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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

Cottage in Radicondoli

4.92 out of 5 average rating, 128 reviews

Beautiful renovated barn in Tuscany

GiacomoRating, 5 stars1 month ago
Gloria is a discreet Host, but present and proactive as needed! In addition to having hosted us in her magnificent "enchanted house in the woods", welcoming us via whatsap and making us escort from Giorgio to the house, Gloria showed us places to eat and where to buy excellent olive oil and of course, wine! Obviously to reach the house , the street is a little rough, but once you arrive, you have paid off by the magnificent context of the forest and nature all around. We saw hares, Daini, Volpi and Phagiani in their home, just fantastic!
Superhost

Home in Gaiole In Chianti

4.86 out of 5 average rating, 248 reviews

Charming estate with views

MoritzRating, 5 stars3 weeks ago
We loved Bernardino's place. It was super cozy, the garden and whirlpool were amazing. The kitchen had everything we needed. And Bernardino was super helpful with tips and answers to all our questions. Highly recommend if you're looking for a remote place to enjoy Tuscany.
Guest favorite

Cottage in Castell'azzara

4.98 out of 5 average rating, 128 reviews

Your Private Tuscan Retreat

AlexRating, 5 stars3 weeks ago
We absolutely loved our stay at Kate & Riccardo's! It was so peaceful and relaxing. The property is so beautiful and great to explore. Kate & Riccardo are so friendly and kind. They were proactive in reaching out and providing great recommendations. The house itself is super cosy, exactly as pictured. My partner and I both worked from the house with no problems. The internet connection was perfect. We would love to stay again!
Guest favorite

Rental unit in Montepulciano

4.91 out of 5 average rating, 139 reviews

Charming House in Montepulciano

AnnaRating, 5 stars3 weeks ago
We thoroughly enjoyed our stay, there are beautiful views from the bedroom window. Fernanda was very thoughtful and left us a bottle of local wine. We had an issue with batteries in the remote and she had new batteries sent right over, went above our expectations. The shower was wonderful.
Guest favorite

Condo in Chiusi

4.95 out of 5 average rating, 143 reviews

La Terrazza su Chiusi - panoramic apartment

JoyceRating, 5 stars2 months ago
We really enjoyed staying at Rafaele's place. The day we arrived it was pouring rain and he met us on the walk in with umbrellas. He gave us a tour of the place and some suggestions for things to do. It is a spacious location with stunningly beautiful views. We also liked having two bathrooms and a washer to do some laundry. There is a free parking lot nearby as well as some great restaurants.
Guest favorite

Condo in Casole d'Elsa

4.93 out of 5 average rating, 144 reviews

La Casetta

AlyceRating, 5 stars3 weeks ago
This was THE best airbnb we have ever stayed in. Barbara met us in town and drove us to the estate. we were missing a bottle opener and Andrea came at 8pm to drop one off for us! Thank you So much! we had use of the hot tub each night and the girls LOVED the archery and lawn games! this house was the most characteristic charming we have seen. well done Barbara and Andrea! we didnt want to leave and will certainly come back!
Superhost

Home in San Casciano dei Bagni

4.84 out of 5 average rating, 123 reviews

Little farmer Vigna: peaceful positition

LissetteRating, 5 stars2 months ago
The place was a dream. Gorgeous backdrop of the Tuscany hills and the villa was so cute. Hot tub was a major plus. It is a very secluded and peaceful area. Communication was excellent and response time was prompt. Highly recommend!
Guest favorite

Farm stay in Gaiole in Chianti

4.94 out of 5 average rating, 225 reviews

Il Piccolo Nido alla Pieve Marsina

RyanRating, 5 stars1 month ago
We stayed here for part of our honeymoon to Italy and it was amazing. We took advantage of the e-bike rental and Gabriele provided a detailed catered itinerary for us to follow for the day. Gabriele also provided lots of great recommendations for restaurants and wineries in the area. There is even an amazing custom ordered breakfast available every morning that is delivered right to your door by Gabriele. The Borgo Argenina property is beautiful to walk around during the evenings, sipping Chianti wines and enjoying the view. Plenty of interesting castles and wineries close by to explore during the day. Also barely a 25 minute drive to Siena. We recommend Borgo Argenina to all looking to stay in the Chianti area and hopefully will make a trip again one day!

Family- and pet-friendly home rentals

Superhost

Rental unit in Castiglione del Lago

4.9 out of 5 average rating, 135 reviews

Ulivo - Charming apartment in the countryside

AvaRating, 5 stars2 months ago
Staying at Simona's in Castiglione del Lago was magical!! The apartment, back yard, terrace and most of all the view were amazing!! Simona and Yens made us feel very comfortable and for me, Nahil and Cooper (their pups) added another level of warmth. Simona was always available if we had any questions, and we had many, and also made lots of suggestions for places to visit in the area and graciously willing to help us when we needed it. Grazie Simona, arriderci a più presto!!
Guest favorite

Rental unit in Laviano

4.94 out of 5 average rating, 124 reviews

Farmhouse with swimming pool with wonderful view

FarimaRating, 5 stars1 month ago
This place is so so beautiful! Very peaceful, and breathtaking views! Everything was super easy. Flavio had great recommendations for restaurants and vineyard nearby, and just very helpful and friendly overall. Will recommend having a car just to get around in the area. Thank you again for an amazing stay, we will be back!
Guest favorite

Home in Cerreto Guidi

4.95 out of 5 average rating, 455 reviews

Casa del Giardino

Matt FRating, 5 stars1 month ago
My wife and I came to Veronica’s place to stay for our honeymoon. We were warmly greeted by Veronica at arrival. The scenery was absolutely stunning and majestic. The house was quaint and enjoyable. I loved every part about it. The only recommendation I would give for future parties is the respond time from the host, aside from that it was an amazing experience and I would be back!
Guest favorite

Villa in Sarteano

4.96 out of 5 average rating, 103 reviews

Casale in Val D’Orcia

VanessaRating, 5 stars1 month ago
My group of friends and I stayed at this farmhouse two weeks ago. What can I say, a great experience. In real life, the beauty of the farmhouse leaves you speechless, if possible it is even more beautiful than in the photo. The house has all the necessary comforts. Given the low temperatures of that weekend, the possibility of lighting the fireplace was particularly appreciated, which made the house even warmer and more welcoming. It is clear that behind all this is the care of Mrs. Stefania, who welcomed us and was always kind and helpful. Another aspect not to be underestimated is that the house, although apparently far from "reality", is actually very close to the city, but above all it is in a strategic position that allows you to reach the nearby cities (such as Montepulciano) in less than half anhour by car. I highly recommend the experience in this beautiful place.
Guest favorite

Home in Tavarnelle Val di Pesa

4.96 out of 5 average rating, 275 reviews

Casa Al Poggio & Chianti view

AlbertRating, 5 stars1 month ago
Emanuel was a charming and extremely helpful host. Added so much to our experience. The home is very clean and well stocked, and immense ambiance, especially the bathroom with the tub. It has a panoramic view of the hills and valley and was like bathing in a dream world to me. I highly recommend staying here. It is also very well located to visiting many towns in Tuscany as long as you have a car. This is a must book! Thank you Emanuel!
Guest favorite

Farm stay in Castiglione d'Orcia

4.89 out of 5 average rating, 219 reviews

agriturismo il Poduccio studio

MollyRating, 5 stars1 month ago
Very lovely, very rustic farm stay. Lucia and her family were warm and welcoming, with great local recommendations and directions finding their place. Marvelous spot with a breathtaking view
Guest favorite

Home in Cortona

4.95 out of 5 average rating, 173 reviews

Charming house in Cortona, Tuscany

DianeRating, 5 stars2 weeks ago
Very easy checkin and out. Beautiful and comfortable apartment. Gorgeous views. We were there in November, so quite chilly. Having the fireplace was great, altho I wish there had been a more plentiful supply of firewood. We were lucky enough to have a tour guide that was happy to bring us some. Another suggestion would be to have a basket of various sized slippers. I have stayed at other places with stone floors and found that to be a thoughtful touch. We really appreciated the coffee and Proscecco!! Thank you Ester!
Guest favorite

Rental unit in Caminino

4.91 out of 5 average rating, 159 reviews

Pieve di Caminino Historic Farm

PearlsRating, 5 stars3 weeks ago
I have been traveling around Italy for all summer and autumn, I must say that Emiliano's place was the best stay by far I have visited. I felt like home through my entire stay. Emiliano and his family made me feel very welcomed and invited me to join them at the dinner table, what an absolute ultimate Tuscany experience that was! I couldnt have wished for a better way to wrap up my stay in Italy. Emiliano knows very well the area and can recommend lots of wineries to visit and restaurants to dine at. But the olive farm is so breathtaking and peaceful that you may not feel like going away, the place has everything you need if you are looking to escape from a busy city life style. Accomodation is very charming and one weekend was not enough, Wish I could stay longer.

Family-friendly home rentals with a pool

Guest favorite

Rental unit in Montalcino

4.9 out of 5 average rating, 350 reviews

Panoramic Country Suite Montalcino

BrianRating, 5 stars2 months ago
words cannot describe how incredible this experience was. everything was absolutely perfect and we thuroughly enjoyed our stay. Aleksandra was a fantastic host and was informative, help and quick to respond. we had the best sleep of our trip here and wish we had booked more days here. we will be back again!!
Guest favorite

Farm stay in Pisa

4.99 out of 5 average rating, 277 reviews

Closing estate in Tuscany

SriramRating, 5 stars1 month ago
Francesco and Isabella’s villa is a little piece of heaven in the heart of Tuscany. The villa has an incredibly spacious and well thought out living area and kitchen, with everything you could ask for in the kitchen. The two bedrooms are lovely and comfortable as well. However, what is unmatched is the view and the beautiful sunrises and sunsets you get to see from this property. To add, Francesco and Isabella were extremely kind and helpful and even gave a lot of personal tips apart from the thoughtful suggestions in a beautifully presented recommendation book. And finally, their pets, Antonello, Tom and Meatball are all super cute and friendly and we loved playing with them. Overall, this property is HIGHLY recommended!
Guest favorite

Home in Località LeCoste

4.95 out of 5 average rating, 202 reviews

Borgo Petroio

SiriRating, 5 stars2 months ago
Alex is an amazing host. She made us feel so welcome. The apartment was very Tuscan quaint and the location was wonderful for driving around Tuscany.
Guest favorite

Villa in Tavarnelle Val di Pesa

4.93 out of 5 average rating, 134 reviews

PODERE GUIDI

MoniqueRating, 5 stars1 month ago
We feel so grateful to have had the opportunity to spend 5 nights in Tuscany. Staying at Podere Guidi was such a dream, the property is stunning, the views are breathtaking and we were made to feel so welcome and at home by our host, Giulia. It is an amazing place to stay in terms of location, we loved the town of Tavarnelle Val di Pesa which we could walk to and it is so close to Florence and Siena which makes for easy day trips. Our favourite pasta in Italy was on our last night where we chose to have the meal cooked for us by Vieri, it was such a magical way to finish our trip and would highly recommend this experience! Giulia also gave us wonderful recommendations for places to visit and also restaurants to eat it. It was our first stay in Tuscany and was an absolute dream come true to visit there. We look so forward to returning and feel enormously grateful to have found such wonderful hosts, an exquisite location and memories we will treasure forever!
Guest favorite

Rental unit in Carpineto

4.96 out of 5 average rating, 158 reviews

Tuscany Countryside, Peace & Relax 10 min from Siena

ThessalyRating, 5 stars2 weeks ago
Francesco and Cecilia’s space is stunning, peaceful, huge and relaxing. It was hard to leave their place to explore Tuscany because their place is so fantastic. The space is huge, the bed is comfortable, bathroom huge, kitchen is huge and well stocked. This airbnb is more than 5 stars. It’s the kind of place you want to come forever. So comfy, so beautiful, so peaceful. Francesco and Cecilia are helpful, friendly and generous. It’s an extraordinary airbnb. This one goes to 11, if you know that reference.
Guest favorite

Villa in San Leolino

5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool,hilltop,Chianti

VeraRating, 5 stars2 months ago
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!
Guest favorite

Farm stay in Pienza

4.93 out of 5 average rating, 169 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

LeslieRating, 5 stars3 weeks ago
Nice agriturismo, very chill place and beautiful surroundings
Guest favorite

Home in Certaldo

4.9 out of 5 average rating, 126 reviews

Paluffo Stillo House

RuchRating, 5 stars1 month ago
This Airbnb is absolutely stunning and encapsulates everything one could imagine about the Italian countryside. The property is one of a kind and in the Tuscan hills, super spacious and cozy, with great common areas. Highly recommend staying here.

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

  • Total rentals

    210 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Pet-friendly rentals

    140 properties allow pets

  • Rentals with a pool

    180 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Trequanda
  5. Family-friendly rentals