Holiday rentals in Castiglione d&#x27;Orcia

4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

JeffreyRating, 5 stars8 months ago

For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.

4.97 out of 5 average rating, 127 reviews

Holiday home

La Dimora del Lago - Lake views of Tuscany and Umbria

MarkRating, 5 stars1 month ago

Jan could not have been a more gracious and helpful host! The house is very comfortable and she has thought of everything. We thoroughly enjoyed our stay and had great meals at some of the restaurants she recommended!

4.98 out of 5 average rating, 44 reviews

The Castellaccio of Figline

JenniferRating, 5 stars6 months ago

There are not words for our wonderful stay at Daniele and Barbara's house. It's a whole family affair, with both parents taking care of us and the house. You can tell they all have the kindest souls and did their best to make us feel welcome and at home even with the language barrier! The house was very clean and had a beautiful view - I've never seen a more beautiful sunrise, honestly. The driveway is steep but we made it up just fine in our 9 passenger van. It is easy to find and it is very easy to access the downtown area. There are a lot of grocery options nearby and restaurants, as well. We tried to take the train one day but couldn't find parking - just a warning if you plan to do the same (though with a smaller car, you might be fine). The house is very close to some good wineries and easy to access Greve in Chianti, which was a nice visit. The house itself had very comfortable beds, clean bathrooms and nice water pressure in the showers. I would recommend this stay to anyone!

4.98 out of 5 average rating, 109 reviews

La Perla del Lago Holiday home

SerenaRating, 5 stars4 days ago

Great accommodation to get away from the hustle and bustle, surrounded by greenery, peace and silence.... The view from the terrace of the lake is beautiful!! Functional and cozy house with private parking. Great support to get around to visit the most beautiful Umbrian cities.

4.98 out of 5 average rating, 130 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

CarterRating, 5 stars6 days ago

An incredible home, beautifully designed and restored. Rob and Illonka were both friendly, fun, and very caring for us. They came to help us when we had car trouble and always gave us fantastic recommendations for everything from parking lots to wonderful restaurants. The property is beautiful and so peaceful. There are plenty of towns and cities close by to visit, our favorites being Assisi, Gubbio, and Perugia. A car is a must, and this home has cylindrical stairs, so not good for anyone wobbly on their feet.

5 out of 5 average rating, 54 reviews

Bolsena House

SophiaRating, 5 stars7 months ago

We had a lovely stay in Bolsena. The house is in a great location with excellent views from the multiple balconies and roof terrace. It was very clean and check-in/check-out experience was very simple. Communication with Oystein was very good and plenty of useful information provided. Would highly recommend staying here!

5 out of 5 average rating, 32 reviews

Vakantievilla Farmhouse Dolci Hills

StavRating, 5 stars1 week ago

Very nice and classic villa. Great for big family or group of friends who want to spend time together and also have privacy. The yard is amazing. The hot tub is great for cold days. The location is in the middle of the hills wineries which is beautiful but do take in mind every ride to any town is at least 20-30 minutes down and up the hills.

4.9 out of 5 average rating, 179 reviews

Cottage

Podere Grignano, beautiful Tuscany

MarkRating, 5 stars2 months ago

Stefano and Roberta are two of the most absolute intrepid souls you will ever encounter. Their hospitality and generosity is without equal. Smartly appointed and expertly renovated, this exquisite example of an ancient farmhouse sits atop a stunning ridge line with vast views and expansive mountain scenery inspiring and enchanting at every turn. Right in the heart of Tuscany, this spectacular piece of the Italian wonderland does not disappoint!

5 out of 5 average rating, 5 reviews

Flat

Historic Tuscany Oasis 2BR, 2BA, Garden, A/C

KataRating, 5 stars8 months ago

This small old house in the 12th-13th century medieval village is tastefully furnished and excellently equipped. We think the two bathrooms are a big bonus, it was very useful for us. In addition, we would highlight the equipment of the kitchen and the quality of the bed mattresses.The host lady lives right next to the accomodation, a few steps away, which gives security. She was very flexible and patient with our late arrival. You can only park a little further from the house, but it seemed safe and a short walk would not hurt.Overall, we recommend this place to anyone looking for a quiet, romantic stay.

4.92 out of 5 average rating, 129 reviews

Farm stay

Holiday in antique farm, Belvedere

JessicaRating, 5 stars3 weeks ago

This place is an absolute gem! It was so breathtakingly beautiful, that we tried to delay our flights and stay longer! Every single family member was lovely! It truly did feel like home. My husband and I cannot wait to come back and bring family with us too. There simply aren't any words to describe how much we loved our time at Peruzzo!

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Popular amenities for Castiglione d'Orcia holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Castiglione d'Orcia's top sights

Rocca d'Orcia11 locals recommend

Osteria Perillà4 locals recommend

Il Cerchio Delle Streghe4 locals recommend

Other great holiday rentals in Castiglione d'Orcia

5 out of 5 average rating, 7 reviews

Farm stay

The Garden of Olives | Casa Ippocastano

ViktorijaRating, 5 stars7 months ago

Everything was perfect! Nice place to rest with a wonderful chill lounge and a pool. Federica and Enrica were responsive and helpful hosts. Thanks for the time and all the recomendations.

4.94 out of 5 average rating, 18 reviews

A Romantic Villa in the heart of Tuscany

AmandaRating, 5 stars6 months ago

We are 2 couples in our early 60s. We adored the home. The surrounds and views sublime. We cooked and loved sitting in kitchen as sun set. Ahhhh. We enjoyed a drink in village at a little store. Our favourite meal was at Nazionale (book or you won’t get in). The lady there is areal character you will get to like her. The agricento restaurant also good. Coop had groceries. The village of Radicondolli is just beautiful. We drove to many places from there. Siena, san Gin, the Terma Antica ….. ( warm mineral waters with spa) nice to be spoilt. Try the other small villages around Radicondoli, we did better than larger ones, like castle d’elsa. Fabulous museum. Our hosts Francesca and Lorenzo were welcoming and met us on arrival. Each room was well separated with ensuite each room. Kitchen fully appointed. Italian coffee pot (buy you ground coffee at coop in town), some basic condiments. Roomy showers, one bath, lots of room to spread out. Herbs in garden.

4.95 out of 5 average rating, 75 reviews

Podere on the Crete Senesi

ChulaRating, 5 stars6 months ago

We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

4.93 out of 5 average rating, 138 reviews

Nada Home

JamesRating, 5 stars3 days ago

We had a lovely holiday in Tuscany. The villa is surrounded by beautiful scenery with lots of day trip options nearby. We added on a cooking class with Raimondo and Viola (Nada's daughter) and learnt so much. We will definitely be making fresh pasta from now on! The villa is well equipped, and nicely furnished.

5 out of 5 average rating, 7 reviews

Beautiful bright villa with view - Casa Luca

RafiRating, 5 stars1 month ago

We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!

5 out of 5 average rating, 8 reviews

Villetta Lorenza

AndreasRating, 5 stars23 months ago

Despite very bad weather, we were able to make good use of the time in the house and its surroundings. The kitchen is well equipped and could be cooked well every day. Since our stay was in the preseason, regional restaurants were not open, which was not bad.