
Vacation rentals in San Casciano In Val di Pesa
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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 ﺩ.ﺇ 220 per night before taxes and fees

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Over 960 verified reviews to help you choose

Family-friendly vacation rentals
20 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!
Top-rated vacation rentals in San Casciano In Val di Pesa
Guests agree: these stays are highly rated for location, cleanliness, and more.

Ancient 17th-century farm in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace, with wonderful views of the castle, hills, and vineyards and breathtaking sunsets.

Casina a Mezzanotte (San Casciano in Val di Pesa, Italy)
Have you always dreamed of staying in a small Tuscan village? Our little house is located in the village of San Casciano in Val di Pesa, in the heart of the Chianti Classico area. The town offers numerous restaurants, bars, and shops. We are located 20 minutes from Florence and 40 minutes from Siena. The apartment, located on the second floor without an elevator, consists of: - Bright open-plan living room - Double Room in the loft (Cot available) - Full bathroom - No kitchen Ideal for a romantic holiday.

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

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.

The Cetine
Exclusive historic residence from the 1300s in Chianti Classico, 10 km from Florence. An oasis of peace, surrounded by a large, fenced private garden and by olive groves, vineyards, and woods. Great location for visiting Florence, Pisa, Siena, Lucca, Arezzo, San Gimignano, etc. They are all within an hour's drive. If you are interested, we will be happy to recommend restaurants and an independent in-home chef service so you can enjoy a traditional meal right in the peace of the villa.

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.

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.

The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of Chianti Classico, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with a breathtaking view, where you can enjoy stunning sunsets. The total independence of the house, the cozy garden, and the large loggia allow you to spend your stay in total peace of mind. Our reviews are your best guarantee.

Timeless Beauty in Chianti | 20 min da Firenze AC
Experience the Tuscan dream in this restored Casa Colonica. Surrounded by a private olive grove with panoramic views of San Casciano, you’re just 20 min from Florence. The Space: Bright 2BR apartment with silent AC, fast Wi-Fi, and a full kitchen. Ideal for families or remote work. Outdoor Living: Relax under our grape pergola or explore the olive trees. Logistics: Includes secure gated parking (perfect for rentals) and easy bus/car access to Florence, Siena, and Chianti.

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.

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.

The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.
Popular amenities for San Casciano In Val di Pesa vacation rentals
Other great vacation rentals in San Casciano In Val di Pesa

“Casa Torre” in the heart of San Casciano

Charming Studio in Chianti near Florence

The Torretta of Villa Borri Chianti Classico

Villa la scuderia quiet luxury private garden pool

Lovely apartment in the heart of Chianti

"Chianti Little House"

Luxury Medieval Tower • Exclusive Chianti Stay

Villa il Giglio Spacious Tuscan Retreat inChianti
Frequently Asked Questions
Are there family-friendly vacation rentals in San Casciano In Val di Pesa?
San Casciano In Val di Pesa has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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 $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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 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.
Do condo rentals in San Casciano In Val di Pesa have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in San Casciano In Val di Pesa. Enjoy a tailored experience with all the comforts you desire.
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.
Do apartment rentals in San Casciano In Val di Pesa have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in San Casciano In Val di Pesa. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Mercato Centrale
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Spiagge Bianche
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Medici Chapel
- Basilica of Santa Croce





