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Villa vacation rentals in Civitella in Val di Chiana

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Popular amenities for Civitella in Val di Chiana villa rentals

Private villa rentals

Guest favorite
A private pool area is surrounded by lush greenery and offers stunning views of the landscape below. Several sun loungers are positioned on the pool deck, with large umbrellas providing shade. The serene ambiance invites relaxation amid nature.
Villa in Castiglion Fiorentino
4.98 out of 5 average rating, 64 reviews

Tuscany Villa Mammi

CallumRating, 5 stars1 week ago
Simone was a truly fantastic host. He was always so friendly, eager to help, and checked in with us every few days to make sure everything was okay, but never to the point it felt like it was encroaching on our privacy. Both check in and check out were super easy. The villa and its surroundings are absolutely stunning. I’d go as far to say it’s the best airbnb I have stayed in. The photos don’t show just how many areas there are on different levels which is great if you like to have a bit of privacy or different views every now and then. We loved watching the sunset over Tuscany each night. If you find steep hills a bit of a challenge, you may have difficulty walking to/from town, but this is no problem if you’ve hired a car. Thanks so much, Simone!
Guest favorite
A spacious terrace features a stone wall and a round dining table surrounded by several chairs. Potted plants adorn the area, with scenic views of the countryside visible in the background under a partly cloudy sky.
Villa in Scrofiano
4.98 out of 5 average rating, 57 reviews

Villa Il Tollino

SebastianRating, 5 stars1 month ago
Die Villa von Giancarlo & Gabriella ist traumhaft und sehr ruhig gelegen. Wer Ruhe in ländlicher Umgebung sucht ist hier genau richtig! Die Villa ist sehr gut ausgestattet, der Garten groß und sehr schön angelegt. Der Jacuzzi ist das Sahnehäubchen obendrauf und lädt zu einem entspannten Abend unter freiem Himmel ein. Alles in allem eine absolut empfehlenswerte Unterkunft! Giancarlo & Gabriella sind ganz liebevolle Menschen die alles wunderbar erklären, immer zur Stelle sind, wenn man sie braucht und einem das Gefühl vermitteln sich wirklich zuhause in Ihrer Villa zu fühlen. Vielen lieben Dank Giancarlo & Gabriella. Der Wein und das Gebäck waren köstlich :-)
Guest favorite
A charming stone-crafted villa is set among lush greenery, with terraced levels adorned by landscaped gardens. A private pool with sun loungers is positioned in the lower terrace, while the villa overlooks rolling hills, providing a tranquil backdrop for relaxation.
Villa in Gaiole in Chianti
5 out of 5 average rating, 6 reviews

Casanova di Bricciano

JacquesRating, 5 stars4 weeks ago
Nous avons découvert un endroit incroyable avec une vue et un décor fééerique typiquement de la Toscane. Les hôtes Andréa et Fabio sont très accueillants et disponibles, et la maison était impéccable et identique aux photos. C'est plus qu'un 5 étoiles! Nous sommes des fervents de la location par AIrbnb, et ce fut le plus bel endroit que nous avons connu, un coup de coeur! Nous avons pu également profiter d'une dégustation de vin à leur vignoble familial, et ce fut une très belle et enrichissante expérience. Nous avons passé des moments mémorables en Toscane et c'est beaucoup à cause de cette location. De plus, il y a un petit village à proximité, et nous avons découvert de délicieux restaurants. Cette villa est également près de Florence et Sienne. Nous vous recommandons très fortement cet endroit.
Guest favorite
An outdoor dining area is presented on a spacious terrace, featuring a large table set with plates and glasses. A bottle of sparkling wine and a bowl of grapes are positioned at the center. Lush greenery and distant mountains are visible in the background.
Villa in Pergine Valdarno
4.82 out of 5 average rating, 17 reviews

Exclusive Villa with Private Pool and Air Cond.

KaraRating, 5 stars11 months ago
Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.
Top guest favorite
An outdoor dining area is set with a green stone table, featuring neatly arranged plates, silverware, and glassware. A blue ceramic pot and a bottle of wine are included. The background reveals an infinity pool overlooking a lush forest with rolling hills under a partly cloudy sky.
Villa in Gaiole in Chianti
5 out of 5 average rating, 23 reviews

Montemarcoli

MaxRating, 5 stars1 month ago
Si vous aimez la nature mêlée au confort d’un logement moderne vous apprécierez le logement proposé par brigitta. Une pépite toscane.
Top guest favorite
A modern kitchen area is seen, featuring white cabinetry and a stone backsplash. Kitchen appliances, including a microwave and coffee maker, are visible. A dining table with wooden chairs occupies the corner, while a comfortable sofa is positioned nearby. Warm lighting enhances the inviting atmosphere.
Villa in Montepulciano
5 out of 5 average rating, 48 reviews

Terra Antica Suite & Ville - Montepulciano

JohnRating, 5 stars3 weeks ago
Beautiful property. Staff were amazing, responsive and friendly. Location ideal for visiting other cities by car. Exactly as pictured. Breakfast which was added on a day to day basis was spectacular. Very relaxing sitting on patio and by the pool.
Guest favorite
An inviting outdoor area features a rectangular pool surrounded by a tiled patio. Lush greenery and flower beds line the space, while a rustic stone house with a tiled roof is visible in the background, completing the tranquil atmosphere.
Villa in Paciano
4.98 out of 5 average rating, 45 reviews

Villa Fortuna with Hot-Tub and pool near Tuscany

JenniRating, 5 stars2 weeks ago
A Perfect Holiday – Like Heaven on Earth! This place exceeded all our expectations. A stunning and peaceful location with breathtaking views over the valley, lake, and mountains. The house and garden were beautifully maintained, and the accommodation was very clean and comfortable. A special thank you to Mrs. Lesley, who was an invaluable help throughout our stay. She provided us with plenty of useful tips and advice on various matters, such as train tickets and local attractions. Thanks to her, we were also able to arrange a wonderful dinner at the villa – truly an unforgettable experience. We wholeheartedly recommend this place – if we could give it 150%, we absolutely would!
Top guest favorite
A serene backyard features a private grey stone swimming pool surrounded by lush greenery. There are several lounge chairs positioned nearby for relaxation, with a simple side table completing the outdoor setting. The villa is visible in the background among the trees.
Villa in Cortona
5 out of 5 average rating, 10 reviews

Villa Leopoldina, 6 pax, Private Pool

MaximeRating, 5 stars9 months ago
Gigi’s place is one of the most peaceful places we’ve stayed in in Italy. The location is gorgeous and perfectly located between different towns to explore (Cortona, Arezzo, Montepulciano to name a few). A car is necessary but you can get to the town center for groceries and local produce in 10 minutes. We enjoyed spending our days by the pool, cooking and barbecuing in the garden. The kitchen was the most equipped I’ve ever seen for an Airbnb and the house was spotless. Extra supplies were left for us as well if we needed which was a nice touch. Gigi was always available for recommendations and extremely friendly. If you’re looking for calm and quiet this is your place!!

Luxury villa rentals

Top guest favorite
An exterior view of a stone building is showcased, surrounded by lush greenery. A gravel pathway leads to the entrance, where a shaded terrace with sun umbrellas is visible. A weathered wooden table and chairs are positioned in the foreground, inviting relaxation.
Villa in Modine
5 out of 5 average rating, 30 reviews

Agriturismo il Friscello, la tua piscina naturale

ChristianRating, 5 stars1 day ago
Truly beautiful home. Majestic, mystical and refined. Our kids loved the river and had a blast in the gardens. Thank you Ginevra for a wonderful weekend getaway.
Top guest favorite
An aerial view captures the expansive countryside, dotted with vineyards and olive groves. The large swimming pool is framed by lush greenery, while the villa's garden offers a serene atmosphere. Gentle hills roll in the background under a clear, blue sky.
Villa in Poggibonsi
4.93 out of 5 average rating, 45 reviews

Villa with pool in Chianti Area

RickRating, 5 stars4 days ago
Our stay at Mariella's beautiful home was a highlight of our five week trip throughout Italy. Peacefully situated between Florence and Siena, this villa offers a welcoming respite from the hustle and bustle of the cities. It was also super convenient to the vineyards throughout Chianti. Waking up every morning to the sunrise views over the valley and enjoying a glass of wine in the evening were the perfect beginning and ending to each day. The pool was even larger than we imagined and provided days of entertainment sprinkled in during a week of sightseeing and wine tasting. I cannot recommend this home, location, or host enough. You will NOT be disappointed!
Top guest favorite
An arch adorned with blooming wisteria frames a lush garden, featuring greenery and vibrant flowers. A terracotta pot sits nearby, while a picturesque tower rises in the background, adding a historic charm to the tranquil outdoor setting.
Villa in Soffiano
5 out of 5 average rating, 39 reviews

Charming villa 15' walk to center stunning view

RuthRating, 5 stars3 days ago
Incredible property with a breath taking view over Florence. Hard to put into words how perfect the property is but the best part of the whole experience was the hospitality Marco, Stefania Grinza Carota and Filippo! The best hosts imaginable made us feel so at home, welcome and a part of the family. Now we want to move to Florence
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, 124 reviews

Villa a Montepulciano con Piscina

JacksonRating, 5 stars2 weeks ago
Alex was lovely and very responsive. The place is great, would be perfect for a family or a group travelling. Great spot to explore the surrounding area
Top guest favorite
The exterior of the villa showcases a rustic stone facade under a clear blue sky. A swimming pool is visible in the foreground, with white lounge chairs positioned nearby. A covered patio area features a dining set, providing a welcoming space for outdoor relaxation.
Villa in Poppi
5 out of 5 average rating, 15 reviews

Villa Lux Poggelleri vista unica sul Casentino

KasperRating, 5 stars1 week ago
Vi er en familie på 5 som havde et helt fantastisk ophold. Huset er kæmpestort og meget flot og udsigten findes ikke bedre. Alt stress forlader kroppen når man er der. Alle vegne man kiggede var der exceptionelt flotte udsigter. Derudover var Lucia og Frederico så varme personer og gjorde at vi var meget velkommen. Vi kommer helt sikkert igen!
Top guest favorite
An infinity pool sits on a green terrace, surrounded by lush greenery and olive groves. Several loungers are positioned on the lawn, offering views of the expansive valley and distant hills under a clear blue sky.
Villa in Loro Ciuffenna
4.98 out of 5 average rating, 50 reviews

The Lazy Oak

JarrettRating, 5 stars1 week ago
There are very few times when a stay not only lives up to expectations, but exceeds them. Our stay at the Lazy Oak did just that. There are no adjectives to truly describe the beauty of the villa and the surrounding countryside. Sitting at the infinity pool, looking out over the olive groves before a dinner prepared in house by a Tuscan chef as the sun sets will go down as one of the greatest days of our lives. We visited the nearby town twice for gelato but the truth is we did not want to leave the property! If you are looking for a peaceful quintessential Tuscan vacation in the countryside, look no further than the Lazy Oak. Mario is on property to tend to any needs but keeps to himself unless called upon. We actually loved his company and called him over to talk on multiple occasions…with the help of Google translation of course. Thank you Mario and Alesandro for an unforgettable stay. We hope to see you again in the future.
Guest favorite
A charming stone farmhouse is set amidst a lush green landscape, framed by tall cypress trees. The building features a welcoming porch with wooden loungers, and climbing vines adorn the walls, emphasizing the natural surroundings and tranquility of the Tuscan countryside.
Villa in San Casciano dei Bagni
4.98 out of 5 average rating, 63 reviews

Luxury Tuscan countryside villa with pool/WiFi/AC

ChrisRating, 5 stars1 week ago
Family loved the villa and pool. The closest village is only a few minutes away and has stunning views. There's a great butcher in town as well.
Top guest favorite
The aerial view captures the charming layout of Monticchiello, showcasing terracotta-roofed buildings surrounding a lush green garden adorned with soft lighting. A winding pathway leads to the garden, providing a serene outdoor area amidst the medieval architecture.
Villa in Monticchiello
4.97 out of 5 average rating, 73 reviews

Villa con giardino. Il Giardino del Cardinale.

ShaneRating, 5 stars1 week ago
Great place to stay. Excellent communication, went above and being to ensure our stay was exceptional. Deborah even bought a pasta machine for us to use for our evening meal - which was really appreciated. It was a great week.

Villa rentals with a pool

Guest favorite
The pool area features a rectangular swimming pool surrounded by meticulously landscaped gardens. Olive trees, rosemary, and rose bushes complement the scenic views of rolling hills and distant mountains under a clear blue sky.
Villa in Pozzuolo
4.9 out of 5 average rating, 42 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

Kaidy FendyRating, 5 stars1 week ago
Caroline's villa was absolutely stunning. We visited as a family of 8 adults and it was even more beautiful in person. It's completely private with amazing views all around. It's also in a great location to visit other picturesque villages nearby with a car. The pool was a great addition to combat the Tuscan heat. As this is in the countryside, be aware that there will be insects and wildlife. We came across a snake and a scorpion, but that's not an issue with the house, but rather the natural environment. The property manager Bianca greeted us upon arrival. She was super friendly and helpful with tips. And Caroline left us super detailed recommendations for restaurants, itineraries, and wineries. She was always available and friendly. We had an amazing time and would definitely visit again!
Guest favorite
Villa in Buonconvento
4.95 out of 5 average rating, 57 reviews

Bellagatta, an Enchanting spot in Val d'Orcia

MartinRating, 5 stars8 months ago
We had an amazing four weeks staying at Bellagatta, using it as a base to explore Tuscany & surrounds, and it met all our expectations and more. Bellagatta is a positioned on a hilltop with stunning 360 degree panoramic views, more beautiful than the photos. The annexe that we stayed in was exceptionally clean and comfortable and well fitted out. Air con was useful on the first few days of our stay which were very hot. The property is well situated, 10 minute drive into Buonconvento (not quite an easy return walk up the hill!) which was convenient for restaurants & shopping. Gaetano was a most delightful host, very welcoming, & always taking interest in which towns we were travelling to and providing useful tips for our visits. His property manager, Susil, was also readily available and looked after us with anything we needed , even providing fresh eggs, vegetables & olive oil from the property. Highly recommended!
Top guest favorite
An aerial view of a rectangular swimming pool set in a spacious green lawn. Surrounding the pool are six loungers positioned on the stone deck. The tranquil water features steps leading into it, while shaded seating areas are visible in the background.
Villa in Rignano sull'Arno
5 out of 5 average rating, 14 reviews

villa "La Fonticina"

AmiraliRating, 5 stars3 weeks ago
We had a wonderful stay! The property sits on a stunningly large lot surrounded by trees, which gave it a peaceful and private feel. The pool was a highlight — spacious, clean, and with beautiful views that made every swim feel special. Inside, the decor was tasteful and thoughtfully done, blending comfort with style. Everything was clean and well-maintained. Highly recommend for anyone looking for a relaxing escape in nature without compromising on style!
Superhost
Villa in Arezzo
4.94 out of 5 average rating, 51 reviews

Tuscany Country House with swimming pool

VictorRating, 5 stars1 week ago
Cannot say enough about the gracious, responsive hosts. The location has a beautiful view, amazing places to sit and converse, super sleeping arrangements for a large group like ours, just a wonderful place to spend two weeks.
Top guest favorite
A spacious outdoor area features a turquoise pool surrounded by a brick patio. Sun loungers are positioned nearby, offering a spot to relax. Lush greenery and mature trees provide a backdrop, contributing to the tranquil ambiance of the property.
Villa in San Venanzo
4.91 out of 5 average rating, 122 reviews

Casa Boschetto, villa with private pool

NatashaRating, 5 stars5 days ago
Cases Nucci was a magnificent place. The views are amazing. The history behind the property was so cool. Ricardo was so nice and helpful from checking in, recommendations, and showing us around. I would love to come back here again. What a hidden gem!
Guest favorite
The villa's outdoor area is illuminated under a twilight sky, showcasing a tranquil saltwater pool surrounded by spacious terraces. Comfortable sun loungers are positioned beside the pool, with elegant gazebos visible in the background amidst lush greenery.
Villa in Arezzo
5 out of 5 average rating, 57 reviews

Villa Cristina Tuscany,your dream!!

JaniceRating, 5 stars7 months ago
Absolutely beautiful property with spectacular views. Wonderful setting for a relaxing holiday. Minutes from town to have morning cappuccino’s. Must visit the Pomaio winery which is a 10 min drive. Leonardo and Marta were so welcoming and taught us so much about their winery.
Guest favorite
Villa in Gaiole in Chianti
4.9 out of 5 average rating, 68 reviews

Podere il Trebbio

PiaRating, 5 stars1 week ago
We - a family of seven adults - had a really great stay at Bernardino's house. The house itself was very cosy and charming and contained everything we needed. The pool and the pool area, to which only we had access, was a fantastic extra asset which we enjoyed a lot. The nearby surroundings were also very nice with vineyards and woods. We even spotted three seldom orchids and heard the pirol bird which is very exotic to us. At the same time, it was possible to walk to the nearby town of Gaiole in Chianti where many nice restaurants and cafes can be found.
Top guest favorite
Surrounded by dense greenery, the property is positioned among the rolling hills of Tuscany. The villa is visible, showcasing its spacious outdoor area with a pool. Oliveti and wooded areas can be seen, creating a serene and secluded environment.
Villa in Arezzo
4.99 out of 5 average rating, 89 reviews

Tuscany View - Villa Arianna with indoor SPA

SarahRating, 5 stars5 days ago
We had a wonderful stay at Villa Arianna! The pool, BBQ and beautiful surrounds made for the perfect family holiday. The house was well appointed with plenty of space for 6 adults and 2 children. Fabio was a fantastic host, very helpful and responsive!

Quick stats about villa rentals in Civitella in Val di Chiana

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    700 reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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