Vacation rentals in Castiglioncello del Trinoro

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Castiglioncello del Trinoro

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 107 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 25 – Dec 2

G$103,024 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 330 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.

Jan 2 – 9

G$33,087 GYD per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 193 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Dec 30 – Jan 6

G$25,118 GYD per night

Guest favorite

Loft in Montepulciano

5.0 out of 5 average rating, 383 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta flooring, stone walls. Then go out and take in the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

Sep 7 – 14

G$45,803 GYD per night

Guest favorite

Apartment in Monticchiello

4.98 out of 5 average rating, 120 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is an independent apartment on one level within a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, equipped kitchen and living room. The rooms are bright and furnished in Tuscan style, with renovated old family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on each side by a large garden, so that all rooms boast a beautiful view of the countryside.

Mar 21 – 28

G$34,467 GYD per night

Superhost

Cottage in Radicofani

4.84 out of 5 average rating, 110 reviews

Cottage "Girasole" in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

Oct 1 – 8

G$31,961 GYD per night

Guest favorite

Apartment in Bagnoregio

4.99 out of 5 average rating, 351 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. Leaving the car at the parking lot, you will need to walk along the bridge, the only way to access our "tuff pearl". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Nov 17 – 24

G$38,818 GYD per night

Guest favorite

Apartment in Chiusi

4.9 out of 5 average rating, 232 reviews

Apartment surrounded by greenery Casa Giuliana

Panoramic apartment surrounded by greenery. Located 500 m from the Chiusi-Chianciano Terme toll booth, 20 minutes from Montepulciano and the Val d 'Orcia natural park, 1 hour from the cities of art such as Siena ,Florence ,Rome and Perugia, also reachable from the Chiusi-Chianciano Terme train station. 500 meters from the house there are typical restaurants and a shopping center.

Jul 2 – 9

G$17,126 GYD per night

Guest favorite

Condo in Chiusi

4.95 out of 5 average rating, 128 reviews

La Terrazza su Chiusi - panoramic apartment

Spacious and spacious apartment in the historic center, comfortable, well finished, comfortable living room and large terrace with barbecue. Equipped with every appliance, well ventilated, perfect for relaxing stays, close and well connected to the most famous tourist destinations such as Siena, Rome, Florence, Perugia, Arezzo and others.

Nov 30 – Dec 7

G$24,710 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 200 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...).

Jan 4 – 11

G$29,757 GYD per night

Guest favorite

Home in Cetona

4.9 out of 5 average rating, 314 reviews

Rosaspina - Poggio Alla Serra

Rosaspina is located in the open countryside a stone's throw from the historic center of the village of Cetona, on the slopes of the homonymous mountain, in the south of the Province of Siena. It is furnished with the typical taste of the country house with views of the village and the mountains.

Jan 21 – 28

G$13,000 GYD per night

Superhost

Farm stay in Montepulciano

4.79 out of 5 average rating, 219 reviews

La Manonera Cottage for 2 people

The Cottage of the agriturismo the "Manonera" is an independent duplex apartment, excellent accommodation for 2 people with all the right environments to spend a pleasant holiday in the countryside near Montepulciano. The swimming pool with the solarium is open from April 15th

Mar 30 – Apr 6

G$17,182 GYD per night