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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, 472 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, 207 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, 131 reviews

Casa Dolce Toscana ~Suite&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.

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, 284 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
A multi-level villa is visible, featuring large windows and a spacious terrace. The exterior showcases a blend of natural materials and greenery, while a private swimming pool is nearby, providing a relaxing space for guests.
Home in San Feliciano
4.91 out of 5 average rating, 154 reviews

Casa dei 5 Sensi - Trasimeno view

Bio-ecological building in double class A, energy and environmental, consisting of two apartments, one on the ground floor and the other on the first floor. The one on the first floor is rented, consisting of a private entrance, kitchen/dining/living room, terrace, double bedroom and bathroom. 180-degree lake view, with swimming pool and outdoor green space. The pool is private and is shared with the property. IF THE PERIOD YOU CHOSE IS OCCUPIED, CONTACT ME, WE WILL FIND A SOLUTION

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, 226 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
Flat in Castiglione del Lago
4.86 out of 5 average rating, 119 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 small balcony with a wrought iron table and two chairs overlooks a bustling main square. Bright flowers in pots adorn the railing, offering a vibrant contrast to the historic buildings and lively scene below.
Flat in Castiglione del Lago
4.98 out of 5 average rating, 48 reviews

Apartment with Square View

Discover the charm of Castiglione del Lago in our apartment in the heart of the historic center, overlooking the main square. An excellent starting point for venturing into the Umbrian lands of Trasimeno and the Tuscan lands of the Nobile di Montepulciano. Very close to Perugia (30 min), Assisi (40 min), Siena (55 min), and Montepulciano (30 min). A perfect mix of comfort, culture, and nature for an unforgettable experience. Book your perfect stay now!

Superhost
The outdoor swimming pool features a spacious area for relaxation, surrounded by well-maintained sun loungers. A gentle slope leads down to the pool, with scenic views of rolling hills and olive trees in the distance. Sun umbrellas provide shade on sunny days.
Flat in Montepulciano
5 out of 5 average rating, 4 reviews

Apt 2: Montepulciano 800 yr old Monastery

Our self catering accommodation is in an 800 year old converted monastery situated 5 minutes drive from the Renaissance town of Montepulciano, renowned for its Vino Nobile wines, close to art and culture, with great views, restaurants, coffee bars and enotecas. Our local area is a paradise for hikers, cyclists, joggers or simply walking through the incredible Tuscan country side that offers memorable sights of farmland, forests and rolling hills.

Top guest favourite
The image depicts a serene pool area surrounded by lush Mediterranean greenery. A bright orange umbrella provides shade, while a well-maintained stone pathway leads to the entrance of a charming stone farmhouse in the background.
Home in Loc. Casalini - Comune Panicale
4.99 out of 5 average rating, 100 reviews

Cottage surrounded by nature

"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.

Guest favourite
A private pool is set against a backdrop of lush gardens and a charming villa. The clear water of the pool reflects the blue sky, and sun loungers are positioned nearby for relaxation. Olive trees dot the landscape, enhancing the tranquil atmosphere.
Home in Cortona
4.91 out of 5 average rating, 23 reviews

Villa Bellora | Tuscan Villa w/ Pool Near Cortona

Villa Bellora: Your Tuscan Summer Escape Book now for summer stays and enjoy golden sunsets, blooming sunflower fields, a private pool, and peaceful countryside charm. This 3-bedroom, 2-bath villa near Cortona and Montepulciano offers lush gardens, cozy living spaces, a fully equipped kitchen, and outdoor dining. Relax by the pool, explore hilltop towns, or unwind under the stars—your perfect Tuscan getaway awaits.

Popular amenities for Castiglione del Lago holiday rentals

When is the best time to visit Castiglione del Lago?

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Avg. price£74£73£76£83£83£94£87£89£87£78£82£91
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 apartment rentals in Castiglione del Lago?

    Experience the best of Castiglione del Lago with our apartment rentals, starting at about $40 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 30 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 10 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 condo rentals in Castiglione del Lago have air conditioning?

    Absolutely! We offer over 10 condo 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 bed and breakfast rentals in Castiglione del Lago have wifi?

    Absolutely! We offer over 10 bed and breakfast 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 a kitchen, over 20 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 60 holiday rentals in Castiglione del Lago

  • Nightly prices starting at

    Castiglione del Lago holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 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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