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Vacation rentals in Ascarello

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Top-rated vacation rentals in Ascarello

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Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 284 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Guest favourite
An open dining area features a wooden table surrounded by white upholstered chairs. A large window allows natural light to fill the space, highlighting plants in decorative pots. The room is adorned with artwork and has a comfortable seating area in the background.
Condo in Siena
4.96 out of 5 average rating, 177 reviews

Elegant vintage decorated home in the old Siena

Apartment with independent heating and entrance, renovated , furnished with great care, located in the old part of the city. It features 2 computer friendly zones and allows you to stay with every kind of comfort, including a fitness area. Immersed in the enchantment of the traditional but silent atmosphere of a district of the historic center, it is 50 meters from the Main Street, and from all kinds of shops: restaurants, supermarkets, laundries, newspapers and tobacconists, pastry shops, etc.

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
4.99 out of 5 average rating, 140 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 modern villa with a stone exterior features strategically placed windows and a prominent porch area. The surrounding greenery includes an olive tree, while steps lead to a well-maintained garden. An ornamental planter sits at the forefront, adding a decorative touch to the entrance.
Villa in Siena
4.98 out of 5 average rating, 197 reviews

Virgi House

Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

Guest favourite
An industrial-style interior showcases a wall with a large clock featuring Roman numerals. A hanging planter with foliage adds a touch of greenery, while wall sconces provide ambient lighting. A framed picture and a flower arrangement contribute to the overall stylish design.
Loft in Siena
4.94 out of 5 average rating, 405 reviews

Cri's Loft with a view and parking space

Here you’ll find a very nice loft, furnished in an industrial style. It has private access, a private parking space and a courtyard with hedges and a table for you to enjoy your breakfast and a book. You can enjoy a beautiful view of the countryside of Siena and the view of the Torre del Mangia. It is located only 2 minutes from Porta Pispini, the oldest door of the city, sheltered from the noise of the historic center. Walk just 10 minutes to reach the beautiful Piazza del Campo.

Top guest favourite
An open living area is shown with a dining table surrounded by black and white chairs. The ceiling displays decorative beams, and light enters through a window, illuminating the space. A fireplace is positioned against one wall, with artwork adorning the surrounding walls.
Apartment in Siena
4.95 out of 5 average rating, 281 reviews

Renovated flat 50 meters from Piazza del Campo

Apartment in the historic center of Siena, just 50 meters from Piazza del Campo. The accommodation was completely renovated in 2019. The restoration was carried out trying to keep its main features intact, but adding all the necessary equipment to today's way of life. The apartment is an ideal place for those who want to visit and experience the city; In fact, all the monuments and attractions of the historic center can be reached on foot in a few minutes.

Top guest favourite
The modern living area features a sleek gray sofa, positioned beneath large windows that allow ample natural light. Local artwork adorns the walls, and a stylish wooden rack is present for hanging clothes. A minimalist lamp contributes to the clean aesthetic.
Condo in Siena
4.91 out of 5 average rating, 129 reviews

[NEW] Modern Central Studio with parking space

Welcome to my new modern studio located a few steps from the center of Siena. The central location of the apartment and the private parking for your car is the perfect solution that will allow you to discover and visit all the Sienese wonders on foot and in a few minutes. Super comfortable and ideal for living and visiting the pulsating heart of the city of Siena and its surroundings, being also a few km from the highway. Looking forward to hosting you!

Top guest favourite
A historic two-story villa showcases a blend of elegant architecture and lush greenery. The entrance features a staircase flanked by decorative railings, while large windows adorned with shutters allow natural light to filter in. Surrounding gardens are filled with flowering plants and mature trees.
Apartment in Siena
4.94 out of 5 average rating, 116 reviews

Villa Bonelli - La Magnolia Apartment

News of Villa Bonelli are already present in the Leopoldian Catasto of 1825: a noble palace of three floors, which overlook a beautiful garden. Passing along the street you can see the secular magnolia protruding beyond the walls: from this garden Alessandro Manzoni admired the Tuscan countryside during his visits to his daughter Vittoria, married in Siena and residing in Villa Bonelli. The La Magnolia apartment is suitable for up to four people.

Top guest favourite
A bright living area features a modern white sectional sofa and a white entertainment unit with a flat-screen TV. Stylish decor includes a potted plant and black accents against light walls and exposed wooden beams, creating a spacious and uncluttered environment.
Condo in Siena
4.96 out of 5 average rating, 107 reviews

Olympia's House

A few steps from the wonders of Siena, this apartment combines comfort and refinement. Two bedrooms, two bathrooms, studied lights, careful design and tastefully chosen materials. Outside the ZTL but close to the center, with convenient parking and escalators 500 meters away. A contemporary retreat where you can feel at home and live the authentic soul of the city, between history, beauty and harmony.

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
4.91 out of 5 average rating, 231 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favourite
A panoramic view showcases the charming rooftops of the city, with terracotta tiles and historic buildings. The Torre del Mangia stands prominently in the background, alongside lush greenery and the distant valley. The cloudy sky adds depth to this serene urban landscape.
Apartment in Siena
4.96 out of 5 average rating, 378 reviews

The rooftop terrace

Bright and cozy 95 sqm apartment located on the 4th floor without elevator of a notified building in the heart of the city a few steps from Piazza del Campo, the Duomo and the major attractions of the city. A splendid view overlooking the rooftops will frame your apartment from which you can see the Torre del Mangia, the Basilica dei Servi and the wonderful Val d'Orcia.

Top guest favourite
Apartment in Siena
4.92 out of 5 average rating, 192 reviews

Il Campo and Duomo area, Building 1632 with terrace

Entire bright and welcoming accommodation just 200 meters from Piazza del Campo, 400 meters from the Duomo, with convenient car parking just 150 meters away. The beauty and quiet of the countryside in the historic center, enjoyable from the terrace. All amenities within walking distance. Only 5 steps to the entrance.

Popular amenities for Ascarello vacation rentals

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