Villa vacation rentals in Pitigliano

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.

Great holiday home with beautiful views over the Tuscan hills. No less than 3 spacious bedrooms with great beds. A nice covered terrace with the same beautiful view where you can have delicious breakfast or dinner. The private swimming pool is of course also fantastic, our children enjoyed this. Gabriele is a very friendly proactive host who sent all nice tips and useful info in advance and awakened our self upon arrival. Despite the slightly inclement weather during the week we were there, there is plenty to do and visit in the area, when the weather is nice you can also go to the coast. I would highly recommend this stay and hope to come back someday!

I honestly can't say enough positive things about this beautiful villa/property and the host (Andrea). It exceeded all expectations. The pictures are beautiful, but it truly doesn't do justice to the real thing. The villa is huge with 4 very spacious bedrooms / 3 full baths that provides tons of space. The living room is huge with an incredible view and so much other room (dining, sitting area, etc). The outside patio is unbelievable with a view to die for. Has a private garage for a car if you drive and washing machine. Kitchen is good size with full-size appliances if you choose to cook. Air conditioning in all rooms! Andrea was an exceptional host and extremely accommodating. He met us when we arrived and gave us a personal tour and also left us with a delicious bottle of wine! If you take a train to Chiusi (we did), you will have to get a taxi from the station to the villa (~10 minute drive). Chiusi historic center is a very easy 5-minute uphill walk from the villa. 5 *

This place is magical! It’s even better than the pictures, it’s a little oasys of green and beauty. The house is like a cozy cottage surrounded by majestic oaks, lush green and with a gorgeous sunset! There’s lots to do in the surroundings, Vitorchiano, Villa Lante, the Moutan botanical garden and more. Federica is extremely kind and responsive, she always helped and was very flexible. We loved the place and hope to come back soon!

We had an amazing time with our dog (galgo/spanish greyhound). You couldn't wish for a better place to be on holidays with a dog. Huge area with a high-fence. A dream. Letizia was always helpful and responsive. We're definitely looking to come back.

I would love to award 6 stars! Tommaso's place is at least as nice as in the photos. The house has a wonderful atmosphere and a very pleasant living environment. It is extremely tasteful and cozy and we felt very comfortable there immediately. Everything you need is there and when we arrived everything was sparkling clean. We were particularly pleased with the view from the terrace and from the covered dining area: you are surrounded by an (organic) olive grove and can see over the surrounding valley to the green, gentle hills of Tuscany up to Monte Amiata. On the one hand, there are some very interesting typical Tuscan towns in the area, such as Pienza and Montalcino - we have also "hiked" to these; on the other hand, it is also not far to larger cities such as Siena and Montepulciano. A trip to the sea is also quite feasible. Tommaso and Laura were always available, helpful and accommodating. We're thrilled!

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.

We cannot say enough good things about Tracey and her beautiful Casa Braeside. The house is cozy and just gorgeous, and it was plenty spacious for us (family of 5) and had everything we needed and then some. It stayed cool in the summer heat thanks to thick walls and solid window shutters (plus A/C in case we needed it). The kids loved the pool, and we were all mesmerized by the fireflies at night. I appreciated the multiple places to sit outside. There are always at least one or two outdoor seating areas in the shade at any given time of day. And there’s a hammock! We loved the tranquility: the only things that made noise were the birds singing in the morning, a few summer thunderstorms, and our own kids, ha. The view of the town above is something straight from a postcard. The recommendations for restaurants were detailed and much appreciated. We loved exploring the unspoiled and hardly touristed surroundings. And the property manager is excellent & answered all our questions. 100%!

Family weekends that turned out to be extraordinary. The farmhouse is equipped with all the necessities. Wide indoor and outdoor spaces. We'll definitely be back!

Manfredi was the best host possible! We truly enjoyed every second with our family. At first the location was difficult to find, but thanks to his excellent and rapid responses we could find the house easily! The house is even more beautiful in person, the photos don’t do justice to the sheer beauty of the property and the surroundings. A must visit when in the region! Thank you Manfredi for this excellent stay!

Isabella’s place is beautiful and peaceful. The villa is exactly as in the picture and offer lots of common spaces were to relax and play, it is super clean and very well decorated, feels like home. The garden and the view are to die for. Waking up in the morning and see the sunrise over the sea was pure magic. The direct access to the sea was definitely a plus and we really enjoyed it . We recommend this place with no hesitation and we really hope to come back again. This place is a true gem, you won’t be disappointed and Isabella is a great host. Thank you for having us!

My family and I we had a wonderful holiday in this beautiful villa, surrounded by the magical atmosphere of the Umbria countryside. There is nothing we can complain about,everything was perfect,the swimming pool added a plus especially during the 2022 July’s heat wave! The pool was well maintained and daily cleaning service was provided by the owner’s handy man. We really hope to come back next year and make more unforgettable memories at the Hilltop Villa-Orvieto

We stayed at this Villa for just under a week with 2 families and had the most amazing time. It was absolutely perfect. SO much space (2 kitchens, 3 living rooms, 7 bathrooms!!!!) The pool and grounds around the home are stunning and they take such great care of it. You can tell this is a family home that Federica and her family take great pride in. Federica and her son welcomed us at the villa and they were super responsive before and during our stay. They also recommended a lot of things like a driver for a wine tour, chef that came and cooked for us a couple nights (so delicious), etc. Am very sad to not be at this dreamy villa anymore and hope to go back at some point in the future. Highly recommend!!

Stunning property, with incredible views and the cutest town just a short walk away. We loved it so much we even extended for another night! Highly recommend.

The villa was peaceful and spacious. We felt very comfortable there for our month’s stay. It had wonderful views of Orvieto and the surrounding hills. Pia, Alessandro and Theresa were also great and very helpful.

I cannot recommend Villa Collombroso enough. We had such a wonderful 3+ week stay here with our two kids and family friends. Everyone was comfortable and at ease. We felt relaxed on the property and loved walking to see chickens. Everything was truly lovely and Taira and Gina made our experience excellent. We had a private meal cooked by Taira and did pizza making which were some of the best experiences! We enjoyed having a rental car and the access to drive into Orvieto easily but also quick day trips to Siena, Perugia, Assisi, Bolsena, and Lago Trasimeno. We used the train to get easily into Rome, Florence, and Venice. Thank you for such a wonderful stay!

Our stay in Paciano was beyond our expectations. The place is perfect, quiet and has a beautiful view of the valley and the lake. The house is fully equipped, nothing to plan and our hosts were super available and good advice (thank you for the recipes). Convenience and commerce 15 min by car. Ideally located between Rome, Florence, Pisa and Siena. No complaints, it was a very nice surprise, thanks to Maria Pia and Dante.

The villa, grounds and hosts were fabulous! The views were amazing, the villa extremely clean and well appointed, the pool absolutely delightful, and the surrounding towns and wineries fantastic to explore. Supermarket very close.

We had a great time! If you are looking for a quiet place where you can disconnect from everyday life and relax, this is the right place.

Ilaria’s villa is a comfortable and stylish base from which to explore all the wonders that Maremma has to offer. We are a family of four, and after a couple of weeks in Italy, the kids were craving home-cooked meals, so we spent several hours in the kitchen and dining areas. It was delightful to cook while listening to the kids having fun in the pool. The beds were very comfortable and inviting. The villa is conveniently located near the old town center and several supermarkets. Since we were keen to visit Porto Ercole, Alberese, and Saturnia, we didn’t dedicate as much time to Grosseto as we should have. The old center has a very mellow vibe, and everyone we met was very friendly and welcoming. We wished we could have stayed longer. Finally, I want to say a big thank you to Ilaria for being so accommodating and kind. We are already looking forward to returning to your place.

An Unforgettable Stay with the Best Host Ever! Flaminia is truly the best host we’ve ever had the pleasure of meeting. From the moment we arrived, she made us feel completely at home. She’s incredibly helpful—always available and willing to assist with anything we needed, no questions asked. Her warm, down-to-earth personality made our stay not only comfortable but genuinely special. What made the experience even more memorable was her recommendation to try her father’s amazing Roman cuisine, perfectly paired with local wines. It was an unforgettable meal and a true highlight of our trip. The farmhouse itself is beautifully located in the heart of Tuscany. It’s the perfect base for exploring nearby cities and the stunning countryside. Thanks to the central location, we were able to easily travel around and soak in all the beauty Tuscany has to offer. Flaminia went above and beyond in every way

This property is incredible! Gigi was a great host and made us some great dinner reservations. This is a must visit if you like the area and have a big group.

Wow, what a wonderful experience. My husband and I chose Marco and Marta’s Villa to renew our 30th Anniversary vows. It was a magical experience that we will treasure forever. We had our boys with us to celebrate and the Villa was perfect for all five of us. It was so cozy and the bedrooms were spacious. The kitchen had everything we needed to cook our Tuscan dinners including all the amenities. Marco and Marta had their wine and olive oil for us to enjoy during our stay. The wine was amazing and the olive oil so yummy. The yard was spectacular overlooking the Tuscan mountains with the lovely pool to enjoy daily and outdoor seating to savor those beautiful daily sunrises and sunsets. Marta and Marco were perfect hosts and went out of their way to help make our anniversary extra special. It was a true Tuscan experience and we highly recommend their Villa. It was everything we expected and much much more. We will definitely be back to stay in the future!

Franca and Giulio were great hosts and took care of our well-being. The house is idyllically situated in a quiet environment in an elevated location, ideal for relaxing. The kitchen is excellently equipped, we didn't miss anything. Particularly noteworthy is the beautiful pool, which perfectly rounded off our time there. Overall it was a relaxing and unforgettable stay – we will be happy to come back!