Some info has been automatically translated. Show original language

Holiday rentals in Cerchiaia

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cerchiaia

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

1 of 1 pages1 / 1
Top guest favourite
An elegantly furnished living room features classic decor, including a chandelier and ornate details. Large windows offer views of the city's architectural highlights. Comfortable seating arrangements, including a tufted sofa and armchairs, are arranged around a glass coffee table, enhancing the room's inviting ambiance.
Home in Siena

Domus Nannini - Loggia Salimbeni Spa

Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

4.96 out of 5 average rating, 156 reviews
Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano

Casa al Gianni - Hut

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

4.93 out of 5 average rating, 294 reviews
Top guest favourite
Home in Siena

Podere Piazza house with panoramic view

Podere Piazza is an estate, has its origin in the 15th century. The vacation home was built at the beginning of the 17th century. Podere Piazza was the residence of Alessandro Cervini degli Spannocchi, who was appointed Archbishop of Siena on May 29, 1747. He was a Nobile di Montepulciano and Patrizier of Siena. The buildings of Podere Piazza still bear his coat of arms today. This also explains our little church, at the road junction, in front of it to the right to the pine avenue and to the left into the driveway.

4.97 out of 5 average rating, 197 reviews
Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano

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.

4.99 out of 5 average rating, 155 reviews
Guest favourite
A cozy bedroom features a spacious bed with a textured blue blanket, complemented by multiple pillows. Natural light enters through two windows with sheer curtains, illuminating the room's wooden beams and terracotta tile flooring. A wardrobe holds clothing, while a potted plant adds a touch of greenery.
Flat in Siena

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.

4.96 out of 5 average rating, 113 reviews
Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 107 reviews
Top guest favourite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Flat in Siena

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

4.97 out of 5 average rating, 116 reviews
Superhost
The exterior area showcases a spacious garden with well-maintained greenery. A stone pathway leads to a two-story building, which features multiple windows. A dining set with four chairs occupies a patio space, accompanied by a tree and decorative elements, creating a serene outdoor setting.
Flat in Siena

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

4.94 out of 5 average rating, 194 reviews
Top guest favourite
Villa in Monteroni d'Arbia

"Villa Daisy" overlooking Siena

Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in 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).

4.95 out of 5 average rating, 174 reviews
Superhost
A welcoming outdoor patio can be seen through the open doors, featuring a wooden dining table surrounded by wicker chairs. Lush green hills and cypress trees frame the serene landscape under a partly cloudy sky.
Villa in Siena

The Palazzetto - Granaio (Superior 4+2)

Located inside the ancient residence "IL PALAZZETTO". "Granaio" is a large independent house located in the old grain store of the property, now renovated in a modern annex. The house consists of a large living room-kitchen with a double sofa bed, two large double bedrooms, one of which has a private bathroom with shower. Includes TV, independent heating, air conditioning, private parking, Wi-Fi.

4.87 out of 5 average rating, 55 reviews
Superhost
A serene bedroom is highlighted by soft lighting from two bedside lamps. A spacious bed with crisp linens is adorned with a textured throw blanket. Framed artwork is displayed on the walls, and sheer curtains gently diffuse natural light streaming through a large window.
Flat in Siena

In the countryside and a stone's throw from the center, Casa La Dorina

Elegant apartment in a semi-detached house, brand new and within walking distance of the heart of Siena with garden and parking reserved for guests. The center of Siena is perfectly accessible on foot (in just 15 minutes' walk you can reach Piazza del Campo, which is only 2.4 km away) or comfortably by minibus and buses whose stops are respectively 50 meters and 800 meters from the house.

4.87 out of 5 average rating, 171 reviews
Top guest favourite
A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.
Home in Siena

Secret Garden Siena

A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.

4.98 out of 5 average rating, 222 reviews

Popular amenities for Cerchiaia holiday rentals