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Holiday rentals in Trequanda

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Top-rated holiday rentals in Trequanda

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Guest favourite
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home
4.96 out of 5 average rating, 113 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 spacious living area is showcased with large windows offering panoramic views of the surrounding hills. A dining table sits in the center, accompanied by chairs, while a comfortable seating arrangement is positioned nearby. Natural light fills the space, highlighting the earthy tones and wood accents.
Flat
4.97 out of 5 average rating, 418 reviews

A view from the top, Montepulciano

A View From the Top is an apartment in the most peaceful part of Montepulciano(castoldi apartments site) The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills Our wine tasting is available in the new garden for all the guests of our 4 apartments and from 2026 grilled meat always with paired wines Guests will park close the apt ,in the street 50 mt away.

Top guest favourite
A shaded pergola adorned with grapevines provides a relaxing spot for outdoor dining. A colorful table features a floral design, surrounded by wrought iron chairs. A private jacuzzi sits nearby, with lush greenery and rolling hills visible in the background.
Cottage
5 out of 5 average rating, 70 reviews

Panoramic view & outdoor jacuzzi - Pienza

‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.

Top guest favourite
A serene bedroom is depicted, featuring a spacious bed dressed in a light coverlet and accented by soft blue tones. Light enters through a window flanked by green shutters, while a simple bedside table accompanies the bed. Decorative elements include a floor lamp and a mirror on the wall.
Flat
5 out of 5 average rating, 49 reviews

Guest House Manufacto

In Petroio, an unspoilt and green medieval village between Val d'Orcia and Val di Chiana, in an old house in the hamlet, renovated, with wonderful views over the Val d'Orcia, we offer a bright flat with direct access to the garden (shared use with us) from the panoramic small private loggia. Well-equipped, elegant and simple independent house. Nearby thermal baths and important cities and places of art, typical trattorias, villages and fine food. A stay of relaxation and harmony.

Guest favourite
A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.
Apartment
4.92 out of 5 average rating, 154 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

Welcome to Montepulciano, a historical gem! Our apartment, located in the heart of the historic center, offers the perfect location to experience the authenticity of this unique place: just a few steps from Piazza Grande, excellent restaurants, shops, and all the main attractions. Whether you come to explore the wineries, for a romantic getaway, or to learn about the history and culture of Montepulciano, here you will find the perfect place for an unforgettable experience.

Top guest favourite
Townhouse
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 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
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.

Guest favourite
An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.
Apartment
4.96 out of 5 average rating, 324 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and Wi-Fi A strategic location for visiting Tuscany and Umbria.

Top guest favourite
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
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.

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
4.99 out of 5 average rating, 101 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 spacious bedroom features a comfortable bed with a soft grey headboard and neutral bedding. A small dining area with a wooden table and two dishes is visible. A large mirror and a flat-screen TV are mounted on the wall, reflecting natural light from a nearby window.
Flat
4.99 out of 5 average rating, 339 reviews

Resort Panoramic view - 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 .

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.
Apartment
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?

Popular amenities for Trequanda holiday rentals

When is the best time to visit Trequanda?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Trequanda?

    Four-legged friends are welcome in Trequanda. Choose from more than 190 vacation rentals for guests traveling with pets.

  • Are there Trequanda vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 240 vacation homes with pools in Trequanda, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in bed and breakfast rentals in Trequanda?

    Experience the best of Trequanda with our bed and breakfast 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.

  • Do farmstay rentals in Trequanda have a kitchen?

    Absolutely! We offer over 10 farmstay rentals with a kitchen in Trequanda. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Villa Rentals with the most popular amenities: over 30 homes with a kitchen, over 40 homes with wifi, over 30 homes with air conditioning, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do condo rentals in Trequanda have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Trequanda have free parking?

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

  • Are there family-friendly vacation rentals in Trequanda?

    Trequanda has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Yes! Work meets play with ease at over 100 vacation rentals in Trequanda featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do farmstay rentals in Trequanda have air conditioning?

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

Quick stats about holiday rentals in Trequanda

  • Total holiday rentals

    Explore 310 holiday rentals in Trequanda

  • Nightly prices starting at

    Trequanda holiday rentals start at £44 per night before taxes and fees

  • Verified guest reviews

    Over 4,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    300 of Trequanda holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Trequanda rentals

  • 4.8 Average rating

    Trequanda stays are highly rated by guests – averaging 4.8 out of 5!

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