
Holiday houses in Trequanda
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Top-rated holiday rentals in Trequanda
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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.

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 sometimes available in season, the new garden for all the guests of our 4 apartments and from 2026 grilled meat( 7pm) Guests will park close the apt ,in the street 50 mt away.

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Mascagni Farmhouse in Val d'Orcia 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?

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.

Giallo Romantico appartamento nelle crete senesi
Appartamento composto da una 1 comoda camera matrimoniali ( è possibile su richiesta fare 2 letti singoli ) cucina attrezzata, soggiorno e bagno . Tv, BBq ,( in caso di necessità mettiamo ha disposizione la lavatrice dalle 9 alle 20, che si trova nella nostra lavanderia ) . E' consigliata l'auto in quanto ci troviamo in campagna , sia per essere indipendente , sia per potere visitare la magnifica campagna toscana . Parcheggio e wifi gratuiti. Vi aspetto per mostrarvi la vera Toscana!

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.

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.

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.

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.

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.

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 .
Popular amenities for Trequanda holiday rentals
Other great holiday rentals in Trequanda

Podere Le Pozze intera struttura , un cuore verde.

La Segreta

Villa – Piscina , Giardino e Relax Toscano

Casa Kely Panoramic Garden Val d’Orcia Tuscany

Casa Oliveto

Podere le querci a charming cottage in Val d'Orcia

Castelmuzio - Detached house with private pool

Podere Lo Smiraglio, La Loggetta
When is the best time to visit Trequanda?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $432 NZD | $503 NZD | $433 NZD | $466 NZD | $440 NZD | $456 NZD | $489 NZD | $503 NZD | $496 NZD | $470 NZD | $458 NZD | $494 NZD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
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 $99 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
300 of Trequanda holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Trequanda rentals

4.8 Average rating
Trequanda stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a fire pit Trequanda
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- Rentals with a fireplace Trequanda
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- Rentals with a hot tub Trequanda
- Rentals with pools Trequanda
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- Family-friendly rentals Trequanda
- Farmstay rentals Trequanda
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- Rentals with a patio Trequanda
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Lake Bolsena
- Basilica of Santa Maria Novella
- Piazza della Signoria
- Eremo Di Camaldoli
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Siena Cathedral
- Cascate del Mulino
- Pitti Palace
- Parco delle Cascine
- Boboli's Garden
- Palazzo Vecchio




