Rocca San Casciano Holiday Rentals

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Holiday Rentals in Rocca San Casciano

Romantic detached cottage with pool, in a farm between Arezzo and Florence

9.6 out of 10, Exceptional, (5)
"Very quiet place off the beaten track. You need a car to get to town. Owner was very nice and helpful. Apartment is small but has everything that is needed. To get to the bath room at night is a little challenging but we managed. We would rent it again if we come to the area."
Romantic detached cottage with pool, in a farm between Arezzo and Florence

LASTRI HOUSE - IN THE HEART OF THE CASENTINO FORESTS PARK

8.0 out of 10, Very good, (1)
"In dem Haus kann man sich wihlfühlen und die Gastgeber sind reizend."
LASTRI HOUSE - IN THE HEART OF THE CASENTINO FORESTS PARK

In the heart of the Casentinesi Forest Park

9.6 out of 10, Exceptional, (28)
"Wir haben unseren Urlaub hier sehr genossen. Es war Erholung pur. Auch unser Hund fühlte sich sehr wohl. Das Haus ist umgeben von einem wundervollen Garten. Alles grünt und blüht. Der Pool ist einfach toll. Man kann auf den beiden Sonnenliegen prima entspannen. Das Haus ist sehr schön und gemütlich eingerichtet. In der Küche fehlt es an nichts. Besonders freundlich sind die Gastgeber, die sich regelmäßig nach unserem Wohlbefinden erkundigt haben. Zur Begrüßung stand ein Körbchen mit lokalen...
In the heart of the Casentinesi Forest Park

Casa Singola Esclusiva

Casa Singola Esclusiva

Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free

9.8 out of 10, Exceptional, (33)
"We have loved our stay here. The property was perfect for us. The owners were brilliant, especially Marco who booked restaurants and horse riding for us. The pool with views is amazing and we spent the majority of our stay here. The location is good-close to Florence, Arezzo, Poppi. We wish we could have stayed longer!"
Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free

WEDDINGS VILLA 4 SEASONS 13 bedrooms, private exclusiv pool per 16/30 guests

9.8 out of 10, Exceptional, (11)
"Maison plutôt bien située, assez proche de Pratovecchio pour pouvoir se déplacer y boire un café ou faire quelques courses facilement, ce qui, quand on est 16, demande pas mal d’organisation. La maison en elle-même est très sympathique et bien équipée. Nous avons juste regretté que les chambres du 2eme étage nous soient octroyées plutôt que celles du bas qui étaient plus grandes et plus lumineuses, d’autant que nous avions 4 enfants de moins de 7 ans dont deux bébés. Avec les allers retours à...
WEDDINGS VILLA 4 SEASONS 13 bedrooms, private exclusiv pool per 16/30 guests

Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,

9.2 out of 10, Wonderful, (28)
"The villa is rustic but spacious and beautiful. Monica and family arranged everything beautifully for our party with 26 guests. Very attentive and let us know when special events were going on etc. our stay was wonderful."
Villa Casalino your Tuscany wedding, 13 bedrooms and ensuites up 32 guests,

An 800 villa in the Tuscan countryside - a quiet place - pool - culture

9.6 out of 10, Exceptional, (27)
"We stayed at this very special villa for 6 nights in September. Our host, Guido, was exceptional and we really appreciated his hospitality. We traded maple syrup for olive oil and he invited us to join an evening with his friends and family and made Prosecco/maple syrup cocktails! The property is an historic villa with loads of charm and character and it felt very calming to be here. Two of our favourite meals were in nearby restaurants ( Mandri and La Bottega Di Castagneto). The vista from the...
An 800 villa in the Tuscan countryside - a quiet place - pool - culture

Il Castagneto by Interhome

8.0 out of 10, Very good, (2)
"Omgeving en natuur waren fantastisch en Francesca was zeer goede host. op vragen antwoordde ze snel en event issues werden snel opgelost. Huis was wel ver van bewoonde wereld, schoon, wel wat gedateerd en zwembad omgeving kan wat aandacht gebruiken."
Il Castagneto by Interhome

Tuscany, a medieval village with swimming pool and views of the castle of the Co

9.4 out of 10, Exceptional, (6)
"Die An- und Abreise durch das Gebirge war gewöhnungsbedürftig! Der Pool wird erst am 1.6. eröffnet, nicht wie in der Annonce am 1.5.! Der Wasserdruck war leider auch zu niedrig, so dass Duschen und Haare waschen etwas problematisch waren. Maria hat das aber durch ihre nette herzliche Art gut ausgeglichen. Wir würden auch wieder hinfahren!"
Tuscany, a medieval village with swimming pool and views of the castle of the Co

Apartment with swimming pool

10.0 out of 10, Exceptional, (8)
"Great stay up in the hills above Londa. Apartment is under the family home, and also with a second apartment next door. We hadn't realised that there were two - photographs on Vrbo show mostly of the main apartment but with a few views of the other one. Our apartment was ideal for us. Thankfully heating was available as we had wet and cold weather (unexpectedly!) Lots of walks can be taken from the property and also within a short car ride away if you are into walking. Some were difficult to...
Apartment with swimming pool

The Farmhouse of Caiano between nature, culture and swimming pool

9.8 out of 10, Exceptional, (22)
"We were warmly welcomed, although our arrival was very delayed due to traffic. Guido was a great host and gave us lots of great recommendations for trips and restaurants. It really is a magical place and we enjoyed every second. Thank you for the wonderful time!"
The Farmhouse of Caiano between nature, culture and swimming pool

Large Watermill Villa near Florence - Mountain views

6.0 out of 10, (3)
"The phone number is not to the manager of the house but to owner living in China. Manager responds with delay."
Large Watermill Villa near Florence - Mountain views

Nespoli: House / Villa -Hillside house in the middle of nature

9.6 out of 10, Exceptional, (71)
"Andrea has such a beautiful oasis that he has tended to with much love and care. The house is so special and spacious. It has everything you need. The view is unbeatable and allows for you to completely unplug. We were there for two weeks and were so warmly welcomed with thoughtful amenities and loads of good information to fill our week. We even had a dental emergency and Andrea helped us get an immediate appointment with a great dentist. Anything we needed we got. The sauna was the cherry on...
Nespoli: House / Villa -Hillside house in the middle of nature

Villa Pratovecchio -Holiday Villa Rental in Casentino Valley

9.2 out of 10, Wonderful, (27)
"Very nice clean house and pool."
Villa Pratovecchio -Holiday Villa Rental in Casentino Valley

Antica casa in pietra circondata da ulivi a SanLeolino Londa 35 km da Firenze

9.6 out of 10, Exceptional, (4)
Antica casa in pietra circondata da ulivi a SanLeolino Londa 35 km da Firenze

Amazing countryside villa with private pool in Tuscany between Arezzo & Florence

9.8 out of 10, Exceptional, (42)
"Such a beautiful and authentic villa. A setting no less than perfect for a proper stay in the Italian country side. Just a 10-minute walk from Stia and yet fully private. Lucia was the perfect host - always willing and able to help with any questions we had. We've been spending holidays in Italy for near on 20 years, always agri turismo and this place is up there among the very best. Five-star ratings from me are few and far between, but Lucia and her place definitely earns all five stars."
Amazing countryside villa with private pool in Tuscany between Arezzo & Florence

Tuscan farmhouse on own hill, peaceful, pool, terrace, views, Wi-Fi, cleanair

9.8 out of 10, Exceptional, (20)
"The property was exactly what we needed - a chance to relax and unwind in a home filled with rustic charm and views to die for. We loved the pool and enjoyed exploring the local area including Poppi Castle and beautiful restaurant La Torricella. Thank you for your hospitality and care Deborah - we hope we will be able to return from Australia one day!"
Tuscan farmhouse on own hill, peaceful, pool, terrace, views, Wi-Fi, cleanair

The Arboretum

The Arboretum

Belvilla by OYO Villa Gaio

Belvilla by OYO Villa Gaio
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 San Casciano you may be interested in

Hotel Executive

4.0 star property
8.0 out of 10, Very good, (304)
"Rooms dated and basic. Fine for a single night stay. "
The price is AU$129
includes taxes & fees
15 Dec - 16 Dec
Hotel Executive

B&B Hotel Faenza

3.0 star property
8.4 out of 10, Very good, (165)
"The stuff was great. Will highly recommend Specially speaking with the stuff, lovely and great!!! The local transport is very poor there but all the rest is noce."
The price is AU$89
includes taxes & fees
8 Dec - 9 Dec
B&B Hotel Faenza

Hotel Donatello Imola

4.0 star property
8.6 out of 10, Excellent, (413)
"nice hotel with great breakfast but rooms dated and in need of an upgrade"
The price is AU$111
includes taxes & fees
1 Dec - 2 Dec
Hotel Donatello Imola
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

Can I find a holiday rental in Rocca San Casciano?

Yes, there are holiday rentals close to the most popular sights in Rocca San Casciano, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rocca San Casciano has to offer?

Casa Singola Esclusiva: This holiday home rental outside of Rocca San Casciano offers a garden, a BBQ and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

What’s there to see and do in Rocca San Casciano?

Explore the area and family-friendly sights such as Indiana Park Terme della Fratta, or get out into nature at a spot like Foreste Casentinesi-Monte Falterona-Campigna National Park. In the wider area, you’ll find Birthplace of Benito Mussolini and Caserma dei Carabinieri.

What’s a holiday rental in Rocca San Casciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rocca San Casciano. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.