Vacation rentals in Castiglione del Lago

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.

4.91 out of 5 average rating, 150 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.

Apartment in Montepulciano

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.

4.96 out of 5 average rating, 106 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 for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

4.97 out of 5 average rating, 181 reviews

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

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.

Apartment in Montepulciano

A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.

5 out of 5 average rating, 124 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

4.97 out of 5 average rating, 144 reviews

A spacious exterior view reveals a charming stone house complemented by vibrant sunset lighting. The image showcases an inviting outdoor seating area with two chairs, set against a backdrop of lush hills and the distant glimmer of the lake.

Home in Perugia

La Perla del Lago Casa vacanze

Forget all your worries in this oasis of serenity. Let yourself be soothed by our amazing views and the sunsets that the lake offers us every evening La Perla del Lago Holiday Home overlooks Lake Trasimeno. 8 minutes away is the highway from which you can easily reach Florence, Perugia,Gubbio, Spoleto, Norcia and many others In the town, there are cafés, restaurants, grocery stores, a pharmacy, an ATM, a small playground, and a beautiful pool for the hottest days just 2 km away.

Guesthouse in Montefollonico

An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.

4.97 out of 5 average rating, 107 reviews

Casale Santa Barbara - Exclusive Apartment

At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

The exterior of an ancient country house is displayed at dusk, showcasing brick walls and dark wooden shutters. Balconies with wrought iron railings overlook the garden, which features vibrant flowers and greenery. A gravel pathway leads to the entrance, framed by soft evening light.

4.97 out of 5 average rating, 103 reviews

Podere Mainò Delizioso Apartment

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, located on the first floor, consists of two double bedrooms, a large bathroom, a kitchen-living room with a sofa and two large terraces. The house is fully functional and has every comfort to make your vacation special!

4.97 out of 5 average rating, 301 reviews

An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.

Condo in Asciano

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

4.99 out of 5 average rating, 130 reviews

The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.

Guesthouse in Perugia

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Farm stay in San Fatucchio

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.

4.89 out of 5 average rating, 205 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), 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.

Condo in Castiglione del Lago

The bedroom features a wrought iron bed adorned with an orange coverlet. A wooden desk and chair are positioned beside a round mirror, providing a functional space. Natural light filters through the window, while rustic walls and high ceilings enhance the classic charm of the room.

4.94 out of 5 average rating, 185 reviews

AURA Garbino apartment in the historic center

-Aura Appartamenti- The Garbino apartment is located along the main street of the historic center of Castiglione del Lago. Furnished in a classic style with high ceilings and exposed beams, it is spacious, quiet and relaxing, an oasis of tranquility during your stay. On the ground floor and managed by us is the Ristorante L'Acquario, a traditional Slow Food and Michelin Bib Gourmand restaurant.

Vacation rentals for every style

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Popular amenities for Castiglione del Lago vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Castiglione del Lago

Home in Castiglion Fiorentino

The living area features exposed stone walls and wooden beams, creating a rustic ambiance. A spacious sectional sofa is complemented by a round accent chair. A round mirror reflects light from the window, while a decorative fireplace adds warmth to the space.

5 out of 5 average rating, 41 reviews

Hidden gem in Tuscany

Superhost

A cozy bedroom features a spacious bed with decorative pillows and a light-colored throw. Natural light enters through an arched window, complemented by wooden beams on the ceiling. A bedside table with a lamp and a small armchair create a serene and comfortable atmosphere.

Home in Asciano

5 out of 5 average rating, 5 reviews

Affitti Brevi Siena - The heart of Tuscany

Superhost

A warm bedroom features a red metal bed frame with matching red cushions on the bed. A vintage chandelier hangs from the ceiling, illuminating the space. A wooden cabinet and dressing table can be seen, along with decorative items and soft lighting, creating a cozy atmosphere.

Condo in Castiglione del Lago

4.8 out of 5 average rating, 10 reviews

The Enchantment of Trasimeno with a garden overlooking the lake!

Condo in Castiglione del Lago

A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Soft, natural light filters through the window with light curtains. Exposed wooden beams line the ceiling, while a television is positioned on a shelf. Fresh towels are neatly arranged at the foot of the bed.

5 out of 5 average rating, 25 reviews

Tranquility and Well-being [Lake Trasimeno]

Home in Tuoro sul Trasimeno

A rustic bedroom features exposed stone walls and wooden beams. A spacious bed is positioned centrally, surrounded by soft linens. A wooden wardrobe and a small side table complement the space, while a vintage chair adds comfort. Natural light filters through the window, illuminating the room.

5 out of 5 average rating, 59 reviews

the oasis of the foxes

Farm stay in Castel Rigone

A relaxing outdoor area is visible, featuring a table surrounded by chairs. A hammock hangs close by, and the scene opens up to a breathtaking view of Lake Trasimeno and the surrounding hills, framed by lush greenery.

4.95 out of 5 average rating, 94 reviews

AGRITURISMO LA BICOCCA L'Olivo Apartment

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.

4.78 out of 5 average rating, 100 reviews

Bright apartment overlooking the lake.

A shaded outdoor terrace is framed by a rustic brick archway, featuring potted flowers and two wicker chairs positioned for lake views. The surrounding landscape includes rolling hills and a distant village, creating a peaceful setting for relaxation.