
Holiday rentals in San Casciano In Val di Pesa
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Quick stats about holiday rentals in San Casciano In Val di Pesa

Total holiday rentals
Explore 30 holiday rentals in San Casciano In Val di Pesa

Nightly prices starting at
San Casciano In Val di Pesa holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of San Casciano In Val di Pesa holiday rentals include wifi 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 holiday rentals in San Casciano In Val di Pesa
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Casina a Mezzanotte (San Casciano in Val di Pesa)
Hai sempre sognato un soggiorno in un piccolo paesino della Toscana? La nostra casina si trova nel paese di San casciano val di pesa, nel cuore del Chianti Classico. Il paese è fornito di numerosi ristoranti, bar e negozi. Ci troviamo a 20 minuti da Firenze e 40 minuti da Siena. L'appartamento situato al piano primo senza ascensore è composto da: - Luminoso soggiorno open space - Camera Matrimoniale in soppalco (Disponibile culla) - Bagno completo - No Cucina Ideale per una vacanza romantica.

Villa la scuderia quiet luxury private garden pool
Once a 19th-century horse stable, this Tuscan home was discovered by my mother : a Dutch artist and traveller, she moved here in search of beauty, nature and light. She stayed for twenty years. My brother and my daughter grew up running barefoot on these ancient terracotta floors. Even today I still fall in love with the light that enters through the old arches and reflects into the house and the flower-filled private garden.its not an hotel is a lifetime experience, welcome to” La scuderia “.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

Tramonto sul Chianti Classico
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

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.

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.

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.

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
Cozy Chianti getaway near Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!

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.

Suite Aria at Villa Santa Lucia Nuova
Suite Aria is one of four exclusive apartments at Villa Santa Lucia Nuova, a beautifully restored 16th-century estate nestled in the rolling hills of Tuscany. Surrounded by Chianti vineyards, cypress trees, and olive groves, it offers the perfect blend of historic charm and modern comfort. Whether you're seeking a romantic escape, a family holiday, or a peaceful retreat, Suite Aria is an ideal base for an authentic and unforgettable Tuscan experience.

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. 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
Popular amenities for San Casciano In Val di Pesa holiday rentals
Other great holiday rentals in San Casciano In Val di Pesa

AnticaVista, Luxury Apartment with Tower Views

“Casa Torre” nel cuore di San Casciano

La Torretta di Villa Borri Chianti Classico

Charming Studio in Chianti near Florence

"Chianti Little House"

Luxury Medieval Tower • Exclusive Chianti Stay

Villa il Giglio Spacious Tuscan Retreat inChianti

Colonica “La Cuccetta”
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 apartment rentals in San Casciano In Val di Pesa?
Experience the best of San Casciano In Val di Pesa with our apartment 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
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Pisa Centrale Railway Station
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- 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





