Some info has been automatically translated. Show original language

Holiday houses in Casole d'Elsa

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Casole d'Elsa

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

%{current} / %{total}1 / 1
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, 309 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.

Top Guest favourite
The spacious room features a wooden beamed ceiling and terracotta flooring. A large bed is accompanied by two red armchairs and a wooden table. Soft lighting creates a welcoming ambiance, while an artwork adorns the wall above the bed, adding to the room's charm.
Apartment in Casole d'Elsa
5 out of 5 average rating, 16 reviews

"Anna" holiday home - the POET for 4 people

"the POET" is located inside a house from 1400, in the medieval village of Casole d 'Elsa (Siena). It is close to Siena, Florence, San Gimignano, Volterra, and the Chianti area. Suitable for those who love the countryside, but want to enjoy the benefits offered by a country with all services: Shops, Restaurants, Bar, Inbox, Bank, Pharmacy, Church, Museum and Uff. Tourist. Live the summer experience of a country that comes alive with parties, markets, music and the tradition of the Palio (2nd Sunday of July)

Superhost
A charming stone-clad building is set against a bright blue sky with scattered clouds. Lush greenery surrounds a well-kept garden path leading to the entrance, adorned with lounge chairs. An umbrella provides shade over the seating area for relaxation.
Apartment in Casole d'Elsa
4.55 out of 5 average rating, 29 reviews

Lovely Tuscan nest in heaven! Big shared pool!

Classic Tuscan style apartment in a stone farmhouse setting on a hill just few minutes drive from the ancient village of Casole d'Elsa. The unit (70sq.m) is ideal for families or couples. Private equipped Garden with BBQ, private parking. Amazing shared big pool. Free WiFi. Great location to discover all Tuscany most interesting sites: Florence, Sienna, Volterra, San Galgano abbey, San Gimignano, Monteriggioni, Chianti area and also many natural parks! Pool is open from 1st May to 30 September!

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, 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 favourite
Condo in Casole d'Elsa
4.92 out of 5 average rating, 13 reviews

Dimora San Donato - Apt.1985

Dimora San Donato, located in the historic centre of Casole d'Elsa, combines refinement and elegance. The interiors, spacious with great attention to detail, offer a perfect blend between tradition and modernity. The location allows guests to immerse themselves in the daily life of the village, surrounded by a breathtaking landscape of rolling hills and centuries old cypresses. The Dimora represents a journey into the heart of Tuscany, where history, culture and natural beauty come together.

Top Guest favourite
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.

Superhost
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.

Superhost
Villa in Casole d'Elsa
4.5 out of 5 average rating, 4 reviews

Villino Marmoraia - Vacavilla Exclusive

Property for exclusive use Characteristic converted barn in stone, 100 sq. m., comfortably holding up to 4 persons in 2 double bedrooms and a bathroom. Completely independent and fenced, the property has a private, furnished garden, a private swimming pool suited to children, a gazebo, barbecue, parking, air conditioning in the first floor bedroom and WiFi. Ideal for couples or families with small children.

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, 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 favourite
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.

Guest favourite
A sunlit pool area features a clear, inviting swimming pool surrounded by green lawn. Bright umbrellas and lounge chairs are arranged near the pool, providing shaded seating. Lush greenery and a stone wall create a cozy, secluded atmosphere.
Apartment in Casole D'Elsa
4.94 out of 5 average rating, 111 reviews

Girasoli apartment with pool in farmhouse

Going up 17 steps you will be hosted in an apartment located on the second floor with a separate entrance. Consisting of a kitchen, bathroom with shower and double bedroom with 2 windows overlooking the village of Casole d'Elsa and the swimming pool. Mosquito nets on the windows. Small terrace shared with the Manuela apartment TO BE PAID - ACCOMMODATION TAX €1 per person

Top Guest favourite
A bright bedroom features a spacious bed with a soft yellow quilt. Natural light enters through a window and glass doors that open to a private garden area. A bedside lamp and a wooden nightstand add to the room's functionality.
Farm stay in Siena
4.98 out of 5 average rating, 276 reviews

Typical Tuscan Country House WITH A/C

L'appartamento "Fienile" (75 mq), è una delle due unità abitative indipendenti che compongono l'agriturismo Terra Rossa, situato nel cuore della campagna senese a pochissimi minuti di macchina dal centro storico.

Popular amenities for Casole d'Elsa holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Casole d'Elsa