Holiday houses in Moncioni

4.97 out of 5 average rating, 276 reviews

Home in Poggio San Marco

Charming converted Hayloft overlooking the Chianti Hills

Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

4.99 out of 5 average rating, 422 reviews

Farm stay in Ruscello

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. An Italian basic breakfast (coffee, tea, milk, cookies, etc.) is included, if you prefer a richer and served breakfast at the table, the cost is €10 per person (€6 from 5 to 15 years, free less than 5 years old). Wallbox EV available.

4.99 out of 5 average rating, 110 reviews

Villa in San Leolino

Poggio del Fattore-Villa with pool, hilltop, Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

4.96 out of 5 average rating, 165 reviews

Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Condo in Castelfranco di Sopra

4.83 out of 5 average rating, 252 reviews

House between Firenze, Arezzo, chianti e Siena

The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

4.85 out of 5 average rating, 208 reviews

Home in Rietine

Gaiole in Chianti Poggio Casabianca

We invite you in the heart of Chianti area. Poggio Casabianca is a little family homestead located in the Chianti Classico region exactly in the hearth of Tuscany. The owners live here and they offer at their guests an apartment with a big living room-kitchen with a big door that open directly to the garden, a bathroom with shower and a confortable doublebed room. Outside in the garden ther is a pool, shared with the owner, where you can refreshing and relaxing during the summer.

Home in Castellina in Chianti

4.98 out of 5 average rating, 111 reviews

StageROOM03 -Chianti Idillic Country living

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Cabin in Gaiole in Chianti

4.88 out of 5 average rating, 136 reviews

Little Country House "CHAKRA DEL CUORE"

Delizioso chalet in pietra immerso in un bosco di querce e pini, ideale per un weekend romantico e/o una vacanza all'insegna del relax. L'ambiente, nuovo, intimo ed accogliente, é composto da un monolocale con bagno e doccia, ampio terrazzo e pergolato in legno. Little country house ideal for a romantic weekend and a relaxing holiday. It includes a studio with kitchen, living room, bedroom and bathroom and equipped with big terrace and pergola.

4.93 out of 5 average rating, 119 reviews

Condo in San Gimignano

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

4.96 out of 5 average rating, 249 reviews

Condo in Panzano

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments accompanied by a good glass of Panzanello wine. Access to the apartment is private and free parking is available. The kitchen is equipped with everything you need to prepare delicious meals.

4.89 out of 5 average rating, 198 reviews

Farm stay in Simignano

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

4.95 out of 5 average rating, 192 reviews

Condo in Montevarchi

Art-Design Fienile in the heart of Tuscany

The “Fienile”, like all apartments at La CasA sul SentierO, has been renovated with respect for traditional forms and materials, following the principles of bio-architecture. It features a spacious bedroom with valley view, a large living room, a well-equipped kitchen with cooking area, a wide bathroom with double shower, and a private garden to relax outdoors.

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4.85 out of 5 average rating, 71 reviews

Cottage in Cavriglia

Il Fienile, characteristic stone cottage for 2

JanRating, 5 stars1 month ago

Beautiful location, remote and quiet. Nice base for city visit (Arezzo, Siena, Florence) Beautiful hike in the Balze made!! Friendly Host!

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 82 reviews

Panoramic view from stone Apartment- Pool and A/C

AlinaRating, 5 stars2 weeks ago

Everything is chosen in Massimiliano's house to make your life easy, everything has its usefulness and the amenities are beautiful and of quality. The house is impeccable. The owners are on the ground floor, very discreet but available at the slightest problem, the quality of the service is maximum. The bedding is comfortable. There are no mosquitoes because mosquito nets are available. Fans are present in each room and air conditioning systems that we have not used. The place is exceptionally beautiful and welcoming. We were accepted and loved in this accommodation, it's rare ❤️

Farm stay in Lastra a Signa

5 out of 5 average rating, 51 reviews

Authentic Farmhouse Apartment

MikeRating, 5 stars6 days ago

Tenuta Barosi is a beautiful location overlooking rural Florence. It is located just 25 minutes outside of Florence and easy to get to. The farmhouse has a number of apartments, and ours was Comiso. Cristina was extremely helpful with our check in, as we arrived very late. It is very easy to self check in. The pool overlooks a small valley with beautiful scenery of farms and vineyards. Highly recommend staying at Tenuta Barosi!

Apartment in Castelnuovo Berardenga

4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

JamesRating, 5 stars2 weeks ago

Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

4.82 out of 5 average rating, 66 reviews

Home in Cavriglia

La Casetta di Nena - At the gates of Chianti

MarinaRating, 5 stars3 weeks ago

Elena's Airbnb is great! The location is perfect for trips around the Tuscan countryside, and you'll be surrounded by peace and quiet. Even though it’s a small town, there are good restaurant options and a supermarket very close by. The accommodation is small but very comfortable (ideal for 2 people, but we managed just fine with 4). It has everything needed for a great stay, including excellent internet. Parking is outside the property in an open area, but we always found a spot during the week we spent in Cavriglia. Elena is very easy to communicate with, gave clear instructions, and is a very kind person! The bottle of wine she left for us was the cherry on top! We recommend it with our eyes closed.

5 out of 5 average rating, 19 reviews

Apartment in Pogi

Borgo Iesolana Family Suite Superior

ChanRating, 5 stars1 month ago

Borgo Iesolana is a truly special place. Tucked away in the beautiful Tuscan countryside, it offers a peaceful and quiet atmosphere that’s perfect for unwinding. Waking up to the sounds of nature and stunning views of the surrounding hills was a highlight of our stay. The staff were incredibly friendly and helpful throughout our visit — always ready with a smile or a great local recommendation. Their warm hospitality made us feel right at home. The property is well-maintained, with charming accommodations and a lovely pool area where you can relax and soak in the scenery. It’s also a great base for exploring nearby towns like Siena and Arezzo. If you’re looking for a calm and restful escape in a beautiful setting, Borgo Iesolana is the perfect choice. Highly recommended!

Farm stay in Greve in Chianti

4.98 out of 5 average rating, 59 reviews

Casa Giulia di Sopra Farmhouse

DarioRating, 5 stars3 weeks ago

What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.