
Holiday rentals in Pitigliano
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Top-rated holiday rentals in Pitigliano
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Duckly, dimora del '600 nel cuore della Maremma
Dimora del '600, con grazioso spazio esterno, nel centro storico di Manciano cuore della Maremma toscana. Poco distante dal mare dell’Argentario ed a pochi minuti dalle Cascate di Saturnia sorgenti calde accessibili gratis. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma. Land of good food and wine tradition. Not far from the Argentario sea and the Cascate del Mulino di Saturnia with hot water, always accessible and free.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Vineyards Paradise
Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Agriturismo Poggio Bicchieri ap. Memoria
Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!

Monolocale La Sorpresa
Monolocale nel cuore di Pitigliano, a pochi passi dalla Sinagoga e dalle Vie cave etrusche. L’appartamento offre una splendida vista sulla vallata del Meleta. É arredato con cura con mobili e oggetti di antiquariato e pregio. Offre una postazione per smart working. The house is located in the center of Pitigliano, just few meter far from the Synagouge and the “vie cave etrusche”. It offers an amazing view on the Valley of Meleta. The apartment is furnished with care and with fine antiques.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

La grotta
Il mio alloggio è nel centro storico del paese. Si trova a soli 10 km dalle Terme di Sorano, mentre a 20km possiamo trovare il Lago di Bolsena e le Terme di Saturnia (spa). Ti piacerà il mio alloggio per questi motivi: luminoso, panoramico, pulito ed accogliente. Adatto a coppie, avventurieri solitari, famiglie (con bambini) e amici pelosi (animali domestici). NB: se la prenotazione è per due persone si intende un solo letto, per un letto in più è necessario prenotare almeno per 3 persone.

Le Antiche Viste a Pitigliano
Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

Romantic loft
"Immergiti nel cuore del centro storico di Pitigliano, proprio nella piazza principale del paese 🏰, dove si trova la suggestiva Fontana delle 7 Cannelle. A 100 metri dal maestoso Palazzo Orsini, questa location unica ti offre un'esperienza di soggiorno autentica e immersiva nel borgo più bello della Toscana. Scopri le strade strette e le botteghe artigiane, 🌄. A due passi da te, troverai tutti i servizi: bar, ristoranti e tavole calde per soddisfare ogni tuo desiderio gastronomico

L'Incanto di Civita (La Terrazza)
L'Incanto di Civita si trova all'interno dell'antico borgo di Civita di Bagnoregio. Lasciata la macchina al parcheggio si dovrà necessariamente procedere a piedi lungo il ponte, unica via di accesso alla nostra "perla di tufo". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Casa Teatro
Casa teatro è un elegante appartamento situato all'interno di un prestigioso palazzo nel cuore del centro storico di Orvieto a pochi passi da Piazza del Popolo e dai piu importati siti turistici della città. L'appartamento è arredato con stile, è luminoso, caratterizzato da soffitti e pareti con affreschi attribuiti al famoso pittore ottocentesco Andrea Galeotti.

A picco su Pitigliano !!!
#Il nostro appartamento, finemente ristrutturato , gode di una vista emozionante dello skyline di Pitigliano ! Posizione strategica all' inizio del centro storico con facilità di parcheggio. Our apartment, beautifully renovated and offers an exciting view of pitigliano's skyline ! the historic center is very near and it is easy to park your car.
Popular amenities for Pitigliano holiday rentals
Other great holiday rentals in Pitigliano

La Bandita dei Bovi

Live Like a Local & Private Concierge Service

Casa San Francesco

La Loggia Apartment

Casa Olivia: comfort, natura e paesaggi di Maremma

Elegant farmhouse overlooking Pienza

4 guest 2 bedrooms 2 bathrooms

La casina della zia
When is the best time to visit Pitigliano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 SGD | $132 SGD | $136 SGD | $159 SGD | $155 SGD | $173 SGD | $177 SGD | $177 SGD | $150 SGD | $142 SGD | $135 SGD | $152 SGD |
| Avg. temp | 6°C | 7°C | 9°C | 12°C | 16°C | 21°C | 24°C | 24°C | 20°C | 16°C | 11°C | 7°C |
Frequently Asked Questions
What are the best places to stay in Pitigliano?
Pitigliano has unique stays nestled in its historic center, as well as quiet options near the cliffs and countryside. Many guests enjoy accommodations with views of stone arches or those set among the ancient alleys.
What are the best things to do in Pitigliano with kids?
Families can explore the centuries-old tunnels of the Vie Cave, walk the medieval streets, and sample local gelato at charming squares. Many enjoy discovering Pitigliano’s legends and stories during a visit to its museums.
What are some of the best things to do in Pitigliano?
Wander the picturesque old town, explore the Etruscan caves, and visit the Palazzo Orsini. Many travelers also enjoy sampling local cuisine and learning about the area’s Jewish heritage at the synagogue.
How is the weather in Pitigliano?
Pitigliano’s weather has mild winters around 35–53°F (2–12°C) and warm, dry summers reaching 88–89°F (31°C). Rain is more common in autumn, while spring and early summer are frequently suggested for their pleasant, sunny days.
When is the best time to visit Pitigliano?
Late spring and early autumn are often recommended for mild temperatures and fewer crowds. Festival periods can add a lively atmosphere, while summer brings longer daylight for exploring.
What are the best places to visit in Pitigliano?
The ancient old town, Palazzo Orsini, and the Pitigliano Synagogue are frequently suggested for their historical and cultural significance. The Etruscan ruins and scenic viewpoints are also popular around the area.
What are some hiking trails in Pitigliano?
Explore the Vie Cave, a network of ancient Etruscan paths carved into tufa rock, or walk trails weaving through rolling hills and olive groves near Pitigliano. Local guides may share routes connecting historic sites and viewpoints.
What are some family activities we can do in Pitigliano?
Families can explore the historic town center, walk along the open-air Etruscan Vie Cave trench roads, or visit local museums. Sampling traditional bites in cafés and joining a hands-on workshop are also often recommended for all ages.
What are some of the best day trip ideas from Pitigliano?
Travelers often explore nearby thermal baths, scenic villages with Etruscan roots, or picturesque countryside dotted with vineyards. Nature reserves and hilltop towns around Tuscany are also frequently suggested.
Are there any pet friendly accommodations available in Pitigliano?
Many accommodations in Pitigliano welcome pets, especially those located around the historic center or on the edge of the countryside. Green spaces and walking paths nearby make outings with pets convenient.
What are some local tips for visiting Pitigliano?
Wear comfortable shoes for exploring the hilly, cobbled streets and consider guided tours to unlock local history. Sampling dishes with locally-produced olive oil and watching sunset from the viewpoints is frequently suggested.
What is Pitigliano known for?
Pitigliano is known for its dramatic tufa cliffs, Etruscan heritage, and well-preserved Jewish quarter. The village’s unique architecture, carved into stone, and historical bakeries draw cultural travelers.
What are the best hidden gems to explore in Pitigliano?
Venture into lesser-known Etruscan tunnels, discover artisan workshops tucked away in the alleys, or visit secret courtyards in the historic center. Some travelers enjoy exploring the village’s small underground cellars.
What are the best foods to try in Pitigliano?
Traditional foods in Pitigliano include acquacotta soup, handmade pici pasta, and sfratto, a local pastry with honey and nuts. Pecorino cheese and wines produced near Pitigliano are also frequently suggested.
What should I bring for a trip to Pitigliano?
Comfortable walking shoes, a hat, and a light jacket are useful for exploring hills and stone streets in changing weather. A refillable water bottle and your camera can help capture moments around historic sites.
What is the nightlife in Pitigliano like?
Pitigliano’s nightlife centers on relaxed aperitivo spots, small wine bars, and atmospheric cafés in the old town. Evenings are typically enjoyed in local piazzas or with occasional live music at cultural venues.
What are the most popular events or festivals in Pitigliano?
Pitigliano has wine festivals in autumn, spring celebrations with cultural fairs, and historical reenactments highlighting local traditions. Religious processions and outdoor concerts are also frequently suggested, shaping the annual calendar.
Are there family friendly vacation rentals in Pitigliano?
There are many family-friendly vacation rentals in Pitigliano, especially near the center or on the quieter edges of the village. Many have flexible layouts and outdoor spaces, making them suitable for various age groups.
Quick stats about holiday rentals in Pitigliano

Total holiday rentals
Explore 30 holiday rentals in Pitigliano

Nightly prices starting at
Pitigliano holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Pitigliano holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pitigliano rentals

4.8 Average rating
Pitigliano stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Giglio Island
- Lake Trasimeno
- Lake Bracciano
- Lake Bolsena
- Giannutri
- Cala Violina
- Cascate del Mulino
- Feniglia
- Avignonesi Winery Fattoria Le Capezzine
- Lake Martignano
- Le Cannelle
- Terme Dei Papi
- Lake Vico
- Villa Lante
- Parco Regionale Della Maremma
- Abbey of Monte Oliveto Maggiore
- Cathedral of San Lorenzo
- Saturnia Thermal Park
- La Scarzuola
- Val di Chiana
- Riserva Naturale Diaccia Botrona
- Argentario Golf Resort & Spa
- Giardini del Frontone
- Cappella di Vitaleta




