Castiglione d'Orcia Holiday Rentals

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Holiday Rentals in Castiglione d'Orcia

Property grounds
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
9.6 out of 10, Exceptional, (14)
"Lovely spot to be in the middle of this lovely village."
Ancient Tuscan house in the medieval village of Castiglione d'Orcia
Pool
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
10.0 out of 10, Exceptional, (28)
"Avons passé une semaine de reve. Jolie maison agréable et pratique, nous étions 8 PERSONNES, chacun à pu avoir son intimité. Avons apprécié la magnifique vue sur le sud Toscane, le calme,..... Envie d'y retourner."
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Casanova - Panoramic Rooms and Suites
3.0 star property
9.4 out of 10, Exceptional, (18)
"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."
The price is NZ$317
per night
29 May - 30 May
Casanova - Panoramic Rooms and Suites
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Seasonal outdoor pool, pool loungers
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, (99)
"Very nice staff, great service, super clean. Will stay again."
The price is NZ$292
per night
27 May - 28 May
Hotel San Gregorio
Pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Pool
Eco house with pool and fantastic views
8.6 out of 10, Excellent, (7)
"We verbleven met 2 gezinnen in de 2 huisjes. Huisjes, 1 authentiek Toscaans en 1 nieuw huisje met gezamenlijk zwembad. Sfeer is heel fijn, eigenaar is zeer vriendelijk en behulpzaam. Hij zorgt er voor dat we ons meteen welkom voelden. Prachtig uitzicht op het Toscaanse landschap. Lekker eten in het locale restaurant van Linda. Voor boodschappen of verkennen van de omgeving is veel tijd nodig, gezien de locatie ver van de bewoonde wereld af ligt. Met de auto is het prima te berijden. Rome bezocht...
Eco house with pool and fantastic views
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, (123)
"Charming property in midst of magical Tuscany."
The price is NZ$171
per night
4 Jun - 5 Jun
Bosco della Spina
Property grounds
Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Aerial view
A cozy nest for a pair
10.0 out of 10, Exceptional, (1)
"Visite de Florence et Sienne"
A cozy nest for a pair
Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Outdoor dining
Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Executive Suite, Hot Tub, Garden View | Terrace/patio
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (142)
"Great experience "
The price is NZ$249
per night
30 May - 31 May
Abbadia Sicille Relais
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, (48)
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
Exterior
wrapped in the scent of Mediterranean flowers and herbs
10.0 out of 10, Exceptional, (43)
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs
Outdoor pool
Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (83)
"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...
Tuscan stone villa with private pool surrounded by greenery
Exterior
House in Val d'Orcia excellent families ISTAT code Tuscany region: 052024LTN0004
9.6 out of 10, Exceptional, (36)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families ISTAT code Tuscany region: 052024LTN0004
Interior
Delcorto Suites
10.0 out of 10, Exceptional, (12)
"This was a beautiful property well maintained and perfectly located in a historic building. The breakfast was delicious, Ricardo the host was wonderful and our room was space and comfortable! The only comment was without A/C the windows needed to stay open and the street was loud."
The price is NZ$332
per night
6 Jun - 7 Jun
Delcorto Suites
Property grounds
Country farm
Country farm
Lobby
Residenza Fabroni
9.0 out of 10, Wonderful, (63)
"Gorgeous views beyond words beautiful room lovely staff we would definitely recommend this room for your stay"
The price is NZ$199
per night
27 May - 28 May
Residenza Fabroni
Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils
The Gelda house, relax with a view
10.0 out of 10, Exceptional, (6)
"This apartment is in a charming medieval village just outside Montalcino that brings you back in time. The views are phenomenal. The apartment is very comfortable and with all the amenities! The host Francesco is amazing and helped us with planning some outings while in town. Highly recommend!"
The price is NZ$245
per night
27 May - 28 May
The Gelda house, relax with a view
Don't see what you're looking for?
See all available properties in Castiglione d'Orcia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Castiglione d'Orcia you may be interested in

Interior entrance
Hotel Osteria Dell Orcia
4.0 star property
9.4 out of 10, Exceptional, (42)
"The rural setting, deep in the heart of Tuscan countryside not far from Pieve and Montepulciano, is perfect. The hotel has beautiful landscaped gardens and a lovely pool area. One of the highlights though is the hotel's in-house restaurant. Wonderful gourmet quality food, focussed on fresh, local produce, cooked and presented to a high standard. This does not come cheap, and the extensive wine list, featuring the best of Tuscan wines, is also high-priced. However, it is all part of the...
The price is NZ$462
per night
6 Jun - 7 Jun
Hotel Osteria Dell Orcia
Exterior
Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
5.0 star property
9.2 out of 10, Wonderful, (327)
"all good overall"
The price is NZ$750
per night
6 Jun - 7 Jun
Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
Seasonal outdoor pool, pool loungers
Hotel Relais II Chiostro di Pienza
4.0 star property
8.8 out of 10, Excellent, (512)
"Excellent location"
The price is NZ$158
per night
3 Jun - 4 Jun
Hotel Relais II Chiostro di Pienza
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Castiglione d'Orcia holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Castiglione d'Orcia. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Castiglione d'Orcia. Seeing all the best attractions is bound to make you fall in love with Castiglione d'Orcia. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Castiglione d'Orcia short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Castiglione d'Orcia?

Yes, there are holiday rentals close to the most popular sights in Castiglione d'Orcia, or you can select a more secluded option if you're looking for a relaxing stay. Castiglione d'Orcia is known for its hot springs and spas. Make sure you have time to check out the riverfront while you're in the area.

What are some of the best holiday rentals that Castiglione d'Orcia has to offer?

Ancient Tuscan house in the medieval village of Castiglione d'Orcia: This highly rated holiday home rental in Castiglione d'Orcia is located in the city centre, and has a fireplace, a balcony and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Castiglione d'Orcia?

Choose from 34 Expedia holiday rentals in Castiglione d'Orcia for a memorable holiday.

What’s there to see and do in Castiglione d'Orcia?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like Historic Centre of Pienza. While here, Baths of San Filippo and Fortress of Tentennano are other places worth a visit.

What’s a holiday rental in Castiglione d'Orcia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castiglione d'Orcia. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.

Recent reviews of Castiglione d'Orcia properties
Expedia verified reviews

Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta

5/5 Excellent
"Enjoy my stay and the view of this hotel. It was super easy to check in and out."
A verified traveller stayed at Palazzo Mosela Alla Porta
Posted 3 days ago
Palazzo Mosela Alla Porta