Some info has been automatically translated. Show original language

Vacation rentals in Piloni

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Piloni

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

%{current} / %{total}1 / 1
Top guest favourite
A serene garden scene features colorful flowers in shades of pink and purple, framing a sparkling blue swimming pool. The pool is surrounded by lush greenery and a shaded area with a sun lounger, creating a refreshing outdoor retreat.
Loft in Roccastrada
5 out of 5 average rating, 50 reviews

"Casa Chiassarello" with pool

Casa Chiassarello is located in a quiet and panoramic location, a short walk from the center of Roccastrada. The house, entirely made of stone, is built from an old oil mill. The accommodation is an open space of about 80 square meters where there is a very spacious kitchen, a bathroom, a sleeping area with TV and fireplace; it overlooks a spacious veranda that can be used as a dining area and relaxation area. Guests have access to the garden and swimming pool, both for exclusive use, there are no other guests on the property.

Top guest favourite
Apartment in Caminino
4.91 out of 5 average rating, 185 reviews

Pieve di Caminino Historic Farm

Only for nature lovers. The ancient organic Pieve di Caminino farm is an important historical site: a former medieval parish church built at the intersection of two Roman roads, it hosted two saints (the 12th-century church is now a private museum, which can be visited by guests by appointment). Today it covers 200 hectares of fenced private property, located on a panoramic hill. Seven accommodations share an estate with a swimming pool (seasonal), two ponds, a centenary olive grove, vineyard and a cork forest.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 116 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 134 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

Guest favourite
A light-filled living space features a cozy sofa draped with a light-colored blanket. A wooden chest of drawers is positioned against the wall, with a lamp offering an additional source of light. Two windows allow natural light to brighten the room.
Home in Torniella
4.86 out of 5 average rating, 14 reviews

Sonia House Discover Tuscany

Graziosa Casa Indipendente ristrutturata nel periodo 2023-2024 che si sviluppa su un unico livello così composta: -Soggiorno con caminetto e Divano letto a 2 piazze -Cucina con balcone -Bagno privato e finestrato - 2 camere di cui una matrimoniale e una con letto ad una piazza e mezzo. Le camere conducono ad un balcone con affaccio sulla vallata, da cui si scorge il Monte Amiata Particolarmente consigliato per chi è alla ricerca di vacanze rilassanti e fantastici tour della Toscana.

Guest favourite
A stone patio is shown, featuring a small table set with two chairs. The entrance to the cottage is visible, accompanied by wooden shutters. Lush greenery surrounds the area, providing a serene environment.
Cottage in Ponte Feccia
4.94 out of 5 average rating, 185 reviews

Country cottage C&M surrounded by greenery, love Tuscany

Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

Top guest favourite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Apartment in Montemassi
4.97 out of 5 average rating, 116 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Guest favourite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Apartment in Castelnuovo Berardenga
4.94 out of 5 average rating, 170 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Guest favourite
A rustic living area is showcased with exposed wooden beams and terracotta flooring. A floral sofa complements a wooden dining table surrounded by chairs. Natural light fills the space, highlighting a wall-mounted clock and framed artwork. An inviting atmosphere is created by the warm color palette.
Farm stay in Ville di Corsano
4.95 out of 5 average rating, 132 reviews

Archi, Rustic apartment in Tuscany

The Archi apartment preserves the original attic with exposed beams and bricks and a typical decor of Tuscan country houses. It overlooks the brick Aia and is located in front of a medieval tower. 4 UNESCO heritage sites can be reached in a short time: Historic Center of Siena, Historic Center of San Gimignano, Historic Center of Pienza, Val d'Orcia - Washing machine (not included in the price) - Barbecue (wood/charcoal not included)

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.91 out of 5 average rating, 242 reviews

Casa al Gianni - Hut

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favourite
A cozy bedroom features a wooden bed with a checkered blanket draped over it. Soft lighting from a lamp illuminates the space, complemented by artwork on the walls. A rustic wooden door leads to the hallway, enhancing the charm of the room.
Farm stay in Pari
4.96 out of 5 average rating, 350 reviews

BEAUTIFUL FARM HOUSE with SWIMMING POOL in TUSCANY

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Guest favourite
An open space design features a vaulted brick arch, creating a warm atmosphere. Two spacious beds are positioned under wooden beams, accompanied by a compact seating area and a desk. Natural light filters through the windows, enhancing the rustic charm of the room.
Cottage in Chiusdino
4.93 out of 5 average rating, 167 reviews

Open-space rural house in San Galgano

The stylishly restored open space house has a large garden with an orchard and a vine arbor with barbecue and a spectacular view of the valley. Located in a village in the Municipality of Chiusdino near the Abbey of San Galgano.

Popular amenities for Piloni vacation rentals

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