Holiday houses in Cosona

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.

Guesthouse in Montefollonico

4.97 out of 5 average rating, 103 reviews

Casale Santa Barbara - Exclusive Apartment

At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Apartment in San Quirico d'Orcia

4.79 out of 5 average rating, 204 reviews

Studio (2+1) in Val d'Orcia - Tuscany

A few steps from the historic center of medieval San Quirico d'Orcia and just 100 meters from the supermarket, a stay made of silence and the quiet passage of time, of days with a relaxing and regenerating atmosphere characteristic of the lifestyle in Val d'Orcia. The Taste of Tranquility is guaranteed by a 5000 sqm park that offers lawns and shady trees suitable for reading or simple relaxation. Ideal for a stay with an "antique" flavor", combined with all modern comforts.

4.96 out of 5 average rating, 352 reviews

Condo in Asciano

Romantic Yellow apartment in Crete Senesi

Apartment consisting of 1 comfortable double bedroom (2 single beds can be provided on request), equipped kitchen, living room and bathroom. TV, BBQ, (if necessary, we provide a washing machine from 9 a.m. to 8 p.m., which is located in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and so you can visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

Apartment in Montepulciano

4.94 out of 5 average rating, 196 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

Apartment in Montepulciano

4.99 out of 5 average rating, 263 reviews

Montepulciano Centro Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. The apartment consists of: entrance, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

Apartment in Monticchiello

4.97 out of 5 average rating, 153 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

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.

Condo in Castelnuovo dell’Abate

4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Farm stay in Castiglione d'Orcia

4.89 out of 5 average rating, 229 reviews

il poderuccio farmhouse studio apartment

From the careful renovation of an old farmhouse from 1619, various apartments have been obtained for a total of 11 beds, including: - a studio with double bedroom, private bathroom with shower, and a small kitchenette with fridge, electric hot plate and everything you need for a quick breakfast or meal. Ability to use the sweet and savory BREAKFAST service, served, at an additional cost of €12 per person per day.

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!

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Other great holiday rentals in Cosona

Holiday home in Chianciano Terme

5 out of 5 average rating, 95 reviews

The Eagle and the Olive Tree

PatrickRating, 5 stars3 weeks ago

We had the absolute pleasure of spending three unforgettable days at Paolo and Monica’s 800-year-old farmhouse — and it was hands down the best Airbnb experience we’ve ever had. The home itself is stunning: full of history, character, and comfort, with every amenity thoughtfully provided. Each morning, Paolo and Monica prepared a beautiful, fresh breakfast spread complete with homemade cakes and warm, delicious options that started our days off with so much care and joy. The hospitality was truly beyond compare — Paolo and Monica are salt-of-the-earth people with hearts of gold. One of the highlights of our stay was visiting with the many animals they lovingly care for. From eagles and owls to donkeys, horses, peacocks, ducks, and sheep — it felt like something out of a storybook. Monica’s passion for rescuing and training animals is inspiring, and added such a special, personal touch to the experience. Thier home is filled with beauty, warmth, and heart. Coming back soon! ❤️❤️❤️

Farm stay in San Quirico d'Orcia

4.95 out of 5 average rating, 85 reviews

Cantagalli Farmhouse, Mugellese Apartment.

IrynaRating, 5 stars2 weeks ago

Everything was perfect

Apartment in Monticchiello

5 out of 5 average rating, 47 reviews

Casa Tòrta - comfort room

CharlotteRating, 5 stars1 week ago

Genuinely a secret little heaven, I cant recommend staying here more! Monticchiello is so beautiful and peaceful and their place is just perfect! I can’t wait to hopefully return one day!!

Holiday home in Torrenieri

4.7 out of 5 average rating, 96 reviews

Apartment in Val d'Orcia with private parking space

AgnesRating, 5 stars1 week ago

Very good welcome. Carlo is very responsive to the needs of customers and very available. Very nice stay. Thank you Carlo for these days spent in Torrenieri.

4.95 out of 5 average rating, 88 reviews

Apartment in Montalcino

Bruna's House

CarlRating, 5 stars1 week ago

This is a fantastic apartment. Perfect for two couples. Luciana and Fabio are very friendly and welcoming people. The apartment is very well equipped and furnished. It is in a great location, close to the fortress and several highly recommended restaurants. We've been there twice and we'll do it again.

Home in San Giovanni d'Asso

5 out of 5 average rating, 62 reviews

Country chic house in a village,private pool,wiFi

PennyRating, 5 stars1 month ago

Lorenzo met us on the street to walk us to the villa and showed us everything with a very warm welcome! The views are breathtaking! We found the location to be an excellent base to visit all of the surrounding towns. Having Grazia Franchini (see the host’s guidebook) prepare and serve dinner for us in the villa after a fabulous day of Brunello wine tastings was such a treat! Would definitely return to the area and stay here again but next time will set aside a day just to relax by the pool!

4.83 out of 5 average rating, 41 reviews

Home in Lucignano

La Casetta

JonasRating, 5 stars2 weeks ago

Hard to find a place like Maria’s, beautiful place and with such a friendly and helpful staff.