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Holiday houses in Sinalunga

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Sinalunga

  • Total holiday rentals

    Explore 60 holiday rentals in Sinalunga

  • Nightly prices starting at

    Sinalunga holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Sinalunga holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sinalunga rentals

  • 4.8 Average rating

    Sinalunga stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Sinalunga

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

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Top Guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia
4.92 out of 5 average rating, 619 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!

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Guest favourite
Home in Asciano
4.96 out of 5 average rating, 136 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.

ValueFamilyShared spaces

Superhost
Apartment in Scrofiano
5 out of 5 average rating, 3 reviews

Panoramic View New Apartment with Balcony and 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. Spacious and full of natural light, the apartment features beautiful open views over the Tuscan countryside, a private balcony, air conditioning, and a traditional fireplace.The large living spaces and separate fully equipped kitchen make it ideal for longer stays, couples or families looking for comfort and authenticity Free public parking is available nearby.

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Top Guest favourite
A charming terrace features a small round table and two white chairs, offering expansive views of the surrounding hills and distant landscape. A walnut tree stands nearby, enhancing the tranquil outdoor space bathed in natural light from the setting sun.
Condo in Montepulciano
5 out of 5 average rating, 130 reviews

The walnut tree view, Montepulciano

The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

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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
4.97 out of 5 average rating, 240 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.

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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
4.92 out of 5 average rating, 327 reviews

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

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Guest favourite
Apartment in Sinalunga
4.89 out of 5 average rating, 65 reviews

Artist's House in Val di Chiana

Enjoy a relaxing break at Casa D'artista in Val di Chiana: in the production area of ​​the Chianina breed, it is ideal for relaxing and visiting the Valdichiana and Val D'Orcia. The proximity to the "Valdichiana" motorway exit and the Siena/Perugia highway allow you to reach Florence, Perugia, Siena, Arezzo, the city of Christmas and Lake Trasimeno. Excellent starting point for trips to Chianti and the Crete Senesi, excursions along the Bonifica path and the Valle del Gigante Bianco.

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Superhost
An exterior view of a rustic stone structure is presented, featuring a covered porch with a wooden table and benches. Olive trees surround the area, providing shade. A barbecue station is visible nearby, with a pathway leading through the outdoor space.
Cottage in Sinalunga
4.86 out of 5 average rating, 95 reviews

Stunning cottage on the Tuscan hills

An amazing renovated Tuscan cottage set in one hectare of olive grove with around 200 trees, in a panoramic hillside location overlooking the Valdichiana countryside. The house offers two double bedrooms with air conditioning and TV, two bathrooms, a spacious living area with fully equipped kitchen and dishwasher, plus an extra room with washing machine and sofa. Outside, a rustic covered patio with dining table and built-in barbecue is ideal for outdoor meals in total peace.

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Top Guest favourite
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.
Condo in Sinalunga
4.96 out of 5 average rating, 27 reviews

Residence in the Tuscan hills – relaxation and nature

A cosy apartment for two, located in a 1950s manor house in the village of Sinalunga. Municipal swimming pool and tennis court 100 m away. The location is perfect for exploring the wonders of Val d 'Orcia and the Crete Senesi: Siena, Montalcino, Montepulciano, Pienza, are all within a 10–40 minute drive. Florence can also be easily visited during the day. Ideal for those looking for relaxation, authenticity, breathtaking landscapes and typical Tuscan flavors.

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Top Guest favourite
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, 158 reviews

Tuscan rural house in Mascagni Farmhouse 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?

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Top Guest favourite
Apartment in Sinalunga
4.98 out of 5 average rating, 404 reviews

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Buffet di dolci gratuiti. 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 .

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Top Guest favourite
Condo in Sinalunga
5 out of 5 average rating, 11 reviews

La Casina di Barbara

Typical Tuscan house just renovated preserving historic features such as the ceiling in wooden and brick beams with the addition of a touch of modernity. In the historic center, in a quiet area, a short walk from the main square where you can find bars, restaurants, grocery stores and pharmacy. It has air conditioning, free Wi-Fi, independent heating, a full kitchen, a private bathroom. Self check-in. Free parking about two hundred meters away.

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Popular amenities for Sinalunga holiday rentals

When is the best time to visit Sinalunga?

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Avg. price$148 AUD$137 AUD$137 AUD$140 AUD$144 AUD$151 AUD$138 AUD$151 AUD$144 AUD$136 AUD$143 AUD$155 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Sinalunga?

    Sinalunga has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Sinalunga?

    Experience the best of Sinalunga with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Sinalunga?

    Four-legged friends are welcome in Sinalunga. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Sinalunga?

    Yes! Work meets play with ease at over 30 vacation rentals in Sinalunga featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Sinalunga vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Sinalunga, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Sinalunga have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sinalunga have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sinalunga have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sinalunga have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Sinalunga. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Sinalunga?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.