
Vacation rentals in Trequanda
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Top-rated vacation rentals in Trequanda
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Tuscan Villa for Family & Friends in Montepulciano
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visit & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

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.

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.

Vineyards Paradise
Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

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

Casa Bonari - a paradise for the eyes
Casa Bonari is a self-contained, non-shared, single-storey apartment located within a villa at the foot of Monticchiello. It has 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room. The rooms are furnished in Tuscan style, featuring restored antique 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 the rooms offer a beautiful view of the countryside.

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.

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

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?
Popular amenities for Trequanda vacation rentals
Other great vacation rentals in Trequanda

Dimora Il Convento

Pasqui Villas: Tribbio 3BDR,private pool,WiFi

Amazing view 3 bdr villa with pool & A/C in Pienza

Fattoriafontenovo, country house Perugia Umbria

Luxury Medieval Tower • Exclusive Chianti Stay

Podere Ampella House with a Beautiful View

Live Like a Local & Private Concierge Service

Borgo 7 Tigli | Family stay with garden & pool
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 | $358 CAD | $385 CAD | $363 CAD | $377 CAD | $404 CAD | $415 CAD | $410 CAD | $388 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 230 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in farmstay rentals in Trequanda?
Experience the best of Trequanda with our farmstay 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.
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 vacation rentals with a dedicated workspace in Trequanda?
Yes! Work meets play with ease at over 110 vacation rentals in Trequanda featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Trequanda apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 90 apartment rentals 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 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.
Do farmstay rentals in Trequanda have wifi?
Absolutely! We offer over 30 farmstay 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.
What are the most popular amenities for Bed And Breakfast Rentals in Trequanda?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Trequanda

Total vacation rentals
Explore 350 vacation rentals in Trequanda

Nightly prices starting at
Trequanda vacation rentals start at $96 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 230 rentals that welcome pets

Vacation rentals with a pool
270 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
340 of Trequanda vacation 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
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Lake Bolsena
- Basilica of Santa Maria Novella
- Strozzi Palace
- Del Chianti
- Cascate del Mulino
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Basilica Di San Miniato A Monte
- Piazza della Repubblica
- Eremo Di Camaldoli
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine




