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Vacation rentals in San Casciano In Val di Pesa

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Top-rated vacation rentals in San Casciano In Val di Pesa

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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, 284 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 dining table is set under the shade of lush trees, featuring a bottle of wine and glasses. The surrounding garden is filled with tall cypress trees and vibrant greenery, creating a serene atmosphere for outdoor dining.
Farm stay in San Casciano In Val di Pesa
4.78 out of 5 average rating, 163 reviews

Sperone: two floors apartment with pool

Just a few km from Florence and surrounded by vineyards and olive groves of the Principe Corsini estate, this is the ideal place for a classic Tuscan-style holiday in the heart of Chianti Classico. The private garden, which also provides access to the pool at Villa Le Corti, is ideal for relaxing and peaceful al fresco dining. The pool, open from June to September, has a breathtaking view of Tuscan rolling hills. The property includes a parking area reached from the entrance gate.

Top guest favorite
The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.
Cottage in San Casciano In Val di Pesa
4.96 out of 5 average rating, 163 reviews

Il Fienile, Cottage in the country with Jacuzzi

Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Rooms sanitized by health protocols. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

Guest favorite
A traditional farmhouse features a warm exterior with vintage red shutters. Surrounding flower pots add a touch of greenery. A hanging metal jug is visible in the foreground, framing the scene, while the entrance is marked by a welcoming open door.
Apartment in San Casciano In Val di Pesa
4.8 out of 5 average rating, 299 reviews

Your home in the heart of Chianti area!

The apartment is located in the heart of Chianti, just 2 km from the center of San Casciano VP, 17km from Florence and 50km from Siena. It is self catering (36 square meters) and has a separate entrance, bedroom, bathroom with shower and fully equipped kitchen. It overlooks a panoramic terrace where a BBQ is available. It is located inside a local farm , still familiar managment ,that produces wine and olive oil. During your stay you can visit the cellars and taste the products.

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
4.99 out of 5 average rating, 197 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.

Top guest favorite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 217 reviews

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

Top guest favorite
The exterior of the apartment features a brick façade with large windows. A pathway leads to the entrance, bordered by greenery. A small bench sits outside, providing a tranquil spot to enjoy the surrounding nature.
Farm stay in Impruneta
5 out of 5 average rating, 97 reviews

"Nocino Apartment" - Farmhouse - Chianti

Located at the gates of Chianti, just 20 minutes from Florence. “Nocino Apartment” is a small renovated farmhouse nestled in the Tuscan countryside at the gates of Chianti. Part of a small wine farm, it is the ideal place for a vacation dedicated to relaxation and discovering the wonders of art cities, such as Florence, and the characteristic villages and landscapes of Chianti. With short trips you can easily reach other Tuscan cities such as Siena and Arezzo.

Top guest favorite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano
4.97 out of 5 average rating, 114 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Top guest favorite
A spacious living area is furnished with a dining table and four chairs, complemented by a cozy sofa. Large windows offer views of the surrounding landscape, while subtle natural light filters through textured shades. A television is mounted on the wall, with a glimpse of an elegant bathroom in the background.
Loft in Scandicci
4.98 out of 5 average rating, 125 reviews

Wonderful Loft in Villa with Pool in Chianti

Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

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, 426 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.

Guest favorite
A view of the rolling tuscan hills showcases vibrant pink blooms in the foreground. The landscape features a soft gradient of peach and lavender hues in the sky at sunset, creating a serene atmosphere over the distant hills lined with olive trees and vineyards.
Apartment in San Casciano In Val di Pesa
4.88 out of 5 average rating, 183 reviews

Timeless Beauty in Chianti

Surrounded by olive trees, accompanied by the melodies of birdsong and offering stunning panoramic views, the apartment is located on the first floor of a recently restored “casa colonica.” The unit, EQUIPPED with air conditioning, is very bright and has a private entrance via exterior stairs. It features two spacious bedrooms, a generous living room furnished with two sofa beds, a fully equipped kitchen, and a modern bathroom with a shower

Top guest favorite
A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.
Villa in Montespertoli
4.94 out of 5 average rating, 193 reviews

Farmhouse in Chianti

Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

Popular amenities for San Casciano In Val di Pesa vacation rentals

Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in San Casciano In Val di Pesa?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in San Casciano In Val di Pesa?

    Yes! Work meets play with ease at over 10 vacation rentals in San Casciano In Val di Pesa featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in San Casciano In Val di Pesa have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in San Casciano In Val di Pesa. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in San Casciano In Val di Pesa?

    Experience the best of San Casciano In Val di Pesa with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in San Casciano In Val di Pesa have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in San Casciano In Val di Pesa. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in San Casciano In Val di Pesa?

    San Casciano In Val di Pesa has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in San Casciano In Val di Pesa have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in San Casciano In Val di Pesa. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in San Casciano In Val di Pesa?

    Four-legged friends are welcome in San Casciano In Val di Pesa. Choose from more than 10 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in San Casciano In Val di Pesa

  • Total vacation rentals

    Explore 30 vacation rentals in San Casciano In Val di Pesa

  • Nightly prices starting at

    San Casciano In Val di Pesa vacation rentals start at R870 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of San Casciano In Val di Pesa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Casciano In Val di Pesa rentals

  • 4.9 Average rating

    San Casciano In Val di Pesa stays are highly rated by guests—averaging 4.9 out of 5!

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