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Places to stay near Porta Pispini

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Top-rated vacation rentals near Porta Pispini

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Guest favorite
A shaded garden area features a hammock suspended from a tree and a round table with chairs, set against a backdrop of lush greenery and rolling hills. The panoramic view extends under a partly cloudy sky.
Home in Poggio San Marco
4.98 out of 5 average rating, 294 reviews

Charming converted Hayloft overlooking the Chianti Hills

Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

Top guest favorite
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, 145 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.

Guest favorite
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, 416 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 favorite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 127 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Guest favorite
The living space features high ceilings with decorative beams and elegant pendant lighting. A modern kitchen is visible, complemented by a dining table and white chairs. Two plush white sofas are arranged for comfort, with a decorative plant adding a touch of greenery.
Apartment in Siena
4.91 out of 5 average rating, 252 reviews

Palazzo Casini Piccolomini Apartment

Newly renovated apartment, located on the 2nd floor of the historic Palazzo Casini Piccolomini, in the heart of downtown Siena, 30 meters from the famous Piazza del Campo, equipped with every comfort to offer our guests an unforgettable stay. Renewed apartment, located on the 2nd floor in the historic Casini Piccolomini building, in the heart of downtown Siena, 30 meters from the famous Piazza Del Campo, fully equipped to offer our guests a great stay in our city.

Top guest favorite
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, 123 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 favorite
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, 243 reviews

Casa al Gianni - Hut

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 favorite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 179 reviews

Countryside Dream farm in Tuscany

Great place in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Top guest favorite
The living area features a light-colored sofa with decorative cushions, a wooden coffee table, and a compact dining set. Soft natural light enters through glass doors that lead to a small garden. A neutral wall tone complements the furnishings and subtle decorative accents.
Condo in Siena
4.96 out of 5 average rating, 114 reviews

Romantic, very central, with private garden

The recently renovated apartment is my home. It is located in the historic center of Siena, on the first floor of a Neoclassical building and consists of an entrance, living room with sofa bed and kitchenette, double bedroom, bathroom, storage room and small garden. Ideal for a romantic weekend.

Top guest favorite
A bright terrace features a wooden dining table set for meals, with white plates and glasses arranged neatly. The background showcases terracotta rooftops and city towers, creating a vibrant atmosphere. A clock and decorative elements are visible on the yellow wall, enhancing the space.
Apartment in Siena
4.99 out of 5 average rating, 255 reviews

A terrace overlooking magic

Beautiful panoramic apartment with terrace located in the heart of the city, a stone’s throw from Piazza del Campo. Very bright and airy, a rarity in Siena, the apartment enjoys dream views over both the city and the famous countryside. Free street parking nearby.

Top guest favorite
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
4.97 out of 5 average rating, 196 reviews

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.

Top guest favorite
A serene garden path is lined with lush greenery and gravel, leading to a modern entrance. A vine-covered trellis provides partial shade, while the surrounding foliage creates a tranquil atmosphere. The nearby architecture adds character to the outdoor space.
Home in Siena
4.91 out of 5 average rating, 353 reviews

Amazing Cott. in the heart of Siena

Fantastic apartment recently renovated by a famous architect from Siena. It is sited in the garden of the manor house in the heart of the city. A corner of paradise where you can relax few steps from the main tourist attractions.

Popular amenities for vacation rentals near Porta Pispini

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Siena
  6. Porta Pispini