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Holiday rentals in Cerchiaia

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Top-rated holiday rentals in Cerchiaia

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

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Top guest favourite
The rustic building features a warm ochre facade and a classic tiled roof. An expansive oak tree provides shade to the outdoor seating area, which includes wooden chairs and a small table. Lush greenery surrounds the property, contributing to the tranquil rural setting.
Farm stay in Simignano
4.91 out of 5 average rating, 268 reviews

Casa al Gianni - Fig

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Guest favourite
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home in Asciano
4.96 out of 5 average rating, 130 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favourite
Cottage in Geggiano
4.99 out of 5 average rating, 151 reviews

Villa di Geggiano – Guesthouse

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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favourite
A charming cottage is featured with a covered patio area, surrounded by greenery. The exterior showcases warm earth-toned walls and large windows with decorative grilles. Potted plants add a touch of nature to the outdoor space, providing a serene setting for relaxation.
Guest house in Macciano
4.97 out of 5 average rating, 221 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Guest favourite
Apartment in Siena
5 out of 5 average rating, 7 reviews

La Mattonaia, free private parking

Just outside the city walls, this bright apartment with a garden is served by city buses to the historic center, stopping right outside the gate. Strada Massetana Romana is home to a wide range of shops: supermarkets, a pharmacy, bars, a bank, clothing stores, and more. The apartment comprises a spacious double bedroom, a bathroom with shower, a fully equipped kitchen, and a spacious living room. Guests have access to convenient free parking within the fenced property with an automatic gate.

Guest favourite
Flat in Siena
4.96 out of 5 average rating, 102 reviews

Apartment in historic Villa in Siena_"Il Campo"

The apartment "Il Campo" is part of "Villa il Borghetto - Apartments". Villa il Borghetto offers apartments in Siena in a historic Villa, with the guarantee of an authentic hospitality, thanks to the family management of the "landlords". Villa il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.

Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 159 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Top guest favourite
A spacious terrace offers panoramic views of the surrounding Tuscan landscape. Lush greenery includes cypress trees and flower pots with seasonal blooms. Outdoor seating is visible, inviting relaxation amidst the serene outdoor setting, while distant hills extend into the horizon under a clear sky.
Home in Siena
4.97 out of 5 average rating, 194 reviews

Podere Piazza house with panoramic view

Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.

Superhost
A serene garden area features a round table surrounded by six green chairs, shaded by a large umbrella. Lush greenery and shrubs provide a natural backdrop, while a unique swinging chair is positioned nearby, inviting relaxation in a peaceful setting.
Serviced apartment in Siena
4.94 out of 5 average rating, 190 reviews

Studio with Garden (2 km from the city center)

La Coroncina is situated just 2 km from the historical center, 2.7 km from Piazza del Campo, 2.9 km from Piazza del Duomo and 2.6 km from National Picture Gallery Siena. The structure is in a peaceful but very central location in the south of Siena with bus stops at few meters. Within little driving distance you may find a large grocery stores, restaurants and bars. Breakfast is optional and costs 15 euro per person

Top guest favourite
A view from the interior showcases a private terrace with a small table and chairs. The scenery includes rolling hills and distinctive Tuscan landscapes, framed by the open window and rustic brick walls.
Holiday home in Monteroni d'Arbia
4.93 out of 5 average rating, 101 reviews

White lily with a view of Siena

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Top guest favourite
A modern bedroom features a spacious bed with soft linens against a stylish mural of an arched window adorned with greenery. A vintage-style mirror complements the elegant decor, while soft lighting highlights the architectural details of the brick archway.
Apartment in Siena
5 out of 5 average rating, 111 reviews

NEW in Siena, Porta Ovile + free private parking

Enjoy a stylish experience at this place just a stone's throw from Downtown Siena. Newly renovated apartment, furnished with care and elegance. Equipped with all the comforts, it is the ideal place for those who stay for work or for those who want to visit one of the most beautiful cities in Tuscany.

Guest favourite
A shaded outdoor seating area is provided, featuring a table and chairs under a large umbrella. A manicured green lawn is visible, framed by a hedge, with a stone patio leading to an entrance decorated with wooden shutters.
Flat in Siena
4.97 out of 5 average rating, 39 reviews

Strategic Apartment

A new renovated apartment, Perfect for who wants to visit siena and the countryside as well ( Chianti, Montalcino ecc). The historic city center reachable by car in 5 minutes. You can park your car at the gas station near the apartment. *** IF YOU DON’T HAVE A CAR, IT WOULD BE VERY INCONVENIENT.

Popular amenities for Cerchiaia holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Cerchiaia