
Vacation home rentals in Montalcino
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Top-rated vacation home rentals in Montalcino
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Family-friendly vacation home rentals

La Pergola | Farm House with fantastic view
It was a second stay that lived up to the first. The house has charm, character and comfort. The terrace and garden are beautiful places surrounded by trees and flowers and offer extraordinary views. The area allows for various visits, starting with Cortone with its streets and squares, its churches and museums are worth several visits. The hospitality of Irene and her parents, Fiorella and Luciano, is most friendly.

Farmhouse near Passignano sul Trasimeno
Wonderful place to escape the city. A heartfelt thank you to the owners Antonella and Francesco, for their availability and humility, wonderful people. We'll definitely see you again. Denis Serena Christian Aurora & Holly

Wonderful Casa Idilio Cortona
Ah Casa Idilio. A refuge, a feeling of home, a place to recharge, a haven. From the kindness and generosity of Simone and his mother Laura to the intentional and beautifully decorated space itself to the glorious terrace with many well tended plants, this place was truly perfetto. Less than a minute walk to get to cafe bars, little shops, and restaurants. Yet the space itself has a quiet charm, as if it’s far from the center of town, even though it is so close. Great kitchen with all you need to cook and create meals on days you want to stay in. Simone was caring and attentive, offered great ideas for things to do and places to see. He has a very kind sincerity about him and is available just enough! As a woman traveling alone, I felt very safe staying in Casa Idilia for nearly two weeks. I will plan to stay here again when I return to beautiful Tuscany one day. Highly recommend!! Grazie Mille, Simone!!

Studio in Tuscan farmhouse with pool & views
Thank you Fabio. We have really enjoyed our stay.

Podere La Castellina - No. 1 COTTAGE
Daniele and Simone’s place in Tuscany is beautiful. It is such a peaceful and pretty setting with amazing views particularly from the lovely terrace. Our cottage was perfect for our family of four. Comfortable beds and everything we needed. We explored some of the villages nearby as well as wineries and restaurants recommended by Simona which were excellent. We would love to have stayed another night.

Tuscan Orchard
I loved the house! It was so beautiful, cozy and clean. I will definitely book it next time I am in Montespertoli. Fiammetta and Leonardo were very sweet!

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Arnaldo's home was wonderful!!! It was perfect for three couples. With private entrances to each apartment, we could all have our privacy but also gather together in the larger downstairs apartment or around the pool. Lorenza was very responsive, even though she was in Portugal when we arrived. She made sure her father and mother were there to show us around and even opened the gate remotely for our friends who arrived a day later than us so we could begin exploring the area and didn't have to be there when they arrived. The villa is beautiful and was exactly as described. We LOVED our time there--a perfect place to celebrate our 50th wedding anniversary!

Ancient stone farmhouse with park and pool
We had a wonderful stay at Stella’s farmhouse. The grounds and surroundings were excellent for walking and exploring in the mornings and late afternoons. The accommodations very comfortable for our multigenerational family. Stella was an excellent host! Very kind, helpful with all our questions, and provided us some nice recommendations for the region. We would love to return!
Vacation home rentals with a patio

Sangiovese house with mini-pool in the center of Greve
We had a wonderful time at Alessandro’s place. It was the perfect location for a five night holiday, close to a supermarket, many Tuscan towns, and wineries! We found ourselves dining at Alessandro’s restaurant daily too, super delicious meals and drinks.

Il Cipresso, one-bedroom apartment near Trasimeno!
Nice place in the middle of the nature. Nice location for cyclists. The host was very friendly and flexible with check in/out times. The house was absolutely beautiful and well equipped. Thanks for the lovely stay.

il Forno - 2-bedroom poolside
we had an amazing time in piagaro,and Thomas gave so mutch information about the Village and a guide around when we arrived. that was really good. he was also a really interesting and reflected man. We had some really good conversations and I would love to come back to his place. I used the cafe every morning for the morning coffee just to take in the atmosphere in the village with the most lovely staff there . LOVELY 😃. truly a special stay for us. we wish them the very best 🥰 Morten with family

Casa Dani with private pool
Beautiful accomodation and very clean. Loved that we could walk into town for essentials and to eat and drink. Pool and outside area is stunning . Dani helped when we needed coal and was on hand for help. The accomodation has absolutely everything you need in the kitchen as well as hair dryer, towels for bathing and pool, extra pillows and blankets . We would absolutely recommend.

Cozy Cottage with a beautiful view - Casa Luciano
We had a very nice time at Casa Luciano! Unfortunately, we could not use the great pool in March (although ice bathing is becoming more and more popular ;-)). The area is very nice and quiet. We were able to hike, explore Campagnatico and other places. Once we were able to enjoy the good food in Vecchia Oliviera. (Attention: Pizza is only available from about May) We also supported the village shop properly. It has a decent selection for its size. Thanks Mel for the always timely support with questions and problems! We will recommend the accommodation and maybe we will also manage to vacation here during the pool season.

Fontarcella, H&R- mediterranean home with jacuzzi
The stay was excellent, thinking about the little details, great kitchen and activities equipment The host was in touch with us all the time and responded quickly to any questions and gave recommendations on what to do in the area Everything was clean and tidy and very beautiful, great value for the price!

Vacation home Il piccolo rifugio
We had a lovely stay at Annalisa's. She had nice touches for us and we thank her. She is also very responsive.

Il Pollaio guests house
We enjoyed 3 nights in this beautiful home. Everything in the home was lovely and we wish we could have stayed longer. We met with Elisa and she shared some local recommendations for us which we greatly appreciated. She also left us a lovely bottle of wine which was very thoughtful. Although Panicale is small, we felt right at home immediately. We loved that you could walk to two little cafes and several amazing restaurants. We enjoyed two wonderful meals in Panicale and our morning coffee and pastry at one of the small cafes. We loved this location and explored several other small Italian villages which were close by. We enjoyed talking to some of the locals and learning more about this charming town. Our stay at Elisa's was very nice and we had everything we needed. We hope to come back.
Vacation home rentals with a washer and dryer

The Eagle and the Olive Tree
Amazing place to spend time. Great hosts and fantastic location

Farmhouse in the countryside with swimming pool Solatìo
Amazing stay! The house was beautiful, stylish, and super comfortable. The location couldn’t have been better—close to everything but still peaceful. Truly worth the visit. Would absolutely come back!

White lily with a view of Siena
This was the second time we stayed in one of Marta‘s apartments! I think that says it all already. We are just in love with the location and the apartments always make you feel at home right away! Thank you again Marta for hosting us (and the delicious vino 🍷😄). We will be back 100%!

Podere Vittoria Apartment: Heart of Chianti
we had such a wonderful time at Tuscany and a lot of it was because of this airbnb. this place has such a serene garden and backyard space and it's awesome to be so close to nature. Edoardo was extremely helpful and welcoming making this place homey. most of the times I asked a question and got an answer from him in seconds. I'd love to take my family back and stay here again.

Da Simona
Cleanliness, courtesy and professionalism, Simona is the perfect host! Very nice and comfortable accommodation to reach the main places of interest in the area.

Apartment in historic Villa in Siena_"IL MANGIA"
This was such a wonderful experience, enjoyed the beautiful courtyard for 4 days, clean rooms, quaint and textured furnishings and set up, it does have a warm home feel.Many times I want to be lazy in the room, enjoy the sunshine of the courtyard, and enjoy all the amenities provided in the room.I highly recommend this homestay, take a bus at the door for a few minutes to the ancient city of Siena, we go up each time to the ancient city on foot, you can enjoy the pastoral scenery of Tuscany all the way, thank you Cristina and her brother for their warm and thoughtful service, and the opportunity to come back here later.

Tower House of the 1000
Host available and kind, the house is located in Colle Alta and is not equipped with an elevator and also reaching Colle Alta is not very easy because it is very uphill. But there is a breathtaking view and the location is right in the center. The apartment is equipped with two bathrooms and a washing machine, dishwasher and dryer. We had a great time.

Palazzo Palloni Boutique Apartment
Mario and Mateo their son are 10/10 are aware of everything, that one feels at home, the accommodation is INCREDIBLE, it is in the center so you don't need anything else, you can go out to walk it,
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- CavallinoMatto
- Marina di Grosseto beach
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Kite Beach Fiumara
- Cavallino Matto
- Casa Barthel
- Tenuta Le Velette
- Podere La Marronaia, Sosta alle Colonne
- Cala Violina
- Riva del Marchese
- Cantina de' Ricci
- Madonna del Latte
- Cala Di Forno
- Cantina Stefanoni
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Ugolino Golf Club
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Pubblico Palace
- Cantina Contucci
- Podere Il Cocco
- Castiglion del Bosco Winery
- Golf Club Toscana
- Casa Del Cioccolato Perugina
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