
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.

Santa Cristina Farm in Pancole
Surrounded by the Chianti Hills, for those who loves farm life and relaxing between nature and animals, 20 km far from Florence, 40km far from Siena. Santa Cristina a Pancole is an organic farm in the heart of Chianti, produces natural wine and extra virgin olive oil since 1980. It breeds sheep and a cow for the home production of cheese and chickens for fresh eggs every day. In the house garden run happily 4 dogs and 3 cats. You can enjoy the nature sounds and the humming of the animals

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.

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.

M4 WHITE Modern and Functional Studio
Renovated 35 sqm studio apartment, on the 2nd floor (no elevator), bright and perfectly connected to the center of Florence and Chianti. A well-kept and functional environment, designed for a comfortable and relaxing stay. Perfect for: 👩💻 Tourists and remote workers - with fast Wi-Fi and 2 LAN stations. 🛋️ Those looking for comfort and practicality - well-organized and separate spaces. 🏠 For those who love to feel at home - everything you need, ready for you.

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

Old Barn very close to Florence
Antico fienile indipendente immerso nel verde della campagna ,vicinissimo a Firenze e al Chianti ,con piscina condominiale estiva. (apertura 08/06 al 08/09) Cucina soggiorno e giardino al piano terra con un bagno, al primo piano camera matrimoniale dalla quale è necessario passare per accedere a una cameretta con tre letti, uno dei quali a castello. Sempre al primo piano è presente il secondo bagno.
Popular amenities for San Casciano In Val di Pesa family-friendly rentals
Family-friendly home rentals with a hot tub

Iris apartment [5 min downtown] Suite with Jacuzzi

[Near Florence] Nautilus loft

Torretta Apartment

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

Villa di Geggiano – Guesthouse

Nada Home

New, bright, cozy Florence apartment with view

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

The cozy painted house in Florence

Via Pai Home – Cozy Artist’s Stay Near Florence

"LA BADESSA" APARTMENT

Lucciano "Cipresso" Farmhouse

Stylish Terrace on Boboli Gardens

Farmhouse 9 kms to Florence-2+1

Piazzale Michelangelo among the olive trees

Country House "Il Sabatino" on Florence's hills.
Family-friendly home rentals with a pool

Infinity pool in Chianti area

Podere Guidi

Tuscan countryside, peace and relaxation 10 minutes from Siena

Apartment on winefarm in Chianti

Casa Luigi Suite with exclusive pool

Farmhouse in Chianti

Agriturismo and Organic Farm Testalepre - Cicala

Casa Gave - Nature and relax in Tuscany
Quick stats about holiday rentals that are family-friendly in San Casciano In Val di Pesa

Total holiday rentals
Explore 10 holiday rentals in San Casciano In Val di Pesa

Nightly prices starting at
San Casciano In Val di Pesa holiday rentals start at $143 NZD per night before taxes and fees

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Over 470 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of San Casciano In Val di Pesa holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
Destinations to explore
- Santa Maria Novella
- Piazzale Michelangelo
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Spiaggia Libera
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiagge bianche
- Medici Chapels
- Spiaggia Marina di Cecina
- Mugello Circuit
- Palazzo Vecchio
- Stadio Artemio Franchi
- Castiglion del Bosco Winery
- Basilica di Santa Croce




