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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

Guest favorite
An outdoor space features a round hot tub surrounded by a wooden deck. Colorful lounge chairs provide seating, with a vibrant red and orange combination standing out against the green lawn. Olive trees dot the landscape, offering a serene view of the surrounding hills.
Condo in Montevarchi
4.95 out of 5 average rating, 191 reviews

Art-Design Fienile in the heart of Tuscany

NateRating, 5 stars7 months ago
What a lovely spot to stay! The rental is quite large, with a spacious downstairs and a nice bedroom upstairs, and the views are amazing. It is located in a gorgeous part of Tuscany. Hosts were friendly. I especially appreciated the 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 stars1 week 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
The exterior of the property features a rustic stone façade complemented by wrought iron details. A spacious terrace is equipped with a large umbrella and an outdoor dining area, surrounded by lush greenery, enhancing the natural setting.
Cottage in Radicondoli
4.93 out of 5 average rating, 136 reviews

Beautiful renovated barn in Tuscany

PhilippRating, 5 stars1 week ago
We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always responded very quickly and helped us. To just get out and enjoy the nature and tranquility of Tuscany, it is perfect. We will be happy to come back!
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.
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 .
Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 394 reviews

Old hayloft on the Chianti hills

NicoleRating, 5 stars3 days ago
The property is beautiful. Coming from Singapore where everything is so fast paced, we enjoyed being able to disconnect and take in the Tuscan landscape. Giovanni is also a great host. He was always so ready to help with all our questions and requests from dinner reservations to activities planning! Grazie mille Giovanni!
Top guest favorite
An outdoor terrace features a glass dining table set for four, complemented by green chairs. A bottle of wine and glasses rest on the table, with vibrant red flowers adding a pop of color. A scenic valley view showcases rolling hills and a distant mountain.
Condo in Chiusi
4.95 out of 5 average rating, 148 reviews

La Terrazza su Chiusi - panoramic apartment

DianneRating, 5 stars4 weeks ago
Chiusi may not be a major hilltop town but it is very special because it lacks the tourists. We had plenty of restaurants to visit in the week we stayed, and lots of historic sights to see. You do need a car to visit surrounding towns but the peacefulness of Chiusi makes it delightful. Rafaels place is perfect with the balcony and sublime views. He was an exceptional host who did not impose on our privacy but always friendly and helpful. I would highly recommend this place and town.
Guest favorite
A spacious living area features a large wooden table set for a meal, adorned with fresh fruits and glassware. A comfortable red couch is positioned nearby, complemented by framed black and white photographs on the wall and stylish pendant lights above.
Condo in Casole d'Elsa
4.93 out of 5 average rating, 156 reviews

La Casetta

RamRating, 5 stars3 weeks ago
Both Barbara and Andrea were very welcoming and forthcoming when we encountered a hitch in our travel plans. They are unusually friendly, and accommodating hosts. The house is a great base for exploring the surrounding area and is tastefully decorated. Highly recommended!

Family- and pet-friendly home rentals

Guest favorite
A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.
Home in Orvieto
4.99 out of 5 average rating, 211 reviews

Vineyards Paradise

KristineRating, 5 stars1 week ago
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!
Top guest favorite
The exterior of a rustic stone building is showcased, featuring traditional wooden shutters and a charming door. Potted plants and climbing vines adorn the entrance, while a small outdoor seating area with a table and chairs is visible on the green lawn.
Farm stay in Siena
4.97 out of 5 average rating, 273 reviews

Authentic Tuscan Country House WITH A/C

AndrewRating, 5 stars1 week ago
Staying with Martina on her family’s property was the highlight of our trip to Tuscany. It is located in a private area in the countryside about 20 minutes from Siena. We do recommend you have your own car or make arrangements for travel to get to and from the unit. There are several restaurants and stores within 10-15 minutes of the unit, and we especially loved Martina’s recommendations (Gnocchi and Florentine Steak from I’m Grillo Moro). The unit itself is beautiful, and is much more charming in person. The views are spectacular and you feel at peace both inside and out. The accommodations were excellent, and we made use of the available laundry, coffee, and cooking utensils. We highly recommend staying with Martina. She was an excellent host and made sure we had everything we needed. We would definitely stay again.
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!
Superhost
The exterior of a cottage is surrounded by lush greenery and large trees, providing a natural frame. The stone structure features an archway entrance, with a chimney visible above the roof, blending harmoniously into the tranquil landscape.
Farm stay in Provincia di Siena
4.87 out of 5 average rating, 115 reviews

Spigo - Indipendent Cottage Zampugna

BrittanyRating, 5 stars2 weeks ago
Riccardo is a lovely host with a wonderful location. It was everything we could have hoped for. We could not have asked for a better stay.
Guest favorite
A hammock hangs gently between trees in a spacious garden, surrounded by large volcanic rocks. Sunlight filters through the lush greenery, creating a serene outdoor space ideal for relaxation. Wooden stools and natural landscaping enhance the tranquil atmosphere.
Home in Vivo d’Orcia
4.96 out of 5 average rating, 136 reviews

At the Sassone Holiday Home, Val d'Orcia, Tuscany

AndrewRating, 5 stars1 month ago
Very spacious beautiful place set next to the forest. Short walk to town. Very friendly locals. Bring a car as there is very limited public transport. We had a great hike from the back door through local trails ( 6.5km to a refuge) There we had a wonderful pasta lunch and beer then hiked back, Wonderful spot for privacy and being away from busyness of popular Tuscany places.
Guest favorite
The illuminated village of Pitigliano is captured at dusk, showcasing its distinct stone buildings and rooftops. The historic tower stands prominently in the background, while soft lights line the streets, creating a serene atmosphere in the valley below.
Apartment in Pitigliano
4.94 out of 5 average rating, 414 reviews

Panoramic penthouse in the ancient village

NanRating, 5 stars2 weeks ago
Luigi responded immediately to all of our inquiries. The apartment was beautiful and comfortable. The bed was comfortable with lots of pillows. The main porch was delightful although on a very hot sunny day it may be impossible to have an umbrella because of the winds. The kitchen had plenty of things for cooking,with spices and olive oil, etc. Although the apartment itself is a bit dark they have done their best with lighting. The art is wonderful! We are older but in good shape so the long stairs leading up to the apartment were not a problem, but as others have said, there are many stairs! Although the apartment is right on the square, the walls are so thick, it was quite quiet! Highly recommend if stairs are not an issue for you.
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!
Guest favorite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castle of Valle

KapoRating, 5 stars1 week ago
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!

Family-friendly home rentals with a pool

Superhost
An outdoor swimming pool is surrounded by lush greenery, offering pleasant views of rolling hills. Sun loungers with striped cushions rest beside the pool. The tranquil landscape is accentuated by a clear blue sky, enhancing the overall serene ambiance of the countryside setting.
Cottage in Radicofani
4.84 out of 5 average rating, 129 reviews

Cottage "Girasole" in Tuscany

LauraRating, 5 stars5 days ago
We had a great time at Clarissa and Antonio's cottage which is in a beautiful and quiet location but close to the center of the village of Radicofani. You can walk there and there are small shops and good restaurants. The cottage is well-equipped, clean and very nice. We were greeted by Sara and Marcello who are very friendly and very nice. We really enjoyed the small welcoming touches. The cottage is in a very good location geographically for visiting the main villages of Tuscany and enjoying beautiful landscapes. We were able to enjoy the pool at the end of the stay which was very nice. We would happily stay at Clarissa and Antonio's again.
Top guest favorite
A serene bedroom space features a spacious bed adorned with soft, neutral-toned linens. Sheer white drapes create a cozy atmosphere, while the open doors offer a view of the lush outdoors, inviting natural light into the room.
Farm stay in Arezzo
4.97 out of 5 average rating, 229 reviews

Explore nature in the center of Vigneti Chianti

CandaceRating, 5 stars2 days ago
Words cannot describe our gratitude and love for the time we spent at Rita's home! We loved every second and wish we could have stayed longer. We will absolutely be back to visit and stay. The home is in pristine condition, and looks exactly like pictures but even more beautiful in person! Rita made us feel like family and we truly consider her a special part of our family now. Thank you so very much for your perfect hospitality Rita, we miss you already!
Top guest favorite
A tranquil pool area features a clear blue swimming pool surrounded by a stone terrace. Six lounge chairs provide comfortable seating, and a row of greenery is visible behind the pool. The rustic villa with its stone façade can be seen in the background against a clear sky.
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 145 reviews

GUIDI POWER

KathyRating, 5 stars1 week ago
From the moment we walked through the entry gate, we knew this was going to be a very special place to stay. The views of the Tuscan countryside were amazing. The interior was so charming - beautifully furnished and very comfortable. Giulia, the host was so thoughtful - even providing us with a wonderful welcome snack. The pool was refreshing and the gardens beautiful. Fantastic location - we could get to all our destinations within an hour. We loved every minute and definitely hope to return some day!!
Superhost
A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 249 reviews

House between Firenze, Arezzo, chianti e Siena

DebbieRating, 5 stars1 week ago
My husband and I adored the tranquility of this stay. Our host Oscar was so proactive, responsive, and helpful. We are so grateful for the kind acts of service Oscar and his team extended towards us. I have Celiac and they took into serious consideration ways to prevent cross contamination and made sure that there were options available for me. Their restaurant was likely the best food that we’ve tasted throughout our stay in Italy! The lobby is filled with its aroma of fresh herbs being cooked. We also adored the little furry friends that would hand around our porch! He had a team of people who would take us to and from the nearest train station and were extremely flexible! The stay is up a mountain so we were so thankful there was someone skilled enough to drive us up and down! Oscar, thank you for everything! We definitely plan to visit again and strongly recommend that anyone stay at your accommodation for peace, tranquility, and amazing food!
Top guest favorite
An outdoor swimming pool is centered in the image, surrounded by a spacious terrace. Umbrellas stand nearby, and a view of rolling hills and distant mountains can be seen in the background under a clear blue sky.
Apartment in Castiglione d'Orcia
4.99 out of 5 average rating, 68 reviews

Mimosa Apartment - Poggio al Vento

PaolaRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at this Airbnb! The space was exactly as described—clean, cozy, and thoughtfully decorated, with all the amenities we needed for a comfortable visit. The bed was super comfortable, and I really appreciated touches like fresh towels and the equipped kitchen. Our host Roberto was exceptional—friendly, responsive, and genuinely welcoming. He made check-in seamless. The location was perfect—quiet and peaceful, yet close enough to everything we wanted to see and do. I would definitely stay here again and highly recommend it to anyone visiting the area. Thanks again for such a lovely stay that we will never forget, Roberto! Wish you all the best.
Superhost
An inviting infinity pool is surrounded by lush greenery and trees, with several lounge chairs positioned nearby. A sun terrace provides ample space for relaxation, and a rustic stone building is visible in the background, complementing the serene outdoor atmosphere.
Farm stay in Gaiole in Chianti
4.95 out of 5 average rating, 102 reviews

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2

KimberleyRating, 5 stars8 months ago
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!!
Guest favorite
Apartment in Caminino
4.91 out of 5 average rating, 167 reviews

Pieve di Caminino Historic Farm

CristinaRating, 5 stars3 weeks ago
The entire property and room itself were beautiful. Beyond our expectations. We enjoyed our short stay there and would absolutely go back in the future for longer given the opportunity. Highly recommend!
Guest favorite
A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.
Villa in Castellina in Chianti
4.93 out of 5 average rating, 213 reviews

The Farmhouse Cottage

KimRating, 5 stars3 weeks ago
Amazing location and wine from their property - and the house manager is amazing! Loved our stay!

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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