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Holiday rentals in Trestina

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Top-rated holiday rentals in Trestina

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Top guest favourite
A spacious exterior view reveals a charming stone house complemented by vibrant sunset lighting. The image showcases an inviting outdoor seating area with two chairs, set against a backdrop of lush hills and the distant glimmer of the lake.
Home in Perugia

La Perla del Lago Holiday home on Lake Trasimeno

La Perla del Lago: your refuge at Trasimeno ​Rediscover your inner harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago holiday home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit villages such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find bars, restaurants, a supermarket, a pharmacy, a cashpoint and children's play areas; 3 km away, there is a swimming pool where you can relax in the summer.

4.98 out of 5 average rating, 207 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, 241 reviews
Guest favourite
A large heated swimming pool is surrounded by a stone patio, featuring a wooden gazebo with seating and sun loungers. Lush greenery and trees frame the pool area, providing natural shade, while expansive views of rolling hills and valleys stretch out in the background.
Home in Umbertide

Casa Maestra, Umbria hills, AC, large heated pool

High above the beautiful Niccone Valley, with extensive views over the green hills and valleys of Umbria and Tuscany. In a secluded and quiet position and not over-looked. 10 minutes drive down to the valley where there is a small village with grocery store, good restaurants and a vineyard. The historic and stunning towns of Umbria and Tuscany, including Cortona, Assisi, Siena, Todi, Gubbio, and Perugia are within easy driving distance. Air conditioning in bedrooms and a large scenic heated pool

4.96 out of 5 average rating, 25 reviews
Guest favourite
An aerial view captures a large hilltop property surrounded by lush greenery, with a spacious pool at its center. Two rustic buildings, with traditional tiled roofs, sit amidst olive trees, and expansive hills stretch into the distance under a clear blue sky.
Villa in Umbertide

Il Posto Umbria - full property with large pool

Il POSTO UMBRIA is large hilltop property with an olive grove in the middle of the Umbrian nature. It's quiet and peaceful yet not isolated. It has a large pool (10x15m) and lots of sunny areas as well as shaded spots under the trees. There are options to book culinary experiences and activities: truffle hunting, wine tastings and cooking classes. Il Posto is the perfect place to stay with a large family, multiple families or a group of friends. Come and live ‘la dolce vita’ at IL POSTO

5.0 out of 5 average rating, 9 reviews
Top guest favourite
Villa in Colombella

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Wonderful 260 square metre apartment in a villa with a 12th-century tower. Private swimming pool (15 metres long and 5 metres wide), billiards, darts, large garden, 80 square metre porch, barbecue, gym and relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the motorway, it can comfortably accommodate up to 8 guests with 3 double bedrooms with private bathrooms, TVs and safes.

5.0 out of 5 average rating, 114 reviews
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

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.

4.95 out of 5 average rating, 20 reviews
Guest favourite
The villa is surrounded by lush greenery, showcasing an inviting infinity pool that reflects the sky. The stone exterior of the house features warm wooden shutters, with outdoor seating visible on the terrace. Nearby, lavender plants create a serene ambiance against the landscape.
Villa in Lisciano Niccone

Villa San Martino, on the Tuscany/Umbria border

Villa San Martino is not just another holiday in Tuscany or Umbria - this is a really special place. With spectacular views across the world famous Niccone Valley towards Mercatale di Cortona, relax in the infinity pool, or dine alfresco on the terrace. From the villa you can easily access the enchanting towns of Cortona, Pienza, Montepulciano, Siena, Perugia, Assisi and Florence. The Niccone valley is home to delightful restaurants and you can sample great local Tuscan & Umbrian cuisine.

4.9 out of 5 average rating, 59 reviews
Guest favourite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

4.95 out of 5 average rating, 146 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, 27 reviews
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

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.

4.96 out of 5 average rating, 116 reviews
Guest favourite
A serene outdoor view showcases a large swimming pool surrounded by vibrant greenery and blooming yellow flowers. Rolling hills and the expansive countryside are visible in the background, with clear blue skies enhancing the peaceful atmosphere.
Home in Città di Castello

Acadirospi

Relax in this peaceful renovated hilltop farmhouse between Tuscany and Umbria. Dating back to the 1200's, stone house has been lovingly maintained in it's original style. You can enjoy the privacy of one part of the typical italian "casale", with more than one hectar of garden, including the large 72 square meter pool with 270 view of the Italian countryside . The entire garden, the swimming pool, the entrance road, and the parking area are for the exclusive use of the guest.

4.91 out of 5 average rating, 43 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, 145 reviews

Popular amenities for Trestina holiday rentals