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Vacation rentals in Castiglioncello di Trinoro

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Top-rated vacation rentals in Castiglioncello di Trinoro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 103 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.

Mar 8 – 15

G$104,806 GYD per night
Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 326 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Mar 26 – Apr 2

G$34,003 GYD per night
Guest favorite

Cottage in Castell'azzara

4.98 out of 5 average rating, 110 reviews

Your Private Tuscan Retreat

This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

Aug 18 – 25

G$37,524 GYD per night

Popular amenities for Castiglioncello di Trinoro vacation rentals

Other great vacation rentals in Castiglioncello di Trinoro

Guest favorite

Home in Località LeCoste

4.96 out of 5 average rating, 178 reviews

Borgo Petroio

Mar 5 – 12

G$20,648 GYD per night
Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 351 reviews

Old farmhouse near Panzano Castle Abbacìo

Feb 12 – 19

G$23,179 GYD per night
Superhost

Cottage in Chiusi

4.84 out of 5 average rating, 150 reviews

Melogranino Farmhouse

Dec 14 – 21

G$35,511 GYD per night
Guest favorite

Home in Sarteano

4.91 out of 5 average rating, 108 reviews

Casa Amiata Romantica Casa in a Medieval village

Nov 3 – 10

G$17,551 GYD per night
Guest favorite

Guesthouse in Macciano

4.99 out of 5 average rating, 93 reviews

Tuscan cottage with an heavenly view

Oct 31 – Nov 7

G$31,155 GYD per night
Guest favorite

Home in Città della Pieve

5.0 out of 5 average rating, 26 reviews

La Terrazza di Vittoria

Jul 28 – Aug 4

G$26,972 GYD per night
Guest favorite

Apartment in Pienza

4.94 out of 5 average rating, 64 reviews

Agr. Chiancianello - Lago Apt

Oct 31 – Nov 7

G$37,590 GYD per night
Guest favorite

Condo in Montepulciano

5.0 out of 5 average rating, 14 reviews

Dimora Valinda, Montepulciano Piazza Grande +A/C

Feb 8 – 15

G$15,468 GYD per night
Guest favorite

Cottage in Osteria delle Noci

5.0 out of 5 average rating, 57 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

Mar 11 – 18

G$44,136 GYD per night
Superhost

Villa in Chianciano Terme

4.93 out of 5 average rating, 15 reviews

Country House Podere i Prati in Val d 'Orcia

Nov 20 – 27

G$206,483 GYD per night
Guest favorite

Apartment in Laviano

4.96 out of 5 average rating, 97 reviews

Farmhouse with swimming pool with wonderful view

Oct 11 – 18

G$25,947 GYD per night
Guest favorite

Villa in Monticchiello

4.95 out of 5 average rating, 42 reviews

Villa with garden. Il Giardino del Cardinale.

Nov 18 – 25

G$152,667 GYD per night

Destinations to explore