
Vacation rentals in Trequanda
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Top-rated vacation rentals in Trequanda
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Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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.

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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, fully 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 to 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 will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

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.

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.

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 .

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?

Casa Bonari - a paradise for the eyes
Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family 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 rooms boast a beautiful view of the countryside.
Popular amenities for Trequanda vacation rentals
Other great vacation rentals in Trequanda

La Segreta

Villa Montisi by Interhome

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, The Loggia

Biancospino Apartment | Poggio Salto
When is the best time to visit Trequanda?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $356 CAD | $415 CAD | $357 CAD | $385 CAD | $363 CAD | $376 CAD | $404 CAD | $415 CAD | $409 CAD | $387 CAD | $378 CAD | $408 CAD |
| 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 family-friendly vacation rentals in Trequanda?
Trequanda has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Trequanda?
Experience the best of Trequanda with our house 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 190 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 100 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 230 vacation homes with pools in Trequanda, available on Airbnb. Make a splash and soak up the sun in style!
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.
Do condo rentals in Trequanda have a kitchen?
Absolutely! We offer over 20 condo 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 40 house rentals with wifi in Trequanda. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Trequanda have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking 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 30 homes with free parking, over 30 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Trequanda

Total vacation rentals
Explore 310 vacation rentals in Trequanda

Nightly prices starting at
Trequanda vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 4,880 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 190 rentals that welcome pets

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
300 of Trequanda vacation 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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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Basilica of Santa Maria Novella
- Eremo Di Camaldoli
- Piazza della Signoria
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Cascate del Mulino
- Parco delle Cascine
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Stadio Artemio Franchi




