Family-friendly vacation rentals in San Casciano In Val di Pesa

Find and book unique family-friendly homes on Airbnb

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

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

A spacious sleeping area features a large bed with a textured blue blanket. A tray with tea service sits on the bed, complemented by tasteful art pieces on the walls. Light is softly diffused throughout the room, enhancing its modern decor.

Apartment in Centro Storico

4.73 out of 5 average rating, 603 reviews

Florence House opposite the Duomo (20 m (~65ft) away)

Pretty and Spacious studio (45 sqm) at 20 minutes from Duomo (therefore in the middle of the historic center) perfect for 2 people, but also suitable for family/friends of max 4 people. A comfortable double bed, two puffs/bed (only for 3°e 4°guest) kitchenette with fridge and a table for 4 people extendable Three big windows overlook Via de Pucci opposite the historic building Pucci. Historical Borough, well served. For 2 guests only the double bed is provided, not singles beds convertibles

Guest favorite

A modern living area features a light-colored sofa adorned with decorative cushions. A compact dining table for four sits next to a well-equipped kitchen, showcasing sleek cabinetry and appliances. Natural light illuminates the space, enhancing the inviting atmosphere.

Apartment in Centro Storico

4.86 out of 5 average rating, 199 reviews

Home Magè Florence with private garage and balcony

An elegant apartment, well kept and quiet, recently renovated, just outside the limited traffic zone. It is close to the historical centre and main transport links, ensuring a convenient stay. It takes around 8 mins on foot to reach S. Maria Novella station and the Fortezza da Basso, site of events and exhibitions such as Pitti Immagine, and 15-20 mins to reach the centre, with its monuments. The local vicinity has all amenities, with a wide choice of coffee bars, restaurants and pizzerias.

Top guest favorite

A curved yellow sofa adorned with colorful cushions provides a focal point in a cozy living area. A round coffee table sits in front, while a decorative ladder bookshelf displays books and accessories against a textured stone wall.

Apartment in Centro Storico

4.96 out of 5 average rating, 110 reviews

CaseMaggi Florence Historic City Center Apartment

Welcome to CaseMaggi Holiday Homes. This historic apartment is in the heart of Florence near Piazza Sant'Ambrogio, the Synagogue, a 10 min walk to the Duomo, Santa Croce and museums but in a classic quiet neighborhood filled with restaurants and a famous open market. The apartment has been remodeled protecting its 15th century stone wall, cotto floors and frescoed master bedroom ceiling with full modern kitchen. Antique art and furniture adorn it. We also have apartments in Portovenere.

Top guest favorite

An outdoor dining area is presented under a wooden pergola, featuring a long table surrounded by matching chairs. A well-maintained garden is visible in the background, with grassy patches and stone walls adding to the serene ambiance.

Villa in Monteriggioni

4.97 out of 5 average rating, 152 reviews

Villa of the 2 Olive Trees (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Top guest favorite

A bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.

Home in Vaiano

5 out of 5 average rating, 236 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

Guest favorite

A well-lit living area showcases a comfortable sofa beside a glass dining table adorned with a bouquet of pink roses. A large artwork depicting an Italian scene is mounted on the wall, complemented by elegant lighting fixtures hanging from the ceiling beams.

Apartment in Centro Storico

4.9 out of 5 average rating, 544 reviews

The house of Secret in Ponte Vecchio

Affascinante ed elegante appartamento con possibile posto auto in garage in una tranquilla strada pedonale . Si può raggiungere Ponte Vecchio, la Galleria Uffizi, Piazza della Signoria in due minuti. Si trova al secondo piano di un palazzo storico, senza ascensore. L'appartamento è fornito di tutto ciò che vi serve per vivere al meglio la vostra vacanza o soggiorno di lavoro Un buon collegamento wifi (Fibra) e un computer Apple 27 pollici per unire l'utile al dilettevole.

Guest favorite

A bright and airy living area features a sloped ceiling with exposed wooden beams. A comfortable sofa is accented with decorative pillows, and a small shelf displays books. Natural light filters in through the skylight, enhancing the overall openness of the space.

Apartment in Centro Storico

4.91 out of 5 average rating, 152 reviews

NEW: Romantic Apartment in Oltrarno, San Frediano

Bright and airy, fully air con, newly renovated to high spec 2 bed /1 bath apartment on the top floor of a 2 unit building dating back to the 1400's in the charming historical San Frediano district, an easy few minutes walk to all the main sights. According to Lonely Planet, San Frediano is the 1st world’s coolest neighbourhoods to visit. There is no lift, there are 28 steps, not many but quite challenging. Regional identification code CIR 048017LTN8197

Guest favorite

A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.

Home in Certaldo

4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Top guest favorite

Villa in Orentano

4.96 out of 5 average rating, 100 reviews

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes.

Superhost

An outdoor patio area is showcased, featuring two wrought-iron chairs positioned near a small table. Potted plants and climbing greenery add a natural touch to the brick pathway, while a rustic stone wall forms the backdrop, offering a serene space for relaxation.

Apartment in Chianni

4.77 out of 5 average rating, 214 reviews

Small Courtyard

Romantic typical Tuscan accommodation with outdoor space for soft dinners. Available for couples and small families. Central to the medieval Etruscan village village. All shops and main amenities nearby (bank, mail, gas station) . Typical products: Quality wine and oil. Close to the theater of silence of Bocelli ,Volterra 30 km, Pisa 45 km ,sea at 35 km.

Superhost

A spacious dining area is presented with a large wooden table, surrounded by six white chairs. A wall clock adds functionality, while a piece of artwork decorates one side. Natural light flows in through large windows, enhancing the warmth of the room.

Apartment in Centro Storico

4.86 out of 5 average rating, 241 reviews

Total Florence 100%

Beautiful bright and quiet apartment in the heart of residential Florence, just a few steps from the best restaurants in Florence and a 10-minute walk from the David Academy, San Lorenzo and the Central Market. Perfect for large families or large groups of friends, it offers a spacious living area to stay together and large private bedrooms.

Top guest favorite

A rustic stone house is illuminated in the evening light, showcasing large windows framed by greenery. Colorful foliage adorns the exterior, complemented by a well-maintained garden area. The structure's classic architectural features highlight its authentic charm.

Villa in Bagno A Ripoli

4.98 out of 5 average rating, 124 reviews

Quite old farmhouse on the hills of Florence

Two levels 800th rustic country house, on the hills surrounding the town with original forniture and a stunning view of the facing valley, a beautiful patio and large garden. 25 min driving from center, well placed for Chianti area, Siena, San Gimignano. 1hr driving to Pisa, Lucca, Volterra, Arezzo, Cortona and much more!

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What guests are saying

Panoramic view from stone Apartment- Pool and A/C

4.98 out of 5 average rating, 80 reviews7 months ago

While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!

Apartment in Mercatale Valdarno

What guests are saying

Nico & Spina's place@Sant'Ambrogio(free city tour)

4.94 out of 5 average rating, 393 reviews4 weeks ago

We had a lovely stay in Florence no small thanks to our home away from home and to Nicola for being so professional but also very kind and considerate! Nicola was always easy to reach whenever we had questions about the apartment and was also kind enough to give us a few pointers on unique places to go in Florence for sightseeing and for eating. The apartment is spaceous, well maintained and clean, about 10-15 minutes' walk from the centre, has plenty of facilities and homely interior. Our only minor grievance was the bedroom window which was not very soundproof and due to some temporarily redirected bus routes, it could be a bit loud during the night. We had booked a stay long enough for us to take Nicola up on his offer on a free tour. It felt personal, unique and lasted for close to 3 hours' time. It was engaging and at a pace that allowed us to take it all in. All in all a wonderful experience! Many thanks to Nicola for an easy transition from work life to bucket list holiday!

Apartment in Centro Storico

What guests are saying

Podere La Castellina - No. 1 COTTAGE

4.97 out of 5 average rating, 141 reviews6 months ago

Daniele and Simone’s place in Tuscany is beautiful. It is such a peaceful and pretty setting with amazing views particularly from the lovely terrace. Our cottage was perfect for our family of four. Comfortable beds and everything we needed. We explored some of the villages nearby as well as wineries and restaurants recommended by Simona which were excellent. We would love to have stayed another night.

Vacation home in Sovicille

What guests are saying

Il Trovatore, Casa Lama Apartments, panoramic view

4.95 out of 5 average rating, 19 reviews6 months ago

Absolutely amazing place and Elettra is ready with recommendations on everything and also offered to take on one of the trips she talked about. Cheap and really amazing place up on a small mountain. You have to drive to everything, and you don't have to get in a large SUV because the roads are small. Our Volvo XC90 had to back up and give way quite a few times.

Apartment in Castelfranco Piandiscò

What guests are saying

La Masseria Holiday Home - Private Pool and View

5 out of 5 average rating, 3 reviews10 months ago

Beautiful, clean and equipped with every comfort! Three apartments with independent entrances in a spectacular place with breathtaking views nestled in a very nice garden. Everything is taken care of in the smallest details. Newly remade pool, not very large but very nice and collected to share with the people you go on vacation with. Especially suitable for large groups of friends/family to enjoy a dreamy relaxation.

Vacation home in Empoli

What guests are saying

Mercutio 3 Rooms & 2 Bathrooms

5 out of 5 average rating, 5 reviews6 months ago

One of my favorite AirBNB experiences. Marco and Lorenzo were wonderful hosts - Lorenzo met us at the door and showed us around. We had a lovely bottle of wine and snacks as a welcome gift. The bedrooms were very comfortable, the living room quite large. The 2 bathrooms were a godsend, as I was traveling with my 18 year old niece, and she definitely enjoyed the privacy. We made good use of the washer and dryer, as we were halfway theough a 2 week trip. I loved every bit of my stay - not one thing I would change. Simply wonderful!

Condo in Centro Storico

What guests are saying

Vacation in an authentic farmhouse 10 km from the city

5 out of 5 average rating, 8 reviews7 months ago

We fully enjoyed our stay at Angela's farm house. The flat was very spacious, clean and cool during hot summer days. The view and the pool were fantastic. The location is remote and quiet, roughly 20min by car from Volterra. We stayed here with our 10 months old son and he loved interacting with the dogs. They were very friendly. Angela helped us out whenever we had questions and gave us a good recommendation for wine tasting. We were even able to sample some of the local products from the farm. So overall a fantastic stay.

Home in Volterra

What guests are saying

VIA ROMA 4 HOME - your home just 50mt from Duomo

4.92 out of 5 average rating, 311 reviews1 week ago

Mimma was an exceptional Host and the location and comfort of her beautiful apartment completely exceeded our expectations. We would highly recommend Mimma and her beautiful apartment located in the heart of Florence and within seconds of the beautiful Duomo. We would definitely stay here again.

Apartment in Centro Storico

What guests are saying

Villa Il Padule app. Patrizia

4.75 out of 5 average rating, 16 reviews5 months ago

Very friendly host, he gave us a tour and showed us how to operate things. The apartment is on the second floor (one large staircase, no elevator) and was very roomy. The host made us breakfast in the morning and was helpful in giving us travel tips for visiting sites in Florence.

Apartment in Rimaggio

What guests are saying

Casa di Lyndall - Entire house with exclusive pool

4.96 out of 5 average rating, 135 reviews6 months ago

This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!

Home in Lecchi in Chianti

What guests are saying

Cozy flat. Perfect location.

4.83 out of 5 average rating, 190 reviews2 months ago

Communication with Daniela was very good and fast. The location of the place is perfect. Located on a side street of the beautiful old town. Shopping and restaurants in the immediate vicinity. Quiet accommodation equipped with all the essentials. Daniela and Mario are very accommodating and will remain our first point of contact when we return to Siena. Thank you for everything. Rita and Roberto

Apartment in Siena