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Holiday rentals in Castiglione del Lago

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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 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, 474 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.

Guest favourite
A rustic stone farmhouse is surrounded by rolling hills and lush trees, featuring a swimming pool with sun loungers nearby. The expansive landscape showcases golden fields under a clear blue sky, highlighting the tranquil setting in the countryside.
Flat in Castiglione del Lago
4.91 out of 5 average rating, 153 reviews

Ulivo - Charming apartment in the countryside

The independent, bright and welcoming apartment located on the ground floor of a renovated farmhouse from 1856, surrounded by green hills, consists of a large eat-in kitchen, a double bedroom with comfortable futon chair, independent bathroom. Triple exposure The apartment is equipped with: - centralized warming - fitted kitchen - bathroom with bathtub and shower - guest sheets and towels - stylish furnishings - veranda exclusive use with dining table overlooking the surrounding countryside.

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.
Guest house in Macciano
4.97 out of 5 average rating, 211 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.

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, 141 reviews

Casa Dolce Toscana | Panoramic Suites & Views

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.

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
4.92 out of 5 average rating, 288 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

Top guest favourite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano
4.97 out of 5 average rating, 102 reviews

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

Guest favourite
A large dining area features a long table surrounded by white chairs, positioned before expansive glass windows. The view reveals a scenic landscape with a swimming pool and rolling hills extending into the distance, framed by wooden beams overhead.
Farm stay in San Fatucchio
4.9 out of 5 average rating, 227 reviews

2 room apartments in farmhouse whit pool

We have 4 apartments of this type on first floor and on two levels with two bedrooms (one double and a single bedroom. The single bedroom is in the attic and has no door it overlooks the living room), living room with kitchenette, bathroom with shower. The farmhouse enjoys a 360° view of the Umbrian and Tuscan hills and has a garden and shared swimming pool in summer, lounge and playground. This typology can NOT be booked with CHILDREN UNDER 12 or babies and is for max 3 people.

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
5 out of 5 average rating, 103 reviews

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.

Top guest favourite
A serene outdoor area showcases a swimming pool surrounded by well-maintained gardens. Sun loungers are positioned near the pool, with shaded areas provided by umbrellas. The background features a historic building and lush greenery, enhancing the tranquil setting.
Flat in Castiglione del Lago
4.93 out of 5 average rating, 142 reviews

Farmhouse close to Montepulciano

Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests four vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

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.
Apartment in Cortona
4.99 out of 5 average rating, 200 reviews

Chicca: Cortona's historic center

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.

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.
Flat in Castiglione del Lago
4.88 out of 5 average rating, 101 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

Guest favourite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Flat in Montepulciano
4.93 out of 5 average rating, 267 reviews

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 Castiglione del Lago holiday rentals

When is the best time to visit Castiglione del Lago?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$126 SGD$125 SGD$130 SGD$142 SGD$142 SGD$160 SGD$149 SGD$151 SGD$149 SGD$134 SGD$140 SGD$155 SGD
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 condo rentals in Castiglione del Lago?

    Experience the best of Castiglione del Lago with our condo 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 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 bed and breakfast rentals in Castiglione del Lago have air conditioning?

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

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

    Absolutely! We offer over 10 apartment 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 Condo Rentals in Castiglione del Lago?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, 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 $51 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    70 of Castiglione del Lago holiday rentals include wifi 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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