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Holiday houses in Trequanda

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Top-rated holiday rentals in Trequanda

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

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Guest favourite
Home in Asciano
4.96 out of 5 average rating, 126 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.
Guesthouse in Macciano
4.97 out of 5 average rating, 217 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
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
4.93 out of 5 average rating, 297 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

Top Guest favourite
Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.
Apartment in Monticchiello
4.97 out of 5 average rating, 174 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a self-contained, non-shared, single-storey apartment located within a villa at the foot of Monticchiello. It features 3 bedrooms, 2 bathrooms, a fully equipped kitchen and a living room. The rooms are furnished in Tuscan style, featuring restored heirloom furniture combined with contemporary elements. The kitchen is fully equipped, and the apartment is surrounded on all sides by a large garden, so that all the rooms offer a beautiful view of the countryside.

Top Guest favourite
Townhouse in Trequanda
5 out of 5 average rating, 21 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 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
5 out of 5 average rating, 106 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.

Guest favourite
Apartment in Montisi
4.92 out of 5 average rating, 25 reviews

Apartment in historic house with pool and view

The apartment "I Girasoli" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. The apartment, 70 m2, is located on the second floor and consists of a very large and bright living room with a sofa bed, kitchen, a double bedroom and a bathroom with shower. It is elegantly furnished with Tuscan terracotta floors, beams and period furniture. It has a gorgeous view of the gardens, the pool area and the valley.

Top Guest favourite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 107 reviews

Podere Pereti Nuovi – Modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

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, 143 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?

Guest favourite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano
4.92 out of 5 average rating, 274 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Top Guest favourite
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 526 reviews

Poggio Bicchieri Holiday Farm - Poesia apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Top Guest favourite
An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.
Guesthouse in Montefollonico
4.98 out of 5 average rating, 122 reviews

Casale Santa Barbara - Exclusive Apartment

Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

Popular amenities for Trequanda holiday rentals

When is the best time to visit Trequanda?

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Avg. price$416 AUD$419 AUD$396 AUD$391 AUD$369 AUD$383 AUD$411 AUD$422 AUD$416 AUD$394 AUD$385 AUD$415 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Trequanda?

    Trequanda has more than 230 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Trequanda?

    Experience the best of Trequanda with our apartment rentals, starting at about $70 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 Trequanda?

    Four-legged friends are welcome in Trequanda. Choose from more than 230 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 110 vacation rentals in Trequanda featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Trequanda vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 270 vacation homes with pools in Trequanda, available on Airbnb. Make a splash and soak up the sun in style!

  • Do bed and breakfast rentals in Trequanda have air conditioning?

    Absolutely! We offer over 20 bed and breakfast rentals with air conditioning in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Trequanda have a kitchen?

    Absolutely! We offer over 110 apartment rentals with a kitchen in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Trequanda have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do farmstay rentals in Trequanda have free parking?

    Absolutely! We offer over 30 farmstay rentals with free parking in Trequanda. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Trequanda

  • Total holiday rentals

    Explore 350 holiday rentals in Trequanda

  • Nightly prices starting at

    Trequanda holiday rentals start at $97 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    270 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Trequanda holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Trequanda rentals

  • 4.7 Average rating

    Trequanda stays receive an average rating of 4.7 out of 5 from guests

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