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Villa vacation rentals in Chiusdino

Find and book unique villas on Airbnb

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Popular amenities for Chiusdino villa rentals

Private villa rentals

Top guest favorite
Villa in Centro Storico
5 out of 5 average rating, 40 reviews

Charming villa 15' walk to center stunning view

ChristineRating, 5 stars1 day ago
Wonderful villa with a beautiful outdoor area- fruit trees, roses, and flowers. We enjoyed the wine, snacks and fresh fruit the host had for us upon arrival. This was our last stop in Italy. Bedding, mattresses and AC has not been great in the places that we have stayed, and never was there a fan. This villa had a comfortable bed , great ac, and a ceiling fan in the bedroom. My husband said his best night sleep the entire trip. We were missing our dogs and cats and we loved having theirs visit us daily! The hosts were traveling so we didn’t get the chance to meet them. They regularly checked in on us to make sure everything was good and provided local recommendations. Given the reviews and accommodation, I’m sure they are amazing! If you’re ever in Florence, this place is worth the stay.
Guest favorite
Villa in Siena
4.97 out of 5 average rating, 39 reviews

Capanna Di Elfo

MichaelRating, 5 stars3 weeks ago
The property was comfortable, spacious and spotlessly clean. The owners of the property , Claudio and Angelica, are helpful and delightful. However, the “host” BoMVillas , who acts as a middleman, was rude and disrespectful when we had a miscommunication. I would not make another booking that was offered by BoMVillas.
Superhost
Villa in Lucca
4.91 out of 5 average rating, 23 reviews

Villa Lina, Luxury Farmhouse with Pool and Amazing

BrookeRating, 5 stars1 month ago
Villa Lina was even more beautiful than the pictures showed. The house was clean, had new and comfortable bedding, had plenty of space for our family, and the view was outstanding. The place is very private, high up on the hill, but with the instructions from our host we had no trouble finding it, even in the dark. The driveway is about 1/4 mile, steep, with parts of it gravel, and has several sharp turns, but we made it no problem with the small jeep we rented (without 4WD). Just take it slow. It is about a 15 minute drive back down to the town center of Lucca and the train station and 10 minutes to a grocery store. The back roads are very narrow until you get to a main road so use caution and we were lucky enough that others backed up for us when we met on the narrow spots. The view and seclusion were well worth the drive up for us. If you want an amazing view of the Tuscan countryside, but also a short drive to a neat town and a train station, Villa Lina is a great choice!
Guest favorite
Villa in Basse di Caldana
4.97 out of 5 average rating, 35 reviews

Private villa in Maremma 15 minutes from the sea

PaolaRating, 5 stars1 week ago
This was one of the most beautiful Airbnb’s I’ve ever stayed in. The place was well designed and special attention went to every aspect of the decoration. The place was also the perfect location for our dog because he was able to run freely in the yard. Lorenzo also recommended the restaurant he works at for dinner and the food was fantastic and in a beautiful location. We highly recommend this beautiful airbnb and staying here for your next trip to the Maremma region.
Superhost
Villa in San Gimignano
4.79 out of 5 average rating, 19 reviews

Exclusive Farmhouse Pool & View of San Gimignano

AlineRating, 5 stars1 month ago
This property exceeded our expectations with spectacular views and peaceful, natural surroundings! The host was friendly and responsive. The proximity to San Gimignano and other Tuscan destinations was convenient. Each day felt magical! Just sitting on the patio was amazing! An unforgettable destination and experience!
Guest favorite
Villa in Buonconvento
5 out of 5 average rating, 11 reviews

Beautiful tuscan country house

LukasRating, 5 stars1 month ago
The house is beautiful and very big. It is located just outside of Buonconvento and offers complete privacy. A car is an advantage. The rooms are spacious, there are mosquito nets above all beds and enough bathrooms and toilets for everyone. In general, the house is very well equipped, both in the kitchen and otherwise. The pool is slightly elevated, beautiful, large, with natural shade all around and offers a magnificent view on the surrounding countryside. In the huge garden you can eat, linger, play... There is even a small basketball court. But beware: right next door there are wild blackberries and the ball can be lost :) In Buonconvento there is a coop, a fine gelateria and a good coffee with the famous and fine products of Le Dolcezze di Nanni. For a good pizza, the drive to the Mulinum restaurant is worth it a little outside, they have their own mill and process their own grain. We highly recommend the house.
Top guest favorite
Villa in Monticchiello
4.97 out of 5 average rating, 73 reviews

Villa with garden. The Cardinal's Garden.

ShaneRating, 5 stars3 weeks ago
Great place to stay. Excellent communication, went above and being to ensure our stay was exceptional. Deborah even bought a pasta machine for us to use for our evening meal - which was really appreciated. It was a great week.
Top guest favorite
Villa in San Leolino
4.99 out of 5 average rating, 109 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

ElkeRating, 5 stars1 week ago
Our stay with Marta and her family could not have been nicer. We felt absolutely comfortable from the first moment. The property is absolutely spacious, lovingly equipped, incredibly well maintained and run with love. Marta and her family are absolutely lovely and take care of their guests very nicely. All your wishes are fulfilled. The pizza evening was wonderful and a successful end to our stay. If you are looking for a fantastic, secluded Tuscan ambience and loving hosts, "Poggio del Fattore" is the place to be.

Luxury villa rentals

Guest favorite
Villa in Montepulciano
4.91 out of 5 average rating, 125 reviews

Villa in Montepulciano with a Pool

SantiagoRating, 5 stars6 days ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
Top guest favorite
Villa in Monteriggioni
4.97 out of 5 average rating, 156 reviews

Villa of the 2 Olive Trees (Abbadia Isola)

LucaRating, 5 stars4 days ago
We stayed one night at this beautiful villa. There were 14 of us and everyone comfortably found their own space. The house is very large and well laid out, the ground floor offers moments of conviviality that are difficult to recreate elsewhere. The large living room equipped with Ping pong and foosball overlooks, together with the kitchen (beautifully equipped), the porch and the internal garden, creating a single, large sharing area. The house is really suitable for everyone, even the little ones, the inner courtyard is closed, safe and enjoys a lot of privacy. Spending a few days in this accommodation is one of those experiences that should be done at least once a month. The owner Barbara has followed us impeccably from the beginning with accurate instructions and excellent advice. We'll be back
Top guest favorite
Villa in Monsummano Terme
4.98 out of 5 average rating, 126 reviews

Le Maggioline Your Tuscany country house

BradleyRating, 5 stars1 week ago
The place was exactly as described. Clean, comfortable and well-equipped. The location was perfect for spending time with the family in a private setting but being close enough to the local town. I’d definitely stay here again and highly recommend it to others!
Guest favorite
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 64 reviews

Luxury Tuscan countryside villa with pool/WiFi/AC

Devon And DavisRating, 5 stars3 days ago
I cannot say enough about our trip to Martino’s villa. What a lovely villa in the cute town of San Casciano dei Bagni. We had a great family vacation, enjoying some of the smaller towns and a visit to Montepulciano . We enjoyed Eleanor’s cooking for us two nights- what an amazing chef! Martino was very responsive and helpful when we needed something. I hope we can return one day!
Superhost
Villa in Volterra
4.95 out of 5 average rating, 22 reviews

Podere La Casetta - 2 People - Private Pool

ShemaiahRating, 5 stars10 months ago
My husband and I stayed here to celebrate our anniversary. This was our first experience in Tuscany and it did not disappoint. The house is very private, there is only 1 house behind it however from most viewpoints you cannot see it and we never saw anyone. Volterra is a beautiful medieval place that will make you feel like you are in a movie. An hour from Pisa, drivable to many many wineries in the surrounding regions, this air bnb is a perfect place to stay and we hope to return again.
Guest favorite
Villa in Grosseto
5 out of 5 average rating, 18 reviews

Podere la Pompa

AlexRating, 5 stars1 week ago
I stayed with my family at Maria's beautiful house in the countryside north of Grosseto. The property is idyllic, tucked away between the trees with virtually no line of sight to other houses or buildings. The home is modern (although the architecture is very traditional) and the furnishings are of very high quality. The outdoor pool area is perfect for an evening cocktail or just to lounge during the day. I cannot recommend Maria's home highly enough and I look forward to visiting again!
Guest favorite
Villa in Tignano
4.95 out of 5 average rating, 171 reviews

Villa Isabella

DouglasRating, 5 stars3 weeks ago
The home was located about 1/2 mile from several quaint small towns. Many great restaurants and tours through the beautiful hills and wine country. Very relaxing for family, friends or just to see you unwind by yourself. I highly recommend this location. Take advantage of tours arranged by Nicollo'and his family. We had a ball! Thank you.
Top guest favorite
Villa in Certaldo
4.89 out of 5 average rating, 148 reviews

Tuscan farmhouse with private pool and views

MelissaRating, 5 stars3 days ago
Incredible! We had such an amazing time staying here. Charly & Ann have done it up so beautifully. The views are incredible and it’s so peaceful. They went above and beyond answering any questions and recommended an amazing winery to visit! Would highly recommend a visit to this beautiful home. Thank you Charly & Ann

Villa rentals with a pool

Top guest favorite
Villa in Cortona
5 out of 5 average rating, 75 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

CherieRating, 5 stars1 week ago
Immaculate villa with plenty of space for everyone. Exceeded our expectations. Remote location best for people who have a car however peaceful and very close to drive into town in 10 minutes. Amazing restaurants nearby. Spectacular views. Beautiful pool area. Attentive friendly hosts. Especially beautiful Elmo the dog.
Guest favorite
Villa in Gaiole in Chianti
5 out of 5 average rating, 6 reviews

Casanova of Bricciano

PeterRating, 5 stars2 weeks ago
What a fabulous setting and location. Perfect to explore the Chianti region and beyond. It’s roomy, everything you need is there, beautiful pool and a view to cherish. Dining on the terrace is a wonderful experience and with a vinyard with lovely wines available right next door what more do you need from a Tuscan holiday. All hosted perfectly by Fabio and Andrea. Very highly recommended.
Top guest favorite
Villa in Gaiole in Chianti
4.93 out of 5 average rating, 27 reviews

Sestuccina

EmmaRating, 5 stars2 weeks ago
We had a lovely stay at this beautiful villa. The photos do not do it justice at all! From the infinity pool overlooking the vineyard to the hot tub with views of a castle, it was stunning and jaw dropping scenery. Brigittia made sure we were prepared to have a great trip - from helping us with reservations and arranging transportation for us with her husband (who was wonderful) she was a fantastic host. We would love to visit again sometime and would recommend for anyone wanting to spend time in the countryside.
Superhost
Villa in Capannori
4.96 out of 5 average rating, 25 reviews

Luxury Tuscany Villa on the hill with private pool

EmmaRating, 5 stars3 weeks ago
We booked this for a girls holiday and we had the best week. We didn’t hire a car, we walked to a few of neighbouring towns and got a taxi to Lucca, and a train to Florence one day. Neighbouring towns have small supermarkets and the walks to them were enjoyable, the scenery is truly incredible. Lucca is beautiful and has incredible markets, it’s a must see if you stay here. The villa itself is exactly as shown in the pictures, the pool area is gorgeous, we sat around the table every night for dinner, and when it’s dark there’s clusters of fireflies sparkling in the roses, it was magical. Stefania was great, very responsive and there if we needed her. We’d definitely recommend and book this villa again in the future!
Top guest favorite
Villa in Volterra
5 out of 5 average rating, 23 reviews

Romantic Villa with private pool - "Il Pollaio"

ErinRating, 5 stars3 weeks ago
A beautiful home to base ourselves in while exploring Tuscany. Lovely country surrounds. House has everything you need, spacious. Gorgeous terraces and pool. Enjoyed Volterra, San Gimignano and Siena but always great to come back to our Tuscan home! Silvia gave fantastic recommendations - pasta making at Ristorante de Beppino and in house chef Beppe highlights. Also loved Monterosola winery tasting. Very highly recommend. One of the best!
Top guest favorite
Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviews

Montemarcoli

TorbjørnRating, 5 stars2 weeks ago
We had an amazing stay at the villa. A modern house in quiet surroundings with beautiful views. Brigitta was very helpful and responded quickly to our inquiries both before and during the stay.
Guest favorite
Villa in Lucca
4.91 out of 5 average rating, 43 reviews

VILLA GIOMA - Completely renovated country house

AlisonRating, 5 stars2 weeks ago
What an amazing stay! The views from the villa are spectacular, and the villa itself was immaculate. It felt so private & peaceful. We had Chef Niki come for a private dinner and a cooking class, and he was fantastic. Brunella and Giacomo were very helpful and responsive before our stay and throughout our time there. I’m already dreaming about coming back!
Top guest favorite
Villa in Cortona
5 out of 5 average rating, 11 reviews

Villa Leopoldina, 6 pax, Private Pool

MaximeRating, 5 stars9 months ago
Gigi’s place is one of the most peaceful places we’ve stayed in in Italy. The location is gorgeous and perfectly located between different towns to explore (Cortona, Arezzo, Montepulciano to name a few). A car is necessary but you can get to the town center for groceries and local produce in 10 minutes. We enjoyed spending our days by the pool, cooking and barbecuing in the garden. The kitchen was the most equipped I’ve ever seen for an Airbnb and the house was spotless. Extra supplies were left for us as well if we needed which was a nice touch. Gigi was always available for recommendations and extremely friendly. If you’re looking for calm and quiet this is your place!!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Chiusdino
  6. Villa rentals