
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.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

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.

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?

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.
Popular amenities for Trequanda holiday rentals
Other great holiday rentals in Trequanda

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Casa Biancospino Crete Senesi | Podere Fossaccio

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths

Podere Ampella House with a Beautiful View

Live Like a Local & Private Concierge Service

Perfect Large Family Villa in Tuscany

Charming Tuscan Home with Splendid Terrace

Castel Brunello - 2 doublebed rooms + terrace
When is the best time to visit Trequanda?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $384 SGD | $387 SGD | $365 SGD | $361 SGD | $341 SGD | $353 SGD | $379 SGD | $389 SGD | $384 SGD | $364 SGD | $355 SGD | $383 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 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 condo rentals in Trequanda?
Experience the best of Trequanda with our condo rentals, starting at about $100 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 230 vacation rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Trequanda?
Yes! Work meets play with ease at over 20 house 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 270 vacation homes with pools in Trequanda, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Trequanda have air conditioning?
Absolutely! We offer over 40 villa rentals with air conditioning in Trequanda. Enjoy a tailored experience with all the comforts you desire.
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.
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 condo rentals in Trequanda have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Trequanda. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Farmstay Rentals in Trequanda?
Enhance your stay in our Farmstay Rentals with the most popular amenities: over 30 homes with free parking, over 20 homes with air conditioning, over 30 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Trequanda

Total holiday rentals
Explore 350 holiday rentals in Trequanda

Nightly prices starting at
Trequanda holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 4,970 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 230 rentals that welcome pets

Holiday rentals with a pool
270 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
340 of Trequanda holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Trequanda rentals

4.7 Average rating
Trequanda stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Flat rentals Trequanda
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- Bed and breakfasts Trequanda
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Salvatore Ferragamo Museum
- Lake Trasimeno
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Uffizi Gallery
- Centro Storico Orvieto
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Parco delle Cascine
- Boboli's Garden
- Basilica of St Francis
- Basilica of Santa Croce
- Medici Chapel
- Stadio Artemio Franchi
- Stazione Santa Maria Novella





