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Compare 1031 Vacation Homes in Portole with updated reviews, rates, and availability.

Casa Fontelunga, Tuscan holiday villa with private pool

9.4 out of 10, Exceptional, (8)
"Very thoughtfully restored old Villa just minutes from Cortona . The house and grounds are exactly as pictured. The very private road that leads there is a bit rough and seems very remote at first but after you venture out once you see that every convenience is minuets away and beautiful Cortona as well. A car is a good idea if you plan to go around Tuscany. 2 trains in town go everywhere but it helps to get to train and town with a car. The host is very responsive and hands on."
Casa Fontelunga, Tuscan holiday villa with private pool

Villa with Pool, Spa, and Relaxation: A Paradise between Umbria and Tuscany

10.0 out of 10, Exceptional, (15)
"This is a beautiful property and we really enjoyed our stay. Thank you to the host family for making us feel welcomed."
Villa with Pool, Spa, and Relaxation: A Paradise between Umbria and Tuscany

detached villa with a private swimming pool and a large terrain

10.0 out of 10, Exceptional, (48)
"We had a lovely stay at Daniela’s property in Umbria. The house was clean and very well maintained, with a great private pool and garden. It was a quiet and secluded spot, with an amazing view. Communication with the host was easy and we felt very welcome at the property. Would highly recommend."
detached villa with a private swimming pool and a large terrain

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (13)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.

Stone house - charming country villa in Tuscany

Stone house - charming country villa in Tuscany

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

9.8 out of 10, Exceptional, (9)
"We travelled to Italy for 2 weeks and visited Venice, Florence, Cortona and Rome. Our most favorite stay was without a doubt was this home in Cortona. It was exactly as described and we loved the location. Only downside is parking. If you have a car, you will be lugging your luggage uphill for a good ways from the parking area. "
Casa delle Rose: charming house with stunning balcony in the heart of Cortona

houses / villas - 6 rooms - 7/11 persons

9.8 out of 10, Exceptional, (44)
"A lovely property, with lots of charm. We had a great stay and the hosts were very helpful. "
houses / villas - 6 rooms - 7/11 persons

La Calla - Anghiari

10.0 out of 10, Exceptional, (9)
"During our three week trip to Italy, we were fortunate to have stayed at this beautiful property for nine days. It was the perfect accommodation and location for the six of us. Lulu and Luca are wonderful hosts. Lulu greeted us and gave us a tour of the property and provided helpful information about the area. They were always available to answer questions and even made us a dinner reservation in town. We loved their friendly and well-behaved dog, Maya. She was especially good with our children...
La Calla - Anghiari

Olimpia by Interhome

9.0 out of 10, Wonderful, (14)
"Schön eingerichtetes Häuschen mit toller Aussicht. Der Garten ist mit viel Liebe zum Detail hergerichtet mit immer wieder kleinen Sitzgruppen umgeben von Grün. Der Pool ist eine Wucht, hat uns riesigen Spaß bereitet und ist der absolute Blickfang des umzäunten Geländes. Das Ferienhaus ist gut gelegen und man kann sehr schnell tolle Ausflugsziele wie Chiusi und Castiglione del Lago (mit Auto beides ca. 20Min), wie auch Perugia (ca. 50Min) erreichen. Wir haben das Haus, den Pool und die tolle...
Olimpia by Interhome

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

7.4 out of 10, Good, (3)
"Un luogo che ha lasciato tutti noi (sia adulti che bambini) a bocca aperta: un paradiso terrestre! Per chi ama la natura, vuole staccare dalla caotica vita quotidiana e godere del tempo con i propri cari , questo è il posto che offre tutto ciò e di più! Non conoscendo bene la zona siamo arrivati un po’ impreparati ma tutto si è risolto con un viaggio al supermercato vicino Cortona! *essendo immersi nella natura c’è’ da far conto di insetti e possibili cervi e cinghiali, che rendono questo posto...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

La Dolce Collina

La Dolce Collina

Belvilla by OYO Fienile

Belvilla by OYO Fienile

Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax

Belvilla by OYO Casa Tommaso - Bilo 1 P - 4 pax

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (67)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool

House / Villa - Monte San Savino

9.6 out of 10, Exceptional, (17)
"Es erwartet dich ein hübsches Häuschen mitten in der Natur. Etwas abgelegen, wir mochten es genau so. Natur und Ruhe pur. Die Inneneinrichtung ist schon etwas in die Jahre gekommen, aber es ist alles da was man braucht. "
House / Villa - Monte San Savino

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

8.2 out of 10, Very Good, (42)
"We had a great stay at Massimo place. The grounds and pool were great! The views were to die for, and we had a different sun set every night! Thanks for the great stay Massimo! Will definitely back if in the area."
Villa with swimming pool and garden- San Feliciano, Trasimeno lake

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (4)
"Our two adult children who were studying abroad met us here with our younger two children. We had two nights in a 12 day stay in Italy. Of all our stops, this was by far our favorite. The house was like a story book. The garden was so lovely, we spent an afternoon eating and sharing a bottle of wine. We were here in November and the weather was very mild compared to Chicago winters. Most of the stores and restaurants were open with far less people. We weren’t really here to see anything, we were...
Casa Bacco - private house with a remarkable garden in the centre of Cortona

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

9.8 out of 10, Exceptional, (55)
"H"
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

beautiful tuscan villa with pool, ideal for groups

10.0 out of 10, Exceptional, (25)
"A wonderful property, submerged in beautiful natural surroundings, the flora and fauna were fantastic. Our whole family were delighted by the swifts, starlings and kestrels nesting at the property, my parents described the place as simply magical. Wonderful location for my Father's 80th birthday celebrations, John and Sabine are welcoming and warm hosts. We all felt very relaxed in this comfortable, spacious home. The outside is as well equipped as inside with lots of seating and a great pool...
beautiful tuscan villa with pool, ideal for groups

3 bedroom nice home in Lucignano

3 bedroom nice home in Lucignano
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 Portole

Residenza Fabroni

8.8 out of 10, Excellent, (83)
"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 SAR 318
SAR 367 total
includes taxes & fees
14 Apr - 15 Apr
Residenza Fabroni

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.8 out of 10, Exceptional, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (4)
"Our two adult children who were studying abroad met us here with our younger two children. We had two nights in a 12 day stay in Italy. Of all our stops, this was by far our favorite. The house was like a story book. The garden was so lovely, we spent an afternoon eating and sharing a bottle of wine. We were here in November and the weather was very mild compared to Chicago winters. Most of the stores and restaurants were open with far less people. We weren’t really here to see anything, we were...
Casa Bacco - private house with a remarkable garden in the centre of Cortona
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.