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Villa vacation rentals in Citta di Castello

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Popular amenities for Citta di Castello villa rentals

Private villa rentals

Top guest favorite
Villa in Località Poggio Olivo
4.98 out of 5 average rating, 57 reviews

Beautiful villa with swimming pool in Tuscany

RoccoRating, 5 stars6 months ago
Our stay at the villa was absolutely incredible! The property (villa, surrounding grounds and the pool area) and the view were beautiful. The photos do not do it justice. it is exactly what you envision when thinking of a Tuscan villa. The house is large and clean, and it easily accommodated five adults with lots of extra room. The location is also very convenient, being close to a large grocery store and to the A1 highway. There are many restaurants and wineries nearby as well. Marco was a fantastic host who was very communicative and responsive. His parents (Ario and Santina), who live nearby, were lovely and friendly, while also giving us our space and privacy. Thank you very much Marco, Ario and Santina!!! We were sad to leave your beautiful villa and hope to be back soon!!
Guest favorite
Villa in Colombella
5 out of 5 average rating, 91 reviews

Torre Villa Belvedere Luxury & Relax with pool

VadimRating, 5 stars4 months ago
Well - I dont know where to start Basics - place is amazing. House, area, facilities, everything inside - by far the best airbnb we have been to and we will come back with friends again! You can't go wrong with this place and rating of 5 does not make justice- it should be 10 Now - this is all is nothing compared to how amazing hosts are - - i have never seen such hospitality and care before. We had a very difficult personal situation with my mom ending in the hospital and my wife getting very sick. Lavinia, Lorenzo and family were SOOOO helpful - they helped with EVERYTHING - there are real angels who helped us get through this very difficult time. I thank them all and pls come and stay here - region is great, place is second to none and hosts are just nicest people you will meet!
Guest favorite
Villa in Umbertide
4.92 out of 5 average rating, 12 reviews

Villa Comunaglia - Design Villa with Private Pool

SebastianRating, 5 stars8 months ago
Andrea is a great host. The stay was amaizing and the support received from Andrea during stay was priceless. The place is wonderfull with great view and outstanding privacy. I will recommend Andrea as a host and his place as great choice for holidays.
Top guest favorite
Villa in Montone
4.94 out of 5 average rating, 17 reviews

Villa San Lorenzo | Private Pool, AC & Jacuzzi

JacquelineRating, 5 stars6 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!
Superhost
Villa in Urbania
4.77 out of 5 average rating, 13 reviews

VILLA AMATA- Private villa, pool, wi-fi, Marche

NickRating, 5 stars7 months ago
Great villa! Location, pool, grounds and villa are a dream! Perfect for a holiday with two families. Communication was easy and everyone was very accommodating. Highly recommend!
Superhost
Villa in Paciano
5 out of 5 average rating, 4 reviews

Villa Lidia, la Dolce Vita at its Best!

IsaRating, 5 stars7 months ago
From the beginning, Marlene was an excellent host and Stijn, a most excellent property mgr. The house is even more beautiful in person. This is a magical place for tranquility and relaxation. The house is pristine and has all the amenities , we immediately felt right at home. We asked and they recommended farm to table cooking classes, and nearby towns to visit. All excellent experiences. Wonderful memories were made cooking and grilling, picking herbs from the garden. We enjoyed this truly spectacular home. The views from the hilltop where the house is located are breathtaking. There is a beautiful infinity pool and a great barbecue area. Watching sunsets and star gazing . We had just celebrated our daughter’s wedding and traveled from Rome and the serenity and Zen of the house and surroundings were just what we needed. Stijn took great care of us. We will return to this slice of heaven on earth. Thank you Marlene for sharing your beautiful home with us. It exceeded our expectation
Top guest favorite
Villa in Paciano
4.98 out of 5 average rating, 40 reviews

Villa Fortuna with Hot-Tub and pool near Tuscany

GurshishRating, 5 stars1 week ago
Absolutely wonderful space for our five days in Tuscany with four adults and two toddlers. It was too cold for the pool to be open but we used the heated tub a couple days. Heads up about the tub- it took 1-2 days to fully heat up bc it is heated by building a fire. Then once it heated up it was wayyy too hot, so then it took a day to fully cool down to be safe for humans. It was a fun adventure to figure out!! There was so much space for the kiddos to explore and play in. The view is breathtaking. You are far enough from the towns to feel like you can completely relax but also close enough to do day trips to nearby towns. Heavenly week! There’s a cute farmers market on Friday mornings in paciano where there’s a cheese stand that had the most incredible cheeses! Leslie the point of contact person was super responsive and welcoming. The wind slammed the door shut one morning which locked us out but Leslie acted quickly and was able to get us back in remarkably fast! Best week ever!
Superhost
Villa in Pietralunga
4.94 out of 5 average rating, 16 reviews

Villa Verde - Private Pool

RenéRating, 5 stars6 months ago
The house is really great, the surroundings and the view are fantastic. You absolutely have your peace, can use everything in the garden, especially the pizza oven we liked very much. By car, you can reach the village in five minutes. We had a great time and would be happy to come back, communication and cleanliness were also great.

Luxury villa rentals

Guest favorite
Villa in Pozzuolo
4.89 out of 5 average rating, 38 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

AliceRating, 5 stars6 months ago
We really enjoyed our stay at Caroline’s place with friends and family. The place is as pictured and Caroline was so helpful with recommendations for things to do and day trips. She also graciously agreed to keep the pool open a few weeks longer than normal so our kids could enjoy it. The surroundings are beautiful and we really enjoyed sitting out on the patio and watching the sunset. We would definitely consider Caroline’s place again if we go to Tuscany.
Guest favorite
Villa in Montepulciano
4.91 out of 5 average rating, 122 reviews

Villa in Montepulciano with a Pool

LindaRating, 5 stars2 weeks ago
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!
Top guest favorite
Villa in Monticchiello
4.97 out of 5 average rating, 68 reviews

Villa with garden. The Cardinal's Garden.

LaurenRating, 5 stars1 week ago
We had a wonderful stay at Deborah’s villa—it was absolutely gorgeous, beautifully decorated, and had everything we needed for a comfortable and relaxing visit. From the very beginning, Deborah was a fantastic host, communicating clearly and even going above and beyond by making dinner reservations for us in advance. One of the highlights of our trip was attending a cooking class at Deb’s Lounge, which was such a lovely and memorable experience. A couple of helpful tips for future guests: there’s a market on the way into town where you can stock up on groceries—worth stopping at before you settle in. Also, since the town is quite small, be sure to make dinner reservations ahead of time, as restaurants tend to book up quickly. Overall, an incredible stay—we would absolutely return!
Superhost
Villa in Petrignano
4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

JeffreyRating, 5 stars8 months ago
For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.
Top guest favorite
Villa in Assisi
4.97 out of 5 average rating, 31 reviews

Poggio Ginepro Panoramic Villa in Assisi

AnatRating, 5 stars1 week ago
Our stay at the villa was very pleasant. Our hostess, Daniel, was lovely and answered all our questions/requests. The villa is located in the heart of a beautiful, quiet, and peaceful nature reserve. The house is very beautiful and well-equipped. The homeowners left us olive oil, spices, coffee capsules etc. Also dishwasher detergent, and washing machine detergent were available. We highly recommend the place.
Guest favorite
Villa in Loro Ciuffenna
5 out of 5 average rating, 36 reviews

Villa L'Apparita - on hilltop of Chianti

MaxRating, 5 stars7 months ago
We had a wonderful stay in Rosellas House, which is located in the hills next to Loro Cuffienna. The view from the terrace and the Pool are outstanding. Highly recommended
Guest favorite
Villa in Arezzo
5 out of 5 average rating, 57 reviews

Villa Cristina Tuscany,your dream!!

JaniceRating, 5 stars6 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.
Top guest favorite
Villa in Monticchiello
4.98 out of 5 average rating, 147 reviews

Villa unesco heritage, Jacuzzi & garden. BB Daria

MagnusRating, 5 stars6 days ago
The extended family stayed at Deborah's place over Easter 2025. 7 adults and 2 babies. The villa is very nice - located in the beautiful Monticchiello, still very private. We cooked a lot in the kitchen and the ensuite rooms are very nice with three of them having amazing views. Deborah was always very responsive and helped us with various things. Breakfast was served in her nice little restaurant just around the corner which was very convenient. Eggs, bread, yogurt and coffee. We were really happy with everything - the house, the location and peaceful environment and the communication with our host. It's tricky to drive in Monticchiello so think twice if you were planning on driving big cars there. But small and medium sized ones are fine if you are careful.

Villa rentals with a pool

Villa in Marciano
5 out of 5 average rating, 7 reviews

Villa Signana with pool for 20+ people by LLL

DmitriRating, 5 stars7 months ago
We rented Jacopo’s place with 17 people for anniversary and had an outstanding time! He stopped by frequently to check on us and give local recommendations. The villa is amazing. So good we were considering buying it!
Guest favorite
Villa in Monte San Savino
5 out of 5 average rating, 7 reviews

Private villa with pool

BeatrizRating, 5 stars3 weeks ago
The owners are a lovely couple who took good care of us, the house is beautiful, very clean, we didn't feel cold at all and we didn't lack anything. The views from the house are wonderful!! Highly recommended if you want to visit Tuscany
Guest favorite
Villa in Castiglion Fiorentino
4.95 out of 5 average rating, 39 reviews

Villa Il Sogno di Pietro, private pool and AC

SheebaniRating, 5 stars7 months ago
We loved our stay at this beautiful place! It was extremely peaceful and our family had a great time!
Guest favorite
Villa in Monte San Savino
4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Tsz Kwan CarrieRating, 5 stars6 months ago
Francesco is nice:) He brought us welcome pizzas and dessert. His response is instant. The place is quiet which provide you completely private place. Just a bit far from town if you cannot drive yourselves. If you have cars, it is not a problem, just few minutes drive from town. The place looks exactly the same as the pictures, clean and tidy. Definitely enough space for 8 adults. Recommend.
Villa in Castiglione del Lago
4.78 out of 5 average rating, 9 reviews

A Beautiful Original Villa

RobertRating, 5 stars8 months ago
We really enjoyed our one week family holiday staying in this villa. The house, garden and pool are as described and absolutely gorgeous! The weather was extremely hot so we particularly appreciated the beautiful pool as well as the possibility to eat outside in the well shaded area overlooking the pool. Also, there is a plentiful supply of tableware for outdoor use which is very practical. The location was ideal for visiting destinations such as Assisi and Montepulciano, but it was also great just taking it easy and enjoying the garden, pool and views. The villa is 10 mins by car from CDL although the last part is on unmade roads which can be quite bumpy. We found Google Maps worked best for navigating to/from the villa but led us astray on occasions - Beware! Alessandra was a great host. She was there to welcome us on arrival and explain everything we needed to know. Throughout our stay she was very responsive to our questions and recommendation requests. We recommend this villa!
Top guest favorite
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 69 reviews

Private Villa with swimming pool in Tuscany

TomášRating, 5 stars6 months ago
We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!
Villa in Cortona
5 out of 5 average rating, 4 reviews

Villa San Lorenzo - Happy Rentals

KhyleRating, 5 stars11 months ago
We had a lovely stay at the villa - Daniel the manager was very attentive and nothing was a bother! Even when my wee one needed medical attention he was on hand for advice and support and checked in regularly to ensure we were okay! Great location, close to lots of great towns and food places. We had a wonderful stay and will be back!
Villa in Castel San Niccolò
4.93 out of 5 average rating, 28 reviews

Villa Mondello inTuscany great view

AnneRating, 5 stars7 months ago
We had a wonderful visit, celebrating my mothers birthday. Francesca was so friendly and accomodating during our stay, and we were welcomed with a prepared home cooked meal when we arrived late at night. The house and it’s surroundings are beautiful. A very warm recommendation.

Destinations to explore

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