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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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Top Guest favourite
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, 293 reviews

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.

Top Guest favourite
A vintage-styled kitchen and dining area feature a small wooden table with colorful chairs, accompanied by a bicycle and a wall-mounted television. Kitchen appliances include a microwave and a minimalist cabinetry design. Natural light filters through a balcony door, opening to a garden view.
Condo in Scandicci
4.95 out of 5 average rating, 118 reviews

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.

Top Guest favourite
A dog stands in the foreground, gazing towards a panoramic view of rolling hills dotted with olive trees and cypress trees. Flower pots are placed nearby, enhancing the natural setting. A clear sky with scattered clouds adds to the serene landscape.
Farm stay in Santa Cristina
4.96 out of 5 average rating, 211 reviews

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

Guest favourite
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 favourite
A rustic farmhouse is nestled in the Chianti hills, surrounded by lush, well-maintained greenery. The gentle slope of the landscaped garden leads towards the distant rolling hills, creating a serene rural landscape under a clear blue sky.
Farm stay in Greve in Chianti
4.98 out of 5 average rating, 398 reviews

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.

Top Guest favourite
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, 165 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 favourite
A charming stone building is surrounded by green grass, featuring two blue lounge chairs positioned for relaxation. A small table with a checkered tablecloth and a pair of chairs are visible nearby, set beneath the shade of overhanging trees.
Farm stay in San Casciano In Val di Pesa
4.92 out of 5 average rating, 107 reviews

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.

Top Guest favourite
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, 220 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.

Guest favourite
A bright bedroom features a spacious bed with a wooden slatted headboard. Minimalist bedside shelves are positioned on either side. A tall plant adds a touch of greenery, while black pendant lights hang from the ceiling, enhancing the clean, modern aesthetic.
Apartment in Scandicci
4.95 out of 5 average rating, 311 reviews

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.

Top Guest favourite
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, 127 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!

Guest favourite
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

Guest favourite
A sunlit outdoor area is highlighted by wooden furniture and terracotta pots filled with blooming flowers. Surrounding olive trees create a serene atmosphere, while the warm light of the setting sun casts gentle shadows, contributing to a tranquil setting for relaxation.
Home in Bagnolo-Cantagallo
4.96 out of 5 average rating, 138 reviews

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

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

  • Verified guest reviews

    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!