
House vacation rentals in Cavriglia
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Top-rated house rentals in Cavriglia
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House rentals with a pool

Wonderful country house
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.

Cercis - La Palmierina
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!

Private villa/swimming pool in Tuscany
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!

Casa San Ripa: Relax Oasis with Private Pool
We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!

Casetta Melograno - Cozy farmhouse in Chianti
I don’t have the words to describe how beautiful this apartment on the hillside is. The apartment itself is nice and cosy and spacious, and the kitchen contains a little bottle of olive oil produced from their own olives. But it is the location, the gardens and the little farm and the view across the valley which can take your breath away. Sonia is happy and welcoming and patient. She showed us around the wine and olive farm and was always approachable when we contacted her. There are two guest apartments side by side, but it is quite private nonetheless. Note that you can hear sounds from the other apartment quite easily. I cannot recommend this enough! Would love to come back.

Antico Borgo Ripostena – n. 8 Casa Vecchia
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)

House Rigomagno Siena
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.

Romantic cosy flat - Toscana Italy
This air B&B was in a beautiful area of Tuscany with breathtaking views. The property had many areas to sit and enjoy the rolling hills.
Weekly house rentals

[Little Escape] 4 Beds + Private Panoramic Pool
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.

La Casa del Briga
Uno de los mejores lugares en los que nos hemos quedado y explicó porqué: Monia y su hija Giusy han sido muy amables, buenas anfitrionas y responden rápido. El lugar nos ha encantado: perfecto para desconectar y pasar rodeados por naturaleza en una casa grande, limpia y cómoda. Además, la casa ha venido muy bien abastecida, sobre todo la cocina: nos dejaron muchas cosas para desayunar y también para la cena, que nos alcanzó para más de un día sin tener que ir. hacer la compra del supermercado! También como padres valoramos mucho que la cuna para nuestra bebé haya sido de las de madera, con su colchón y todo, como en casa. No era una cuna de viaje, así que resultó súper cómodo para nuestra bebé. Asimismo, tenían un cambiador y trona, que nos vinieron genial. En una futura oportunidad, seguro repetiremos!

La Casetta di Nena - Alle porte del Chianti
Elena's Airbnb is great! The location is perfect for trips around the Tuscan countryside, and you'll be surrounded by peace and quiet. Even though it’s a small town, there are good restaurant options and a supermarket very close by. The accommodation is small but very comfortable (ideal for 2 people, but we managed just fine with 4). It has everything needed for a great stay, including excellent internet. Parking is outside the property in an open area, but we always found a spot during the week we spent in Cavriglia. Elena is very easy to communicate with, gave clear instructions, and is a very kind person! The bottle of wine she left for us was the cherry on top! We recommend it with our eyes closed.

Chianti House on the woods
We had everything we needed for a very relaxing stay in rural Tuscany, away from the hustle and bustle of daily life. Our hosts, Alejandra and Filippo, were very welcoming, friendly and helpful with local recommendations.

Tuscany .Countryhouse on the Florence's hills
We stayed at Flora House as a family trip with my parents and had a wonderful time. The house is beautiful, peaceful, and perfect for a relaxing vacation. The kitchen is very well equipped, and we really enjoyed cooking meals together with fresh ingredients from the host’s farm. It was a great place to unwind and spend quality time as a family. Highly recommended!

Podere Tignano, 4-bedroom villa in the Chianti!
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!

The MOONLIT & SUNNY COTTAGE near Florence
This place is absolutely stunning! Alessandro is the most amazing host- very flexible with our late check in and early leaving time- even brought us a cappuccino at 3:30am before we left! Couldn’t recommend more- we will definitely be back- thank you for the most amazing stay!
Private house rentals

Hidden gem in Tuscany
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

7 min Cantina Antinori | Pool | Casa Sala & Pepe
Beautiful home near Chianti. Clean and comfortable, with amazing vineyard/sunset views. The hosts were very responsive and friendly, and they gave clear instructions. One thing to note is that the property is listed as "Entire Home", but it is actually a condominium that shares walls and outdoor common areas with the neighbors. There is a divider in the backyard between us and the neighbors, but it is not completely private. Overall, we had a great time here.

Casa Ora d"Oro - Panoramic Views
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!

Family Forest - Piscina nelle Crete Senesi
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!

Casina del Chianti
Es ist ein Fußmarsch von 1,6 km vom Ortskern Gaiole hoch zum Ferienhaus (die letzten 600m davon ziemlich steil), für einigermaßen sportliche Menschen sehr gut zu bewältigen ( und mit dem Auto GAR KEIN PROBLEM, (wir fahren Skoda Oktavia)). Wir sind den Weg mehrfach gelaufen, ein super Verdauungsspaziergang nach dem Essen im Ort, begleitet von tanzenden Glühwürmchen und Kauz-/ Eulenrufen im Mondlicht. Oben angekommen wartet ein Paradies/Rückzugsort/Ruhepol zu dem alles bereits beschrieben wurde (auf jeden Fall an Mückenschutz denken)....Wir sind total begeistert, das Essensangebot von Mama ist gerade für den Anreisetag eine super Idee, wir kommen gerne wieder. Herzliche Grüße an Edoardo und Familie

MamiHouse
Wir hatten einen wirklich wunderbaren Aufenthalt bei Tamara und Niccolò – vom ersten Moment an haben wir uns wie zu Hause gefühlt. Die beiden sind unglaublich herzliche, aufmerksame und hilfsbereite Gastgeber, immer gut erreichbar und voller großartiger Tipps zur Umgebung. Besonders gefreut hat uns, dass sie ohne Aufpreis unsere Wäsche gewaschen haben – eine wirklich nette und unerwartete Geste. Außerdem warteten zur Begrüßung kostenlose Snacks und Getränke auf uns – ein liebevolles Detail, das sofort für eine angenehme Atmosphäre gesorgt hat. Tamara und Niccolò haben uns tolle Empfehlungen gegeben: schöne Ausflugsziele in der Nähe, eine zuverlässige Scooter-Vermietung und sogar eine Weinverkostung, die zu den Highlights unserer Reise zählte. Die Unterkunft war makellos sauber, gemütlich und mit viel Liebe zum Detail eingerichtet – man merkt sofort, wie viel Wert sie auf das Wohl ihrer Gäste legen. Wir würden jederzeit wiederkommen – absolut empfehlenswert!

La casina ridente in Toscana con vista mozzafiato
Stella nos recebeu muito bem, foi simpática e prestativa. A casa estava muito limpa e organizada. O espaço e aconchegante. O lugar é extraordinário, muito bonito, com natureza exuberante e uma vista maravilhosa. Stella recomendou lugares para visitar e restaurantes da região que gostamos muito. Somente elogios, nenhuma reclamação.

La Casetta
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!
Quick stats about house rentals in Cavriglia
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
870 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Santa Maria della Scala
- Nelson Mandela Forum
- Teatro Tuscanyhall