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Family-friendly vacation rentals in San Quirico d'Orcia

Find and book unique family-friendly homes on Airbnb

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Popular amenities for San Quirico d'Orcia family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
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
4.95 out of 5 average rating, 145 reviews

Il Fienile, Cottage in the country with Jacuzzi

BethanyRating, 5 stars4 days ago
If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.
Guest favorite
A spacious outdoor area is shown, featuring comfortable lounge chairs and a wooden table set for dining. The setting includes lush greenery and a stone wall, creating a peaceful atmosphere. A shaded patio area enhances the inviting outdoor space, perfect for relaxation.
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 👍🏻
Guest favorite
The villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.
Villa in Montepulciano
4.91 out of 5 average rating, 123 reviews

Villa in Montepulciano with a Pool

RajivRating, 5 stars1 month ago
Very responsive, helpful and friendly hosts. We hope to come back sometime. Very private and peaceful, a nice change from touristy, busy parts of Tuscany at the end of each day.
Guest favorite
A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.
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
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
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.
Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 132 reviews

Villa di Geggiano – Guesthouse

CharlesRating, 5 stars2 days ago
Everything about this place was magical and refined and peaceful. It was like stepping out of time and into a space of beauty and peace. Birds singing, frogs chirping, fire flies lighting up the night. Andrea was so friendly and so helpful and so generous. I definitely want to come back and stay longer. I can even imagine my daughter’s wedding there. We look forward to our next opportunity to stay!
Top guest favorite
An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.
Cottage in Castell'Azzara
4.99 out of 5 average rating, 138 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
A serene view of a swimming pool area during sunset, with warm golden light reflecting off the water. Comfortable lounge chairs are positioned around the pool deck, while lush green grass and palm trees frame the scene. A tranquil landscape stretches into the distance.
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

Superhost
A panoramic view of Sasso Pisano is captured, featuring historic stone buildings nestled among lush green hills. The clock tower stands prominently, while tree-covered slopes provide a natural backdrop, highlighting the town's rustic charm and tranquil setting.
Apartment in Sasso Pisano
4.77 out of 5 average rating, 191 reviews

La Maison di Monica & Simona

ZuzanaRating, 5 stars3 weeks ago
The apartment is equipped with all the necessary amenities for a pleasant stay, communication with the owners was very easy and pleasant. The location is great for reaching all the places of interest in the area (and there are many). Village with a good bar, pizzeria and brewery. Staying in a historic building has its charm and the swallows outside the window are enchanting...
Top guest favorite
A quaint kitchen and living area is captured, showcasing exposed wooden beams and terracotta flooring. A cozy sofa with floral upholstery complements a wooden dining table set with various dishes and fresh flowers. Natural light floods in through the windows, creating a warm atmosphere.
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.
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, 154 reviews

Villa of the 2 Olive Trees (Abbadia Isola)

MonicaRating, 5 stars4 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
An independent stone cottage is surrounded by greenery, featuring a terracotta patio framed by a pergola. The cottage showcases wooden beams and green shuttered windows, with a gentle slope leading to the lush garden and distant trees.
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
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

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.
Guest favorite
A spacious living area features a wooden-beamed ceiling and large windows allowing for natural light. A red sofa and rustic wooden table create a comfortable setting. A stone fireplace is positioned in the corner, adding a warm element to the welcoming environment.
Home in Gaiole in Chianti
4.8 out of 5 average rating, 101 reviews

loft in the heart of Tuscan Chianti

Jean-CharlesRating, 5 stars1 month ago
Very good stay at Giulia's. Pleasant and spacious house. Good location for discovering Chianti and its white roads.
Top guest favorite
The outdoor pool features clear turquoise water, surrounded by a stone patio. Lush green hills and tall cypress trees create a scenic backdrop, while a few lounge chairs are positioned nearby for relaxation.
Home in Subbiano
4.99 out of 5 average rating, 81 reviews

Romantic cosy flat - Toscana Italy

NicoleRating, 5 stars1 week ago
We loved stating here. Norma and her family are all incredibly nice. We didn’t get to use the pool much because of the weather, but overall we had a great time. Perfect for relaxing.
Superhost
An orange exterior structure features green shutters and a sloped roof. A small garden area with a table and chairs is visible, offering a space for outdoor meals. Surrounding trees provide shade and contribute to the serene landscape.
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
An aerial view showcases a rectangular outdoor pool, surrounded by lush greenery. Lounge chairs are placed along the poolside, offering a place to relax. The natural landscape features various trees and shrubs, enhancing the serene setting.
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
A private infinity pool is situated on a natural terrace, featuring comfortable loungers and large umbrellas for shade. The stone farmhouse is visible in the background, surrounded by lush green hills and trees, offering a peaceful and panoramic setting.
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!
Guest favorite
A clear swimming pool is bordered by a tiled deck, with two lounge chairs positioned beside it. Lush green hills extend into the distance, under a partly cloudy sky, creating a serene countryside setting.
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
Superhost
An outdoor area features a stone patio adorned with a dining set and an umbrella for shade. Surrounding greenery includes flowering shrubs and potted plants, creating a serene environment. The main building is visible with wooden shutters, adding a charming touch to the space.
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
Aerial view of Villa Poggio Martino surrounded by rolling hills and fields. The rustic farmhouse displays its traditional architecture while a pool is visible in the garden area. Lush greenery complements the serene landscape, creating a peaceful countryside setting.
Farm stay in Cortona
4.91 out of 5 average rating, 34 reviews

Poggio Martino | Childfriendly Agriturismo

LovisaRating, 5 stars2 weeks ago
It’s a very nice place. Unfortunately we had bad weather so we couldn’t use the outdoor areas so much but it was very beautiful. Lots os flowers and roses, very well taken care of garden. Pretty view and a good apartment :)
Guest favorite
A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.
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
A serene pool area is surrounded by lush greenery, featuring a large swimming pool with colorful floats. Comfortable sun loungers are positioned nearby on the stone deck, offering a relaxing spot to soak in the sun. Soft clouds drift across a clear blue sky.
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
An aerial view captures the agriturismo's spacious grounds, featuring a inviting swimming pool surrounded by sun loungers. Lush green lawns and well-maintained gardens frame the rustic stone buildings, which offer a peaceful retreat amidst scenic farmland.
Farm stay in Pienza
4.94 out of 5 average rating, 172 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

EleanorRating, 5 stars2 weeks 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!

Quick stats about vacation rentals that are family-friendly in San Quirico d'Orcia

  • Total rentals

    20 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    850 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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