
Family-friendly vacation rentals in Sinalunga
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Top-rated family-friendly rentals in Sinalunga
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Popular amenities for Sinalunga family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi
Our family loved this cottage. Plenty of space for the kids to stretch their legs and the recommendations for a private chef were amazing. Easy drive to lots of lovely places in the Chianti region.

Tuscan Villa:Pool,Hot Tub,A/C,wi-fi,7bd near Siena
Cannot recommend more highly. A fantastic experience from start to finish. Helpful from the moment we booked to the moment left, including helping us organise lunches and wine tours. The villa itself is spectacular with stunning views of the Tuscan countryside. The villa was clean, spacious and charming with a bathroom for every room, fully equipped kitchen, games room, TV room and laundry. The pool is fantastic, as is the hot tub and the outdoor dining area and BBQ was perfect for everyone to eat, drink and laugh around. A truly memorable holiday at an unforgettable place

Villa a Montepulciano con Piscina
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!

Charming estate with views
Wir hatten einen wunderschönen Aufenthalt bei Bernadino! Das Haus ist sehr gemütlich und toll gelegen mit einmaligem Blick auf die Weinberge. Der Garten ist sehr schön angelegt und der Jacuzzi ein absolutes Highlight! Wir haben von Bernadino gute Tipps für die Umgebung bekommen und an einem Abend leckeres toskanisches Essen bekommen. Das Haus ist gut ausgestattet und typisch toskanisch. Wir wären gerne noch länger geblieben :) Vielen Dank!

Il Vichiaccio Villa con jacuzzi nel Chianti
We spent a week at Il Vichiaccio and I already miss the house. The house was perfect for a family of 5 adults. We felt immediately at home, had all what we needed. The location and views are awsom, even more beautiful than in the pictures. Plenty of great wineries and restaurants in the ares. Beatrice is a great host, answered every question we had, gave us recommendations and even helped us when our daughter didn't feel well. We strongly recommend!

Villa di Geggiano - Guesthouse
The property is stunning and a very quiet rural setting. The view is spectacular. At night you can see all the stars. The beds and pillows are comfortable. The house is very clean. Andrea gave us a personal tour of his home and his family history is amazing. We thought it was a very personal touch to greet us at check in. He also called the day of our departure to say goodbye and came to the house for another short conversation. Andrea gave great recommendations for food, groceries, tours, etc. the location of the Airbnb made day trips very convenient. We would definitely come back. We felt refreshed after a few days. We also loved his two dogs!

Your Private Tuscan Retreat
Ricardo ist ein wirklich zuvorkommender, freundlicher und aufgeschlossener Gastgeber, der sich um alles gekümmert hat. Die Gegend ist sehr ruhig und abgeschieden und genau richtig, um aus dem Alltagsstress zu entfliehen. Während unseres Aufenthaltes streiften allerhand Tiere über das Grundstück wie Wildschweine, Fasane, Stachelschweine und Rehe. Die Hütte hatte keine Nachbarn und man ist vollkommen in der Natur der Toskana. Ich kann die Hütte vollkommen empfehlen. Einzige kleine Abstriche sind dass der Pool schon etwas in die Jahre gekommen ist und nicht mehr so frisch wie auf den Fotos aussieht und dass die Sauna etwas verzogen ist, wodurch an vielen Stellen Wind in die Sauna zieht und man relativ lange benötigt an kalten Tagen die Sauna und den Whirlpool anzuheizen.

Casa al Gianni - Il Fienile di Simignano
Amazing place in forest! Need to drive 25mins from Siena, you will find the peaceful maison. Private and quiet, close to nature, rooms are large and clean. We woke up early in the morning and visited the pigs in the farm. This is dreamful retire life. Everything is so great!
Family- and pet-friendly home rentals

Back Home - Apartment in Pienza
Had all necessities needed. Helpful neighbors with check in and check out. Good location with free parking!

Vacanza nel Chianti Senese
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

Casa Clara Cortona Cin IT051017c28a6h9glv
Appartamento piccolo ma molto ben attrezzato, in posizione centralissima. Ottima soluzione per chi vuole soggiornare in un paese straordinario come Cortona.

loft nel cuore del chianti toscano
We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.

Casa vacanze Le Fornaci - Appartamento Dondo
Molto bella la location , essenziale ma funzionale. Gran comodità avere la possibilità di utilizzare il ristorante (previa prenotazione). Spunti di miglioramento, maggior attrezzatura in cucina(mancavano posate , apribottiglie, nulla di non recuperabile dopo segnalazione), i cuscini del letto abbastanza scomodi. Torneremo volentieri

Romantic cosy flat - Toscana Italy
This was exactly what we were looking for. Very peaceful and private with beautiful views. Lots of wonderful villages to visit and explore within a 30 minute drive. Norma made some great reservations for our anniversary dinner as well as a couple of great wine tours. She also gave us recommendations of which villages were best to visit and what to do there. We highly recommend doing the cooking lessons with her family. They are such a nice family and were very eager to show us how to cook a traditional Tuscan meal. Grandma really is an amazing cook. They even sat with us as a family to share what we had cooked. We have been to many AirBnB’s and Norma has been our best host by far. We would go back the next time we visit Tuscany. Dave and Liz

La Manonera Farmhouse "La Casa Rosa for families"
Le seul chose que je pourrais dire de négatif c’est le manque d’éclairage pour la cuisine et salle à manger . Pour le reste tout est parfait si on aime le décor de la campagne:-)

Rosa come il cielo al tramonto
Very lovely place, clean and beautiful. Lucia is very friendly and responsive for everything. Thank you
Family-friendly home rentals with a pool

Medieval Cottage near Cortona
Un borgo meraviglioso immerso nel verde ma con tutte le comodità per trascorrere giornate all'insegna del relax e della tranquillità. Il borgo è stato ristrutturato in modo perfetto, lasciando intatto lo stile delle strutture. Gli appartamenti sono attrezzati con tutto il necessario e appena si mette piede fuori da casa si gode dei colori e dei suoni della natura, con la possibilità di fare anche un bel tuffo in piscina. Molto buono anche il ristorante e piacevolissima la compagnia dei cinghiali che si affacciano di tanto in tanto per un saluto. Davvero una bella scoperta!

Enchanting Rose Garden Pool Villa
We booked Villa Montechiarone as part of our wedding at Montechiaro Organic Winery to house a group of 7 guests. The property sits around 500m from the winery itself, with views out over the Tuscan countryside, it's a breathtaking location and the villa itself is an incredible space. There are 2 huge indoor living areas, a well equipped kitchen, 4 spacious bedrooms and an outdoor covered terrace, as well as the garden and pool area. There is real character in the property in the way it is decorated as well as the imposing facade of the building itself. The pool area is spacious and well placed to take in the most of the view, and there is a car port with parking for at least 4 cars covered, with plenty more room if required beyond. Overall perfect for housing our guests who had a great experience and were very thankful for the help whilst checking out also!

Private villa with pool and breathtaking views
Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.

Agriturismo Palazzi del Papa Val d'Orcia Pienza
Wir hatten eine fantastische Zeit in Sabrinas Unterkunft in der Nähe von Pienza. Sabrina war stets erreichbar und extrem freundlich & proaktiv. Die Räumlichkeiten waren tiptop sauber. Das Frühstück wurde stets frisch zubereitet. Der Garten und die Aussicht waren atemberaubend. Alles in allem haben wir die Zeit extrem genossen. Zwei kleinere Bemerkungen: - Die Preise für den Kochkurs empfanden wir doch noch ein bisschen mit 100 Euro p.P. im teuren Segment (100 Euro p.P.) - das war uns leider nicht im Vorhinein bewusst, evtl. wäre es gut ein bisschen mehr Transparenz zu gewährleisten. - Es gab an zwei Tagen komplette Wasserausfälle für viele Stunden - an sich nicht schlimm, aber sollte hoffentlich nicht die Norm sein.

Beautifully restored villa with private pool
We absolutely loved our two-week stay at Lucy and Tommy’s house. The house itself is beautiful, and the garden is truly a haven of peace - we spent so much time there, fully unwinding and recharging. From the moment we arrived, Lucy and Tommy were wonderful hosts, always available and incredibly helpful. They provided great local recommendations, and we were also lucky enough to try their delicious homemade olive oil. The house is located in an extremely peaceful area, surrounded by trees and nature, which made our stay even more relaxing. We can only highly recommend this accommodation and we truly hope to visit again in the future.

Tuscan farmhouse with private pool and views
Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.

A charming Tuscan retreat
Gorgeous stay! Views were stunning and the villa exceeded expectations. This was a perfect place to unwind and relax. Highly recommend.

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2
Paula has not only created a beautiful sanctuary that perfectly reflects Tuscan culture, but offers wine tasting and a vineyard tour on her property. The location of this gem of a place is centrally located in the Chianti region , making it a perfect home base for day trips to Assisi, Firenze and nearby small villages that offer great restaurants and quaint shops. The region is cycling friendly, as well as offering places for day hikes. Staying here for five days was one of highlights of our Italian adventure.....and we highly recommend experiencing the perfect place to stay in Tuscany and the warmth and friendliness that Paula, Ferderico and her staff offer!!
Quick stats about vacation rentals that are family-friendly in Sinalunga
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
180 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- Piazzale Michelangelo
- Parco delle Cascine
- Piazza della Repubblica
- Stadio Artemio Franchi
- Mercato Centrale
- The Boboli Gardens
- Pitti Palace
- Teatro Tuscanyhall
- Teatro Verdi
- Palazzo Vecchio
- Basilica di Santa Croce
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Casa Barthel
- Villa Medica di Castello
- Careggi University Hospital
- Teatro della Pergola
- Basilica of St Francis