacher

San Polo in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 49 minutes

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$272

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.

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$185

switable appartament in historic house near S.Gimignano

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$118

CASA ALADINA: STUDIO RIGHT IN THE CITY S.GIMIGNANO

San Gimignano apartment

  • 1 bathroom
  • sleeps 3

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Price per night from

$87

Sangiovese country house with pool in Chianti area

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$185

Villa holiday rental in Italy - Villa La Serena

Perugia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$555

Organic farm tucked away in the Tuscan hills-apt. Maria

Montaione house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$176

“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 8 minutes

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Price per night from

$617

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$124

Bright and spacious home in the heart of Tuscany.

Figline e Incisa Valdarno house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$111

Federica's Home

Corciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$87

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