Vacation rentals in Pitigliano

A view of the historic Pitigliano skyline features ancient stone buildings nestled against a dramatic cliffside. The prominent clock tower stands tall amidst a tapestry of rooftops, while the circled monolocale indicates its location within this picturesque landscape.

4.96 out of 5 average rating, 162 reviews

La Sorpresa Studio Apartment

Studio apartment in the heart of Pitigliano, a short walk from the Synagogue and the Etruscan Vie Cave. The apartment offers a beautiful view of the Meleta valley. It is carefully furnished with antique and valuable furniture and objects. It offers a smart working station. The house is located in the center of Pitigliano, just a few meters from the Synagogue and the “Etruscan hollow streets”. It offers an amazing view of the Meleta Valley. The apartment is furnished with care and with fine antiques.

4.99 out of 5 average rating, 141 reviews

An aerial view showcases a historic building with a tiled roof, situated against a rocky cliff. A terrace with seating and a small table is visible, surrounded by greenery below, evoking a sense of tranquility and connection to nature.

Condo

Le Antiche Viste - The Zen Terrace

Enjoy the tranquillity and the stunning views. Treat yourself to an aperitivo on the terrace, and relax in the zen living room. A stylish 100 sq m gem just for you, with 1.5 bathrooms, TV, kitchen, and fast wi-fi for remote working. Perfect for a couple (or a solo traveller). Bedroom is equipped with air conditioning! 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.

4.93 out of 5 average rating, 263 reviews

An interior view showcases a living area with exposed wooden beams and stone walls. A red sofa is positioned nearby, while a wood stove stands next to a stack of firewood. Sunlight filters through the open doors, illuminating the inviting space.

Home

Duckly, a 17th-century residence in the heart of Maremma

17th century house, with a lovely outdoor area, in the historic center of Manciano, in the heart of the Tuscan Maremma. Not far from the Argentario sea and minutes from the Saturnia Falls, with free access to the hot springs. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma region. Land of good food and wine tradition. Not far from the Argentario sea and the Saturnia Mulino Falls with hot water, always accessible and free.

A rustic kitchen features exposed wooden beams and warm wooden cabinetry. A dining table is set for four, complemented by a well-equipped countertop. Large windows provide natural light, and an inviting entrance leads to the outdoor area. Decorative elements include a chandelier and wall art.

4.96 out of 5 average rating, 51 reviews

Energy: "Cellar in the tuff"

The feeling you get when you enter the Cantina nel Tuffo will be of strong energy emanating from a place where ancient and modern are in harmony. You will be amazed by the intertwining of connecting rooms dug into the tuff where curiosity will drive you to explore an additional level of the house to enjoy the cozy atmosphere in which to relax and taste wine. If what you are looking for is a stay immersed in the quiet of the village, the Cellar is ideal for your trip to the heart of the Maremma

4.97 out of 5 average rating, 192 reviews

A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.

Guesthouse

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.

A spacious bedroom features a large, inviting bed adorned with a light blanket. Natural light floods through sheer curtains draped over a large window, revealing views of the lush valley outside. The rustic walls, made of tufo, add a unique character to the room.

4.94 out of 5 average rating, 236 reviews

The Cellar (Palazzo Pallotti)

The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

4.99 out of 5 average rating, 148 reviews

An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.

Cottage

Your Private Tuscan Retreat

This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

4.95 out of 5 average rating, 111 reviews

A rustic living area is showcased with exposed wooden beams and stone walls. A dining table is set with chairs nearby, alongside a cozy armchair. Light enters through a window, complementing the warm tones of the space. A fireplace and decorative artwork enhance the inviting atmosphere.

Condo

The Maremma on a Terrace-House with a viewpoint and fireplace

Delightful rustic-style apartment in the historic center of Manciano, TCI Orange Flag, with wonderful views of the surrounding countryside, the sea and the islands of Argentario. Ideal starting point to explore the thermal baths of Saturnia, the Tufo Cities, the sea of Capalbio, and the Maremma Park. Equipped with every comfort, it is ideal for couples and families who want to enjoy a relaxing break or a longer stay in smartworking, among genuine flavors and unspoiled nature.

4.99 out of 5 average rating, 257 reviews

An aerial view showcases a charming stone cottage surrounded by lush greenery and mature trees. The roof is partially covered with natural foliage, blending the structure harmoniously into the landscape. The area features rocky outcrops and dense vegetation, highlighting the peaceful rural setting.

Farm stay

Terra Delle Sidhe, Seggiano, Tuscany, Italy

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

4.87 out of 5 average rating, 937 reviews

An open door reveals a scenic view of historic buildings on a hillside. Light floods the room, highlighting the wooden furniture and stone flooring. A subtle contrast between the interior and the vibrant landscape can be seen in the background.

Earthen home

The cave

My accommodation is in the town's historic center It is only 10 km from Terme of Sorano, while 20 km from Bolsena Lake and Saturnia (spa). You'll love my place because it's bright, panoramic, clean, and welcoming. Suitable for couples, sole adventurers, families (with kids) and furry friends (pets). Note: if the reservation is for two people it means only one bed, for an extra bed it is necessary to book at least for 3 people.

A small stone alcove features a wooden table with a potted flower and two red folding chairs. The background reveals a serene view of lush hills, creating a quiet space for relaxation.

4.98 out of 5 average rating, 470 reviews

The Enchantment of Civita (The Terrace)

L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

4.94 out of 5 average rating, 456 reviews

Farm stay

Poggio Bicchieri Holiday Farm - Poesia apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Pitigliano vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pitigliano

4.92 out of 5 average rating, 24 reviews

A calming bedroom features a spacious double bed with crisp linens, complemented by two bedside lamps. A window provides natural light, and a small table with a chair sits in the corner. A wardrobe and a door lead to the hallway.

Loft in Pitigliano

Casa Messi at Vicolo della Rivolta 31, apt. 3.

Superhost

The entrance of the house features an arched doorway framed by greenery, with a few stone steps leading to a welcoming entry. The walls exhibit a rustic texture, highlighted by patches of stone and plants, creating a serene outdoor ambiance.

Home in Sorano

4.82 out of 5 average rating, 55 reviews

Cozy Artist Retreat in the heart of Sorano

4.88 out of 5 average rating, 378 reviews

A cozy sleeping area features a plaid-patterned blanket on a spacious bed. Nearby, a bright red armchair adds a pop of color. A vase with flowers, including roses, is positioned in the foreground, enhancing the inviting ambiance of the room.

Loft

Romantic loft

4.98 out of 5 average rating, 58 reviews

A panoramic view of rolling hills is bathed in soft morning light, with mist gently resting over the landscape. Silhouettes of trees and distant structures emerge from the fog, creating a serene and tranquil atmosphere in the Val d'Orcia.

Farm stay

Wine Loft in the vineyards

4.8 out of 5 average rating, 66 reviews

A narrow street is shown, featuring rustic stone walls and a glimpse of a wooden entrance door. The walkway is illuminated by natural light, while potted plants add a touch of greenery. Stairs lead up from the street, enhancing the structure's character.

Vacation home

Relaxing in the tuff

A dining area features a wooden table surrounded by chairs. A multi-colored mug rack displays stacked mugs, while a bowl sits nearby. The warm tones of the wooden beams and cabinetry provide a cozy backdrop to the space.

4.86 out of 5 average rating, 21 reviews

The Ancient Wash House

4.86 out of 5 average rating, 74 reviews

An outdoor patio area features a square table surrounded by four metal chairs. A small potted plant with purple flowers is placed at the center of the table. The backdrop consists of a textured stone wall, with several potted plants positioned nearby.

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