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Holiday rentals in Pian di San Martino

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Top-rated holiday rentals in Pian di San Martino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay
4.92 out of 5 average rating, 595 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Top guest favourite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa
4.99 out of 5 average rating, 100 reviews

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Top guest favourite
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.
Guest house
4.97 out of 5 average rating, 225 reviews

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.

Top guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa
4.93 out of 5 average rating, 311 reviews

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

Superhost
Home
5 out of 5 average rating, 5 reviews

The Lost Stone paradise with pool, views and AC

The Old Stone is a 2025 fully refurbished 200 yrs old stone house in the hills of Todi, Umbria. It features a magnificent new pool, AC, high speed Wi-Fi and it is immersed in beautiful nature. It has a large garden, 3 patios, two kitchens, 3 bedrooms, 2.5 bath and a spectacular living room. Designed for comfort and entertaining, every detail has been thoughtfully curated to blend rustic charm (wood beams, cotto floors and stone walls) with moder luxury in a peaceful, panoramic setting.

Top guest favourite
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.
Flat
4.94 out of 5 average rating, 280 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.

Superhost
Villa
5 out of 5 average rating, 3 reviews

Escape to Umbria, Torre Angelina

Torre Angelina: Restored 15th-Century Watchtower & Modern Pool Villa near Todi, Experience the best of Umbrian history and comfort in two adjoining homes set on a beautifully landscaped estate. The original 15th-century stone watchtower has been lovingly restored and blended with a light-filled modern villa, all just a 10-minute drive from the hilltop town of Todi relaxing in the historic watch tower and swimming in your private 12 × 6 m pool

Top guest favourite
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.
Flat
4.98 out of 5 average rating, 496 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".

Guest favourite
A scenic view of a hillside town is presented, with soft green fields leading up to the historic buildings. Sunflowers bloom in vibrant yellow patches, contrasting with the green landscape. A church steeple rises prominently above the town, under a partly cloudy sky.
Apartment
4.91 out of 5 average rating, 167 reviews

Nice apartment at the foot of Todi

The apartment is in a quiet location but served by every comfort, supermarket, bus stop and a few meters from the E45, 6 km from Todi and 12 km from the Sanctuary of Compassionate Love of Collevalenza. About 40 km from all the wonderful towns of Umbria, such as Assisi., Orvieto, Perugia, Terni and Spoleto. Umbria San Francesco d'Assisi Airport is 38 km away and Perugia Railway Station is 37 km away

Top guest favourite
A charming stone cottage is set within a lush green landscape. The building features a rustic tiled roof and wooden shutters. Surrounding plants include flowering vines and a cactus in the foreground, creating a serene outdoor atmosphere.
Cabin
4.95 out of 5 average rating, 234 reviews

Country Chalet and mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

Superhost
A serene outdoor area features a swimming pool surrounded by lush greenery. Lounge chairs are placed beside the pool, with a shaded umbrella offering relief from the sun. A stone structure is visible in the background, framed by distant hills and clouds.
Flat
4.82 out of 5 average rating, 33 reviews

Historic house with pool in the Umbrian countryside

Housed in a 16th-century country residence, overlooking a terrace overlooking the Martani Mountains, the apartment is bright and furnished with care and style. Located on a hill, facing Todi, from which it is only 3km away, it has a magnificent swimming pool with a splendid view, and is surrounded by a magnificent and well-kept countryside crossed by the "Landscape Itineraries"

Top guest favourite
A dining area is highlighted with wooden beams and exposed stone walls. A circular table with four chairs is set for a meal, while decorative items are arranged on a nearby shelf. A staircase leads to an upper level, adding depth to the open space.
Home
5 out of 5 average rating, 71 reviews

Sunset hideaway

Inside the small ancient village of San Terenziano, characteristic sky-earth on three floors, finely renovated, equipped with all comforts and ideal for spending your holidays discovering Umbria. From here you can easily reach almost all the most characteristic towns of the region such as Perugia, Assisi, Spoleto, Todi, Trevi, Spello, Montefalco, Orvieto.

Popular amenities for Pian di San Martino holiday rentals

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