Rocca d'Orcia Holiday Rentals

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Holiday Rentals in Rocca d'Orcia

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
The price is AU$250
includes taxes & fees
28 Nov - 29 Nov
Hotel San Gregorio

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (152)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
The price is AU$96
includes taxes & fees
4 Dec - 5 Dec
Abbadia Sicille Relais

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
The price is AU$251
includes taxes & fees
1 Dec - 2 Dec
Casanova - Panoramic Rooms and Suites

Bosco della Spina

9.4 out of 10, Exceptional, (141)
"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "
Bosco della Spina

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista

9.6 out of 10, Exceptional, (45)
"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista

A cozy nest for a pair

8.8 out of 10, Excellent, (3)
"Die Anfahrts Beschreibung zur Wohnung war etwas schwierig.Der Empfang durch Virginia war sehr freundlich, und die Einweiszng zur Wohnung war ausführlich. Die Lage der Wohnung ideal gleich neben einer wenig befahrenen Nebenstrasse. So gut wie keine Lärmbelästigung.Wunderschöner Garten mit toller Möbelausstattung. Die Küche klein ,aber alles vorhanden . was man zum kochen braucht. Alle Geräte funktionierten. Das Schlafzimmer sehr schön mit den Natursteinwänden, etwas klein , aber wir haben...
A cozy nest for a pair

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"This is a very large apartment in a 500 year old well maintained building. It is in the beautiful historic area. Do be aware that this is a VERY hilly area and you will have to walk up and down steep streets everywhere you go. That includes from the parking area. Cars are restricted from the area around the apartment without a permit. "
The price is AU$149
includes taxes & fees
1 Dec - 2 Dec
Residenza Fabroni

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma

Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma

A private luxury retreat in Montalcino

9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
A private luxury retreat in Montalcino

wrapped in the scent of Mediterranean flowers and herbs

10.0 out of 10, Exceptional, (45)
"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

Casa Campau by Interhome

8.8 out of 10, Excellent, (3)
"Sehr zentraĺ mitten in der Altstadt. Man muss aber steile Treppenwege gehen. Alle Gegenstände des täglichen Bedarfs waren alle vorhanden. Gute Küchenausstattung (scharfe Messer!!!)"
Casa Campau by Interhome

Tuscan stone villa with private pool surrounded by greenery

10.0 out of 10, Exceptional, (89)
"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

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (43)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

Il Tosco

10.0 out of 10, Exceptional, (99)
"Wonderful total experience! Kind and generous service, available but not intrusive, perfect morning breakfast, beautiful linens in rooms and breakfast area. One couldn’t ask for more from hostess and owners! "
The price is AU$408
includes taxes & fees
4 Dec - 5 Dec
Il Tosco

Farmhouse in the Countryside

6.0 out of 10, (1)
"Das Haus ist sehr schön gelegen, Raumaufteilung okay, die Familuie des Vermieters ist super nett und hilfsbereit. Ich muss kritisieren, dass die Kommunikation mit FEWO sehr schlecht war. Wir kamen nach 12-stündiger Fahrt beim Objekt an, niemand war da. Beim Wohnsitz des Vermieters angekommen, wussten diese nichts von der Buchung. Das Haus ist eine Baustelle, da die Vermieter renovieren wollten. Sie gaben glaubwürdig an, von FEWO keine Benachrichtigung erhalten zu haben. Sie hätten die Buchung...
Farmhouse in the Countryside

The Gelda house, relax with a view

9.6 out of 10, Exceptional, (12)
"This is a beautiful apartment on the edge of a small town called Castelnuovo dell’Abate. It's not in Montalcino, but a short drive to it. We stayed here because we were visiting a few wineries close by. When staying in a small Tuscan town, it's best to look for a place like this that's right on the edge. You don't want to (and sometimes can't!) drive into the old part of the towns. We were able to park along the street about 100 yards away. The walk was steeply uphill, but not long at all. The...
The price is AU$232
includes taxes & fees
2 Dec - 3 Dec
The Gelda house, relax with a view

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AU$291
includes taxes & fees
1 Dec - 2 Dec
The House of Alice, charm and relaxation

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (33)
"Authentic farmbouse with stunning Tuscany views. Peaceful beautiful region of Tuscany. Montefollonico had a decent small friendly grocery store and pharmacy is a short drive away. There are lots of towels and blankets. It was cold upon arrival and took a while to warm up the house as the heat was off likely for a few days at least. There is a charge for heat and hydro and the caretaker actually comes back out to read the meters and inspect the house. This was a bit of surprise and had never...
Villa Mulinello, secluded, panoramic view over Montepulciano valley.

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (45)
"Our group of 15 thoroughly enjoyed our stay. The communication prior to and during the visit was excellent. The villa is stunning and HUGE and the grounds are magnificent. One day of our trip was spent just relaxing on the property and it was precious time well spent. "
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
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.
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Other types of properties in Rocca d'Orcia you may be interested in

Rosewood Castiglion del Bosco

5.0 star property
10.0 out of 10, Exceptional, (54)
"Everything was to PERFECTION. "
The price is AU$2,046
includes taxes & fees
3 Dec - 4 Dec
Rosewood Castiglion del Bosco

Hotel Relais II Chiostro di Pienza

4.0 star property
8.8 out of 10, Excellent, (558)
"Needed an extra night and got a room through Hotels.com. Was there for a wedding. The room was small but the location was where I wanted to be and the breakfast was very good. "
Hotel Relais II Chiostro di Pienza

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
9.0 out of 10, Wonderful, (306)
"Exceeded expectations. Extraordinary resort. "
The price is AU$852
includes taxes & fees
4 Dec - 5 Dec
Castello di Velona Resort Thermal SPA & Winery
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Rocca d'Orcia?

Yes, there are holiday rentals close to the most popular sights in Rocca d'Orcia, or you can select a more secluded option if you're looking for a relaxing stay. Rocca d'Orcia is known for its museums.

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

A cozy nest for a pair: This holiday home rental outside of Rocca d'Orcia is located on a river, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a selection of games.

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

While exploring the area, visit family-friendly sights like RI Crea RE, or get outside and enjoy nature at Historic Centre of Pienza. In the wider area, you’ll find Fortress of Tentennano and Piazza delle Sorgenti.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rocca d'Orcia. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.