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Holiday houses in San Valentino

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Top-rated holiday rentals in San Valentino

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Top Guest favourite
An outdoor dining area features a stone patio illuminated by soft lights. Round tables and chairs are arranged near lush green hedges, with a parasol providing shade. The view showcases a serene sunset over the landscape, enhancing the tranquil ambiance of the space.
Home in Deruta
4.95 out of 5 average rating, 87 reviews

The ancient lemon grove

Antica casa dell' 800, luminosa e panoramica, affacciata sulla piana del Tevere tra Todi e Perugia, completamente ristrutturata, nel centro storico di Deruta, il paese dell’arte civile. E' indipendente, con doppio accesso dall’esterno e con giardino delimitato. Era in origine la limonaia e casetta del giardiniere della proprietà. Trasformata in un open space bello e accogliente, 3/5 posti letto offre un soggiorno comodo e confortevole a coppie o famiglie che vogliano visitare la verde Umbria.

Guest favourite
A well-maintained garden is shown, featuring lush green lawns and decorative potted plants. A round table with chairs is positioned nearby, set for outdoor dining. The villa's bright yellow facade is visible in the background, complemented by a canopy and open sky.
Holiday home in Perugia
4.77 out of 5 average rating, 35 reviews

Historic Residence with Pool near Perugia

🏡 Historic Residence with Pool near Perugia 📍 Perfect for exploring Umbria, just minutes from Perugia, Assisi & Lake Trasimeno ✨ Elegant apartment inside the historic Palazzo di Bagnaia with antique furniture and original details 🛏️ 5 bedrooms • 🛁 2 bathrooms • Spacious interiors ideal for families and groups 🌳 Swimming pool, large private park and barbecue area surrounded by Umbrian countryside 💫 Historic charm, relaxation and authentic Italian atmosphere in a 17th-century residence

Top Guest favourite
Guesthouse in Macciano
4.97 out of 5 average rating, 225 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
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, 308 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

Superhost
Home in Todi
5 out of 5 average rating, 4 reviews

The Lost Stone paradise with pool, views and AC

The Old Stone is a 2025 fully refurbished 200 yrs old stone house in the hills of Todi, Umbria. It features a magnificent new pool, AC, high speed Wi-Fi and it is immersed in beautiful nature. It has a large garden, 3 patios, two kitchens, 3 bedrooms, 2.5 bath and a spectacular living room. Designed for comfort and entertaining, every detail has been thoughtfully curated to blend rustic charm (wood beams, cotto floors and stone walls) with moder luxury in a peaceful, panoramic setting.

Top Guest favourite
Apartment in Civita
4.94 out of 5 average rating, 279 reviews

The Cellar (Palazzo Pallotti)

The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

Top Guest favourite
A charming stone farmhouse is nestled among lush greenery, showcasing a terracotta-tiled roof and wooden shutters. Olive trees surround the property, providing a scenic backdrop. The inviting porch features seating, enhancing the connection to the tranquil outdoor landscape.
Farm stay in Terni
5 out of 5 average rating, 48 reviews

Rural Umbria | 3-bedroom apartment with pool

Tenuta Capitolini is an enchanting stone and brick farmhouse set in nature, surrounded by olive trees and a privileged and suggestive panorama in Umbria. It stands at the foot of the medieval village of Collelungo (twelfth century) with a splendid view overlooking the middle Tiber valley. Precisely because of its central location, is an excellent starting point to continue with cultural excursions in the nearby cities of Perugia, Todi, Orvieto, Assisi, Spoleto, Gubbio.

Top Guest favourite
An outdoor terrace showcases vibrant potted flowers and a rustic wooden bench, extending along a stone wall. Lush greenery and breathtaking valley views are visible in the background under a clear blue sky.
Apartment in Civita
4.98 out of 5 average rating, 495 reviews

The Enchantment of Civita (The Terrace)

L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Top Guest favourite
Cabin in Massa Martana
4.95 out of 5 average rating, 233 reviews

Country Chalet and mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

Top Guest favourite
A narrow stone pathway is framed by rustic buildings, leading to a scenic view of rolling hills. Flower pots with vibrant blooms add color, while soft sunlight illuminates the area, creating a welcoming ambiance. The pathway is lined with natural stone tiles, enhancing the traditional charm.
Home in San Terenziano
5 out of 5 average rating, 71 reviews

Sunset hideaway

Inside the small ancient village of San Terenziano, characteristic sky-earth on three floors, finely renovated, equipped with all comforts and ideal for spending your holidays discovering Umbria. From here you can easily reach almost all the most characteristic towns of the region such as Perugia, Assisi, Spoleto, Todi, Trevi, Spello, Montefalco, Orvieto.

Top Guest favourite
Apartment in Orvieto
5 out of 5 average rating, 119 reviews

Theater House

Casa teatro is an elegant apartment located inside a prestigious building in the heart of Orvieto's historic center, a few steps from Piazza del Popolo and the city's most important tourist sites. The apartment is stylishly furnished, bright, characterized by ceilings and walls with frescoes attributed to the famous 19th-century painter Andrea Galeotti.

Top Guest favourite
Villa in Todi
5 out of 5 average rating, 47 reviews

(Historic) Panoramic Tower + Jacuzzi + Unique View

Admire Todi from above, surrounded by greenery, in a historic medieval stone tower. Enjoy peace and quiet as you relax in the private Jacuzzi on the panoramic terrace, with breathtaking sunset views. Touch the ancient walls, breathe the pure air of the Umbrian hills, and experience true relaxation and well-being in a unique and authentic setting.

Popular amenities for San Valentino holiday rentals

  1. Airbnb
  2. Italy
  3. Umbria
  4. Perugia
  5. San Valentino