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Holiday houses in San Valentino

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Top-rated holiday rentals in San Valentino

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

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Top Guest favourite
Home in Chiugiana-La Commenda
5 out of 5 average rating, 14 reviews

Small, self-contained stone loft with garden

Small, self-contained loft with a private garden and separate entrance, converted from an old medieval building, built entirely of stone and furnished in a charming, rustic style. The usable floor area is 32 square metres. Located in a scenic spot, with parking in front of the house, a quiet area, and all amenities within 1 km. It is located 30 metres from an ancient church. Located in a small village, but self-contained. 10 minutes from Perugia, 15 minutes from Lake Trasimeno, 5 minutes from Corciano, 25 minutes from Assisi.

Top Guest favourite
The villa is showcased from an elevated perspective, revealing its traditional stone facade. A well-maintained garden surrounds a clear swimming pool, adding to the serene landscape of rolling hills. The evening light enhances the inviting atmosphere of the outdoor and indoor spaces.
Villa in Todi
5 out of 5 average rating, 32 reviews

Exclusive panoramic villa with private pool

Villa Giorgia is a farmhouse located on the hills of Todi that offers a breathtaking view in a context of complete privacy, just 10 minutes from the city center. The villa accommodates up to 7+1 people in 4 bedrooms, 2 of which have a private bathroom. The refined yet traditional interiors, the living room with fireplace and the equipped kitchen overlook a garden with swimming pool and relaxation areas. A perfect retreat for those seeking relaxation and privacy with all the necessary comforts.

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.
Guesthouse in Macciano
4.97 out of 5 average rating, 233 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, 170 reviews

Casa Dolce Toscana | Panoramic Suite with 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.

Top Guest favourite
A spacious outdoor area features a turquoise pool surrounded by a brick patio. Sun loungers are positioned nearby, offering a spot to relax. Lush greenery and mature trees provide a backdrop, contributing to the tranquil ambiance of the property.
Villa in San Venanzo
4.92 out of 5 average rating, 146 reviews

Casa Boschetto, villa with private pool

The rural house was built with ancient stone sourced locally in Umbria and offers a breath taking view overlooking the surrounding valley. The house encompasses a spacious living-room with two antique fire places, two kitchens, a recreation room, five bedrooms & four bathrooms. Outside there is a large swimming pool, dining area, a play house for children, multiple car-parking options and a 2 car fully enclosed garage. There are also a BBQ and a wood fire oven if you wish to cook outside.

Guest favourite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano
4.96 out of 5 average rating, 114 reviews

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

Guest favourite
Home in Todi
4.89 out of 5 average rating, 9 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
Villa in Todi
5 out of 5 average rating, 19 reviews

Villa Incanto – Todi

Villa Incanto è una residenza esclusiva allestita al solo piano terra di un antico casale in pietra. Chi deciderà di soggiornarvi avrà quindi la privacy più totale. Villa Incanto si trova all’interno di una tenuta di 20 ettari che gode di una posizione di mezza collina che offre un meraviglioso affaccio panoramico sulle colline umbre. Ideale per trascorrere vacanze rilassanti e assaggiare i prodotti tipici del territorio. Imposta di soggiorno pari a 1,50€ al giorno per i primi 5gg.

Top Guest favourite
Villa in Colombella
5 out of 5 average rating, 109 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Comodo parcheggio privato all'interno della struttura. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti 3 camere matrimoniali con bagno privato, Tv, cassaforte

Superhost
Villa in Marsciano
4.84 out of 5 average rating, 19 reviews

Luxury Villa · Private Heated Pool in Umbria

A 19th-century tobacco dryer reborn as a designer estate in the heart of Umbria. Conceived by architect and owner Francesca Cutini, the property showcases the Barrel12 collection — art furniture handcrafted from wine barrels. 4 exclusive units, 5 bedrooms, 5 bathrooms, up to 14 guests. Private pool set among olive trees and breathtaking sunsets. On request: heated pool, massages, cooking classes and organic olive oil tasting.

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, 107 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
Home in Todi
5 out of 5 average rating, 18 reviews

Valle in Fiore Suite – Private Spa – ItalyWeGo

Welcome to ItalyWeGo's Valle in Fiore Suite, where nature speaks through colours, scents and silence. The name comes from this valley, which many years ago was a carpet of colourful flowers that bloomed in spring. Today, we welcome you with the same beauty and serenity as we did then: an oasis of peace nestled in the Umbrian countryside, perfect for those seeking an authentic retreat away from the hustle and bustle.

Popular amenities for San Valentino holiday rentals

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