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Holiday houses in Trequanda

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Trequanda

  • Total holiday rentals

    Explore 360 holiday rentals in Trequanda

  • Nightly prices starting at

    Trequanda holiday rentals start at $69 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    260 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Trequanda holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Trequanda rentals

  • 4.7 Average rating

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

Top-rated holiday rentals in Trequanda

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

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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
4.97 out of 5 average rating, 30 reviews

Unique & Historic Getaway: Dreamy Garden

Questo elegante alloggio è perfetto per viaggi di gruppo o familiari, all'interno di un piccolo, ma prezioso borgo toscano, Montisi, nel Comune di Montalcino, famoso per il vino e per essere nel parco della Val d'Orcia, sito UNESCO. La casa ha un giardino pensile molto tranquillo, dove poter cenare e rilassarsi dopo una giornata passata tra le meraviglie naturali, storiche ed artistiche della zona. Ogni stanza di Umberto121 è differente dall'altra, avendo mantenuto le caratteristiche di ognuna.

Top Guest favourite
Apartment in Asciano
4.87 out of 5 average rating, 23 reviews

Incredible Views & Pool in the Tuscan Hills

Fuggite nel cuore della Toscana e vivete un soggiorno immersi in dolci colline, una bellezza senza tempo e panorami indimenticabili. La casa offre l'accesso a una splendida piscina in comune e a tranquilli spazi esterni, perfetti per rilassarsi al sole o godersi serate serene. All'interno, troverete comfort, stile, tutto il necessario per un soggiorno memorabile. Ideale per coppie, famiglie o gruppi di amici che desiderano vivere un'autentica esperienza toscana a breve distanza in auto da Siena.

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
4.91 out of 5 average rating, 22 reviews

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.

Guest favourite
A spacious living area features a striped sofa with soft cushions, complemented by a wooden coffee table and a vase of fresh flowers. The warm terracotta flooring and rustic beams enhance the inviting ambiance. Steps lead to additional rooms, visible in the background.
Condo in Montisi
4.94 out of 5 average rating, 18 reviews

Apartment in ancient house + pool and terrace

The apartment "Il Glicine" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. It is located on the first floor and consists of two bedrooms (one with two single beds and one double), each with its own bathroom, a living room, a kitchen/dining area, and a furnished terrace. It is elegantly furnished with Tuscan terracotta floors, beamed ceilings, and period furniture. It offers beautiful views of the gardens, the pool area, and the valley.

Superhost
Villa in San Giovanni d'Asso
4.92 out of 5 average rating, 91 reviews

Villa "La memoria del tempo "with A/C

The farmhouse "La memoria del tempo" is of fifteenth-sixteenth century Etruscan origins and has been renovated maintaining the characteristics of the typical Tuscan farmhouse. It is a corner of well-being and comfort surrounded by splendid hills and the ideal place for those who want to find relaxation and privacy. Graziella the owner personally takes care of the care and attention of the house. The most evocative places of the Val d'Orcia and the Crete Senesi can be reached in a short time.

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
5.0 out of 5 average rating, 160 reviews

Casa rurale toscana in Mascagni Farmhouse Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

Guest favourite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia
4.94 out of 5 average rating, 145 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Top Guest favourite
A spacious outdoor area features a framed view of rolling green hills in the distance. A swimming pool is visible, surrounded by grass, with a sunshade above a table and chairs. The peaceful landscape showcases the natural beauty of the Tuscan countryside.
Apartment in Castelmuzio
5.0 out of 5 average rating, 54 reviews

Appartamento bel Tramonto

Benvenuti all’Agriturismo Pascianella ,un angolo di paradiso incastonato, tra le dolci colline toscane, nel cuore tra la Val d’Orcia e le Crete Senesi. La struttura ,si trova in posizione panoramica, arroccata su una collina che si affaccia sul borgo di Montisi e sul pittoresco Castelmuzio facilmente raggiungibili a piedi. Che tu stia cercando un rifugio con piscina per ricaricare le energie o un punto base per esplorare i borghi e i sapori della Toscana, Pascianella è la scelta perfetta.

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 in Castelmuzio
5.0 out of 5 average rating, 80 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
Townhouse in Trequanda
5.0 out of 5 average rating, 32 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
5.0 out of 5 average rating, 115 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
Home in Trequanda
4.92 out of 5 average rating, 13 reviews

Poggio del Raglio: Relax&Natura

A Trequanda, nel cuore delle Crete Senesi, questa casa accogliente offre due camere matrimoniali, la possibilità di un ulteriore posto letto e due bagni. La luminosa zona giorno e le camere si aprono su terrazze panoramiche, perfette per colazioni, pranzi e cene all’aperto, con vista su tramonti indimenticabili. Il giardino con portico invita al relax, in un rifugio di pace e armonia, ideale per famiglie, coppie o amici amanti della natura e delle emozioni autentiche.

Popular amenities for Trequanda holiday rentals

When is the best time to visit Trequanda?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$415 AUD$418 AUD$395 AUD$392 AUD$397 AUD$399 AUD$410 AUD$421 AUD$415 AUD$393 AUD$384 AUD$414 AUD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

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 bed and breakfast rentals in Trequanda?

    Experience the best of Trequanda with our bed and breakfast rentals, starting at about $80 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 240 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 120 vacation rentals in Trequanda featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Trequanda condo rentals on Airbnb with pools?

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

  • Do apartment rentals in Trequanda have air conditioning?

    Absolutely! We offer over 100 apartment 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 120 apartment rentals with a kitchen in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Trequanda have wifi?

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

  • Do villa rentals in Trequanda have free parking?

    Absolutely! We offer over 40 villa rentals with free parking in Trequanda. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 120 homes with a kitchen, over 130 homes with wifi, over 100 homes with air conditioning, over 120 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.