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House vacation rentals in Chiusdino

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Popular amenities for Chiusdino house rentals

House rentals with a pool

Guest favorite
A shaded outdoor dining area features a large table surrounded by several chairs, nestled under a pergola with lush greenery. The shared swimming pool glistens in the background, framed by terracotta tiles and scenic views of the Tuscan landscape.
Home in San Miniato
4.92 out of 5 average rating, 133 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars1 week ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
Guest favorite
A private pool is set within a well-kept garden, surrounded by lush greenery and gently sloping grass. The octagonal pool is framed by stone pathways and features a small tree at its center. The tranquil outdoor space invites relaxation and enjoyment.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 263 reviews

Charming estate with views

AndrewRating, 5 stars6 days ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Superhost
A charming stone farmhouse is set against a backdrop of green hills. The exterior showcases rustic features, including wooden shutters and a tiled roof. A pathway leads to the entrance, bordered by lush greenery and flowering plants, creating a serene environment.
Home in Figline Valdarno
4.96 out of 5 average rating, 107 reviews

The Owl: view, pool and garden

StephenRating, 5 stars1 month ago
We stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki
Top guest favorite
Aerial view of a rustic stone house surrounded by greenery and olive trees. A rectangular pool is visible, with turquoise water and purple umbrellas shading lounge chairs. The expansive garden features lush grass and landscaped foliage, providing a serene and spacious outdoor environment.
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Collina Power

DeanRating, 5 stars2 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
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!
Superhost
A stone pathway leads to a charming rustic building, surrounded by greenery and blooming flowers. To the side, a flat stone table under a large tree provides a serene outdoor space, inviting relaxation amidst nature.
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars3 weeks ago
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Guest favorite
Home in Poggi del Sasso
4.92 out of 5 average rating, 117 reviews

LECCIONE RESIDENCE

RachelleRating, 5 stars2 weeks ago
We had a truly amazing stay at Andrea’s home. We were welcomed by his parents with a home made cake, jam and wine from a local winery. When planning the trip with our parents and 12 month old, we wanted somewhere we could enjoy amenities of the home, but also be close enough to day trip to different locations in Tuscany. This was the perfect spot! We enjoyed the pool and hot tub as well as day trips to Florence, Grosseto and Siena. Andrea provided amazing recommendations on local places to visit, as well as advising that taking the bus to Florence from Paganico. We couldn’t have asked for a better location and host for our extended family trip to Tuscany!
Superhost
The exterior of a spacious villa is visible, featuring large covered terraces and multiple seating areas. Lush green grass surrounds the building, leading to a wooden deck near the infinity pool, which reflects the landscape and sky.
Home in Casale
4.88 out of 5 average rating, 178 reviews

Infinity view

LeonieRating, 5 stars1 week ago
The most amazing place and lucia was a great host! We can only recommend this place for holidays :)

Weekly house rentals

Guest favorite
The image captures a tranquil outdoor area featuring a swimming pool surrounded by well-maintained grass and foliage. A shaded structure offers seating beside the pool, with steps leading into the water visible. Rolling hills and clear blue skies are seen in the background.
Home in Sovicille
4.94 out of 5 average rating, 77 reviews

Cozy country house Podere Scorno with pool

PaoloRating, 5 stars4 days ago
Staying with Virginia and her family was a wonderful experience that I will carry in my heart. The accommodation is immersed in the beautiful Sienese countryside. The house is cared for in every detail, very clean, cozy and equipped with everything you need to feel at home, with that rustic and authentic touch that makes the atmosphere truly special. Kind, helpful, and always ready to offer advice on places to visit, typical restaurants, and activities in the surrounding area. The silence and tranquility of the place allow you to relax completely, but at the same time the location is strategic for visiting Siena, the Val d'Orcia and many other enchanting villages of Tuscany. Highly recommended for those looking for an authentic stay, in contact with nature and true Tuscan hospitality.
Guest favorite
The image depicts a tranquil swimming pool with sparkling turquoise water, reflecting the surrounding greenery and a distant stone building. Tall cypress trees line the area, enhancing the serene landscape, while sun loungers are arranged neatly near the pool's edge.
Home in Asciano
4.97 out of 5 average rating, 33 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars1 week ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Top guest favorite
A rustic kitchen area is nestled against a stone wall, featuring a wooden bar table with two round stools. Minimalistic shelves hold kitchen essentials, while light streams through a window, illuminating the space and connecting it with the adjoining sleeping area.
Home in Montemassi
4.96 out of 5 average rating, 49 reviews

Capezzuolo 33

BenRating, 5 stars1 week ago
This apartment was so beautiful and the views were even better. We had an amazing stay here as our base for exploring Tuscany - visiting the Val d’Orcia and the thermal baths were a highlight! Lucia and Marco met us on arrival and were extremely friendly and gave us plenty of advice and places to visit. There was an issue with the boiler but Lucia was straight on it and it was fixed by the time we were home for the day. Thank you so much!
Guest favorite
An arched entryway is framed by a rustic stone facade, featuring a large glass door that reflects the lush greenery outside. A terracotta planter with a small plant sits beside a decorative stone figure near the entrance.
Home in Radicondoli
5 out of 5 average rating, 38 reviews

Casa delle Rose

RubenRating, 5 stars2 weeks ago
Had a fantastic stay at Barbara's "Casa Delle Rose". The house is equipped with everything you need, the view at the pool is incredible. Definitely recommended for people like us who are looking for a place to relax and discover Tuscany.
Top guest favorite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5 out of 5 average rating, 79 reviews

Captain's House | Monte Grosso, Elba

CaterinaRating, 5 stars3 weeks ago
The Captain's House is a place that reconciles you with the world. Beauty is experienced for the eyes, spirit, and mind. The views are breathtaking, the view from every window is a painting, and peace and tranquility are guaranteed. The hosts have created a masterpiece by renovating the house: they have respected the original structure by adding every possible comfort. Andrea and Michael are very kind, they anticipated all our possible needs, they provided us with fresh flowers and fragrant herbs in every room, fresh fruit and everything necessary to "start" the kitchen (oil, salt, spices, etc.). Due to a technical issue, we were unable to use the Jacuzzi for one day and they offered us a dinner to apologize. We've never found hosts of this level. We hope to be able to go back and take back those pieces of our hearts that we left at the Captain's House.
Top guest favorite
A charming terrace is bathed in sunlight, featuring a small table set with a floral tablecloth and two cups. Two wooden chairs provide seating, while a vase of flowers adds a touch of color, enhancing the serene outdoor setting.
Home in Monticiano
4.94 out of 5 average rating, 34 reviews

CASA DI ZIO Comfort, nature and relax

TimRating, 5 stars2 weeks ago
Stayed at Marta's for a nearby wedding at Abbey St Galgano. It is in a beautiful part of the world and Marta was a wonderful host. Being very flexible when I arrived 3 hours later than my agreed check in due to complications with a hire car. She is very warm and welcoming, gave me some cherries that she had grown in her garden and gave me great restaurant recommendations. The home is a really good base if you are travelling around the tuscany and the town of Monticiano is very vibrant for a very small place. Lots of amenities.
Guest favorite
The exterior of a rustic stone building is captured, featuring terracotta pots with young citrus trees planted in front. A gravel driveway leads to the entrance, with steps ascending to the porch. A red tractor is positioned to the left, enhancing the agricultural setting.
Home in Gerfalco
4.94 out of 5 average rating, 49 reviews

Barn of Vignanova in Alta Maremma (Montieri)

MatthiasRating, 5 stars1 week ago
Lucia's accommodation is a dream for all who seek peace in the midst of nature. You are surrounded by the forest, a magnificent starry sky and countless fireflies (at least in early June we were lucky). You can hear a stream rushing and countless birds chirping, every now and then a wild boar grunts in the distance and various cats stop by every now and then. The place is very tastefully decorated and Lucia is incredibly warm. The journey is much less dramatic than it seems at first glance. Absolutely recommended!
Top guest favorite
A bright interior space is shown, featuring a table with chairs set for breakfast. A cozy sofa is positioned nearby, and a cabinet holds decorative elements. A well-equipped kitchenette is visible, with dishes neatly arranged on the counter. A window offers a view of the outside garden.
Home in Roccastrada
5 out of 5 average rating, 5 reviews

Apartment in the countryside

Dr. SveaRating, 5 stars9 months ago
Exceptionally beautiful apartment furnished with a lot of love and taste in a beautiful, well-kept complex! The beautiful, well-kept pool is the icing on the cake that makes the complex perfect. We really enjoyed the four-course dinner under the stars, but there are also so many good restaurants in the area that you can't try them all. Chiara and Stefano are the perfect hosts, you can learn a lot of interesting things from them! They also attach great importance to sustainability, the facility is self-sufficient and only organic wines are produced in the associated winery.

Private house rentals

Guest favorite
The villa is positioned on a hillside, offering panoramic views of the rolling Tuscan countryside at sunset. Olive trees are scattered throughout the landscaped garden, with a covered terrace visible, inviting outdoor relaxation and dining. Warm light bathes the scene, enhancing the natural beauty.
Home in Castelmuzio
4.98 out of 5 average rating, 40 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars2 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Guest favorite
A dining area features a sturdy wooden table surrounded by several chairs, complemented by an arched ceiling with exposed wooden beams. The adjacent kitchen is visible, showcasing light-colored cabinetry and decorative touches, creating an inviting space for meals.
Home in Sovicille
4.94 out of 5 average rating, 47 reviews

Acacia

TessaRating, 5 stars1 month ago
A beautiful accomodation in a quiet town, with a lovely host who was able to provide recommendations and solutions for our travel!! Thanks Sylvia!
Guest favorite
A bright kitchen features a large wooden window overlooking a leafy garden. Fresh flowers are arranged in a vase on the countertop, accompanied by a bowl of eggs. Natural light enhances the space, highlighting the white cabinetry and sink area.
Home in Colle di Val d'Elsa
4.94 out of 5 average rating, 63 reviews

Countryhometuscany - House with Garden -

MarcinRating, 5 stars1 month ago
We had a wonderful stay in this beautiful accommodation in Tuscany. The views are stunning, and the property includes a small, fenced garden, which was perfect for our dog. There's also a large pool available to all guests, which was a huge plus. Having a car is a must. The location is ideal for visiting local spots like Siena, San Gimignano, and Val d’Orcia. The host provides a fantastic guidebook with recommendations, and we were never disappointed by any of the places he suggested. The fully equipped kitchen made it easy to prepare meals, and we enjoyed relaxing dinners in the garden under the lights. Overall, it's a cozy and comfortable place, perfect for a Tuscan vacation
Superhost
A charming outdoor area features a wooden table surrounded by vibrant flowers in various pots. A shaded pergola provides a cozy atmosphere, while lush greenery decorates the rustic brick exterior of the structure. Soft sunlight enhances the inviting setting.
Home in Radicondoli
4.92 out of 5 average rating, 48 reviews

a hideaway in the heart of tuscany

ChiaraRating, 5 stars3 weeks ago
A perfect base to fully enjoy Radicondoli and Tuscany! Charming and peaceful place amongst the trees with superb views of the valley!
Superhost
A warm living area features arched windows allowing natural light to fill the space. A wooden coffee table is positioned in the center, surrounded by a comfortable sofa and a rattan chair. Shelving units display decorative items and a small plant sits atop the table.
Home in Lucignano
4.85 out of 5 average rating, 39 reviews

La Casetta

LauraRating, 5 stars1 month ago
Beautiful, peaceful stay. Amazing, secluded location. The hosts were very friendly and welcoming - made us feel right at home. Lots of great walks around, including the nearby winery. The only downside is it does get rather cold in the stone apartment but during warmer weather the coolness in the apartment would probably be perfect. They provided a portable heater & a hot water bottle though which was nice. Thank you Tebea for being such a lovely host!
Guest favorite
A scenic view showcases rolling green hills of the Tuscan countryside, framed by a balcony adorned with potted plants. Below, a serene indoor space features a stylish bathtub with glowing blue water and a decorative table setting, inviting relaxation with a glimpse of the landscape.
Home in Sasso D'ombrone
5 out of 5 average rating, 29 reviews

Tosco Suite "Solis"

DinaRating, 5 stars1 day ago
Location was perfect and close to fun things to do. The host was very responsive and friendly. 10/10 recommend staying here. Everything was very cleaned and beautiful.
Top guest favorite
The exterior of a rustic stone building features multiple windows framed by greenery. Flowerpots with blooming plants are placed around the entrance, which is adorned by two large doors. A grassy area extends in front, inviting relaxation in a serene natural setting.
Home in Roccastrada
5 out of 5 average rating, 81 reviews

Delightful loft surrounded by greenery with garden

ChiaraRating, 5 stars6 months ago
It was a more than pleasant stay. Ezio and Angela's home is a small paradise surrounded by nature. We were welcomed as family. Communication was great, easy and good advice. I really appreciated the great flexibility in check-in and check-out that made us independent. Everything really great! We'll definitely be back! Very convenient to reach the thermal springs of Petriolo: just under half an hour by car in the middle of the countryside.
Top guest favorite
A sunlit terrace is visible outside the stone building, featuring a small table and chairs sheltered by a white umbrella. Lush greenery surrounds the area, with distant mountains and a blue sky adding depth to the serene landscape.
Home in Murlo
4.95 out of 5 average rating, 19 reviews

The little house in the countryside

SophieRating, 5 stars6 days ago
It was wonderful in Guilia's house! Check-in and check-out were straightforward and quick. The house is clean and quiet. There are many ways to do things or just relax. In the meantime, the air conditioning did not work and Guilia immediately sent her very dear parents who solved the problem! We would stay at the accommodation again in a heartbeat :)

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Chiusdino
  6. House rentals