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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
4.93 out of 5 average rating, 134 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars3 weeks 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!
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars3 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Top guest favorite
Home in Pereta
5 out of 5 average rating, 57 reviews

Bel Casale with sea view and the mediaeval village

DennisRating, 5 stars1 week ago
Die Kommunikation vor unserer Anreise war sehr gut, die Gastgeberin hat sehr schnell auf Nachrichten reagiert und sich selbst auch proaktiv bei uns gemeldet. Wir wurden sehr freundlich empfangen und durften sogar 1h früher einchecken. Uns wurde alles in und um das Haus gezeigt. Das Haus und der Garten + Pool waren sehr sauber. Die Klimaanlagen in den Schlafzimmern waren wichtig und haben auch gut funktioniert. In der Küche findet man alles was man benötigt. Der Garten ist schön groß und top gepflegt. Auch der große Pool mit dem wunderschönen Ausblick hat uns begeistert. Die Gastgeber, die ca. 50m neben an wohnen, haben sich jeden morgen um den Pool gekümmert und geprüft ob dort alles okay ist. Die Anfahrt war auch relativ einfach. Ca. 30 Minuten Autofahrt zum Haus gibt es einen großen Coop Supermarkt, wo wir einkaufen waren. Das Meer ist auch nur 30 Minuten mit dem Auto entfernt. Alles in allem waren wir sehr zufrieden und haben unseren Urlaub als 6 Personen Gruppe voll genossen!
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, 108 reviews

The Owl: view, pool and garden

FrankRating, 5 stars1 week ago
Ein unvergesslicher Aufenthalt im Herzen der Toskana! Die Wohnung liegt traumhaft schön in der Natur – umgeben von sanften Hügeln, Weinbergen und unzähligen Olivenbäumen, die in der Sonne silbern schimmern und das Landschaftsbild einfach magisch machen. Die Aussicht ins Tal ist atemberaubend schön – man könnte stundenlang einfach nur dastehen und schauen. Der 28 Meter Pool? Besser geht es nicht – perfekt gelegen mit Panoramablick, absoluter Ruhe und einer Atmosphäre, die zur puren Entspannung einlädt. Was diesen Ort aber wirklich besonders macht, sind die Menschen: Jacopo, Sophia und ihre Kinder haben uns mit einer so herzlichen Offenheit empfangen, dass wir uns sofort wie bei guten Freunden gefühlt haben. Es ist einfach schön, solchen Menschen zu begegnen – authentisch, warm und voller Lebensfreude. Und dann war da noch Luba, die Schäferhündin – ein echtes Herz auf vier Pfoten! Sie hat uns jedes Mal mit solcher Freude empfangen, dass wir sie sofort ins Herz geschlossen haben.
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, 181 reviews

Podere Collina

AlexandraRating, 5 starstoday
Beautiful and rustic farmhouse placed in ancient olive grove. We had six adults and were extremely comfortable for our two week stay. Some days we never got out of the clean and refreshing pool. Family dinners were prepared in the perfectly functional kitchen served in the courtyard dining table Nicola was always availableto answer whatever ever came up. Loved the house and our Tuscan vacation
Guest favorite
Home in Rigomagno
4.96 out of 5 average rating, 101 reviews

House Rigomagno Siena

Marco JustusRating, 5 stars2 weeks ago
Wir hatten eine wunderbare Zeit in diesem absolut niedlichen Haus, das inmitten atemberaubender Natur liegt. Die Ruhe ist einzigartig – man hört nur das Zwitschern der Vögel, und hin und wieder zeigen sich Rehe am Waldrand. Einfach magisch! Der Pool war top gepflegt und man hatte richtig Ruhe. Ein echtes Highlight war für uns die Küche: So liebevoll eingerichtet und außergewöhnlich gut ausgestattet – das haben wir so noch nie erlebt! Der Gasherd und der hochwertige Backofen haben das Kochen zu einem Vergnügen gemacht. Gastgeber Diego war unglaublich freundlich, aufmerksam und herzlich. Man fühlt sich bei ihm sofort willkommen und bestens umsorgt. Ein perfekter Rückzugsort für alle, die Natur, Ruhe und liebevolle Details zu schätzen wissen.
Guest favorite
Home in Poggi del Sasso
4.92 out of 5 average rating, 118 reviews

RESIDENZA LECCIONE

AndrewRating, 5 stars2 weeks ago
Lovely house in a beautiful area. Pool was used a lot as the weather was hot. Andrea was very responsive and helped out with some great local suggestions. We had a very enjoyable time and had everything we needed. Slept so well, beds were super comfortable!
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, 179 reviews

Infinity view

JannisRating, 5 stars1 week ago
Wir haben eine Woche in diesem Haus verbracht und waren rundum zufrieden. Die Lage ist ruhig und idyllisch, mit einem weiten Blick über die toskanische Landschaft – besonders vom Infinity Pool aus ein echtes Highlight. Der Pool ist sehr gepflegt und bietet genug Platz zum Schwimmen und Entspannen. Das Haus ist sauber, gut ausgestattet und geschmackvoll eingerichtet – modern. Küche, Badezimmer und Schlafzimmer waren in einwandfreiem Zustand. Die Gastgeberin war sehr freundlich, gut erreichbar und hat bei Fragen schnell reagiert. Der Check-in verlief reibungslos, alle wichtigen Infos wurden vorab zur Verfügung gestellt. Gerne jederzeit wieder!

Weekly house rentals

Superhost
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
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 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 serene outdoor space features a large, clear swimming pool surrounded by carefully manicured hedges and tall trees. The rustic stone house stands in the background, complemented by a few lounge chairs near the pool, offering a peaceful setting for relaxation.
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars2 weeks ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
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
4.94 out of 5 average rating, 36 reviews

Family Forest - Piscina nelle Crete Senesi

JánRating, 5 stars1 week ago
Apartmán nás skutočne očaril, izby pekné, čisté s klimatizáciou, štýlové, v obývačke veľká Tv, kuchyňa so všetkým čo tu má byť. Samotný "rezort" bol na kopci s krásnymi výhľadmi, obrovská záhrada, bazén, všetko štýlové také Toskánske, okolie prenádherné, pohoda, kľud,pokoj, všetko čo tu potrebujete tak aj nájdete. Ako vravia Taliani, je to tu " Tutto bene"
Guest favorite
A spacious living room features exposed wooden beams above, with a cozy seating arrangement of soft sofas. A rustic wooden coffee table sits in the center, surrounded by warm, terracotta-tiled floors. A classic fireplace provides a focal point, complemented by thoughtful decorative accents.
Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 93 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars2 months ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Guest favorite
A stone facade is viewed from a well-maintained garden, featuring lush green grass and neatly trimmed hedges. A wooden door is visible, leading into a charming interior, while the house's rustic architecture complements the serene landscape under a clear blue sky.
Home in Castellina in Chianti
4.98 out of 5 average rating, 99 reviews

Explore Chianti from a Charming Stone House

ThierryRating, 5 stars4 weeks ago
La récompense est au bout de quelques centaines de mètres de chemin empierré mais praticable: l'environnement de la maison est superbe et la vue sur la campagne du Chianti est magnifique. La maison n'est pas très grande mais convient pour 4 personnes. Elle est très bien entretenue et équipée. Les produits que Monica laisse gentiment à disposition dans les salles de bains sont raffinés. La piscine (commune aux différents logements du hameau) est suffisamment grande pour pouvoir se détendre en nageant, avec une vue imprenable sur la campagne toscane. A partir de Castellina, il est facile de rayonner pour découvrir Sienne (à moins d'une demi-heure de route) et toute la région du sud du Chianti. Florence est un peu plus loin (compter une bonne heure de route). Séjour magique. Et Monica est très réactive pour aider ses hôtes.
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 83 reviews

La casina ridente in Toscana con vista mozzafiato

PoojaRating, 5 stars3 days ago
Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.
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, 80 reviews

Casa del Capitano | Monte Grosso, Elba

NataschaRating, 5 stars1 week ago
Das traumhaft schöne Casa del Capitano ist mit viel Aufwand und Respekt für das historische Gebäude, die Umwelt und die Natur renoviert worden. Die Ausstattung ist luxuriös (zB gemauerter Whirlpool aus Naturstein) und wirklich alle denkbaren Annehmlichkeiten sind vorhanden (zB Eiswürfelmaschine). Die Aussicht ist unfassbar, 270 Grad Meerblick lassen sich kaum begreifen. Die Gastgeber waren jederzeit erreichbar, zuverlässig, haben alles perfekt organisiert und uns mit Rat und Tat begleitet (zB wo sonntags nach Ankunft mit der Fähre einkaufen) – vom Check-in bis zur Abreise. Besonders der persönliche Kontakt war außergewöhnlich herzlich und sehr sympathisch. Es gab viele kleine, liebevolle Details wie frische Zitronen aus dem Garten sowie Kräuter und „Elba-Duft“ (Aqua dell’Elba) im Haus. Und die detaillierteste Zusammenstellung an Informationen über das Haus und die Umgebung, die ich je gesehen habe. Man spürt, dass hier an nichts gespart wurde, damit sich die Gäste rundum wohlfühlen.
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, 65 reviews

Countryhometuscany - House with Garden -

GabrielleRating, 5 stars2 weeks ago
Beautiful property with warm, welcoming hosts. The bed was exceptionally comfortable, and everything is tastefully decorated The kitchen is fully equipped, perfect for cooking meals at home. The pool was a great temperature, immaculately clean, and came with stunning views of the surrounding countryside. The entire setting is peaceful and relaxing, yet only a 35-minute drive to Siena and 50 minutes to Florence. We especially loved watching the sunset at the nearby five-star Belmond hotel. We went for drinks at 7pm, enjoyed live music, and were surrounded by the heavenly scent of jasmine. There is no air conditioning but the fans were absolutely fine! Another highlight was La Speranza, a gorgeous deli serving excellent coffee, pastries, cheese, and wine. They kindly spoke English when we got stuck and made us feel so welcome.

Private house rentals

Top guest favorite
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi
5 out of 5 average rating, 51 reviews

Villa Podere Cerretino

TalithaRating, 5 stars1 month ago
Wij verbleven met onze vriendengroep in het huis van Nicola en het was fantastisch! Prachtig huis, precies zoals op de foto’s. Mooi uitzicht en een heerlijke rustige omgeving. De chef kok en de pizza party zijn echt een aanrader, onwijs van genoten! Wij raden dit huis zeker aan voor vriendengroepen/familie’s!! :)
Top guest favorite
The image captures a stone villa surrounded by lush greenery and mature trees, creating a serene outdoor environment. The building's rustic architecture is complemented by terracotta roofs. Sunlight filters through the leaves, casting soft shadows on the sun-drenched ground.
Home in Monte San Savino
5 out of 5 average rating, 33 reviews

Beautiful villa with pool in secluded location

NeilRating, 5 stars8 months ago
We had a lovely stay here. The location was perfect—exactly what we were looking for. Peaceful, quiet, surrounded by nature, with classic rustic, yet elegant furnishings. The villa is gorgeous with attention to design & detail. For 6 women, it was perfect for us each to have our own bedroom and space to relax. Each room had its own unique view and touch. There are also plenty of common spaces throughout the house for connecting together. The kitchen is large enough and fully equipped for plenty of great meals to be prepared and enjoyed together. The dining room is nice to enjoy a more elegant meal. The outdoor spaces are beautiful. We used the outdoor terrace for watching the sunset, enjoying brunch, and making pizzas. The washing machine and dryer are easy to use. The pool area is beautiful and there are plenty of outdoor spaces to go for a walk and enjoy the surrounding nature. The hospitality was unmatched from Tristan & Angela. I will absolutely book again and hope to return soon!
Superhost
A traditional villa is situated within a verdant landscape, featuring a spacious swimming pool surrounded by manicured grass. Sun loungers are positioned beside the pool, offering a relaxing outdoor space, while tall trees and shrubs provide a natural setting.
Home in Buonconvento
4.88 out of 5 average rating, 17 reviews

Il Fienile - Pool Villa with 4 Bdrs and Sauna

SadieRating, 5 stars5 days ago
This place is a dream! Everything is stunning. I loved every room and every view. Everything is thoughtfully put together with comforts like an ice machine and AC on when you arrive. The staff are friendly and go above and beyond. I loved the wine available for purchase. Pietro was a great communicator and helpful with fabulous suggestions and support. I would come back in a heartbeat.
Guest favorite
A traditional stone house with a sloped roof features wooden shutters and a central door. An awning provides shade over a dining table set on a well-maintained lawn. Surrounding flowers and greenery create a peaceful outdoor setting, reflecting a serene countryside ambiance.
Home in Greve in Chianti
5 out of 5 average rating, 61 reviews

La Loggia - Casine al Sole

PeterRating, 5 stars1 month ago
Spontan gebucht. Und problemlos kurzfristig alles nötige regeln können. Federico ist unaufgeregt kommunikativ und kann den Aufenthalt mit guten Empfehlungen verfeinern. Die Lage ist besonders. Der Ort hat wine gute Wirkung auf Körper und Gemüt. WeiläuAbgelegen aber nicht weit zum einkaufen oder zu Restaurants. Ein schöner Pool. Geschmackvolle Räumlichkeiten. WlanJunckies könnten manchmal mit dem netz etwas hadern aber das Gesamtbild wird dadurch nicht geschmälert. Alles was sonst nötig ist,ist vor Ort oder wird von Federico prompt besorgt. Ein wunderbarer Ausgangspunkt für Besuche in Florenz oder im Chianti. Jede Menge auch rustikale trattorias,Winzer und Oliven Bauern in der Nähe.
Top guest favorite
Home in San Gimignano
4.98 out of 5 average rating, 41 reviews

Tuscany:Stone house, private pool and garden

MarceloRating, 5 stars1 week ago
This house is the perfect place for two families traveling together. It’s incredibly cozy, thoughtfully designed, and fully equipped with amenities that let you truly enjoy the beauty of the Tuscan countryside. From the moment we arrived, we felt at home. The hosts went above and beyond — welcoming us with fresh fruit, traditional sweets, bottled water, coffee, milk, and a selection of Tuscan wines, which we truly appreciated. They also provided high-quality Italian hygiene products, which added a thoughtful and luxurious touch to our stay. One of the highlights for us was the host’s responsiveness. Communication was always fast, helpful, and friendly — a detail that made a big difference. We didn’t get a chance to use the private pool due to our tight schedule, but the property still gave us a real sense of independence, comfort, and safety. I 100% recommend this property. It’s a peaceful, beautiful place — perfect for relaxing, connecting with nature, and creating memories
Top guest favorite
A spacious living area showcases a modern sectional sofa accented by decorative throw pillows. A glass coffee table sits in front, and a large TV is mounted on the wall opposite. Soft lighting highlights the charming ceiling details and a marble fireplace adds an elegant touch.
Home in Montalcino
5 out of 5 average rating, 8 reviews

New Palazzo in City Center: 4 King Bedrms 6 Bath

FrancescaRating, 5 stars5 months ago
Palazzo Tamanti ha pienamente soddisfatto tutte le nostre aspettative !! Cercavamo un luogo perfetto e denso di atmosfera per trascorrere un capodanno magico e particolare : quest'anno abbiamo trovato il top !! Abbiamo amato ogni angolo di questa residenza , ristrutturata da poco e dotata di tutti i confort ... Materassi, guanciali, piumoni e imbottiti superlativi !! Non ho mai dormito così bene... A palazzo Tamanti ogni dettaglio è curato al massimo e ogni ospite si sente coccolato dall'inizio alla fine del soggiorno.... Impianto elettrico sopraffine, tutte le dotazioni tecnologiche sono perfettamente funzionanti e di livello elevato, le quasi 200 foto presenti sul sito sono perfettamente rispondenti alla realtà. L'accoglienza da parte dell'host Valentina è stata perfetta, sempre gentile e disponibile. La casa è situata in pieno centro storico , per cui tutto è a portata di mano e si può raggiungere a piedi. Cari Brian, Carrie e Valentina, grazie di tutto !!
Top guest favorite
A scenic view of rolling green hills stretches across the horizon, dotted with trees and farmland. A patio umbrella and lounge chairs are positioned outside, inviting relaxation. The sky is partly cloudy, with soft sunlight illuminating the landscape.
Home in San Giovanni d'Asso
5 out of 5 average rating, 62 reviews

Country chic house in a village,private pool,wiFi

PennyRating, 5 stars1 month ago
Lorenzo met us on the street to walk us to the villa and showed us everything with a very warm welcome! The views are breathtaking! We found the location to be an excellent base to visit all of the surrounding towns. Having Grazia Franchini (see the host’s guidebook) prepare and serve dinner for us in the villa after a fabulous day of Brunello wine tastings was such a treat! Would definitely return to the area and stay here again but next time will set aside a day just to relax by the pool!
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
4.83 out of 5 average rating, 41 reviews

La Casetta

EllaRating, 5 stars1 month ago
Wir hatten eine wirklich wunderbare Zeit in der Unterkunft! Sie ist genauso wie auf den Fotos: Sehr schön eingerichtet, ruhig und mit tollem Ausblick. Eines der schönsten Airbnbs, in denen wir bisher waren! Der Pool war leider geschlossen, dafür kann man aber in den umliegenden Seen schwimmen gehen. Wir waren nur zwei Nächte dort, wollen aber ganz sicher noch einmal wiederkommen und dann auch länger bleiben!

Destinations to explore

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