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Vacation rentals in Fossa del Lupo

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Top-rated vacation rentals in Fossa del Lupo

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 128 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favorite
A panoramic view of rolling hills is bathed in soft morning light, with mist gently resting over the landscape. Silhouettes of trees and distant structures emerge from the fog, creating a serene and tranquil atmosphere in the Val d'Orcia.
Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 82 reviews

Wine Loft in the vineyards

Feel the magic of sleeping in the amazing landscape of Val d'Orcia in Tuscany ! You will be enchanted by the colors of the vineyards, enveloped by the scents of the grapes. Wine Loft is a unique home of relaxation and silence in nature. You will be welcomed by the team of Tenuta Sanoner winery, and you will discover delicious organic wine and olive oil . You will visit the cellar and taste the organic wines. Every morning you will receive a breakfast basket and enjoy a delicious local products

Top guest favorite
A small balcony is featured with two black woven chairs flanking a round table. On the table, a bottle and two glasses are set against a backdrop of panoramic views of rolling hills and terracotta rooftops under a partly cloudy sky.
Apartment in Cortona
4.99 out of 5 average rating, 173 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Top guest favorite
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, 218 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
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, 297 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 favorite
A panoramic view of the surrounding landscape showcases rolling green hills, the vast expanse of the Valdichiana, and the distant waters of Lake Trasimeno. The image features terracotta rooftops in the foreground, reflecting the traditional architecture of the city.
Home in Cortona
5 out of 5 average rating, 19 reviews

Breathtaking Views + Terrace/Central yet Quiet

Welcome to our longtime family home — an elegant, light-filled space in the heart of Cortona. Set in a quiet historical square just steps from the main piazza. Enjoy spectacular views of the valley, lake and city. This elegant house blends the character of Tuscany with warmth and comfort. Antique terracotta beamed ceilings floors, a terrace with panoramic views, a house that tells a story. It's a space for travelers who appreciate beauty, stillness, and the atmosphere of an authentic home.

Guest favorite
Home in Camucia
4.93 out of 5 average rating, 28 reviews

Borgo La Fonte

❊ Private Outdoor Spaces: private garden with a gazebo adorned with fragrant jasmine, perfect for al fresco dining or relaxing moments ❊ Ease and Convenience: located between Camucia and Cortona, starting point for exploring the region and enjoying a relaxing vacation with all services close at hand ❊ Modern Comforts: fully equipped kitchen, two double bedrooms, and two bathrooms with showers ❊ Private Parking: a rarity in the area, for a more convenient stay

Top guest favorite
A bright living space is featured, showcasing a wooden dining table set with dishes and fresh fruit. A comfortable sofa is positioned adjacent to the television on the wall. Natural light filters through a window, illuminating the wooden beams of the ceiling.
Condo in Cortona
4.99 out of 5 average rating, 204 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 favorite
Home in Vallone Pip
4.87 out of 5 average rating, 15 reviews

Netik Apartment

Welcome to Vallone di Cortona ✨ A peaceful retreat in the heart of Tuscany, where time slows down among the scents and colors of the vineyards 🍇. 🎁 A special gift for you: enjoy a complimentary bottle of our wine 🍷 and our extra virgin olive oil 🫒 upon arrival to start your Tuscan experience. The villa 🏡 combines modern comfort and rural charm, offering stunning views of cypresses 🌲, golden hills 🌻, and breathtaking sunsets 🌅.

Top guest favorite
A spacious living area features a comfortable purple sofa and striped poufs, complemented by a classic wooden sideboard and elegant lamps. Warm colors adorn the walls, and a large artwork adds character. Natural light enters through multiple windows, enhancing the inviting ambiance.
Apartment in Cortona
4.97 out of 5 average rating, 181 reviews

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Guest favorite
Home in Cortona
4.92 out of 5 average rating, 24 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.

Top guest favorite
The image captures a vibrant town square in Cortona, featuring a historic clock tower and a series of stone steps leading to a large building. Outdoor seating is visible, with visitors enjoying the sunny day, and nearby buildings display a range of architectural styles.
Home in Cortona
4.94 out of 5 average rating, 218 reviews

Casa del Passerino

Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

Popular amenities for Fossa del Lupo vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Arezzo
  5. Fossa del Lupo