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Family-friendly vacation rentals in Trequanda

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Trequanda family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Monsummano Terme
4.97 out of 5 average rating, 109 reviews

Holiday House "The Seasons of Bacchus"

LucasRating, 5 stars1 month ago
We had a wonderful 12 days in Monsummano. The house is ideally located for exploring Tuscany. The location is just great! Good restaurants, ice cream parlors and cafes can be reached on foot. We highly recommend the place and communication with Daniele was great!! Thanks for a great stay! 👌😀👍
Guest favorite
Loft in Reggello
4.89 out of 5 average rating, 133 reviews

CASA AL BOSCO 1

CharleyRating, 5 stars1 week ago
Nice place to stay if you like to combine nature and city. The area is beautiful! And Carlotta's place has everything you need, has a lot of place, is super clean and has a nice terras 👍🏻
Superhost
Home in Gaiole in Chianti
4.86 out of 5 average rating, 261 reviews

Charming estate with views

FranceskaRating, 5 stars1 week ago
We had an amazing weekend. The place was very very beautiful, clean, had all the necessary facilities. The hosts were very responsive and helpful, we asked them for something at around 10pm and they provided immediately. The hot jacuzzi is an added bonus to that magnificent view. Will definitely be back
Guest favorite
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 170 reviews

Wheelchair accessible Villa with Jacuzzi

GaryRating, 5 stars2 weeks ago
Beatrice was an amazing host. She was very responsive to our questions and always very helpful with suggestions and recommendations. This was the perfect place for our group of 8 adults for 2 weeks. The location was perfect for visiting various sites around Tuscany. Florence, Cortona, Siena and Pisa. The nearby town of Greve had some nice little restaurants for lunch/dinner. After a long day of sightseeing we would gather on the patio to have charcuterie and wine. Or gather at the family style dining table each evening. We highly recommend having Beatrice provide a home cooked meal, it was excellent! There are several wineries and olive oil tastings in the area. We took advantage of many of them. Overall we were very happy and very comfortable with our stay. We highly recommend staying here. If we ever come back we are definitely staying here again. You'll definitely get the true feel of Tuscany.
Superhost
Home in Montebagnolo II
4.92 out of 5 average rating, 107 reviews

B&B "Alle cime"

RaviRating, 5 stars8 months ago
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)
Top guest favorite
Home in Piano di Coreglia
4.99 out of 5 average rating, 77 reviews

Casa del Sole

AlexandraRating, 5 stars1 month ago
Carlo and Elena made sure that we felt at home right away. The welcome was the best you could ask for. The place is beautiful and clean and very comfy. They gave us a lot of tips for the area. And surprised us multiple times with delicious treats. We will be back for sure.
Top guest favorite
Cottage in Castell'Azzara
4.99 out of 5 average rating, 137 reviews

Your Private Tuscan Retreat

SusanRating, 5 stars1 week ago
A truly relaxing stay in a really private , secluded setting with lovely views. Kate & Riccardo are amazing hosts, very proactive, knowledgeable and great people. The other reviews are spot on. If you’re seeking an authentic Tuscan countryside experience, that also comes with fantastic hosts, this is the perfect place. Easy day trips to many villages, like Pitigliano, Orvieto, & Lake Bolsena. You may also choose to just hang out all day at this magical property .
Superhost
Villa in Baschi
4.87 out of 5 average rating, 175 reviews

VILLALADOLCEVITA

SharanRating, 5 stars1 month ago
Had a great stay at the house! Beautiful villa with lots of rooms and bathrooms. We enjoyed the fire pit and the beautiful views too

Family- and pet-friendly home rentals

Guest favorite
Guest suite in Centro Storico
4.95 out of 5 average rating, 172 reviews

Within walking distance of the center and away from the chaos

Vincent BenedictRating, 5 stars2 weeks ago
Great accomodation with nice bathroom and comfy bed. Listing is in a quiet and peaceful part of Oltrarno. Stefania, our host, was warm and wonderful. Bravissima!
Guest favorite
Home in Volterra
5 out of 5 average rating, 9 reviews

Vacation in an authentic farmhouse 10 km from the city

Aditya EmmanueleRating, 5 stars8 months ago
We had a very nice, relaxing stay on Bellavista. Angela and her father were extremely welcoming. We were supplied with our own wine, homemade luggage and farm fruits. Staying on Bellavista was definitely worth it and we'll be in the area again at some point, we'll be back! Wehrli family
Top guest favorite
Condo in Cortona
4.97 out of 5 average rating, 135 reviews

Casa Clara Cortona Cin IT051017c28a6h9glv

JackRating, 5 stars2 weeks ago
This was one of my greatest Airbnb experiences ever. Clara was so kind and helpful. She even drove me to meet her son and see his amazing sheepdog training farm. The room was centrally located near the main square in Cortona and is well laid out. There is an elevator which I appreciated. The town is a gem. I have visited Tuscany for over 25 years and this is the loveliest, most picturesque town of any I have seen. I will definitely be back.
Superhost
Apartment in Rimaggio
4.75 out of 5 average rating, 16 reviews

Villa Il Padule app. Patrizia

LindsayRating, 5 stars6 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.
Top guest favorite
Villa in Monteriggioni
4.97 out of 5 average rating, 154 reviews

Villa of the 2 Olive Trees (Abbadia Isola)

MonicaRating, 5 stars3 weeks ago
This is one of the most beautiful places I have stayed at with my family. The house is neat, very well organized, clear instructions, super comfortable. I highly recommend Barbara’s place and I would love to be back with my family to enjoy it even further.
Guest favorite
Farm stay in Roccatederighi
4.92 out of 5 average rating, 132 reviews

Holiday in antique farm, Belvedere

JadeRating, 5 stars1 week ago
We had an amazing week here! The surroundings were absolutely beautiful and our little cottage was super cosy and peaceful. Giulia welcomed us personally and gave us lots of great recommendations for things to do in the area which we really appreciated. Her sister Elisa was also really friendly and helpful. We would love to come back and stay here! It’s a great base for exploring Tuscany and a fantastic place to relax. Thanks so much!
Guest favorite
Home in Certaldo
4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

AzaleaRating, 5 stars1 month ago
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.
Superhost
Farm stay in Montepulciano
4.8 out of 5 average rating, 117 reviews

La Manonera Farmhouse "La Casa Rosa for families"

SylvanaRating, 5 stars8 months ago
The only thing I could say negative is the lack of lighting for the kitchen and dining room. For the rest everything is perfect if you like the countryside decor:-)

Family-friendly home rentals with a pool

Superhost
Apartment in Cortona
4.6 out of 5 average rating, 5 reviews

Medieval Cottage near Cortona

AnneRating, 5 stars46 months ago
Words can’t describe how beautiful this little restored village is - if you are seeking for a tasteful arranged place where you are all by yourself, surrounded by pure nature and a few other guests (that respect your privacy) this is where you should go. Highly recommended!!
Superhost
Villa in Cortona

Podere Cantalena

NinaRating, 5 stars10 months ago
Wonderful place in calm and tranquil area! The house, pool and garden are beautiful, a real Tuscany dream! The house is rented out via an agency, that manages all the practicalities before arrival, but the hosts live close by and were extremely welcoming! They don't speak English very well, but we managed very well with signs and Google translate. They met us at the house with a platter of local snacks, wine and juice. Inside the house was fresh fruit and their own white wine, honey, olive oil etc. They visited twice during our stay to clean the pool and both times left us presents, the first time a basket of fresh vegetables and eggs, the second time a selection of cakes. When we had trouble with a missing pizzaspade, they came right away. The communication was easy and quick. In conclusion: a completely wonderful stay in the most beautiful surroundings and with the nicest and friendliest hosts! If we ever get the chance, we will most certainly come back!
Superhost
Vacation home in Empoli
5 out of 5 average rating, 3 reviews

La Masseria Holiday Home - Private Pool and View

ElenaRating, 5 stars11 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.
Guest favorite
Farm stay in Cortona
4.91 out of 5 average rating, 33 reviews

Poggio Martino | Childfriendly Agriturismo

RobertoRating, 5 stars2 weeks ago
A truly beautiful and peaceful place! The house is a charming and spacious Tuscan villa surrounded by lovely green areas and a great pool, perfect for relaxing. It’s also an excellent base to explore nearby towns like Montepulciano, Pienza, and others in the region. We wish we could have stayed longer. Highly recommended!
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars7 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!
Top guest favorite
Apartment in La Felce
4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars8 months ago
Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!
Guest favorite
Farm stay in Pienza
4.94 out of 5 average rating, 172 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

EleanorRating, 5 stars1 week ago
We had an amazing week long stay!! Sabrina is a fantastic host! The apartment was SO clean and comfortable and had everything we needed. Breakfast each morning was very yummy and fresh! We did the dinner one night and it was so amazing! Location is great too. Easy drive to many close by towns, grocery stores, and restaurants. The property is beautiful with lots of flowers. A little too cold for the pool during our stay but our kids loved the swing set and teeter totter. Absolutely recommend staying here!
Guest favorite
Apartment in Capannori
4.91 out of 5 average rating, 34 reviews

Casa Colle

SallyRating, 5 stars8 months ago
We had a very relaxing few days staying with Lucy and her family, and their dog Amber. They were really friendly and welcoming, and always ready to answer any queries we had. The pool area was lovely, and extremely peaceful. The accommodation was spacious, very clean and comfortable. The village is small with a butchers and bakers, a couple of restaurants and a bar. We did a lovely circular walk from the property through the woods to the nearby hill top village, Castel Vecchio. There’s nothing in the village but it’s very pretty and the views are great. You need a car to get to the supermarket and Lucca is a very easy 20 minute drive away. We had a super time and thank you Lucy for your generous hospitality.

Quick stats about vacation rentals that are family-friendly in Trequanda

  • Total rentals

    180 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    150 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Trequanda
  6. Family-friendly rentals