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Villa vacation rentals in Pitigliano

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Popular amenities for Pitigliano villa rentals

Private villa rentals

Top guest favorite
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 favorite
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 favorite
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 favorite
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 con terrazza e spiaggiaprivata

RacheleRating, 5 stars3 weeks ago
Vacanza fantastica!! La posizione è incredibile sulla costa rocciosa con una vista mozzafiato! Davanti alla terrazza un mare incredibile con vista sull’Argentario, il Giglio e la Rocca Aldobrandesca. Casa super fornita (piatti bicchieri e pentole in abbondanza) per meravigliosi pranzi sulla terrazza. Frigo molto ampio. Luigi è stato un host molto disponibile e gentile. Accesso al mare fantastico e direttamente dalla casa, ma con 150 gradini a strapiombo, quindi non adatto a disabili, anziani e bambini piccoli. Ma lo stabilimento balneare attrezzato è comunque a 10 minuti a piedi.
Guest favorite
Villa in Orvieto
4.91 out of 5 average rating, 33 reviews

Villa spettacolare panorama ed 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 favorite
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
Am Liebsten würde ich 6 Sterne vergeben! Die Unterkunft von Tommaso ist mindestens so schön wie auf den Fotos. Das Haus hat eine wunderbare Atmosphäre und ein sehr angenehmes Wohnklima. Es ist äußerst geschmackvoll und gemütlich eingerichtet und wir haben uns dort sofort sehr wohl gefühlt. Es ist alles vorhanden, was man benötigt und bei unserer Ankunft war alles blitzsauber. Ganz besonders erfreut hat uns der Ausblick von der Terasse und von dem überdachten Essplatz: man ist von einem (Bio) Olivenhain umgeben und sieht über das umgebende Tal auf die grünen, sanften Hügel der Toscana bis zum Monte Amiata. In der Umgebung gibt es einerseits einige sehr sehenswerte typisch Toskanische Städtchen wie Pienza und Montalcino - diese haben wir auch „erwandert“; andererseits ist es in größere Städte wie Siena und Montepulciano auch nicht weit. Ein Ausflug ans Meer ist ebenfalls gut machbar. Tommaso und Laura waren jederzeit erreichbar, hilfreich und zuvorkommend. Wir sind einfach begeistert!
Top guest favorite
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 favorite
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
Fine settimana in famiglia che si è rivelato straordinario. Il casale è dotato di tutte le necessità. Spazi interni ed esterni ampi. Ci torneremo sicuramente!
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

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 favorite
Villa in Magliano in Toscana
4.95 out of 5 average rating, 20 reviews

Casale nelle colline toscane, vicino al mare

MarkusRating, 5 stars9 months ago
Francas Haus in den Hügel der Toskana umgeben von Weinbergen ist in der Realität deutlich schöner als auf jedem Bild. Wir hatten eine ganz und großartige Woche dort und waren sogar richtig traurig als wir wieder fahren mussten. Alles an diesem einmaligen Ort lädt dazu ein, die Seele baumeln zu lassen. Bis auf ein zwei Stops für ein leckeres Frühstück im nahegelegenen Magliano sind wir immer auf dem Grundstück geblieben, weil es uns dort an wirklich nichts gemangelt hat.
Superhost
Villa in Porto
4.6 out of 5 average rating, 5 reviews

Poggio Falcone

PatriceRating, 5 stars10 months ago
La villa est merveilleuse, beaucoup d’espace en plus des grandes chambres, la vue est extraordinaire, et la piscine est très agréable. Nicolas et ses parents se sont montrés très sympathiques et serviables, nous n’avons eu aucun problème. Le seul petit moins est qu’il y a une ligne de train en contrebas, donc quelques passages de train bruyants. Mais c’est vraiment un détail car le reste est parfait !
Guest favorite
Villa in Parrano
4.89 out of 5 average rating, 9 reviews

Scappo in Umbria, La Vallata

Vance ArbyRating, 5 stars9 months ago
Comunicazione con Leonardo Top! Alloggio davvero stupendo immerso nella natura con piscina, un posto perfetto per godersi una vacanza in totale relax in famiglia e il proprietario Luigi persona impeccabile e sempre disponibile. Consigliatissimo!!!

Villa rentals with a pool

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

Villa Giara -Piscina con vista. Lago Trasimeno

ChristopheRating, 5 stars9 months ago
Notre séjour à Paciano était au delà de nos attentes. Le lieu est parfait, calme et offre une magnifique vue sur la vallée et le lac. La maison est tout équipée, rien à prévoir et nos hôtes étaient super disponibles et de bons conseils (merci pour les recettes). Commodité et commerce à 15 min en voiture. Idéalement placé entre Rome, Florence, Pise et Sienne. Rien à redire, c’était une très bonne surprise, merci à Maria Pia et Dante.
Superhost
Villa in San Venanzo
4.95 out of 5 average rating, 55 reviews

Casale La Sperella - Entire Stonehouse

MoritzRating, 5 stars1 week ago
Wir haben die Unterkunft von Manfredi für einen Urlaub mit 8 Leuten gemietet. Der Check-In hat durch die Mithilfe von Manfredi sehr gut funktioniert. Wir waren sofort von dem Haus und der Lage fasziniert. Es ist zwar etwas abgelegen, aber mit dem Auto ist man innerhalb von 15 Minuten in Marsciano. Dort befinden sich alle Geschäfte, die man so braucht. Das ganze Grundstück ist gut gepflegt und sauber. Auch die Innenausstattung ist sauber und typisch für die Gegend. Die Küche ist vollständig ausgestattet, inklusive einer großen Kühltruhe. Zuletzt möchte ich noch die herausragende Kommunikation und Hilfsbereitschaft von Manfredi hervorheben. Jede Frage wurde von Manfredi schnell und ausführlich beantwortet. Für jeden, der einen ruhigen Urlaub in der Umbria verbringen möchte, ist das Haus von Manfredi perfekt.
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 favorite
Villa in San Casciano dei Bagni
5 out of 5 average rating, 15 reviews

Casale toscano a San Casciano dei Bagni

DanielRating, 5 stars1 week ago
Ci siamo trovati benissimo! Se si cerca un posto tranquillo dove poter staccare dalla vita di tutti i giorni e avere relax è il posto giusto.
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 favorite
Villa in Cetona
5 out of 5 average rating, 12 reviews

Country Charm & Jacuzzi

GaryRating, 5 stars2 weeks 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 favorite
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 [Piscina, Parcheggio e Privacy]

ViolaRating, 5 stars2 weeks ago
Ho passato il mio compleanno in questa meravigliosa villa in 4 persone e con due cani e ci siamo trovati benissimo!!! Super super consigliata!! La casa era molto pulita e dispone di un ampio spazio esterno nel quale i nostri cani si sono divertiti tantissimo!! Torneremo!

Destinations to explore

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