Montecchio Rentals

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2,051 Houses

Chianti Luxury Suite, Boutique Rental, Radda in Chianti - Siena

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

Match: Horse riding

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Price per night from

$333

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

Monteriggioni Suite 4

Monteriggioni house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$230

Villa Costanzi: Comfy apartment in the Cucco Park

Sigillo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Horse riding

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Price per night from

$62

Classic house in the heart of Tuscany Chianti area

Greve in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Horse riding

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Price per night from

$124

Cesira Palazzina

Val d'Orcia b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Horse riding

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Price per night from

$191

Tuscan Country house in the chianti area with pool

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Horse riding

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Price per night from

$555

Cottage in Chianti, with pool, spa, and wonderview

Castellina In Chianti cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Horse riding

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Price per night from

$292

Gorgeous independent house, in Chianti, with pool

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$259

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Price per night from

$635

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

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Horse riding

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Price per night from

$296

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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Price per night from

$122

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

Match: Horse riding

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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 10 minutes

Match: Horse riding

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Price per night from

$308

SUNSET HOUSE The TERRACE A terrace in Umbria

Santa Maria degli Angeli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$122

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

Casa Leone Italy

Castiglione del Lago apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Horse riding

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Price per night from

$87

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

The Poacher

San Polo in Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 49 minutes

Match: Horse riding

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Price per night from

$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.

Match: Horse riding

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Price per night from

$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

$117

Villa holiday rental in Italy - Villa La Serena

Perugia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Horse riding

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Price per night from

$555

Charming Apartment in Historic Center of Montepulciano, Tuscany

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Horse riding

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Price per night from

$87

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Horse riding

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Price per night from

$124

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.

Match: Horse riding

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Price per night from

$194

Entire property is yours - in the Pisan hills

Casciana Terme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$308

Casa Del Vescovo Restored Mountain Retreat - 12th century house.

Sansepolcro house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Horse riding

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Price per night from

$300

Tuscany Villa with pool - Villa le Capanne holday in private villas

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Fantastic Hosts for this unique countryside Villa” Our trip to Italy still fresh in our minds so we wanted to write to tell others about our lovely experience at Villa le Capanne. We stayed with another couple for one week, make trips to Florence, Voltera, Pisa and more. Gina and Franco met us and welcomed us with enough goodies to keep us well taken care of until we could shop. Each day, a new treat appeared and they were all yummy-Gina is a fantastic baker and cook. The villa was spotless and just as described. Let me just say that the location is a bit of a challenge, but worth it for the views. Sitting around the pool and gazebo was very relaxing. You may need to allow extra time to get to the main roads for day trips but if you are prepared, it is not a problem. We had some great fun at the local restaurant, pizza on the weekend and then dinner on another night. The little village, Montecastelli Pisano was charming and we walked on a quiet street and found a violin maker who played us one of his own compositions-unique experience! Great hosts in a lovely setting!

Responds fast! avg. 2 hours 23 minutes

Match: Horse riding

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Price per night from

$115

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

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Horse riding

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Price per night from

$151

Apartment "The Hague" at The House of the Oaks - Montepulciano

Acquaviva di Montepulciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Horse riding

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Price per night from

$209

Big garden,own pool and wheelchairfriendly, pets

Oliveto house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

Match: Horse riding

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Price per night from

$481

Colline House, in Tuscany, Residence Il Palazzo

Pergine Valdarno house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Horse riding

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Price per night from

$73

Apartments in Natural Stonehouse amidst Trasimeno Lake Nat.park

Sant'Arcangelo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Horse riding

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Price per night from

$185

La Foresteria del Castello della Paneretta

Barberino Val d'Elsa apartment

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Horse riding

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Price per night from

$986

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