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Holiday houses in Trequanda

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Quick stats about holiday rentals in Trequanda

  • Total holiday rentals

    Explore 360 holiday rentals in Trequanda

  • Nightly prices starting at

    Trequanda holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    260 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Trequanda holiday rentals include Wi-Fi 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

Top-rated holiday rentals in Trequanda

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
The exterior of a rustic stone villa features a large, multi-level structure with a sloping roof and a shaded terrace. Comfortable seating areas with sun loungers are positioned on the grassy lawn, surrounded by low greenery and tall trees, under a clear blue sky.
Home in Sinalunga

Perfect Large Family Villa in Tuscany

*** Now in our second summer*** Il Corniolo is our 'happy place' - a charming rural Tuscan villa with modern features and a simple family-friendly design, perfect for you & friends. Near the bustling tourist towns of Montelpulciano & Pienza, Il Corniolo is your home-from-home; a haven of countryside calm with lovely pool & hilltop views overlooking the olive groves & vineyards in L' Amorosa valley. Our home-away-from-home is a spacious, well-appointed luxury villa for you to make memories in.

FamilyValueParking

4.9 out of 5 average rating, 21 reviews
Guest favourite
A spacious living area features a striped sofa with soft cushions, complemented by a wooden coffee table and a vase of fresh flowers. The warm terracotta flooring and rustic beams enhance the inviting ambiance. Steps lead to additional rooms, visible in the background.
Condo in Montisi

Apartment in ancient house + pool and terrace

The apartment "Il Glicine" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. It is located on the first floor and consists of two bedrooms (one with two single beds and one double), each with its own bathroom, a living room, a kitchen/dining area, and a furnished terrace. It is elegantly furnished with Tuscan terracotta floors, beamed ceilings, and period furniture. It offers beautiful views of the gardens, the pool area, and the valley.

LocationFamilySleep quality

4.94 out of 5 average rating, 18 reviews
Top Guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano

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

FamilyLocationPool

4.92 out of 5 average rating, 331 reviews
Top Guest favourite
A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.
Farm stay in Monte San Savino

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

FamilyValueOutdoor spaces

4.99 out of 5 average rating, 113 reviews
Top Guest favourite
A shaded pergola adorned with grapevines provides a relaxing spot for outdoor dining. A colorful table features a floral design, surrounded by wrought iron chairs. A private jacuzzi sits nearby, with lush greenery and rolling hills visible in the background.
Cottage in Castelmuzio

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.

LocationAccessDecor

5.0 out of 5 average rating, 79 reviews
Top Guest favourite
Townhouse in Trequanda

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.

LocationFamilyView

5.0 out of 5 average rating, 32 reviews
Top Guest favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage in Osteria delle Noci

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.

ValueFamilyNearby

5.0 out of 5 average rating, 115 reviews
Top Guest favourite
Home in San Giovanni d'Asso

Country chic house in a village,private pool,wiFi

La Capanna is a small house hidden at the sight in the very heart of the village of San Giovanni d'Asso in the Community of Montalcino.Private fenced pool (3x6 mt,1mt deep) ,astonishing view from the patio and terrace in front of the house. It can comfortably hold a party of 5 adults plus a child up to 12 . Central heating, fireplace (wood is provided at a little cost)AirCon in the bedrooms, (included in the price from June to mid September) WiFi good for home working

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 81 reviews
Top Guest favourite
A spacious outdoor area features a framed view of rolling green hills in the distance. A swimming pool is visible, surrounded by grass, with a sunshade above a table and chairs. The peaceful landscape showcases the natural beauty of the Tuscan countryside.
Apartment in Castelmuzio

Beautiful Sunset Apartment

Welcome to the Pascianella Agriturismo, a corner of paradise nestled among the rolling Tuscan hills, in the heart of the Val d'Orcia and the Crete Senesi. The property is in a panoramic position, perched on a hill overlooking the village of Montisi and the picturesque Castelmuzio easily accessible on foot. Whether you're looking for a retreat with a pool to recharge your energy or a base to explore the villages and flavors of Tuscany, Pascianella is the perfect choice.

ValueLocationAccuracy

5.0 out of 5 average rating, 54 reviews
Top Guest favourite
The exterior of the stone house is featured, showcasing rustic charm with green shutters and a welcoming entrance. The garden area includes tables and chairs, surrounded by lush greenery and potted plants, offering a serene outdoor space for relaxation.
Holiday home in Montisi

Unique & Historic Getaway: Dreamy Garden

This stylish place to stay is perfect for group or family trips, in a small but precious Tuscan village, Montisi, in the Municipality of Montalcino, famous for wine and for being in the Val d'Orcia park, a UNESCO site. The house has a very quiet roof garden, where you can dine and relax after a day spent among the natural, historical and artistic wonders of the area. Each room of Umberto121 is different from the others, having maintained the characteristics of each.

LocationFamilyCondition

4.97 out of 5 average rating, 30 reviews
Top Guest favourite
Apartment in Asciano

Incredible Views & Pool in the Tuscan Hills

Escape to the heart of Tuscany and enjoy a stay surrounded by rolling hills, timeless beauty and unforgettable views. The house offers access to a beautiful shared swimming pool and peaceful outdoor areas, perfect for relaxing in the sun or enjoying quiet evenings. Inside, you'll find comfort, style and everything you need for a memorable stay. Ideal for couples, families or groups of friends looking for an authentic Tuscan experience just a short drive from Siena.

FamilyLocationAmenities

4.86 out of 5 average rating, 22 reviews
Guest favourite
Home in Trequanda

Poggio del Raglio: Relaxation & Nature

In Trequanda, in the heart of the Crete Senesi, this cozy house offers two double bedrooms, the possibility of an additional bed and two bathrooms. The bright living area and bedrooms open onto panoramic terraces, perfect for outdoor breakfasts, lunches and dinners, overlooking unforgettable sunsets. The garden with porch invites you to relax, in a haven of peace and harmony, ideal for families, couples or friends who love nature and authentic emotions.

LocationFamilyGetting around

4.92 out of 5 average rating, 13 reviews

Popular amenities for Trequanda holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Trequanda

Guest favourite
A spacious dining area is featured with a long table set for a meal. Natural light enters through arched openings, illuminating the rustic stone walls and wooden beams. Extra seating and decorative elements create a warm, inviting environment for shared meals.
Villa in San Giovanni d'Asso

Villa "La memoria del tempo" with A/C

LocationValueBackyard

4.92 out of 5 average rating, 90 reviews
Top Guest favourite
A two-story villa with terracotta roof tiles is surrounded by lush greenery and trees. A welcoming entrance is framed by climbing plants. The property is set against a scenic backdrop of rolling hills and vineyards, creating a serene atmosphere.
Farm stay in Sinalunga

Villa Panorama near Siena Tuscany

LocationFamilyPool

5.0 out of 5 average rating, 52 reviews
Top Guest favourite
A charming farmhouse is set against a blue sky, surrounded by lush greenery and colorful garden beds. The structure features ivy-covered stone walls and a welcoming entrance. A patio with white outdoor furniture invites relaxation, while cypress trees and flowering plants enhance the scenic landscape.
Home in Montisi

Private 16th century farmhouse

LocationFamilyView

5.0 out of 5 average rating, 22 reviewsAn aerial view captures the castle complex surrounded by lush greenery. Olive trees and rolling hills are visible, highlighting the natural beauty of the Tuscan landscape. The ancient structure stands prominently against the sky, showcasing the historic architecture that defines the region.
Castle in San Giovanni d'Asso

Castello Montelifré

FamilyLocationComfort

4.7 out of 5 average rating, 10 reviews
Home in Castelmuzio

The Dream

FamilyLocationNearby

5.0 out of 5 average rating, 4 reviews
Guest favourite
A charming living space features warm yellow walls and terracotta tile flooring. Wooden beams create a cozy ceiling. A comfortable sofa and armchair are arranged around a coffee table, while large windows provide natural light. A functional kitchen area is partially visible in the background.
Home in Castelmuzio

Casa Oliveto

FamilyLocationView

4.93 out of 5 average rating, 15 reviews
Guest favourite
Villa in San Giovanni d'Asso

Villa il Moro

LocationFamilyKitchen

5.0 out of 5 average rating, 7 reviews
Guest favourite
Villa in Sinalunga

Podere Le Pozze entire property, a green heart.

LocationFamilyAccuracy

5.0 out of 5 average rating, 5 reviews

When is the best time to visit Trequanda?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$418 AUD$421 AUD$397 AUD$395 AUD$400 AUD$402 AUD$413 AUD$424 AUD$418 AUD$396 AUD$386 AUD$417 AUD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°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 bed and breakfast rentals in Trequanda?

    Experience the best of Trequanda with our bed and breakfast 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 240 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 120 vacation rentals in Trequanda featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Trequanda condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Trequanda, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Trequanda have air conditioning?

    Absolutely! We offer over 100 apartment 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 120 apartment 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 villa rentals in Trequanda have free parking?

    Absolutely! We offer over 40 villa rentals with free parking in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Trequanda?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 120 homes with a kitchen, over 130 homes with wifi, over 100 homes with air conditioning, over 120 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore