
Family-friendly holiday rentals in San Casciano In Val di Pesa
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Top-rated family-friendly rentals in San Casciano In Val di Pesa
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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.

Vintage apartment with swimming pool in Chianti
Located at the first floor of LeVallineBed&Boutique complex, the Santa Croce apartment is the "writer's refuge". Enhanced by a vintage style, the two-room apartment, thanks to the sofa bed, can accommodate up to four people. Located in an ideal position for discover the Tuscany country side and Chianti is 15/20 minutes by car from Florence city center. Be inspired by it's particular atmosphere, walk among the olive trees until you reach the outdoor bio swimming pool, heated in the spring months.

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

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.

Farmhouse with pool in Chianti
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

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

Cute little studio loft inToscany close Florence
This little room/apartment is ideal for one or two persons. You have a little kitchen-corner where you can cook your meal and a bath-room with shower. Out side you have your little garden with table and chairs. The distanze to our little town is 30 minutes by food through the vineyards. You have 35 minutes by car or pubblic bus to Florence. Bus stop is 10 minutes walk from the house. Here you can relax and have the opportunities to see great cultur cities like Florence and Siena.

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.

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.

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!

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

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 family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

Bioagriturismo colline Firenze 3p

Infinity pool in Chianti area

[Near Florence] Nautilus loft

La Villa farm stay - L'Olivo, Pool & Hot Tub

House of Delights - The Medici private leisure house

Il Fienile di Tigliano (former barn in Vinci-Florence)

BOBO SUITE Relax in the Chianti Classico Gallo Nero
Family- and pet-friendly home rentals

Love in Chianti

Beautiful medieval village!!!

Casa del Giardino

Tuscany .Countryhouse on the Florence's hills

Podere Guidi

Casa Al Poggio & Chianti view

Farmhouse 9 kms to Florence-2+1

Countryside Cottage With View - Le Rondini apt
Family-friendly home rentals with a pool

Cercis - La Palmierina

Casa Bada - Barn

Amazing view, pool and relax, 5 adults

Countryside Dream farm in Tuscany

FIENILE VILLACOLLE Tuscan hill

Tuscan countryside, peace and relaxation 10 minutes from Siena

Charming ex. heybarn

Casa Gave - Nature and relax in Tuscany
Quick stats about holiday rentals that are family-friendly in San Casciano In Val di Pesa
Total rentals
10 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
470 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Destinations to explore
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Ponte Vecchio
- Uffizi Gallery
- Mugello Circuit
- Mercato Centrale
- Piazzale Michelangelo
- Fortezza da Basso
- Parco delle Cascine
- Spiagge bianche
- Pitti Palace
- Piazza della Repubblica
- Careggi University Hospital
- Spiaggia Libera
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Medici Chapels
- Palazzo Vecchio
- Basilica di Santa Croce