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Holiday houses in Castiglione del Lago

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Castiglione del Lago

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

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Top Guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia
4.92 out of 5 average rating, 595 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

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Top Guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 499 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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Top Guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 225 reviews

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.

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Top Guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 164 reviews

Casa Dolce Toscana | Panoramic Suite with View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

ValueLocationOutdoor spaces

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
4.93 out of 5 average rating, 310 reviews

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

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Top Guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 111 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

LocationFamilySolo travel

Top Guest favourite
A light-filled living space features a comfortable sofa and a dining table set for four. A large TV is mounted on a white cabinet, while a door leads to the bedroom area, which appears partially visible in the background. Wooden beams enhance the ceiling's charm.
Condo in Cortona
4.99 out of 5 average rating, 209 reviews

Chicca: Cortona's historic centre

Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

LocationFamilyKitchen

Top Guest favourite
Holiday home in Petrignano del Lago
4.98 out of 5 average rating, 148 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

FamilyLocationIndoor spaces

Guest favourite
A spacious living area features a mix of natural light and soft furnishings. Large windows are adorned with sheer curtains. A table is centrally placed with decorative items, while a patterned rug lays beneath. A comfortable sofa and chairs are arranged for relaxation.
Apartment in Castiglione del Lago
4.88 out of 5 average rating, 104 reviews

La finestra sul Lago vacation home

TASSA DI SOGGIORNO 2 EURO A PERSONA PER I PRIMI 3 GIORNI I BAMBINI SOTTO I 10 ANNI NON PAGANO , DA PAGARE AL ARRIVO IN CONTANTI L APPARTAMENTO NON PUO ESSERE AFFITTATO PER PIù DI 29 GIORNI NEL ARCO DEL ANNO SOLARE DALLA STESSA PERSONA TOURIST TAX 2 EURO PER PERSON FOR THE FIRST 3 DAYS CHILDREN UNDER 10 YEARS DO NOT PAY, TO BE PAID ON ARRIVAL IN CASH THE APARTMENT CANNOT BE RENTED FOR MORE THAN 29 DAYS IN THE ARCH OF THE SOLAR YEAR BY THE SAME PERSON

ValueLocationSleep quality

Guest favourite
A charming street scene is presented, featuring local shops with colorful signage. Sunlight bathes the area, highlighting outdoor seating arrangements under umbrellas. Stone buildings rise on either side, contributing to the historical character of the setting.
Apartment in Castiglione del Lago
4.79 out of 5 average rating, 105 reviews

Bright apartment overlooking the lake.

Furnished studio apartment, beautiful panoramic terrace, air conditioning. Located in the historic center near restaurants and shops with local products; adjacent to the town hall and castle; from here you can reach the lakefront on foot in a few minutes. From there you can take the boat that connects at various times of the day to one of the islands in the lake, Isola Maggiore, a very characteristic fishing village, to take a beautiful walk and eat well.

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Guest favourite
A spacious living area features exposed wooden beams and a terracotta floor. A sectional sofa, adorned with decorative pillows, faces a wooden coffee table. A dining area with a simple table is visible, along with stairs leading to the upper level and large windows allowing ample natural light.
Holiday home in Porto
4.96 out of 5 average rating, 137 reviews

La Dimora del Lago - Lake views of Tuscany and Umbria

Straddling the Tuscan-Umbrian border, sitting on a millennial Etruscan archeological heritage and surrounded by Montepulciano vineyards and Chianina cattle country, overlooking tiny Lake Chiusi — this authentically restored 500-year-old watchtower sits semi-detached in a quiet rural hamlet, halfway between Florence and Rome. Near Orvieto, Cortona and Lake Trasimeno. Under 2 hours by motorway or train from either city. Fast WiFi and Netflix included. .

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Top Guest favourite
An outdoor seating area features a small table surrounded by two chairs, adorned with a light breakfast setup. The stone facade of the house is complemented by climbing vines and a bright flower arrangement, inviting guests to enjoy the fresh air.
Holiday home in Monticchiello
4.97 out of 5 average rating, 130 reviews

In Tuscany Rooms

**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

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Popular amenities for Castiglione del Lago holiday rentals

When is the best time to visit Castiglione del Lago?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$164 AUD$160 AUD$164 AUD$160 AUD$160 AUD$180 AUD$167 AUD$170 AUD$167 AUD$150 AUD$157 AUD$174 AUD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Castiglione del Lago?

    Yes! Work meets play with ease at over 20 vacation rentals in Castiglione del Lago featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in bed and breakfast rentals in Castiglione del Lago?

    Experience the best of Castiglione del Lago with our bed and breakfast rentals, starting at about $60 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 Castiglione del Lago?

    Four-legged friends are welcome in Castiglione del Lago. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there Castiglione del Lago vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Castiglione del Lago, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Castiglione del Lago?

    Castiglione del Lago has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Castiglione del Lago have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Castiglione del Lago have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Castiglione del Lago have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Castiglione del Lago have free parking?

    Absolutely! We offer over 10 bed and breakfast rentals with free parking in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Castiglione del Lago?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 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 Castiglione del Lago

  • Total holiday rentals

    Explore 70 holiday rentals in Castiglione del Lago

  • Nightly prices starting at

    Castiglione del Lago holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Castiglione del Lago holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Castiglione del Lago rentals

  • 4.8 Average rating

    Castiglione del Lago stays are highly rated by guests—averaging 4.8 out of 5!

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