
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.

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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 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.

Casa Dolce Toscana~Suite&View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation,with panoramic views,immersed in the hills of Tuscany. Anoasis of peace perfect for those who want to relax and live an authentic experience. Located a few kilometers from Siena and Florence,our accommodation combines rustic charm with all modern comforts. it is in the heart of the historic center of the famous village of Cetona,below the castle ,overlooking the valley and the scent of Tuscany.

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.

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 the 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 wifi Strategic location for visiting Tuscany and Umbria.

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.

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?

LA CASINA: Your tiny house in Tuscany
Cozy cottage rests within garden of architect-restored farmhouse. LA CASINA di Malabiccia is proud to offer year-round hospitality in a unique location amidst the rolling hills of Tuscany. Italian materials and quirky details create an unforgettable charm and comfort. Guests enjoy ample garden space, a fully equipped kitchen and daytrips to Montalcino, Montepulciano, Pienza, Arezzo, Siena, Cortona and more.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.
Popular amenities for Trequanda holiday rentals
Other great holiday rentals in Trequanda

Casa Tòrta - comfort room

Beautiful Sunset Apartment

"Rosso Poggiolo" farmhouse with swimming pool.

Villa "The memory of time"

The twigs

Cipressini 1 - Swimming pool and stunning view

Amazing view of Val d'Orcia Pienza

Room in agriturismo Montepulciano e Cortona
When is the best time to visit Trequanda?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $336 SGD | $391 SGD | $337 SGD | $363 SGD | $342 SGD | $355 SGD | $381 SGD | $391 SGD | $386 SGD | $323 SGD | $333 SGD | $368 SGD |
| 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 condo rentals in Trequanda?
Experience the best of Trequanda with our condo rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Trequanda have a kitchen?
Absolutely! We offer over 110 apartment rentals with a kitchen in Trequanda. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Trequanda?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with free parking, over 20 homes with air conditioning, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 apartment rentals in Trequanda have free parking?
Absolutely! We offer over 90 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 serviced apartment rentals in Trequanda have air conditioning?
Absolutely! We offer over 10 serviced apartment 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 $77 SGD 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
- Rentals with a hot tub Trequanda
- Rentals with pools Trequanda
- Pet-friendly rentals Trequanda
- Farm stay rentals Trequanda
- Rentals with a firepit Trequanda
- Smoking-friendly rentals Trequanda
- Rentals with a patio Trequanda
- Bed and breakfasts Trequanda
- Rentals with a fireplace Trequanda
- Rentals with outdoor seating Trequanda
- Villa rentals Trequanda
- House rentals Trequanda
- Apartment rentals Trequanda
- Rentals with breakfast Trequanda
- Flat rentals Trequanda
- Rentals with a washing machine and dryer Trequanda
- Family-friendly rentals Trequanda
- 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
- The Boboli Gardens
- 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




