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Holiday rentals in Uppiano

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Top-rated holiday rentals in Uppiano

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

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Guest favourite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino
4.9 out of 5 average rating, 240 reviews

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

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Superhost
A serene pool is bordered by a stone patio, inviting relaxation. The surrounding lawn features green grass and several trees. In the background, the restored stone farmhouse stands prominently, with steps leading up to it, framed by lush greenery.
Home in Monte Santa Maria Tiberina
4.9 out of 5 average rating, 41 reviews

Casale S. Stefano

The "S. Stefano" farmhouse is located in a hilly area, in the Municipality of Monte Santa Maria Tiberina (PG), on the border between Umbria and Tuscany. It is surrounded by large green and wooded spaces and has a swimming pool. Completely renovated, with characteristic roofs with wooden beams and exposed tiles, the building is very old: in the past the farmhouse had the parish church of S. Stefano, from which it takes its name and whose perimeter walls still exist. The farmhouse has 2 apartments.

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Superhost
A saltwater swimming pool is framed by lush greenery, with sunbeds positioned on the grass nearby. A natural fence enhances the privacy of the outdoor area, which is surrounded by trees that provide shade and a serene environment.
Villa in Pierle
4.89 out of 5 average rating, 45 reviews

Historic Villa Getaway with 6BR/9BA, Pool, Views

This six-bedroom villa complex, set in atop a hill, overlooks a panorama of surrounding hills, fully immersed in nature. Villa was estored in 2020, with the rustic flair preserved to maintain its unique charm. The authentic stonework, the open fireplace in the entrance hall, and the exposed beams are in harmony with wooden floors. The villa is within 30min drive of Cortona. Also near Siena, Gubbio, Assisi, Lake Trasimeno, Arezzo, Montepulciano, Spoleto, and Perugia. (Read other details to note)

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Guest favourite
The image captures a tranquil outdoor area featuring a private swimming pool with clear blue water. Surrounding the pool are several lounge chairs and umbrellas, providing shaded seating. In the background, a rustic stone villa is framed by lush greenery, enhancing the serene atmosphere.
Villa in San Pietro A Monte
4.95 out of 5 average rating, 20 reviews

Villa Casanova - Private Pool & Garden in Umbria

Countryhouse Casanova is a typical Umbrian farmhouse framed in the peaceful environment of its surrounding olive grove and centuries-old trees and the breathtaking view of the valley below. The villa features 3 independent apartments and, on the ground floor, a common lounge perfect for pleasant convivial moments. The villa is 15 km from Città Castello and 30 km from Cortona. The entire villa is fenced and the large park with private swimming pool is perfect for an holiday in total relaxation.

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Guest favourite
Villa in Umbertide
5.0 out of 5 average rating, 26 reviews

Stunning house with pool, final summer discounts

40 mins from Perugia airport and Terontola railway station Charming and tastefully restored farmhouse with panoramic views. Large heated private swimming pool. Outdoor terraces with pergolas for shade. BBQ and pizza oven Security gate and cameras Four bedrooms with air-conditioning, three bathrooms. Two sitting rooms. Full equipped kitchen. Parking up to four cars. Wi-fi throughout. Weekly cleaning included. Washing Machine and Dishwasher Table tennis, Sky TV, indoor and outdoor games.

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Top guest favourite
The rustic stone building is set amidst lush gardens, framed by tall cypress trees. A winding pathway leads through the greenery, guiding towards the entrance. The structure showcases rustic charm with climbing vines and an inviting, well-maintained outdoor space. A small dog is seen wandering nearby.
Home in Città di Castello
5.0 out of 5 average rating, 24 reviews

Due Torri, Umbrian elegance

Due Torri oozes rustic Italian elegance and charm amongst the rolling hills of the Umbrian/Tuscan border. A private estate with vineyard, immersed in nature, Due Torri is the perfect place to relax and unwind. Comprising two original watch towers dating back to the 13th century, the property has been painstakingly renovated in a way which preserves the character and features of this historic building, whilst providing a modern level of comfort, style and convenience (air-con throughout).

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Superhost
An infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.
Villa in Cortona
5.0 out of 5 average rating, 96 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

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Guest favourite
A charming street scene in Città di Castello displays historic architecture with stone buildings featuring window shutters and decorative elements. Planters with greenery enhance the ambiance, while parked cars indicate a local residential area. The quiet street is paved with stone, inviting strolls through the neighborhood.
Flat in Città di Castello
4.76 out of 5 average rating, 197 reviews

Apartment in the historic center of Città di Castello (1)

The apartment consists of a kitchen-living room with a fridge, two bedrooms, two bathrooms with showers, and a storage room with a boiler and washing machine. It is located in the historic center of Città di Castello, on a side street of the main road, on the second floor of a historic building. Free car parking is 150 meters away. In the kitchen, there are all the necessary furnishings for meals, TV and fiber optic internet WiFi, ideal for smart working.

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Top guest favourite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato
4.99 out of 5 average rating, 138 reviews

Tofanello Turquoise Luxury with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

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Guest favourite
An open living space features a coral-colored sofa facing a wooden dining table, set for a meal. The kitchenette includes cabinets in soft hues, with a window providing natural light. A simple decorative rug complements the tiled floor, enhancing the room's warmth.
Holiday home in Città di Castello
5.0 out of 5 average rating, 23 reviews

La Casa di Tolfe - Izmir accommodation

The apartment is in a recently renovated farmhouse located in the Umbrian hills near Città di Castello. The apartment is on the ground floor and consists of a single "loft"-type space. It has a terrace with a veranda for exclusive use. The decor is simple and functional. A dedicated parking space is available. The house has another apartment (Virginia) available with a separate Airbnb listing.

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Top guest favourite
A cozy living room features rustic stone walls and wooden beams overhead. Two armchairs with ornate upholstery and a coffee table sit centrally, while a lamp provides soft illumination. Large windows with wooden shutters allow natural light to enrich the space, which includes a fireplace in the background.
Holiday home in Umbertide
5.0 out of 5 average rating, 25 reviews

Tower House

Have fun with the whole family at this stylish place. Kick back and relax in this calm, stylish space. 16th-century village in the greenest heart of Italy. You have the space and time, we'll be there for you. Located on the border between Umbria and Tuscany, discover, visit, explore and book now!

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Top guest favourite
A cozy living area is presented with a light-colored sofa, complemented by decorative pillows. A wooden dining table and chairs are visible beside a fully equipped kitchen, which includes modern appliances. Exposed wooden beams add character to the high ceiling.
Home in Città di Castello
4.97 out of 5 average rating, 179 reviews

House in the Center - "Casa Laura"

Delightful apartment with separate entrance, a two-minute walk from the historic center. Finely renovated and furnished, according to Umbrian tradition, with fine materials in sight. Parking and large private garden where you can spend pleasant evenings.

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