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Family-friendly vacation rentals in San Quirico d'Orcia

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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 stars6 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
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!
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 a Montepulciano con Piscina

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 ground-level countryside dwelling is presented with natural stone pathways and wooden shutters. Potted plants are positioned near the entrance. The exterior is complemented by expansive windows, providing views of the surrounding landscape under a clear blue sky.
Home in Catabbio
4.89 out of 5 average rating, 159 reviews

Country house La Meria

AlexRating, 5 stars1 month ago
Als je hier verblijft, waan je je in een schilderij, zo mooi is dit huisje gelegen in de bergen! Lucca is echt super aardig en grappig. Hij verteld een hoop. Het restaurant wat ze runnen is ook prima, en goed eten! Het ontbijt is uitgebreid. Wij raden dit huisje zeker aan!
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, 393 reviews

Old hayloft on the Chianti hills

NicoleRating, 5 stars2 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 - appartamento panoramico

DianneRating, 5 stars3 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

RalfRating, 5 stars6 days ago
Können wir absolut empfehlen ! Ist alles so wie im Text beschrieben und auf den Foto´s zu sehen. Liegt ca 2 km außerhalb vom total schnuckeligen Örtchen Casole de Elsa. Von Andrea + Barbara gab´s alle nötigen Infos zur Anreise und viele tolle Tipps vor Ort, immer mit den dazugehörigen Links. Zum Beispiel verzögerte sich unsere Anreise verkehrsbedingt auf ca. 22:15 Uhr. War kein Problem, wir standen in Kontakt und als wir ankamen, hat uns Andrea persönlich in Empfang genommen. Und wenn wir während unseres Aufenthaltes eine Frage hatten, kam immer sehr zügig eine Antwort. (Wo man in Siena am Besten parken kann, wie gelangt man am Besten nach Florenz, ...)

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!
Guest favorite
The image captures a vibrant town square in Cortona, featuring a historic clock tower and a series of stone steps leading to a large building. Outdoor seating is visible, with visitors enjoying the sunny day, and nearby buildings display a range of architectural styles.
Home in Cortona
4.94 out of 5 average rating, 200 reviews

Casa del Passerino

ClaudiaRating, 5 stars4 days ago
We will definitely stay here again. This unit was incredible! Complete paradise!!
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

LiliiaRating, 5 stars4 days ago
Неймовірна вілла! Тут живеш ніби в хатинці хоббітів, дуже чисто і доглянуто і автентично! легкий доїзд і неймовірний вид з пагорбу на Тоскану
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

Al Sassone Holiday Home, Val d'Orcia, Toscana

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
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

AntiamRating, 5 stars1 month ago
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.
Top guest favorite
The exterior view captures a rustic stone house bordered by tall trees. A pathway leading to the dwelling is visible, accompanied by lounge chairs set on a grassy area. The tranquil setting reflects the peaceful ambiance of the countryside.
Home in Scrofiano
4.97 out of 5 average rating, 147 reviews

Jenny's Barn

FallonRating, 5 stars4 days ago
My husband and I very much enjoyed our stay at Jenny’s Barn as part of our honeymoon! Jenny was so helpful, and had great recommendations. The place was so quiet, peaceful, and private. We enjoyed having dinner and breakfast every day on the patio. Everything was so well stocked and thoughtful! We definitely recommend!

Family-friendly home rentals with a pool

Top guest favorite
Farm stay in Pisa
4.99 out of 5 average rating, 296 reviews

Tenuta Chiudendone in Tuscany

AnthonyRating, 5 stars3 weeks ago
Our stay was absolutely amazing. We travelled with our 3 kids (5)(5)(7). We spent 5 nights at the farm. I highly recommend trying the farm to table experience. Francesco and Isabella were so welcoming. We enjoyed great food and wine while learning about the farm. The apartment was absolutely stunning. There are so many little details. It was quiet and the views from the windows were amazing. I booked this place after reading the reviews. If you are contemplating booking, just book it. My family had an amazing time on the farm. We walked the farm to the old church, my wife and I ran in the valley below. Plenty of great grocery options in the area. We even grilled at the farm. During our time there we also visited Florence, San Gimignano, and Lucca, all within 50 minutes from the farm. The infinity pool was great. Thank you for such an amazing experience. We will never forget our time on the farm in Tuscany.
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
Nous avons passé un excellent séjour dans le cottage de Clarissa et Antonio qui est situé dans un endroit magnifique et au calme mais proche du centre du village de Radicofani. On peut s’y rendre à pied et l’on y trouve de petits commerces et de bons restaurants. Le cottage est bien équipé, propre et très agréable. Nous avons été accueillis par Sara et Marcello qui sont très avenant et très sympathiques. Nous avons beaucoup apprécié les petites attentions de bienvenue. Le cottage est très bien situé géographiquement pour visiter les principaux villages de Toscane et profiter de magnifiques paysages. Nous avons pu profiter de la piscine en fin de séjour ce qui a été très appréciable. Nous reviendrons avec plaisir séjourner chez Clarissa et Antonio.
Top guest favorite
The image displays a tranquil outdoor setting featuring a stone swimming pool surrounded by lush greenery. In the background, a historic tower rises among tall trees, while olive trees are seen in the foreground, enhancing the natural beauty of the landscape.
Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 114 reviews

Torre dei Belforti

MoniqueRating, 5 stars3 weeks ago
An Unforgettable Tuscan Castle Stay Our stay in Tuscany was nothing short of magical. We had the rare opportunity to stay in a centuries-old castle perched atop a hill, offering unmatched views of the surrounding town and countryside. The Castle Experience If you have mobility limitations, be aware: the castle involves walking up steep hills and multiple flights of stairs. But if you’re able and willing to make the climb, it’s absolutely worth it. I stayed on the fourth floor, and the panoramic view over the town and rolling hills was beyond anything I could have imagined — especially at sunrise and sunset. Each floor of the castle is thoughtfully laid out: • 1st floor: Cozy queen-sized bed with a private bathroom. • 2nd floor: Full kitchen and additional restroom. • 3rd floor: Twin beds perfect for kids or friends. • 4th floor: A large, flexible room that can be arranged with one or two beds — very comfortable! The garden overlooking the hills is serene and perfect relaxing.
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, 228 reviews

Esplora la natura al centro di Vigneti Chianti

KathrynRating, 5 stars5 days ago
What a fantastic getaway! We loved stayed at Rita’s place and soaking up the peaceful Tuscan countryside. The interior space was so charming, and the exterior landscape was a dream. Rita made us feel right at home, and even had a bed and high chair prepared for our baby. She helped us decide where to eat and do wine tastings, and each recommendation was 10/10. Thank you Rita!
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!
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!
Superhost
Farm stay in Montepulciano
4.78 out of 5 average rating, 262 reviews

La Manonera Cottage for 2 people

MarjaanaRating, 5 stars6 days ago
The surroundings were wonderful and peaceful. The courtyard was beautifully kept and the room decor was idyllic. Liliana was warm and welcoming.

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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