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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

Compare 162 Vacation Homes in Rocca San Casciano with updated reviews, rates, and availability.

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

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

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
Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views
The exterior from the outside dining area

Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views

9.2 out of 10, Wonderful, (43)
"Beautiful vacation."
Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views
FANTASTIC RURAL FULL HOUSE WITH RELAX IN HILL WITH SWIMMING POOL AND SAUNA
Property grounds

FANTASTIC RURAL FULL HOUSE WITH RELAX IN HILL WITH SWIMMING POOL AND SAUNA

9.8 out of 10, Exceptional, (29)
"We loved our stay in raggioletto, such a peaceful location with space for all our guests to enjoy time to ourselves. The house has everything you need! (Including so many things we didn't expect or forgot to bring with us). The house decoration is amazing it was like stepping back in time. Andrea is a lovely, friendly host."
FANTASTIC RURAL FULL HOUSE WITH RELAX IN HILL WITH SWIMMING POOL AND SAUNA
The Farmhouse of Caiano between nature, culture and swimming pool
Outdoor dining

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
Apartment with swimming pool
Property grounds

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
Poppiena Farmhouse "ABETE"
Pool

Poppiena Farmhouse "ABETE"

10.0 out of 10, Exceptional, (7)
"Wir waren als Familie mit 10-jähriger, 18-jähriger umd Hund unterwegs. Unser Zuhause auf Zeit war das Abete-Haus. Mit der Ankunft begann die perfekte Mischung aus Verfügbarkeit der Gastgeberin Maria und professioneller Distanz. Wir hatten für die wenigen Fragen stets Maria in Reichweite und ansonsten den Platz für uns. Das geräumige, traditionell eingerichtete Haus bietet für unsere Wünsche alle Annehmlichkeiten und Ausstattungsmerkmale, um eine wunderbar entspannte Woche zu verbringen. Es war...
Poppiena Farmhouse "ABETE"
Nespoli: House / Villa -Hillside house in the middle of nature
Property grounds

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
Il Castagneto by Interhome
Aerial photography

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
Holiday House La Sala Vecchia immersed in the Foreste Casentinesi National Park
Exterior

Holiday House La Sala Vecchia immersed in the Foreste Casentinesi National Park

10.0 out of 10, Exceptional, (2)
"Die gemütlichste Woche seit langem ❗️ Wir waren mit drei Hunden im Urlaub und haben ,trotz nicht vorteilhaftem Wetter, jede Minute genossen. Das Haus liegt wunderbar umgeben von Natur. Der Ofen mit Sichtfenster - genug Holz vorhanden - wärmt das Haus. Das Sofa direkt davor könnte etwas größer sein. Die Gastgeber sehr bemüht. Als Gast können wir uns nur aufs herzlichste bedanken. Wir kommen gerne wieder für einen längeren Aufenthalt 🤩"
Holiday House La Sala Vecchia immersed in the Foreste Casentinesi National Park
Holiday home with panoramic views and pool
swimming pool

Holiday home with panoramic views and pool

10.0 out of 10, Exceptional, (1)
"Alles war in Ordnung, Wundebare Landschaft, perfekte bezitzerin. Wir gerne nochmal kommen."
Holiday home with panoramic views and pool
Tuscan farmhouse on own hill, peaceful, pool, terrace, views, Wi-Fi, cleanair
Pool

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
Holiday House in the beautiful countryside ofMugello
Property grounds

Holiday House in the beautiful countryside ofMugello

9.2 out of 10, Wonderful, (15)
"Bien équipé, au calme, petit jardin, petite rivière vraiment très chouette. Le propriétaire est très agréable et accueillant. Location bien situé on a pu aller a Pise, san Marino, Firenze, Sienne, Bologne... Super séjour !"
Holiday House in the beautiful countryside ofMugello
4 bedroom accommodation in Dicomano FI
pool

4 bedroom accommodation in Dicomano FI

10.0 out of 10, Exceptional, (1)
"I recently had the pleasure of staying in the mountains, and I can't express enough how wonderful the experience was. From the moment I arrived, I was greeted by incredibly nice and welcoming people who made me feel right at home. The level of hospitality was exceptional, with everyone going out of their way to be extremely helpful, ensuring that my stay was comfortable and enjoyable. One of the highlights of my trip was discovering a fantastic pizzeria right next door. The food was absolutely...
4 bedroom accommodation in Dicomano FI
Tuscany, a medieval village with swimming pool and views of the castle of the Co
Exterior

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
La Casetta, romantic cottage with swimming pool (Bologna, Ravenna, Florence)
Exterior

La Casetta, romantic cottage with swimming pool (Bologna, Ravenna, Florence)

9.8 out of 10, Exceptional, (19)
"Durch sehr sommerliches Wetter konnten wir die ganze Zeit über draußen sein und den schönen Pool genießen. Wir durften im Baumhaus schlafen, da es im Haus zu stickig war. Das war immer sehr schön. In der nahen Umgebung gibt es einen schönen Wasserfall mit Naturpool. Das Häuschen ist gut ausgestattet. Sehr liebevolle Gastgeber sind vor Ort."
La Casetta, romantic cottage with swimming pool (Bologna, Ravenna, Florence)
Il Fienile del Poggiolo :a family cottage close to Florence: valley views
the exterior

Il Fienile del Poggiolo :a family cottage close to Florence: valley views

9.6 out of 10, Exceptional, (38)
"First of all, the place is just a Tuscan dream. You wake up to the sound of the wind flowing through the mountains and a subtle sunlight that’s guarded by the mountains surrounding you. Second, the cottage is so connected to nature that it really gives you the chance to finally relax, eat, read a book or do whatever you need to recharge. Finally, Maria Luisa is such a sweet lady and she really gives you all the details (and space) you need to work around all the utilities. We highly recommend...
Il Fienile del Poggiolo :a family cottage close to Florence: valley views
Comfy Home in San Godenzo With Lake Nearby
Pool

Comfy Home in San Godenzo With Lake Nearby

Comfy Home in San Godenzo With Lake Nearby
Vacation Home "La Cupolina" with Private Terrace, Shared Garden & Wi-Fi
Room

Vacation Home "La Cupolina" with Private Terrace, Shared Garden & Wi-Fi

Vacation Home "La Cupolina" with Private Terrace, Shared Garden & Wi-Fi
ESTER HOUSE WITH POOL, ASK PRICE DIRECTLY TO THE OWNER
Swimming pool

ESTER HOUSE WITH POOL, ASK PRICE DIRECTLY TO THE OWNER

9.4 out of 10, Exceptional, (14)
"Extraordinary location and beautiful view of surroundings as well as very attentive host Maria. Pool of very decent size that especially our kids enjoyed a lot. If the furniture at Ester house was more comfortable (especially the mattress of the main bed), would have rated at five stars "
ESTER HOUSE WITH POOL, ASK PRICE DIRECTLY TO THE OWNER
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 property types in Rocca San Casciano

Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views
The exterior from the outside dining area

Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views

9.2 out of 10, Wonderful, (43)
"Beautiful vacation."
Villa + pool near Florence. La Casaccia . Sleeps 6+ 1 baby. Peace and views
Romantic detached cottage with pool, in a farm between Arezzo and Florence
Outdoor dining

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
Wonderful Villa with Private Pool near Arezzo and Florence, Wifi Free
Private swimming pool 12 x 5 meters located in the Tuscan countryside

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
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.