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Vacation rentals in Casastieri

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Top-rated vacation rentals in Casastieri

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Top guest favorite
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, 303 reviews

Podere Vergianoni immerso nelChianti con piscina

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 favorite
A private terrace is seen overlooking picturesque Tuscan hills, featuring a tablecloth adorned with decorative patterns. A bottle of wine and several glasses are set on the table, presenting an inviting space for relaxation amidst scenic views.
Apartment in Poggibonsi
4.92 out of 5 average rating, 147 reviews

Apartment in the heart of Chianti

Charming apartment in a country village less than 20 Km from Siena, 15 from San Gimignano and 45 from Florence. It is located in a XVIII century house in the small village of Lecchi, on the top of a hill in the heart of Elsa valley, surrounded by vineyards, olive trees and oak woods. The apartment is 150 sq. m wide, with a 50 sq.m private terrace that can be used to eat outside, enjoying one of the most beautiful landscapes in Tuscany. It can accommodate up to 6 people in a very comfortable wa

Top guest favorite
An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.
Vacation home in Poggibonsi
4.95 out of 5 average rating, 183 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Top guest favorite
The living area features polished wooden floors and a cozy sofa. A painting is displayed above a brick fireplace, while a television is placed on a small cabinet. A staircase with a wooden handrail leads to the upper level, illuminated by soft wall lights.
Condo in Colle di Val d'Elsa
4.98 out of 5 average rating, 214 reviews

DorminColle - Tuscan-style apartment

Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

Top guest favorite
A serene outdoor pool is situated in front of a rustic stone building, featuring multiple windows and a terracotta roof. Lush greenery and olive trees are visible, while lounge chairs line the pool area, all set against a clear blue sky.
Farm stay in Poggibonsi
4.97 out of 5 average rating, 36 reviews

I Melograni del Chianti - Focolare Apartment

Il Focolare is located on the 1st floor of Melograni del Chianti: 75 sqm divided between an entrance, living room with kitchen, a double bedroom, a bedroom with a double bed + a single bed and 2 bathrooms. In the garden, there are many common areas where you can enjoy your breakfasts, lunches and dinners outdoors: the patio, the panoramic terrace, the BBQ area, etc. In addition to the pool and solarium, our customers can take advantage of the laundry and cellar for tastings of farm products.

Guest favorite
A welcoming living area is presented, featuring a spacious sofa and a round dining table. Large windows allow natural light to fill the room and offer views of the surrounding area. Wooden beams and terracotta tiles contribute to a rustic charm.
Condo in Poggibonsi
4.86 out of 5 average rating, 50 reviews

Roman(tic) Panoramic

Come and spend a relaxing (or working) period in this quiet apartment among olive trees, with a wide view extending to San Gimignano, near an ancient Romanesque Church. Car and motorcycle parking is available under the house. The Siena-Florence highway is just 5 minutes away. Independent entrance. The outdoor space is equipped not only with a small sofa, chairs, and an umbrella, but also with a semi-covered area featuring a large table with benches for working or admiring the view.

Top guest favorite
The rustic exterior of the stone cottage features a traditional red-tiled roof and large arched windows. Lush greenery and flowering plants surround the building, while the rolling hills of Tuscany are visible in the background under a clear sky.
Apartment in Poggibonsi
4.92 out of 5 average rating, 107 reviews

San Martino Cottage with large panoramic terrace

45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

Top guest favorite
A well-equipped kitchen is presented, featuring wooden cabinets and a modern stove. A dining table with colorful floral patterns is set for two. Large windows allow natural light to fill the space, while a small plant adds a touch of greenery.
Condo in Poggibonsi
4.97 out of 5 average rating, 261 reviews

Casa Amaryllis

Delightful two-room apartment located on the first floor in a central area. It consists of a living area with a sofa, kitchen, and laptop; a bedroom with a very comfortable double bed; a bathroom with a spacious and comfortable shower. Suitable for up to 2 people. Has a large terrace. It is a 10-minute walk to the station. Free parking in front of the house or at most within 200 m. Wi-Fi access available. You can walk to Siena Eye Laser in a few minutes.

Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 446 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favorite
An aerial view of a beautiful countryside property is shown, featuring a stone farmhouse surrounded by lush greenery, gardens, and vineyards. A shared swimming pool is visible, along with outdoor seating areas and well-maintained landscaping that highlights the tranquil rural setting.
Apartment in Gavignano
4.91 out of 5 average rating, 325 reviews

holidays with swimming pool in Tuscany

Piccolo e confortevole appartamento per 2 persone arredato in stile toscano e con travi a vista,immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti spazio esterno con tavolo,piscina condivisa,forno a legna e barbecue,piccola lavanderia,wi-fi. L'appartamento è stato ricavato da una graziosa casa colonica in pietra del 1800 recentemente ristrutturata secondo la tradizione toscana e suddivisa in tre comodi appartamenti.

Guest favorite
A spacious living area features exposed stone walls and a rustic fireplace with a television positioned nearby. A light-colored sideboard complements the warm tones of the wooden beams above. A dining table with red chairs is set beside large glass doors that open to a green outdoor space.
Home in Poggibonsi
4.89 out of 5 average rating, 273 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

Guest favorite
The kitchen area features modern cabinetry and a compact dining table surrounded by four chairs. A vibrant centerpiece of flowers is placed on the table. Natural light enters through a window, illuminating the sleek floor design.
Apartment in Poggibonsi
4.9 out of 5 average rating, 134 reviews

Cozy apartment in the central area

VERY COMFORTABLE APARTMENT consisting of two bedrooms, bathroom and living room-kitchen with bright view on large terrace, located near the Siena Eye Laser clinic, downtown and main transport services, in fact it is about 600 meters from the train station and about 50 meters from the bus stop. Free parking is available for those traveling by car. Smoking is not allowed inside the apartment.

Popular amenities for Casastieri vacation rentals

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