Vacation rentals in Portole

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Top-rated vacation rentals in Portole

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Guest favorite

Farm stay in Ruscello

4.99 out of 5 average rating, 323 reviews

Agriturismo Fattoria La Parita

Provençal-style apartment nestled between the vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. It includes a basic Italian breakfast (coffee, tea, milk, cookies, etc.) that you can prepare on your own, if you want to try one of the famous breakfasts prepared and served by Sandra, the cost is €10 per person (6€ 5 to 15 years)

Nov 17 – 24

G$30,557 GYD per night

Guest favorite

Apartment in Cortona

4.99 out of 5 average rating, 118 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.

Dec 27 – Jan 3

G$31,794 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 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 7 – 14

G$124,079 GYD per night

Guest favorite

Condo in Cortona

4.98 out of 5 average rating, 108 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 7 – 14

G$19,650 GYD per night

Guest favorite

Vacation home in Cortona

4.95 out of 5 average rating, 203 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.

Nov 19 – 26

G$23,111 GYD per night

Guest favorite

Apartment in Cortona

4.96 out of 5 average rating, 142 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.

Nov 4 – 11

G$24,377 GYD per night

Guest favorite

Home in Cortona

4.92 out of 5 average rating, 157 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 22 – Mar 1

G$13,316 GYD per night

Guest favorite

Apartment in Cortona

4.96 out of 5 average rating, 141 reviews

I Terrazzini apt.1

In one of the most beautiful old buildings of the hystorical center, completely refurbished very sunny and scenic: a balcony with a spectacular view over Cortona roofs,Valdichiana, Trasimeno Lake and mountains far away. Living,attic,dinig,kitchen,bathroom,two bedrooms. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"

Jan 28 – Feb 4

G$27,282 GYD per night

Guest favorite

Apartment in Cortona

4.96 out of 5 average rating, 314 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.

Mar 18 – 25

G$18,723 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 202 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 16 – 23

G$27,626 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 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.

Jul 12 – 19

G$67,202 GYD per night

Guest favorite

Home in Cortona

4.94 out of 5 average rating, 156 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!

Nov 9 – 16

G$24,236 GYD per night