Holiday houses in Santarello

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Top-rated holiday rentals in Santarello

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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

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

4.93 out of 5 average rating, 294 reviews

Superhost

The exterior of a rustic stone villa features a large, multi-level structure with a sloping roof and a shaded terrace. Comfortable seating areas with sun loungers are positioned on the grassy lawn, surrounded by low greenery and tall trees, under a clear blue sky.

Home in Sinalunga

Perfect Large Family Villa in Tuscany

*** Now in our second summer*** Il Corniolo is our 'happy place' - a charming rural Tuscan villa with modern features and a simple family-friendly design, perfect for you & friends. Near the bustling tourist towns of Montelpulciano & Pienza, Il Corniolo is your home-from-home; a haven of countryside calm with lovely pool & hilltop views overlooking the olive groves & vineyards in L' Amorosa valley. Our home-away-from-home is a spacious, well-appointed luxury villa for you to make memories in.

4.91 out of 5 average rating, 23 reviews

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.

Guesthouse in Macciano

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.

4.97 out of 5 average rating, 251 reviews

Top Guest favourite

A rustic stone villa is set against a clear blue sky, showcasing a traditional Italian architectural style. The building features multiple arched windows and doors, with a large grassy area surrounding it, providing a serene outdoor space.

Holiday home in Torrita Di Siena

1 bedroom apartment in Tuscan farmhouse

Stay in this 1 bedroom apartment in a Tuscany old farmhouse with a great location to experience what Tuscany offers. The house is located in the beautiful Tuscan landscape surrounded by vineyards and olive groves, in the stunning Tuscan hills. You can from this location explore medieval towns. 1 hour from Florence. Arezzo and Siena within 1/2 hour drive. Montepulciano 15 min drive. The apartment is located in Villa Poggio Becchi. Private entrance. Private bathroom and kitchen/living area.

5.0 out of 5 average rating, 53 reviews

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 in Montepulciano

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

4.92 out of 5 average rating, 337 reviews

Top Guest favourite

A large, rectangular swimming pool is set within a green lawn, surrounded by tall trees and blooming shrubs. Sun loungers are placed around the pool, providing a space for relaxation. The lush Tuscan countryside stretches into the distance under a clear blue sky.

Villa in Montepulciano

A paradise in Montepulciano...

Villa Il Cubo has a large private park and swimming pool and marvellous views on the Tuscan countryside. It is fully air-conditioned and the decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point at a moderate extra contribution. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY. Exceptions are possible only if don't create unrentable gaps between one guest and the next.

4.96 out of 5 average rating, 169 reviews

Top Guest favourite

A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.

Cottage in Osteria delle Noci

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.

5.0 out of 5 average rating, 116 reviews

Top Guest favourite

The exterior of the stone house is featured, showcasing rustic charm with green shutters and a welcoming entrance. The garden area includes tables and chairs, surrounded by lush greenery and potted plants, offering a serene outdoor space for relaxation.

Holiday home in Montisi

Unique & Historic Getaway: Dreamy Garden

This stylish place to stay is perfect for group or family trips, in a small but precious Tuscan village, Montisi, in the Municipality of Montalcino, famous for wine and for being in the Val d'Orcia park, a UNESCO site. The house has a very quiet roof garden, where you can dine and relax after a day spent among the natural, historical and artistic wonders of the area. Each room of Umberto121 is different from the others, having maintained the characteristics of each.

4.97 out of 5 average rating, 31 reviews

Guest favourite

Apartment in Scrofiano

Design apartment with view, private terrace, A/C

This apartment is part of Anguria Toscana, a collection of charming stays in the medieval village of Scrofiano, in the heart of Tuscany. Stylish apartment with a spacious terrace full of greenery and open countryside views. Designed in warm Tuscan tones, it features a large bathroom, a fully equipped kitchen, and a cozy bedroom. Located in the heart of historic Scrofiano, just a short walk from free public parking, it is a perfect base for exploring Tuscany.

4.97 out of 5 average rating, 31 reviews

Guest favourite

A lush garden pathway is framed by a large flowering tree, with clusters of small white blossoms creating a serene atmosphere. Stone walls provide structure to the garden, and a small, white dog can be seen exploring the area. The space invites tranquil outdoor moments.

Apartment in Sinalunga

La Chiocciola

Ideal accommodation to visit the beauties of Val di Chiana, Val d 'Orcia, Crete senesi, Montalcino, Lake Trasimeno... Siena, Arezzo Perugia and Florence can be visited in a day. 10 minutes away we have the Baths of Rapolano and there are other important thermal centers such as the beautiful Bagno Vignoni. Swimming pools, horse malls, and other sports activities nearby. Valdichiana outlet village is minutes away, like the Valdichiana motorway toll booth.

4.91 out of 5 average rating, 56 reviews

Guest favourite

The villa, constructed from brick and stone, showcases a rustic architectural style with multiple chimneys and a tiled roof. A staircase leads from the garden to the upper level, surrounded by lush greenery and well-maintained outdoor space, creating a serene setting.

Home in Torrita di Siena

Luxury Villa with Private Pool

Beautiful stone-and-brick villa whose origins date back to 1300 and which preserves its original structure, with 'Cotto' floors and brick arches. The villa is on a hill, and the panoramic position allows full relaxation and enjoyment of the harmony and quietness of the Tuscan landscape. Private pool. The villa has been on Airbnb since 2016. For bureaucratic reasons, we have to create a new listing. The reviews of the old listing are among the images.

4.9 out of 5 average rating, 20 reviews

Top Guest favourite

Apartment in Sinalunga

Resort Panoramic view - Free parking

New apartment, powerful Wi-Fi, SMART TV, private bathroom, air conditioning, private kitchen, laundry room , free private parking. Complimentary dessert buffet. Breathtaking panoramic view . Between the Crete Senesi and the Val D'Orcia, 800 meters from the center of the village, with restaurants, bars and supermarkets. Strategic place for visiting the main towns in Tuscany : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

4.98 out of 5 average rating, 416 reviews