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Vacation rentals in Castiglione del Lago

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Top-rated vacation rentals in Castiglione del Lago

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

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Guest favorite
Vacation home in Petrignano del Lago
4.98 out of 5 average rating, 123 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Situata nelle colline a cavallo tra Montepulciano,Castiglione del Lago e Cortona, Fontarcella si presenta come una villetta indipendente immersa nel verde, che offre jacuzzi e parcheggio privati; Scoprirete un luogo senza tempo, per condividere momenti preziosi. La struttura, arredata in stile mediterraneo, dispone di climatizzazione e wi-fi gratuita. Il giardino, interamente recintato, offre vari comfort. A pochi minuti dalle autostrade, Fontarcella è facilmente raggiungibile dai viaggiatori.

Guest favorite
Apartment 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 favorite
Guesthouse in Macciano
4.97 out of 5 average rating, 204 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 favorite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 138 reviews

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

Guest favorite
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 favorite
A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.
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 favorite
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.
Apartment in Castiglione del Lago
4.93 out of 5 average rating, 141 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.

Guest favorite
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, 103 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.

Top guest favorite
A balcony is visible, featuring a round table and potted flowers, overlooking a bustling square with stone buildings. People can be seen walking around, and a fountain is positioned centrally in the piazza. The scene captures a lively atmosphere.
Apartment in Castiglione del Lago
4.98 out of 5 average rating, 47 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
A spacious terrace is surrounded by rustic stone walls, featuring a glass-top table surrounded by elegant wrought-iron seating. Potted flowers add color, while two traditional chimneys rise in the background, offering a panoramic view of the lake and countryside.
Condo in Castiglione del Lago
4.84 out of 5 average rating, 37 reviews

HISTORIC LUXORY APARTMENT - LAKE WIEW

This spacious and luxurious suite of 130 m2 has two double bedrooms, each with its own bathroom, offering its guests the utmost privacy. The larger bedroom has an additional single bed. A fully equipped kitchen with dining table, a room with a large living room in front of the fireplace and air conditioning in all rooms, make it a comfortable environment. The terrace with a magnificent view of the lake is ideal for organizing elegant aperitifs.

Top guest favorite
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 favorite
An inviting outdoor space is shown, featuring two chairs positioned on the grassy area overlooking the tranquil lake. The scene is enhanced by a soft sunset glow and a lantern affixed to the wall, adding a gentle illumination to the entrance.
Apartment in Mugnanesi
4.96 out of 5 average rating, 188 reviews

Podere Mainò Romantic Accommodation

Podere Mainò overlooks the Umbrian shore of Lake Montepulciano. The house, recently renovated, will offer you all the comforts for a vacation in close contact with nature and is the ideal starting point to explore Tuscany and Umbria. The unit is located on the first floor and consists of a large double bedroom, a single bedroom, a bathroom and a living room with kitchenette, fridge, television, sofa and every other comfort.

Popular amenities for Castiglione del Lago vacation rentals

When is the best time to visit Castiglione del Lago?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,712 GYDG$20,503 GYDG$21,340 GYDG$23,432 GYDG$23,432 GYDG$26,361 GYDG$24,478 GYDG$24,897 GYDG$24,478 GYDG$21,968 GYDG$23,014 GYDG$25,524 GYD
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 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 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 apartment rentals in Castiglione del Lago have wifi?

    Absolutely! We offer over 20 apartment 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 air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Castiglione del Lago

  • Total vacation rentals

    Explore 60 vacation rentals in Castiglione del Lago

  • Nightly prices starting at

    Castiglione del Lago vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,670 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Castiglione del Lago vacation 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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  5. Castiglione del Lago