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Vacation rentals in Caldana di Sopra

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Top-rated vacation rentals in Caldana di Sopra

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Guest favorite
A sunlit garden space features a spacious lounge chair adorned with a hat and a cozy blanket. Lush greenery surrounds the area, with trees and vibrant plants creating a natural backdrop. A set of outdoor chairs adds to the inviting ambiance, perfect for relaxation.
Apartment in Siena
4.86 out of 5 average rating, 102 reviews

Le Camelie Suite. Belle Époque Rural Retreat in Siena

Decorated with vintage furniture and offering breath-taking views of the Tuscan Countryside, Suite Le Camelie offers a truly relaxing retreat. Lounge outside in the beautiful gardens and end the day with a bath in the tiled bathroom. Villa Caprera is part of a little village located at the end of a local road. Gardens, yards, olive orchards and fields surround the place where old ladies sit outside the door for chatting and knitting. Suite Le Camelie occupies part of the first floor; thank to the difference in level between the two sides of the villa, the entrance to Suite Le Camelie is comfortably located on the ground floor. Decorated with vintage furniture and modern linens and accessories, feels sophisticated and elegant. Very quiet and with an amazing view. Ideal for a romantic trip. The gardens and yards surrounding the villa are free to access for our guests with the exception of a small private family area reserved for ourselves. Outdoor spaces are not gated or fenced and are shared with other two accommodations; private dining zones are dedicated to each property. My family loves holding conversation with our guests and we are available for any need but we also leave them space to enjoy their time with no interference. The home is in a very traditional area full of family-owned bistros and exquisite boutique shops. Walk through the stunning scenery to visit the church and explore the history of the ancient monastery nearby. Bus stop ten minutes on foot; the bus take you to the city centre. You can get anywhere from there by bus or train. Busses run according to a time table - average every hour. Last run approx 20.00. The road to Siena is not safe to walk. Taxis available to and from the city; very short ride so it is affordable. I recommend a car if you like to get lost in the countryside, but get a driver when you go for winery tours. Private free car park on premises approx 80m from door. The car park is not supervised or gated. Private free car park on premises approx 80m from door so you can enjoy the yards with no parked cars around. The car park is part of our premises but is not supervised or gated; garage available for a fee. We can arrange extra cleaning, cooking lessons or a cook at the house if requested. Cot available on request.

Top guest favorite
The exterior view reveals a rustic stone building surrounded by lush greenery and vibrant poppies. Olive groves extend into the distance under a clear blue sky. A gravel area features seating for relaxation, enhancing the tranquil atmosphere of the Tuscan countryside.
Apartment in Siena
4.98 out of 5 average rating, 128 reviews

Strada della Befana, the countryside in the city

The accommodation, totally independent and recently renovated, is a portion of the former crows of a nineteenth-century villa immersed in greenery but very close to the center, with an open view of green olive groves and the city. The apartment is part of a recently renovated building, originally stables for a XIX century Villa. Immersed in the Sienese countryside but only a few minutes away from the city centre. It has an independent access and stunning views of Siena and a valley of olive groves.

Top guest favorite
Home in Sovicille
4.96 out of 5 average rating, 113 reviews

Eleutherìa: Cozy Cottage in the heart of Tuscany

Eleutherìa is a recently refurbished cottage, located on the top of the hill surrounded by the stunning Tuscan countryside. It is right in the middle of trekking tracks crossing centuries-old woods and wild nature, those who walk along can feel nature and discover to belong to it.. Offering a 75 sqm (800 sqft) area with patio overlooking the garden to unwind your senses. Just about 18 Km (11 Mi) from the medieval city of Siena, it’s a strategic location to the major Tuscan’s attractions.

Top guest favorite
A welcoming living area features a sofa adorned with a patterned throw, set against a backdrop of wooden beams and a bright window. A coffee table sits on light wooden flooring, while a television is positioned on a stylish cabinet. An artwork depicting a charming pathway adds character.
Apartment in Ancaiano
4.98 out of 5 average rating, 102 reviews

Tower house in the countryside with sensory shower

Take it easy at this unique and tranquil getaway. Designed and built to respect Tuscan tradition, but with unique details to guarantee maximum relaxation and comfort while respecting nature. Fully equipped for short and long stays, with the possibility of using sought-after and exclusive services that you would never expect to find. A place tailored for those who love the well-being and tranquility of the countryside but without missing anything.

Guest favorite
A rustic stone building features arched doorways and large windows, surrounded by a gravel courtyard. Potted plants adorn the entrance, while outdoor seating is present under the shade of a tree. The serene landscape is complemented by typical Tuscan architecture.
Farm stay in Ville di Corsano
4.95 out of 5 average rating, 131 reviews

Archi, Rustic apartment in Tuscany

The Archi apartment preserves the original attic with exposed beams and bricks and a typical decor of Tuscan country houses. It overlooks the brick Aia and is located in front of a medieval tower. 4 UNESCO heritage sites can be reached in a short time: Historic Center of Siena, Historic Center of San Gimignano, Historic Center of Pienza, Val d'Orcia - Washing machine (not included in the price) - Barbecue (wood/charcoal not included)

Guest favorite
A serene outdoor area features a swimming pool surrounded by landscaped gardens. A wooden deck with seating overlooks the pool, while a large umbrella provides shade. The two-story villa is positioned above, framed by vibrant greenery and a clear blue sky.
Apartment in Carpineto
4.94 out of 5 average rating, 183 reviews

Tuscan countryside, peace and relaxation 10 minutes from Siena

Our accommodation is close to Siena, therefore to nightlife, the city center but also to the small airport of Ampugnano, parks, and public transport. You'll love our place for its light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our apartment is suitable for couples, solo adventurers, business travelers, families (with children) and furry friends (pets).

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, 242 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!

Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia
4.94 out of 5 average rating, 271 reviews

"Red Rose" apartment with view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Top guest favorite
Home in Sovicille
4.95 out of 5 average rating, 105 reviews

Cozy country house Podere Scorno with pool

Small and cozy country house ideal for couples, on a hill in the Sienese countryside. Tuscan-style stone building, with a centuries-old history. The property was bought and renovated in the late 1990s. With a large garden with swimming pool, orchard, olive grove, vineyard and vegetable garden, for lovers of greenery.

Guest favorite
Apartment in Siena
4.75 out of 5 average rating, 197 reviews

Stallina Studio

It is a cosy studio apartment forming part of Borgo Villa Certano, an ancient hamlet at a stone's throw from Siena. The apartment is surrounded by the beautiful Tuscan countryside and has a breathtaking view. It is part of the house named SCUDERIA, but it has a separate entrance and direct access to the garden.

Top guest favorite
An outdoor seating area features two chairs positioned on a stone patio. The entrance stands framed by wooden doors, leading into the property. A well-maintained garden with greenery is visible, alongside rustic stone walls and a sunny sky overhead.
Condo in Monteriggioni
4.93 out of 5 average rating, 136 reviews

Il Vecchio Noce

In the ancient rural complex of Caggio, “Il vecchio noce” offers a fully renovated apartment that can accommodate 2 to 4 people. The complex is located in the heart of the Tuscan countryside, on the Sienese Montagnola, near the medieval village of Monteriggioni and the Via Francigena route.

Guest favorite
The outdoor area features a spacious stone-paved patio surrounded by lush greenery. A large umbrella provides shade over a seating space, complemented by garden chairs and a table. Olive trees are visible, enhancing the natural surroundings.
Hut in Monteriggioni
4.94 out of 5 average rating, 100 reviews

Romantic Siena summer spa Francigena road

Recently renovated barn in the countryside at the foot of the hills of Siena just 10 minutes away from the city. The large garden with olive trees and the spacious yard make your stay pleasant and relaxing. *Hot tub included from may to september*

Popular amenities for Caldana di Sopra vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Caldana di Sopra