Villa vacation rentals in Gualdo Cattaneo

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Top-rated villa rentals in Gualdo Cattaneo

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Guest favorite

Villa in Guardea

4.98 out of 5 average rating, 47 reviews

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Beautiful, exclusive 10 acres estate on a hill with Western views for enchanting sunsets, large pool framed by lavender&rosemary. New air conditioning. Very peaceful 2 floors, 4bedrooms, 4baths, jacuzzi, 55inch smartTV, antiques, very well-equipped kitchen, porch & pergola for al fresco dining, Weber barbecue, outside pizza oven, olive grove, fireplace; 20 min. to Orvieto, Todi, Amelia; train to Rome/Florence, drive 10 minutes to station, 5 min to shops in town. Daily grounds/pool caretaker

Jan 8 – 15

R7,788 ZAR per night

Guest favorite

Villa in Porzone

4.95 out of 5 average rating, 73 reviews

Stylish Umbrian farmhouse in stunning countryside

Welcome to Casale Amerina, an idyllic place to rest, rebalance and revitalise. This is a much-loved Umbrian farmhouse, with stylish contemporary interior, set in wonderful Umbrian countryside. There are two bedrooms with king size beds, a comfy sitting room with a balcony, and a gorgeous kitchen-dining room with Tuscan oak beams and a fireplace. Soak up the sun on our grass lawn, relax in the shade of our olive, walnut and fig trees, or explore the local area with its wonderful hilltop towns.

Dec 9 – 16

R3,289 ZAR per night

Guest favorite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 181 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Feb 8 – 15

R7,510 ZAR per night

Guest favorite

Villa in San Venanzo

4.89 out of 5 average rating, 100 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.

Jan 28 – Feb 4

R5,634 ZAR per night

Guest favorite

Villa in Montepulciano

4.95 out of 5 average rating, 116 reviews

A paradise in Montepulciano...

Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

Feb 2 – 9

R7,707 ZAR per night

Guest favorite

Villa in Cortona

5.0 out of 5 average rating, 52 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.

Mar 4 – 11

R11,782 ZAR per night

Guest favorite

Villa in Spello

5.0 out of 5 average rating, 36 reviews

Monaldesca Villa with pool between Spello and Assisi

In the Umbrian countryside between Spello and Assisi, surrounded by organically farmed fields and a garden with a large private swimming pool, Monaldesca is a typical nineteenth-century Umbrian farmhouse completely renovated and transformed into an elegant country house that can accommodate up to 7 people. A quiet location in a totally relaxing atmosphere, just a few kilometers from the main Umbrian villages and countless places of interest...

Jun 29 – Jul 6

R11,712 ZAR per night

Guest favorite

Villa in Todi

4.94 out of 5 average rating, 34 reviews

Casa Roscetta, Todi Home with a view

Casa Roscetta, situated in the Hills of Umbria, with breathtaking views of the Italian countryside, especially the medieval town of Todi, only a 10 minute drive away. The outdoor pool and Wifi are part of the various high-end amenities available to our guests. The house was first renovated in the 1980's from a stone farm house. The pool was built in the 1990's and the entire house has just been completely renovated in 2020 to a high standard.

Dec 22 – 29

R11,735 ZAR per night

Guest favorite

Villa in Todi

5.0 out of 5 average rating, 34 reviews

VILLA INCANTO-TODI

Villa Incanto è una nuova residenza esclusiva e di prestigio che ad oggi è limitata al solo piano terra del casale, la restante parte della struttura è ancora chiusa e 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 si gode di un meraviglioso affaccio panoramico di ampio respiro sulle colline umbre.

Apr 20 – 27

R4,685 ZAR per night

Guest favorite

Villa in Monte Castello di Vibio

4.97 out of 5 average rating, 39 reviews

Private Villa 15 x 5m heated salt pool on 2 acres.

Villa dolce vita is a totally private, elegant stone house situated on a private road immersed in the green Umbrian hills. The pool can be heated for maximum comfort in spring and autumn. The house is made in stone and shows the main characteristics of Umbrian rural architecture. Immersed in a breathtaking green landscape, Villa dolce vita offers an unforgettable vacation of relaxation and tranquility.

Mar 8 – 15

R10,541 ZAR per night

Guest favorite

Villa in Attigliano

5.0 out of 5 average rating, 8 reviews

Villa dei Tigli

Take it easy in this unique and relaxing space. Close to Rome but in complete tranquility. I remember the time when that olive tree was planted as standing among others in a simple field made of sweat and fatigue. Earth that burns with life and smells of roots and flesh. Games, smiles, abandonment and carefree.

Jan 2 – 9

R5,066 ZAR per night

Guest favorite

Villa in Massa Martana

5.0 out of 5 average rating, 10 reviews

Fireflies villa with magnificent pool

Villa delle Lucciole was completely renovated in 2023 to offer maximum comfort. The house is in a quiet and reserved area, it enjoys a beautiful view of the countryside and in the distance over Todi. The house has mosquito nets, air conditioning and Wi-Fi. Numerous outdoor equipped areas to stay with and relax.

Apr 20 – 27

R8,503 ZAR per night