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Holiday rentals in Sant'Andrea a Montecchio

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Top-rated holiday rentals in Sant'Andrea a Montecchio

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Guest favourite
Home
4.96 out of 5 average rating, 117 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 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, 207 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
A wooden patio table is positioned on a balcony, overlooking a scenic view of rolling green hills and a tree-lined landscape. A small clay pot sits on the table, with vibrant trees displaying autumn colors in the foreground and mountains visible in the distance.
Flat
4.92 out of 5 average rating, 190 reviews

The Collinetta di Terrensano

It is surrounded by greenery in the countryside very close to Siena, the city of the Palio. A few kilometers from the Petriolo and Rapolano thermal baths, the Chianti hills, Val d'Orcia and the Crete Senesi. From the terrace you can admire a splendid countryside landscape that changes color with each season and it is not difficult to see roe deer, hares, etc. Simply furnished. Parking space is also available near the apartment. The last few meters to reach the apartment are on a dirt road.

Top guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Guest favourite
A spacious outdoor area features lush green grass and vibrant flower beds, accompanied by a charming table and chairs under a large tree. The rustic villa is visible in the background, providing a serene setting just minutes from Siena.
Home
4.94 out of 5 average rating, 169 reviews

[Villa with Park] Free Parking and Wi-Fi

Beautiful villa, nestled in the green hills covered with beautiful olive trees. If your dream is to stay in the beautiful Tuscan hills and wake up in the morning with the singing of birds, thanks to this superlative villa you can do it. It can accommodate up to 7 guests. Its very central yet quiet location, just 10 minutes' drive from the historic center of Siena, and from supermarkets, bars and historic sites, makes it the ideal location for a relaxing stay in Siena.

Top guest favourite
A bright living area features a pink sofa and a round dining table surrounded by yellow chairs. Wooden beams enhance the rustic charm of the space, while large windows offer views of the outdoors. A floor lamp and decorative side table add functional elegance.
Apartment
5 out of 5 average rating, 51 reviews

Traditional Apartment with Patio and Garden View

Tenuta la Santissima is part of an old hamlet nestled in the Tuscan countryside, a few minutes away from Siena, this beautiful apartment in a farmhouse offers direct access to the garden, has 2 bedrooms, 2 bathrooms and sleeps up to 4 people. Enjoy the perfect balance between the charm of an authentic traditional Italian farmhouse, and modern touches. This apartment is a perfect place for families who are interested in a short and long-term vacation in the Tuscany region.

Top guest favourite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Guest favourite
A spacious outdoor area is shown, featuring a gravel surface with a dining table and chairs. Green shutters and a beige parasol add charm to the rustic brick building in the background. Lush greenery provides a serene environment under a clear blue sky.
Home
4.92 out of 5 average rating, 73 reviews

Beautiful 2 bedroom apartment with garden

Escape to our enchanting 2-bedroom ground-floor appartment just 10 minutes from Siena. Ideal for 6 guests, the fully equipped kitchen, cozy living room, and well-appointed bathroom ensure comfort. Immerse yourself in the vast garden and forest with panoramic views of Siena and the countryside. Enjoy the best of rural and city life, capturing Insta-worthy moments and exploring local amenities. Book now for an unforgettable Tuscan retreat! #TuscanyGetaway #SienaViews

Guest favourite
A charming villa is surrounded by lush greenery, featuring a brick exterior and a welcoming staircase leading to the entrance. The scenic landscaping includes various trees and shrubs, enhancing the natural setting of the property.
Flat
4.95 out of 5 average rating, 108 reviews

Farmhouse "Villa Il Poggiolo" Siena, Loggia

Just 4 km from Siena and well connected to it, an elegant apartment furnished with antique furniture and located in a typical Tuscan villa immersed in the Sienese hills. The apartment is surrounded by a large park with a mini-whirlpool (from June 1 to September 1, from 11 AM to 6 PM) and reserved parking (no campers). Included in the price is winter heating and air conditioning for the summer. For bookings of at least 14 nights, we offer a linen change.

Guest favourite
A private terrace is seen with a metal table and two chairs, framed by colorful wildflowers. In the background, rolling hills stretch towards the horizon, while lush greenery fills the landscape. A gentle breeze moves through, creating a serene setting.
Holiday home
4.89 out of 5 average rating, 239 reviews

Studio in Tuscan farmhouse with pool & views

The studio is nestled in a beautiful Tuscan farmhouse on an olive farm near Casole d'Elsa, an unspoilt hilltop town in central Tuscany. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds.

Top guest favourite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay
4.93 out of 5 average rating, 163 reviews

House at Gianni - Olmo

Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Top guest favourite
A serene sleeping area features a spacious bed adorned with soft linens and decorative pillows. Natural light enters through an open window, showcasing views of the surrounding landscape. Two bedside tables hold lamps, and textured wall decor adds a touch of charm.
Flat
4.98 out of 5 average rating, 217 reviews

"Sunflower" apartment with view of Siena

Caggiolo is a completely renovated farm consisting of several apartments, each with a private entrance and exclusive use of the garden, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc). From the farm, you can hike to the Grotti Castle (6 km) or to our pond (2.5 km)

Popular amenities for Sant'Andrea a Montecchio holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Sant'Andrea a Montecchio