Holiday rentals in Uppiano

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Top-rated holiday rentals in Uppiano

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Home in Città di Castello

Villa Amelie

Villa Amelie is a part of an old farmhouse that has recently been renovated, combining the experience of expert craftsmen with the flair of young designers. A beautiful mix of fine materials and new techniques such as resins and micro-cement. It boasts a prime location, situated at the top of the hill with a beautiful view. It is accessed via a private road that climbs up from an oak forest. It has a large garden with a relaxation area and a loggia from which you can admire the beauty of the landscape!

5.0 out of 5 average rating, 3 reviews

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

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

4.9 out of 5 average rating, 240 reviews

Guest favourite

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

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.

4.9 out of 5 average rating, 41 reviews

Guest favourite

The rustic stone farmhouse is set amid lush greenery, with tall trees framing the entrance. A gravel pathway leads to the house, which features open windows and a welcoming façade. A sign indicating 'S. Lucia' can be seen nearby, adding to its charm.

Home in Lippiano

Private Villa - Pool, A/C & Trad Pizza Oven

This ‘Casa Colonica’ that nestles in a hillside facing the village of Lippiano, with panoramic views of the surrounding countryside, is the perfect retreat from the hustle and bustle of everyday life. Set in beautifully tended gardens stocked with abundant lavender, rosemary, vines and fruit trees, the entire house, pool (open 01/05-30/9 or earlier/later on request) and gardens are completely private to, and for the sole use of each booking. Cookery classes/private dining available to book.

4.95 out of 5 average rating, 42 reviews

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

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).

5.0 out of 5 average rating, 24 reviews

Top guest favourite

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

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.

5.0 out of 5 average rating, 96 reviews

Top guest favourite

The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.

Home in Prato

Tofanello Orange Luxury and Modern Comfort 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 turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

4.98 out of 5 average rating, 144 reviews

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

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.

4.76 out of 5 average rating, 197 reviews

Top guest favourite

The rustic exterior of a restored mill is framed by blooming lilac flowers. The two-story building features stone walls with wooden doors and windows, surrounded by lush greenery and a gravel pathway. Sunlight illuminates the quaint structure, reflecting the peaceful rural setting.

Home in Anghiari

Il Vecchio Mulino

Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.

4.91 out of 5 average rating, 114 reviews

Guest favourite

A private swimming pool is surrounded by lush greenery, with a smooth stone wall bordering the area. Wooden lounge chairs are positioned nearby, offering shaded comfort under a wooden pergola. The turquoise water reflects the sky, creating a serene outdoor space.

Home in Città di Castello

Country house with pool in northern Umbria bordering Tuscany

We are renting out our beautiful, restored house. It is in an absolutely secluded location in the forest with a fantastic view. We have a huge plot and garden with a pool for private use. Wi-Fi throughout the house and by the pool. We are 20 km from the border with Tuscany, so our house is perfect as a starting point for excursions to Tuscany, as well as to Umbria. Pool open from mid-May to the end of September - Changes are possible

4.98 out of 5 average rating, 60 reviews

Top guest favourite

A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.

Home in Anghiari

Casa Rosmarino Eco-Wellness Country Home

Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

4.99 out of 5 average rating, 271 reviews

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

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!

5.0 out of 5 average rating, 25 reviews