Vacation rentals in Portole

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Top-rated vacation rentals in Portole

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Guest favorite

Apartment in Cortona

4.99 out of 5 average rating, 114 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Jan 22 – 29

G$27,272 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Nov 1 – 8

G$137,778 GYD per night

Guest favorite

Condo in Cortona

4.98 out of 5 average rating, 107 reviews

Chicca: Bright and panoramic in the old town

Bright, cozy and delicious apartment located right in the heart of the historical center of Cortona with an unforgettable view: the municipal palace on one side and Lake Trasimeno and Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. In the apartment there is WiFi, heating and air conditioning, washing machine, oven, microwave, hairdryer and iron.

Dec 24 – 31

G$19,912 GYD per night

Guest favorite

Vacation home in Cortona

4.95 out of 5 average rating, 200 reviews

La casina sulle Mura (with garden and spa jacuzzi)

La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Jan 13 – 20

G$22,918 GYD per night

Guest favorite

Apartment in Cortona

4.96 out of 5 average rating, 139 reviews

CasaNella: panoramic, bright and central

Cozy, stylish and delightful apartment in the center of Cortona, with an enchanting view ranging from Lake Trasimeno to Valdichiana. Recently renovated and carefully furnished, it is the ideal place to spend a few days in this wonderful town. A stone's throw from the main road, but in a quiet and scenic location. Free parking under the house. Equipped with heating and air conditioning. High speed WiFi is available. Great for smartworking.

Sep 19 – 26

G$24,243 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

G$33,104 GYD per night

Guest favorite

Home in Cortona

4.92 out of 5 average rating, 156 reviews

Casa del Passerino

Apartment located in a historic building of Cortona, placed in 1500, overlooking the main square of the city... Our structure, while condemning the war, dissociates itself from all racist behaviour towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be considered the same as all the others. We look forward to seeing you in Tuscany!

Feb 21 – 28

G$13,642 GYD per night

Guest favorite

Apartment in Cortona

4.96 out of 5 average rating, 312 reviews

Cortona Shabby Chic House (Independent & balcony)

Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano. Arredato con cura e dotato di tutti i comfort.

Apr 13 – 20

G$18,567 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Mar 14 – 21

G$27,395 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Mar 15 – 22

G$66,642 GYD per night

Guest favorite

Home in Cortona

4.94 out of 5 average rating, 155 reviews

Charming house in Cortona, Tuscany

My cozy 3-floor house is placed on top of the Etruscan walls of Cortona, at the edge of the historic center, on a very quiet and characteristic street. It can accommodate up to 4 guests. I hope you will enjoy the stunning view on the valley beneath!

Jan 15 – 22

G$24,034 GYD per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 298 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Apr 3 – 10

G$52,215 GYD per night