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Villa holiday rentals in Citta di Castello

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Popular amenities for villa rentals in Citta di Castello

Private villa rentals

Guest favourite
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!
Superhost
Villa in Canalicchio
4.88 out of 5 average rating, 26 reviews

Beautiful Villa with Private Pool & Panoramic View

RazaRating, 5 stars4 months ago
Immaculate views, especially if you're looking for isolation. Gorgeous pool, plenty of room, amazing balcony, wood burning fireplaces - what more could you ask for? I spent 3 weeks here and enjoyed every minute. Was an excellent retreat space, and would love to come back again
Guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 6 reviews

Casanova of Bricciano

PeterRating, 5 stars2 weeks ago
What a fabulous setting and location. Perfect to explore the Chianti region and beyond. It’s roomy, everything you need is there, beautiful pool and a view to cherish. Dining on the terrace is a wonderful experience and with a vinyard with lovely wines available right next door what more do you need from a Tuscan holiday. All hosted perfectly by Fabio and Andrea. Very highly recommended.
Top guest favourite
Villa in La Cima
4.94 out of 5 average rating, 31 reviews

- 20% Last Minute 21June-2July Lake View Villa

YedongRating, 5 stars8 months ago
A short while ago, we (4 adults of the same family) stayed in this house. It is located nearby lake Trashmeno and you can have a great view from the house. The traditional house is surrounded with a beautiful garden with a private swimming pool. The house is specious, a big living room and a well equipped kitchen. It is clean. Above all, The hosts Sheetal and Vittorio are super helpful. They waited us at the door steps, gave us all the detailed information about What to do, Where to eat & drink, supermarket, etc. and also helped us to make a restaurant reservation. They responded to our questions throughout with detailed information and links. They are the best hosts to us. Sheetal and Vittorio, many thanks. If we could, we'd like to spend our holiday here again. It is highly recommended.
Guest favourite
Villa in Asciano
4.93 out of 5 average rating, 88 reviews

Casa Bianca, a gorgeous Tuscan home in Crete Senesi

JulieRating, 5 stars1 week ago
Photos do not do justice to the amazing views. Very special place.
Top guest favourite
Villa in Montone
4.94 out of 5 average rating, 18 reviews

Villa San Lorenzo | Private Pool, AC & Jacuzzi

JacquelineRating, 5 stars8 months ago
The house was great with amazing countryside views. The rooms and common areas were spacious. Our favorite spot was the enclosed patio dining area where we had breakfast every morning overlooking the rolling hills. The hosts were great, very responsive and helpful.. One of the hairdryers was not working but Maurizio got us 2 new ones in no time. He also gave us recommendations for restaurants. Awesome hosts!
Top guest favourite
Villa in Marciano della Chiana
4.95 out of 5 average rating, 77 reviews

La Bacaia

JorgeRating, 5 stars1 week ago
We thoroughly enjoyed our stay. The house is conveniently located in the heart of the Valdichiana with easy and clear access to the surrounding towns. The grounds were beautifully landscaped with a combination of olive trees, grapevines, flowers and even herbs like rosemary, basil and mint that we used in our cooking. The rooms were spacious and very private. Our group of 6 were more than comfortably accommodated, each with its own bathroom and AC units that worked well. The two kitchens served us well. We mainly utilized the outside kitchen as the weather throughout our stay was perfect. The kitchens were well stocked with all of the necessary cooking items. There were some items that we needed to purchase at the local supermarket, including shower gel, paper towels, napkins, etc. For a one week stay we would recommend extra towels, especially for the pool. Overall, I would highly recommend La Bacaia as a base to fully enjoy your Tuscan vacation.
Top guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviews

Montemarcoli

TorbjørnRating, 5 stars2 weeks ago
We had an amazing stay at the villa. A modern house in a quiet environment with beautiful views. Brigitta was very helpful and responded quickly to our inquiries both before and during the stay.

Luxury villa rentals

Top guest favourite
Villa in Modine
5 out of 5 average rating, 30 reviews

Agriturismo il Friscello, your natural pool

ChristianRating, 5 stars1 week 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.
Guest favourite
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 favourite
Villa in Umbertide
4.93 out of 5 average rating, 14 reviews

Villa Comunaglia - Design Villa with Private Pool

RobinRating, 5 stars1 week ago
Andrea's property tucked into the beautiful hills on the Umbria countryside was truly incredible. The property had every amenity and many areas to soak up the sun and the views. It was probably the best BBQ view I've ever seen. The property was a bit further than we thought it was initially and you definitely need a car to get up the steep roads, but the quality of the host and the home made our stay unforgettable. Thank you Andrea & Giovanni
Guest favourite
Villa in Montepulciano
4.91 out of 5 average rating, 125 reviews

Villa in Montepulciano with a Pool

SantiagoRating, 5 stars5 days 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!
Guest favourite
Villa in Passignano sul Trasimeno
4.9 out of 5 average rating, 31 reviews

Villa with panoramic pool • Lake Trasimeno

MelanieRating, 5 stars1 week ago
An amazing hideaway in the hills! Takes you into holiday mode & switching off in the beautiful setting surrounded by nature & incredible views. So glad we booked & would love to go back again. Paulo, and family, were so helpful, kind & responsive. The area whilst quiet is very welcoming to tourists & we met many friendly people who would always help us out on our way. The house itself is stunning & huge. The bathrooms are dated but they work fine & everything functions as it should so it really isn’t a problem so don’t be put off by that. The linens are incredible & the beds very comfortable. Air conditioning works well. Kitchen well equipped & house has an abundance of space and beautiful furniture to relax in, inside and out. Honestly the scenery outside was incredible & we spent every minute we could outside which is a shame only because the house was also beautiful. The pool was fabulous & it was hot enough that heating wasn’t needed.Didn’t use sauna or spa,needed longer! Miss it!
Guest favourite
Villa in Pergine Valdarno
4.95 out of 5 average rating, 87 reviews

La Vignaccia (Farmhouse) - villa w/private pool

DominicRating, 5 stars1 month ago
La Vignaccia is wonderful. We were a family of 6 adults plus a baby, and the set up was great for spending time together but also having plenty of space. The kitchen is well equipped for cooking for a large group and the many private spaces were very relaxing. Working remotely was possible with the wifi but not super strong for calls. However there is 5G around the house, so hot spotting from a window worked fine.
Top guest favourite
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 favourite
Villa in Paciano
5 out of 5 average rating, 8 reviews

Villa Lidia, la Dolce Vita at its Best!

JanaeRating, 5 stars5 days ago
Marleen and Stijn, her property manager, were extremely communicative and ensured we had everything we needed during our stay! They messaged clear instructions and videos and when we arrived everything was so easy and clean! The property is absolutely breathtaking, with gorgeous views. This was the best air bnb experience I have ever had. It was thanks to Marleen’s kindness and clear instructions. My family cannot wait to return to the villa. It was amazing! The property is gated too, so we felt safe and private.

Villa rentals with a pool

Superhost
Villa in Castiglion Fiorentino
4.82 out of 5 average rating, 11 reviews

Ortaglia Di Sopra Farm

SreckoRating, 5 stars1 month ago
We had a wonderful stay at Leonard's beautiful house. It was the perfect place for my friends, my family, and me to relax and enjoy our time together. The house is located in a stunning area with a breathtaking view of the valley below Castiglion Fiorentino. From there, we were able to visit nearby places such as Florence, Siena, Assisi, Cortona, and other charming local spots. The house is fully equipped with everything you could possibly need. Leonardo, who is an architect by profession, has put a lot of effort into creating and furnishing this incredible home. From our first contact to the entire stay, he was always available to provide us with useful information and recommendations on what to see and do in Tuscany. We all loved our time here, and we would definitely love to return to this house in the future!
Top guest favourite
Villa in Paciano
5 out of 5 average rating, 6 reviews

Fontanaro/Sangiovese – Pool & Steps to Village

ChristianRating, 5 stars10 months ago
Country slow living at its best combined with outstanding hospitality. Our vacation started right after we entered the apartment which was exactly as described and cleaned to perfection. We immediately got recommendations on possible activities in the region and were actively supported during support with any request we had. We highly recommend this place to anyone looking for some relaxation in a peaceful environment.
Top guest favourite
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.
Superhost
Villa in Castiglione d'Orcia
5 out of 5 average rating, 11 reviews

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool

MiaRating, 5 stars4 weeks ago
We were looking for a villa that had plenty of space for my husband and I with our 3 adult kids and this villa was perfect! We all had our own bedrooms and private bathrooms. The villa was in the idyllic peaceful Tuscan countryside surrounded by rolling hills, wine vineyards and olive trees with distant views of castles. It is absolutely gorgeous! Alessandro, the owner of the villa met us upon check in. The property has been in his family for hundreds if years. He was incredibly kind and generous, leaving an abundant amount of fruit, several bottles of wine from his vineyard and beautiful fresh flowers in every room. He was always available to answer any questions and make recommendations. Anke, the property manager, was excellent and responsive. Promptly answering my questions prior to the trip and proactively giving us wonderful recommendations. Highlights were truffle hunting Il Podere Castle, Umbria Olive oil tour and Banfi Castle wine tasting. Memories to last a lifetime! ❤️
Top guest favourite
Villa in Spello
5 out of 5 average rating, 65 reviews

VillaSubasioRelax, Umbria, Spello, Assisi, piscina

BrookeRating, 5 stars1 month ago
If you want to experience heaven on Earth, stay at this getaway in Spello. You will never open your doors onto a view like this anywhere else! The hot tub was a really nice bonus, and the house was very comfortable for our extended family. Barbara was so helpful, from planning our trip to answering questions during our stay as well as providing every amenity you could think of. We will always think fondly of our time here!
Guest favourite
Villa in Buonconvento
5 out of 5 average rating, 11 reviews

Beautiful tuscan country house

LukasRating, 5 stars1 month ago
The house is beautiful and very big. It is located just outside of Buonconvento and offers complete privacy. A car is an advantage. The rooms are spacious, there are mosquito nets above all beds and enough bathrooms and toilets for everyone. In general, the house is very well equipped, both in the kitchen and otherwise. The pool is slightly elevated, beautiful, large, with natural shade all around and offers a magnificent view on the surrounding countryside. In the huge garden you can eat, linger, play... There is even a small basketball court. But beware: right next door there are wild blackberries and the ball can be lost :) In Buonconvento there is a coop, a fine gelateria and a good coffee with the famous and fine products of Le Dolcezze di Nanni. For a good pizza, the drive to the Mulinum restaurant is worth it a little outside, they have their own mill and process their own grain. We highly recommend the house.
Superhost
Villa in San Leo Bastia
4.92 out of 5 average rating, 13 reviews

Villa Elisa | Private Pool, Air/Co & Amazing View

Carlos Rating, 5 stars8 months ago
Villa Elisa is the best place I have stayed so far. Its construction style is old and special, the care of the Villa is down to the details, whether it is the exterior or interior, everything works is impressive even though some parts of the house are original from that time such as the doors, the windows, the floor tiles,The view is magnificent, magical whether with the radiant sun, under a torrential rain, under the clouds, under the mist or under the stars with the moon as a companion.Absolutely everything in detail and scrupulously organized, all thanks to its hosts Luciano and Christina. Now I will make an important section, if the Villa is majestic, they are also splendid and kind; I had the pleasure and pride of meeting them personally, people like few I have ever met and who are now scarce. Natural, simple and kind, always at hand unconditionally for whatever was needed.I recommend this place to everyone who wants to enjoy a great place and excellent company and 100 percent.
Top guest favourite
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 71 reviews

Private Villa with swimming pool in Tuscany

CarrieRating, 5 stars3 weeks ago
Lacopo was very responsive each time I needed to contact him. The place was very nice but remote. it was about 1 1/2 hours to drive to some of the other medieval cities. It rained a lot but also was beautiful because of the rain. Lacopo and his family were fantastic. The homemade meal his parents prepared for us was absolutely delicious! One of the best meals we had while in Tuscany! It was nice to see how active his parents were and how well they took care of the place. We were surprised to be charged if we used the pool towels. There was nothing mentioned in the description. We would recommend this place. There were 4 adults and we had plenty of room.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Umbria
  4. Province of Perugia
  5. Citta di Castello
  6. Villa rentals