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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

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 stars1 week 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!
Guest favorite
A shaded outdoor seating area is furnished with comfortable sofas and a stone table, surrounded by lush greenery and colorful potted plants. A hot tub is visible in the background, providing a tranquil setting with views of the picturesque landscape.
Villa in Asciano
4.93 out of 5 average rating, 88 reviews

Casa Bianca gorgeous Tuscan home, Crete Senesi

Johannes KarlRating, 5 stars6 days ago
Entspannend, angenehmer Aufenthalt mit toller Aussicht, schön angelegtem Garten und nicht zu weit von Siena entfernt
Top guest favorite
The property is set against a lush green backdrop, showcasing extensive gardens and rolling hills. A charming stone farmhouse is visible, with a terracotta-tiled roof and balconies. The sparkling pool gleams in the sunlight, surrounded by trees and expansive greenery.
Villa in Rignano sull'Arno
5 out of 5 average rating, 15 reviews

villa "La Fonticina"

KathyRating, 5 stars1 week ago
Incredible host and property. We feel fortunate to have had the opportunity to stay here. Cesare was beyond helpful with recommendations and flexible with our check in. Secluded, peaceful and a great place for making memories during our travels around Italy.
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, 51 reviews

The Lazy Oak

JordanRating, 5 stars1 week ago
The Lazy Oak Villa is everything we dreamed of and more for our honeymoon. The house is beautiful, well furnished and feels so homely and comfortable. The surroundings are simply stunning; the view from the house and pool never get old! Mario and Alessandro were super helpful, offering to help us book restaurants and vineyards if needed. Mario keeps to himself so still feels very private but is happy to help with anything and it was nice to see him around (with his cute little dog!) and know he was about if we needed anything. Couldn’t recommend the Lazy Oak Villa more, and we’re already talking about when we could come back!! Thank you Mario and Alessandro!
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, 64 reviews

Luxury Tuscan countryside villa with pool/WiFi/AC

Devon And DavisRating, 5 stars4 days ago
I cannot say enough about our trip to Martino’s villa. What a lovely villa in the cute town of San Casciano dei Bagni. We had a great family vacation, enjoying some of the smaller towns and a visit to Montepulciano . We enjoyed Eleanor’s cooking for us two nights- what an amazing chef! Martino was very responsive and helpful when we needed something. I hope we can return one day!
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, 11 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!!
Guest favorite
The rustic stone exterior of the villa is framed by lush greenery, featuring large glass doors that open to a well-kept garden. A covered patio with a dining area is visible, surrounded by flowering plants and outdoor seating, providing a serene outdoor space.
Villa in Casavecchia
5 out of 5 average rating, 28 reviews

Villa "Il Meriggeto"

PicconeRating, 5 stars2 weeks ago
Bellissimo weekend, la struttura permette di soggiornare in diverse famiglie con una totale privacy considerando che ogni camera ha il suo bagno privato. Bellissima l'area esterna ideale per bambini con vasca idromassaggio abbastanza grande per far divertire grandi e bambini. Possibilità di home chef super disponibili a soddisfare esigenze diverse (vegetariani, donne incinte), serata veramente piacevole. L'host è stato a disposizione in ogni momento del soggiorno, rispondendo sempre velocemente e con cortesia. Insomma super consigliato per soggiorno con amici o con famiglie con bambini
Top guest favorite
A spacious bedroom features a four-poster bed draped with sheer white fabric, complementing the rustic stone wall. Light is provided by soft bedside lamps, and a sliding glass door offers views of the outdoors. A wooden chair adds a touch of warmth to the room.
Villa in Carmignano
4.98 out of 5 average rating, 476 reviews

Charming Cottage in the Heart of Tuscany

MariusRating, 5 stars4 days ago
Super Gastgeber, wir wurden sehr nett empfangen und die Kommunikation war optimal. Die Einfahrt ist etwas tricky aber mit gutem Augenmaß kein Problem. Die Lage ist hervorragend und die Einrichtung gut gewählt. Alles in allem eine tolle Unterkunft.

Luxury villa rentals

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
4.91 out of 5 average rating, 43 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

Kaidy FendyRating, 5 stars2 weeks 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
A serene outdoor space is presented, featuring a black stone pool surrounded by lush green grass and trees. The villa's rustic structure is visible in the background, with a shaded area provided by a large tree. Sun loungers are positioned nearby for relaxation.
Villa in Castiglione d'Orcia
4.97 out of 5 average rating, 118 reviews

Wp Relais Borgo Vignalunga

SumeRating, 5 stars1 week ago
We had a lovely stay — the villa is absolutely beautiful and we had a great time enjoying the space and surroundings. The location is also ideal, close to stunning towns like Pienza. A few improvement points: there was no proper coffee-making equipment, just a few filters; the fireplace hadn’t been cleaned and had no firelighters; and the air conditioning didn’t work in about half the rooms. Also, the check-in wasn’t smooth — the time was moved to 16:00, but the cleaners were still busy when all 14 of us arrived. With a bit more attention to these details, it could be a truly exceptional stay.
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 Centro Storico
5 out of 5 average rating, 40 reviews

Charming villa 15' walk to center stunning view

ChristineRating, 5 stars2 days ago
Wonderful villa with a beautiful outdoor area- fruit trees, roses, and flowers. We enjoyed the wine, snacks and fresh fruit the host had for us upon arrival. This was our last stop in Italy. Bedding, mattresses and AC has not been great in the places that we have stayed, and never was there a fan. This villa had a comfortable bed , great ac, and a ceiling fan in the bedroom. My husband said his best night sleep the entire trip. We were missing our dogs and cats and we loved having theirs visit us daily! The hosts were traveling so we didn’t get the chance to meet them. They regularly checked in on us to make sure everything was good and provided local recommendations. Given the reviews and accommodation, I’m sure they are amazing! If you’re ever in Florence, this place is worth the stay.
Top guest favorite
A stone villa is set against a clear blue sky, showcasing a private jacuzzi in the foreground. The villa features a large covered porch with outdoor seating and a swimming pool, surrounded by well-maintained grass and a scenic landscape.
Villa in Montepulciano
4.9 out of 5 average rating, 21 reviews

Villa Nobile - Private Jacuzzi

MicheleRating, 5 stars3 months ago
Our stay at Villa Nobile was exceptional. The villa provided the perfect balance of privacy, surrounded by olive trees and vineyards, while offering the comforts and services of a resort. From the seamless transfer arrangements coordinated by Mario to the attentive staff who ensured every detail was taken care of, the hospitality was outstanding. The wine tasting upon arrival was a wonderful introduction to the region, and the fresh, thoughtfully prepared breakfasts each morning were a delight. Having dinners prepared for us and placed in the refrigerator after days spent exploring the town and local wineries was an added convenience we truly appreciated. The breathtaking sunrises and sunsets made our time here even more memorable. We are grateful for such a wonderful experience and look forward to returning.
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, 125 reviews

Villa a Montepulciano con Piscina

SantiagoRating, 5 stars1 week ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
Superhost
A serene outdoor space features a sparkling pool bordered by a well-maintained lawn and vineyards. Lounge chairs are positioned alongside the pool, and a table is set with snacks and cups, inviting relaxation. A cloudy sky adds depth to the tranquil atmosphere.
Villa in Campogialli
4.68 out of 5 average rating, 25 reviews

VILLA DI CHARME NEL CHIANTI

LlucRating, 5 stars1 month ago
Cuando piensas en un siitio tranquilo, bonito, donde descansar y con todas las comodidades… este sitio encaja perfectamente!! Desayunos buenísimos y todo hecho en casa!! Por último, destacar su amabilidad y saber hacer… un 10!!
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 stars3 weeks 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
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 stars3 weeks 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 garden features a swimming pool surrounded by olive trees, offering a picturesque natural setting. Lounge chairs are positioned on the lawn, inviting relaxation. A small stone wall provides a backdrop, while distant greenery completes the serene outdoor atmosphere.
Villa in Monte San Savino
5 out of 5 average rating, 9 reviews

Private villa with pool

ArcadiRating, 5 stars1 week ago
Casa rural muy completa con una magnífica piscina situada a lado de un bonito pueblo Toscano con supermercados y restaurantes.
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
A private swimming pool is framed by lush gardens and tall cypress trees, with comfortable lounge chairs positioned around the poolside. The serene setting offers views of surrounding olive groves and lush greenery, creating a tranquil atmosphere for relaxation.
Villa in Panzano
4.93 out of 5 average rating, 75 reviews

Luxury Villa on Chianti Wine Estate

StevenRating, 5 stars1 month ago
Wonderful stay at the Villa among the vineyards in Panzano. Vicky, the host, is the owner of Le Fonti winery with the villa surrounded by their vineyards and olive groves. The view from the villa is absolutely stunning. The town of Panzano is very cute. We bought groceries at the Coop and made breakfast each morning, gathering in the cozy well equipped kitchen. There is a courtyard immediately outside the doors of the villa with a large table, and again amazing views. Our time in the villa was so relaxing! Though we went to several wineries, a highlight was a very personal tour of the winery, wine making process and wines by Vicky at Le Fonti. She spent time discussing/pouring the different wines, even bringing over the same wine from different years to show us the difference the weather/grape stress influences the final taste. Overall exactly what we wanted from a Tuscan experience and really enriched by an extremely friendly and knowledgeable host.
Top guest favorite
Villa in Gaiole in Chianti
4.93 out of 5 average rating, 27 reviews

Sestuccina

EmmaRating, 5 stars2 weeks ago
We had a lovely stay at this beautiful villa. The photos do not do it justice at all! From the infinity pool overlooking the vineyard to the hot tub with views of a castle, it was stunning and jaw dropping scenery. Brigittia made sure we were prepared to have a great trip - from helping us with reservations and arranging transportation for us with her husband (who was wonderful) she was a fantastic host. We would love to visit again sometime and would recommend for anyone wanting to spend time in the countryside.
Top guest favorite
A traditional Tuscan farmhouse is set against a backdrop of rolling hills. The property features a spacious pool surrounded by lush green grass and neatly trimmed hedges. Tall cypress trees provide natural framing, enhancing the serene outdoor atmosphere.
Villa in Montenero d'Orcia
5 out of 5 average rating, 22 reviews

Tuscany Villa With Pool & Magnificent Garden

GreyRating, 5 stars8 months ago
Barbara’s place was above and beyond our expectations in every way! If you are looking for a place to stay in this general area, don’t hesitate! Barbara was a wonderful host and all the instructions were very clear. The kitchen is very well stocked and we cooked all of our dinners there as we were traveling with a baby. We spent a lot of time hanging out as a family and there was more than enough room for us and both sets of grandparents. The home is very well situated and we loved exploring. There are so many great restaurants in the area. I can’t over state the beauty of the area and the house itself…my family is already dreaming about coming back!
Superhost
Villa in Arezzo
4.94 out of 5 average rating, 51 reviews

Tuscany Country House with swimming pool

VictorRating, 5 stars2 weeks 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.
Guest favorite
Villa in Magione
5 out of 5 average rating, 5 reviews

Villa Polvese Luxury Lake side Villa

YvetteRating, 5 stars9 months ago
The villa is the most beautiful place we stayed at during our 20 day trip through Europe. It’s a bit on a splurge in price but very much worth it. The views from the villa of the pool and the lake are breathtaking. The house is very beautiful, everything was functioning properly and the kitchen is great to cook in. We stayed in and cooked dinner one night and it was great. We also took advantage of the Complimentary olive oil tasting that is included with the stay and that was also of fun. Our guide said was so knowledgeable! I can’t say enough good things about this place. It was a much needed break during our busy vacation.
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 stars3 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!

Quick stats about villa rentals in Civitella in Val di Chiana

  • Total rentals

    50 properties

  • Nightly prices starting at

    R720 ZAR 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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