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

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.

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.

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.

Romantic Yellow apartment in Crete Senesi
Apartment consisting of a comfortable double bedroom (2 single beds can be provided on request), equipped kitchen, living room and bathroom. TV, BBQ, (if necessary, we provide a washing machine from 9 a.m. to 8 p.m., which is located in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and so you can visit the magnificent Tuscan countryside as well. Free parking and Wi-Fi. I look forward to showing you the real Tuscany!

Resort Panoramic - 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 . Tourist tax 1€ .

Montepulciano Downtown Storico
Nice apartment of 60 square meters located in the main street of the country. It is on the second and top floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

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.

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.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

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 holiday rentals
Other great holiday rentals in Trequanda

Luxury Villa with Private Pool

Angalia Guesthouse

1 bedroom apartment in Villa

Country chic house in a village,private pool,wiFi

Live Like a Local & Private Concierge Service

Wine Loft in the vineyards

The twigs

Palazzo Trapani Luxury Residence
When is the best time to visit Trequanda?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 224 | € 261 | € 225 | € 242 | € 229 | € 237 | € 254 | € 261 | € 258 | € 216 | € 223 | € 246 |
| 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 320 holiday rentals in Trequanda

Nightly prices starting at
Trequanda holiday rentals start at € 52 per night before taxes and fees

Verified guest reviews
Over 4,590 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
310 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!
Destinations to explore
- Pet-friendly rentals Trequanda
- Rentals with a fireplace Trequanda
- Smoking-friendly rentals Trequanda
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- Villa rentals Trequanda
- Farm stay rentals Trequanda
- Family-friendly rentals Trequanda
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- Rentals with pools Trequanda
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- Santa Maria Novella
- Mercato Centrale
- Piazzale Michelangelo
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Lake Bolsena
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Boboli's Garden
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapel
- Palazzo Vecchio
- Stadio Artemio Franchi
- Tenuta Le Velette
- Basilica of St Francis
- Cala di Forno
- Castiglion del Bosco Winery




