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Vacation rentals in Santarello

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Top-rated vacation rentals in Santarello

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Top guest favorite
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.
Vacation home in Podere Petriolo
5 out of 5 average rating, 34 reviews

1 bedroom apartment in Villa

Enjoy and relax in this 1 bedroom apartment in a private Villa with a great location to experience what Tuscany offers. The Villa 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.

Top guest favorite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 134 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Top guest favorite
Apartment in Sinalunga
5 out of 5 average rating, 11 reviews

Romantic apartment in Tuscany SUITE LA STUFA

Today a dependance, originally this was where tobacco leaves were dried, which is why it maintains the name "LA STUFA" (The stove). Completely renovated, it is divided over two levels. On the ground floor, we find the kitchen and living room, a bathroom with shower. Piccolo Borgo Nonna Nella is perfect for discovering iconic Tuscany: Siena, the Val d’Orcia, the Crete Senesi, Cortona, Arezzo, and the Casentino are just a short drive away. Relaxation and breathtaking views guaranteed.

Top guest favorite
The exterior view captures a rustic stone house bordered by tall trees. A pathway leading to the dwelling is visible, accompanied by lounge chairs set on a grassy area. The tranquil setting reflects the peaceful ambiance of the countryside.
Home in Scrofiano
4.97 out of 5 average rating, 163 reviews

Jenny's Barn

The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot. CIN IT052033C2HGBZMBH4

Guest favorite
Townhouse in Trequanda
5 out of 5 average rating, 17 reviews

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

Top guest favorite
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
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.

Top guest favorite
A compact room features a spacious bed with a rich red coverlet, accompanied by neatly stacked white towels. A small kitchenette is visible with a microwave and seating area. A television is mounted on the wall, enhancing the modern design.
Apartment in Sinalunga
4.97 out of 5 average rating, 147 reviews

Resort Panoramic - Free Parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano . Tourist tax 1€ .

Guest favorite
An open-concept living area is showcased, featuring an elegantly styled wooden dining table surrounded by black chairs. A cozy seating area with a blue sofa is situated across from a stone fireplace. Large windows allow natural light to fill the space, highlighting its inviting features.
Apartment in Sinalunga
4.93 out of 5 average rating, 14 reviews

Anastasia's Home (Relaxation and Nature)

Cozy accommodation for two, inside a 1950s manor house in the village of Sinalunga. Shared garden, municipal swimming pool and tennis court 100 m away. The location is perfect for exploring the wonders of the Val d'Orcia and the Crete Senesi: Siena, Montalcino, Montepulciano, Pienza, are all within 10–40 minutes by car. Florence can also be easily visited in a day. Ideal for those seeking relaxation, authenticity, breathtaking landscapes and typical Tuscan flavors.

Top guest favorite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 136 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Top guest favorite
A spacious living area features a light wooden dining table surrounded by white chairs, positioned near a comfortable sofa. The kitchen, with wooden cabinetry, includes essential appliances. A television is mounted on the wall, and high wooden beams enhance the open, inviting feel.
Apartment in Sinalunga
4.93 out of 5 average rating, 123 reviews

La Piazza - Apartment with a view.

Very central apartment of about 55 square meters overlooking Piazza Garibaldi, the main meeting and gathering point of the town of Sinalunga. Great starting point for visiting the surrounding beauties, from Val di Chiana to Val d'Orcia, from Crete Senesi to Monte Amiata. The art cities of Siena, Arezzo, Florence and Perugia are very close. The owners, born and raised in these places, will be happy to welcome you and meet your needs.

Guest favorite
An outdoor area is depicted, featuring a lush green garden adorned with olive trees. A stone path leads through the landscape, complemented by grassy patches. The serene setting includes gravel flooring and a canopy providing shade, inviting relaxation and outdoor dining.
Condo in Sinalunga
4.9 out of 5 average rating, 84 reviews

Apartment "Le Poie"

Located in the town of Sinalunga, the apartment is perfect for two people and offer free parking space inside a private property. You can reach the old town in about 10/15 minutes by foot or in 4 minutes by car. Downtown area has various supermarkets, shops, restaurants and pizzeria. The area allows you to visit a lot of towns and cities nearby: Siena, Arezzo, Perugia, Montepulciano, Pienza, Cortona, Montalcino, Bagni San Filippo.

Top guest favorite
A cozy bedroom features a spacious bed with soft linens, positioned under wooden beams. Natural light filters through a glass door, illuminating the room. A stylish wooden ladder leans against the wall, while a small table with a flower vase adds a touch of color.
Guesthouse in Petroio
4.96 out of 5 average rating, 137 reviews

LA CASINA: Your tiny house in Tuscany

Cozy cottage rests within garden of architect-restored farmhouse. LA CASINA di Malabiccia is proud to offer year-round hospitality in a unique location amidst the rolling hills of Tuscany. Italian materials and quirky details create an unforgettable charm and comfort. Guests enjoy ample garden space, a fully equipped kitchen and daytrips to Montalcino, Montepulciano, Pienza, Arezzo, Siena, Cortona and more.

Popular amenities for Santarello vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Santarello