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Holiday houses in Aiole

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Top-rated holiday rentals in Aiole

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Top Guest favourite
An aerial view captures a serene farmhouse surrounded by rolling hills. A curving dirt road leads to the home, bordered by tall cypress trees. Soft sunlight bathes the landscape, highlighting the lush greenery and distant mountains.
Farm stay in Campiglia D'orcia
4.91 out of 5 average rating, 548 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
Apartment in Castel del Piano
4.99 out of 5 average rating, 259 reviews

Casa Cecilia Farm

Apartment in a house surrounded by greenery, near the village of Castel del Piano. It overlooks the chestnut grove of the property and beyond the view is lost along the valley of the Ente river until you can see the Brunello vineyards and the centuries-old olive trees. The apartment consists of a living room, a kitchen, and a bedroom. Possibility to use the wood-burning oven and barbecue as well as the garage for bicycles and motorcycles ideal for discovering the wonders of Monte Amiata. Tourist tax to be paid on-site

Top Guest favourite
A vibrant garden features an array of colorful flowers, with delicate white blooms prominently displayed. In the background, rolling hills are seen under a dramatic sky, creating a serene landscape filled with natural beauty.
Home in Castiglione d'Orcia
4.95 out of 5 average rating, 109 reviews

Da nonna Ornella - nest in Val d'Orcia

Vista spettacolare e relax assicurato in questo romantico monolocale nel cuore della Val d’Orcia, provincia di Siena, immerso nella splendida Toscana. Ideale per coppie. Dispone di zona living, cucina accessoriata, bagno, riscaldamento, resede, parcheggio privato e un grande e panoramico giardino con lettini e amaca. Vicino a mete iconiche: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d’Orcia, Radicofani, Castiglione d’Orcia e Monte Amiata. Indimenticabile.

Top Guest favourite
Guesthouse in Macciano
4.97 out of 5 average rating, 204 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
Home in Abbadia San Salvatore
4.98 out of 5 average rating, 162 reviews

La Casetta di Alice - with panoramic terrace -

The house is in the heart of the medieval historic center of Abbadia S. S. Distributed over several levels, it has two independent entrances, and a large roof terrace, equipped solarium, from which you can admire a beautiful view. Recently renovated, it offers a unique and welcoming atmosphere. TV in the living room and in the bedroom. Ultra-fast FASTWEB Wi-Fi. For a couple with a child, there is also the option to add a single bed in the room with the parents. Self check-in is available.

Superhost
A welcoming entrance features a rustic stone wall and a sturdy gate leading into the property. The house is visible beyond, showcasing a blend of natural materials and modern design. Green grass and gravel paths surround the area, complementing the tranquil setting.
Home in Santa Fiora
4.75 out of 5 average rating, 12 reviews

La Casa del Miccio – Diffuse Hospitality

Casa del Miccio is an ancient donkey stable on the edge of the chestnut grove, which is part of the widespread hospitality network in Santa Fiora. On the ground floor is the modern and well-equipped kitchen, with a dining table and living room. Also on the ground floor is the bathroom with shower. Upstairs, on the mezzanine, is the double bedroom. The house is surrounded by a private garden and, available for guests, there is a wood-fired oven, a barbecue and a vegetable garden.

Top Guest favourite
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 in Castell'Azzara
4.99 out of 5 average rating, 152 reviews

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.

Top Guest favourite
A charming outdoor terrace is depicted, featuring wooden furniture surrounded by lush greenery and colorful flowers. A shade sail offers protection from the sun, with a scenic view of the valley in the background and trees lining the property.
Farm stay in Seggiano
4.99 out of 5 average rating, 270 reviews

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.

Top Guest favourite
A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.
Cottage in Osteria delle Noci
5 out of 5 average rating, 103 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Guest favourite
A serene swimming pool is surrounded by natural stone walls and lush greenery. Sun loungers and umbrellas are positioned by the poolside, providing shaded areas for relaxation. The area features a well-maintained stone deck that seamlessly integrates with the peaceful landscape.
Tiny home in Seggiano
4.91 out of 5 average rating, 77 reviews

Retreat Cottage a peaceful place in a garden

The Retreat-Cottage is a little stone house in the middle of the garden of the Podere Montecatini, on a natural, spacious property at the foot of the Monte Amiata. Here you can come to yourself, reflect and leave everyday life behind. The landscape is peaceful, fertile and intact with wonderful views over the Tuscan hills. There are colorful meadows, old trees, chestnuts, cherries, wine, streams and olives. It's a good place for a retreat with yourself .

Superhost
Condo in Castelnuovo dell’Abate
4.89 out of 5 average rating, 314 reviews

Il Borghetto: Alice's House, charm and relaxation

The Casa di Alice is located in the central area for visiting Valdorcia and Montalcino with its cellars in Brunello. All renovated and very bright, it can accommodate from 2 to 4 people. Entirely covered by Wifi, it has two double bedrooms, each with private bathroom, a kitchen equipped with a relaxing living room with LED TV, armchairs, wood-burning fireplace for cold winter evenings. Heated to clean energy and restored with eco-friendly materials.

Top Guest favourite
Bungalow in Montelaterone
4.97 out of 5 average rating, 29 reviews

Casa Cardeta - Little House

Enveloped in the scent of Mediterranean flowers and herbs, surrounded by cypresses and olive trees. This romantic cottage is an oasis on the foothills of Monte Amiata, harmoniously integrated into nature, great panoramic location, with bright rooms and terraces around the house It is an ideal place to easily enjoy the scenery from the terrace. You can also set out on foot from here on journeys of discovery into untouched nature.

Popular amenities for Aiole holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Aiole