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Vacation rentals in Cavallano

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Top-rated vacation rentals in Cavallano

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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, 309 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.

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.

Top guest favorite
An outdoor seating area is shaded by a fabric canopy, featuring a comfortable long bench with decorative pillows and a dining table surrounded by metal chairs. Colorful flower pots filled with blooming flowers enhance the garden's vibrant atmosphere, set against a rustic stone wall.
Apartment in Colle di Val d'Elsa
5 out of 5 average rating, 66 reviews

CANONICA 43 Luxury villa in the heart of Tuscany

CANONICA 43 Ampio e moderno appartamento,immerso nella campagna toscana. In una natura incontaminata trascorrerete una vacanza in un 'atmosfera di pace e relax . E' un punto di partenza ottimale per visitare i piccoli borghi ,le famose citta' d' arte , per passeggiate nei boschi oppure per bellissimi giri in bicicletta pedalando per le dolci colline che lo circondano. Potrete assaggiare i piatti toscani nei tipici ristoranti della zona o organizzare un barbecue in giardino

Top guest favorite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 204 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Guest favorite
Apartment in Poggibonsi
4.97 out of 5 average rating, 58 reviews

Capanna, typical house in Chianti with pool

The Capanna apartment is located in a typical Tuscan village in the middle of the hills and not far from San Gimignano, Siena, Florence, Volterra and in the center of Chianti where you can discover magnificent wineries to taste good Chianti wine. The apartment is furnished with original Tuscan furniture and other details, swimming pool with splendid views and large garden. Inside everything you need to cook and relax reading a book or a good glass of wine, bbq, free parking.

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Villa in Badia a Passignano
4.67 out of 5 average rating, 3 reviews

Badia a Passignano Guard

Guardia di Badia a Passignano is a lovingly restored villa which is ideal for couples or small families. Once a guard’s post, it now offers a peaceful and stylish retreat in the heart of Chianti, surrounded by the renowned vineyards of Antinori, one of Italy’s most respected wine producers. Just a short walk away lies the impressive Badia a Passignano, a thousand-year-old abbey with a Last Supper fresco by Domenico Ghirlandaio.

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
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 318 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Top guest favorite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Farm stay in Castagneto Carducci
4.99 out of 5 average rating, 114 reviews

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

Guest favorite
A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.
Condo in San Gimignano
4.95 out of 5 average rating, 139 reviews

Adalberto Apartment inside the Manor of Fulignano

Nella campagna di San Gimignano, in antica fortificazione risalente all'anno 1000 ora dimora di campagna, situata su di un colle con veduta panoramica, affittasi bellissimo appartamento di ca. 60mq con vista su San Gimignano e sui vigneti circostanti

Guest favorite
The image captures a scenic view of a well-maintained garden featuring a private pool and a barbecue area. The stone structure is adorned with a tiled roof, framed by lush greenery and rolling hills in the background. Soft clouds add to the tranquil atmosphere.
Home in Barberino Val d'Elsa
4.88 out of 5 average rating, 112 reviews

Ancient Barn in Chianti with Pool

This is a beautifully renovated and pleasantly furnished old stone barn which is on the outskirts of the medieval village of Barberino Val d'Elsa, located halfway between Florence and Siena. The property is situated in a splendid panoramic position.

Guest favorite
A spacious bedroom features warm wooden beams above and a large window allowing natural light to fill the space. A comfortable double bed is adorned with neutral-colored linens. An elegant armchair sits beside a small side table, complemented by a decorative rug on the polished wooden floor.
Apartment in San Gimignano
4.91 out of 5 average rating, 23 reviews

Zafferano Rooftop Terrace Tower House

Zafferano is an elegant apartment set in the heart of San Gimignano, made unique by a perfect fusion of ancient and modern. Its panoramic top terrace will make you fall in love even more with the beautiful Tuscan hills and medieval towers.

Popular amenities for Cavallano vacation rentals

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