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Villa holiday rentals in Pitigliano

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Popular amenities for villa rentals in Pitigliano

Private villa rentals

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 Località Poggio Olivo
4.98 out of 5 average rating, 62 reviews

Beautiful villa with swimming pool in Tuscany

KimberlyRating, 5 stars3 weeks ago
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.
Top guest favourite
Villa in Chiusi
4.99 out of 5 average rating, 85 reviews

Spacious Panoramic Villa: Perfect to Visit Tuscany

JosephRating, 5 stars1 week ago
Andrea’s place was absolutely beautiful! As soon as you step into the house you felt like it was your home away from home. The wrap around porch was amazing to sit out with a glass of wine and enjoy the view. Andrea sent a wonderful PDF with great information and he was very responsive. The house is a short walk from the cute and quaint medieval town. There is a bus that can take you into the newer part of the town, but we never saw the bus. So you might to double check the schedule. I would highly recommend this place and can’t wait to visit it again for a longer period of time. Thank you for letting my family and I stay in your home.
Guest favourite
Villa in Vitorchiano
4.97 out of 5 average rating, 29 reviews

Poggio Pasquale Eco Lodge Boutique

AntoniaRating, 5 stars1 month ago
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!
Superhost
Villa in Talamone
4.88 out of 5 average rating, 75 reviews

Villa Il Molinaccio with terrace and private beach

SamanthaRating, 5 stars2 weeks ago
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.
Guest favourite
Villa in Orvieto
4.91 out of 5 average rating, 33 reviews

Spectacular villa with a view and infinity pool

HollyRating, 5 stars3 weeks ago
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.
Top guest favourite
Villa in San Quirico d'Orcia
4.98 out of 5 average rating, 47 reviews

Tuscan villa in the heart of the Val d'Orcia

UlrikeRating, 5 stars1 week ago
I would love to give 6 stars! Tommaso's accommodation is at least as beautiful as in the photos. The house has a wonderful atmosphere and a very pleasant living environment. It is extremely tasteful and cozy and we immediately felt very comfortable there. Everything you need is available and upon our arrival 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, rolling hills of Tuscany up to Monte Amiata. In the area, there are some very interesting typical Tuscan towns such as Pienza and Montalcino - we have also "hiked" these; on the other hand, it is not far to larger cities such as Siena and Montepulciano. A trip to the sea is also easily feasible. Tommaso and Laura were always available, helpful and accommodating. We're thrilled!
Top guest favourite
Villa in Montecchio
5 out of 5 average rating, 9 reviews

Umbria Romantic Villa Amazing Views Spa Private

NeilRating, 5 stars9 months ago
We stayed for 13 nights and enjoyed every minute spending time in such a beautiful and relaxing home. Clean and tidy with so much outdoor space was just magical. Scenery was amazing and everything was true to what was advertised and described. Dror was so responsive we really appreciated that. Thank you for what was everything we had dreamed it would be. Without hesitation would recommend to anyone.

Luxury villa rentals

Guest favourite
Villa in Sarteano
4.91 out of 5 average rating, 78 reviews

Luxury Pool Villa up to 17 in Val D'Orcia, Siena

MariannaRating, 5 stars1 month ago
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!
Superhost
Villa in Bagni, Orvieto
5 out of 5 average rating, 10 reviews

Hilltop Villa in the dreamy Orvieto countryside

SerenaRating, 5 stars35 months ago
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
Superhost
Villa in Orvieto
5 out of 5 average rating, 3 reviews

Hadrian's Villa Collombroso

Ben & KimRating, 5 stars14 months ago
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!
Superhost
Villa in Monticiano

Set in a small peaceful valley, private villa+pool

NatellaRating, 5 stars2 weeks ago
This farm house is beautiful and sits on a large plot of land which is adjacent to public grounds that contains forest, river and waterfalls. If you love hiking, you are in paradise. It’s best to have 4x4 as access road to the house is gravel and sand, off the main road 10-12 minutes drive to access the house. The area is lovely and very quiet. It is far from larger towns, nearest towns are small hill top towns. We had enjoyable stay.
Superhost
Villa in Castiglione d'Orcia
5 out of 5 average rating, 9 reviews

Villa La Tana del Bianconiglio

SamanthaRating, 5 stars27 months ago
Ludovica’s place is amazing and I would recommend everyone to stay here. It is super picturesque and Ludovica is such a warm and responsive host. She also has an animal shelter that guests can go to(: Home was clean and suitable for our large group of 11. Highly recommend!
Top guest favourite
Villa in Magliano in Toscana
4.95 out of 5 average rating, 20 reviews

Farmhouse in the Tuscan hills, near the sea

PasqualRating, 5 stars9 months ago
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!
Superhost
Villa in Porto
4.6 out of 5 average rating, 5 reviews

Poggio Falcone

PatriceRating, 5 stars10 months ago
The villa is wonderful, plenty of space in addition to the large bedrooms, the view is extraordinary, and the pool is very nice. Nicolas and his parents were very friendly and helpful, we had no problems. The only small minus is that there's a train line below, so a few noisy train passes. But it's really a detail because the rest is perfect!
Guest favourite
Villa in Parrano
4.89 out of 5 average rating, 9 reviews

Getaway to Umbria, La Vallata

Vance ArbyRating, 5 stars9 months ago
Communication with Leonardo Top! Really beautiful accommodation surrounded by nature with a pool, a perfect place to enjoy a holiday in total relaxation with the family and the owner Luigi is an impeccable and always available. Highly recommended!!!

Villa rentals with a pool

Guest favourite
Villa in Paciano
4.93 out of 5 average rating, 29 reviews

Villa Giara - Pool with a view. Trasimeno Lake

ChristopheRating, 5 stars9 months ago
Our stay in Paciano exceeded our expectations. The place is perfect, quiet and offers beautiful views of the valley and lake. The house is fully equipped, nothing to plan and our hosts were super available and provided good advice (thanks for the recipes). Amenities and shops 15 min drive. Ideally located between Rome, Florence, Pisa and Siena. No complaints, it was a very nice surprise, thanks to Maria Pia and Dante.
Superhost
Villa in San Venanzo
4.95 out of 5 average rating, 55 reviews

Casale La Sperella - Entire Stonehouse

MertRating, 5 stars2 weeks ago
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!
Villa in Orvieto
5 out of 5 average rating, 3 reviews

Villa Sfarina - Tenuta La Polverosa

RachaelRating, 5 stars9 months ago
We weren’t disappointed when we approached S’farina down the long private cedar lined drive . Beautiful stone house over looking rolling countryside and picturesque local hill top village . Lovely terrace and gardens with fabulous infinity pool and pool house with shower:toilet and sauna ( we didn’t use as 37 degrees outside ! We were meet by Veronica who helpfully showed us to the location , she was helped with other few enquires . Well tended pool and gardens by friendly pool man . Inside fantastic characterful rooms and bedrooms all huge with high ceilings and beams . All rooms en-suite and with A/C which was so welcome ! Lots of seating areas outside for quiet reading but also lovely terrace at the back where we ate all our meals . Racquets and bats for a bit of fun in the cooler moments , only disappointment was the bikes weren’t in working order . Orvieto , cascade de la Marmore , Viterbo , Todi, Lake Bolsena all fab . We loved S’farina and would highly recommend it x
Top guest favourite
Villa in San Casciano dei Bagni
5 out of 5 average rating, 15 reviews

Tuscan farmhouse in San Casciano dei Bagni

DanielRating, 5 stars1 week ago
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.
Superhost
Villa in Grosseto
4.88 out of 5 average rating, 25 reviews

Cheerful Villa with Pool First Floor

FernandaRating, 5 stars9 months ago
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.
Top guest favourite
Villa in Cetona
5 out of 5 average rating, 12 reviews

Country Charm & Jacuzzi

GaryRating, 5 stars1 week ago
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
Top guest favourite
Villa in Arcidosso
5 out of 5 average rating, 5 reviews

Villa toscana in pietra

KayRating, 5 stars2 weeks ago
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!
Villa in Manciano
4.92 out of 5 average rating, 12 reviews

Villa Paradiso [Pool, Parking and Privacy]

Michael RobertRating, 5 stars1 month ago
Great stay and amazing location Will return for sure Thank you

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Pitigliano
  6. Villa rentals