House vacation rentals in Pennabilli

Find and book unique houses on Airbnb

Top-rated house rentals in Pennabilli

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

0 of 0 items showing

1 of 3 pages

Superhost

The exterior of Casa della Maestra features a gravel courtyard surrounded by colorful flower pots. A wooden dining set accommodates several guests, and lounge chairs are positioned nearby. The rustic stone structure is framed by trees, with staircases leading to the upper level and inviting valley views.

Home in Umbertide

5 out of 5 average rating, 9 reviews

Casa Maestra, Umbrian 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

Guest favorite

An aerial view captures a rustic farmhouse surrounded by lush greenery and open fields. The stone structure, complemented by a terracotta roof, is set within a well-maintained garden, featuring trees and shaded areas, offering a serene setting for relaxation and exploration.

Home in Mondavio

4.95 out of 5 average rating, 19 reviews

Villa Ginevri, vacation home surrounded by nature

Cozy holiday home immersed in the green hills of the Marche region, 20 km from the sea, inland from Fano. Independent flat, consisting of kitchen, living room with fireplace, three bathrooms and four bedrooms. A large garden allows walks and relaxation for those who love peace and open spaces. With a panorama that offers breathtaking sunrises and sunsets. Suitable for families with children, young people, and couples looking for a holiday among nature, sea, cultural and gastronomic experiences.

Guest favorite

A charming stone house features green shutters and a tiled roof, surrounded by a grassy area. Potted plants sit by the entrance, and a pathway leads to the garden. The view beyond includes distant trees and a clear blue sky.

Home in Pesaro

4.95 out of 5 average rating, 66 reviews

old fishermen´s house with a magical view

Independent holiday home located in the middle of the green San Bartolo National Park and looking at the blue of the Adriatic sea, the house is a welcoming and comfortable home of 100 square meters, perfect for people who love being in nature and relaxing looking at a spectacular view that goes from the Appennini to the sea. The house, an old fishermen’s house which have been recently refurbished, is close to the village of Casteldimezzo and the characteristic village of Fiorenzuola di Focara.

Guest favorite

An expansive view of the Cortona landscape is captured, featuring terracotta rooftops of traditional houses and lush greenery. Palm trees are visible in the foreground, while rolling hills extend into the distance, under a clear blue sky.

Home in Cortona

4.91 out of 5 average rating, 86 reviews

Cortona historical centre. Great views and WiFi

Charming apartment on the top floor of a Tuscan mansion house with traditional floor and exposed timber beams. The apartment is located in the heart of Cortona and it has triple exposure, so it is flooded with light and it boasts a stunning view over the valley and the Trasimene lake. Self check-in available. PARKING on the street is available. NO AIR CONDITIONING! This is an environmentally friendly choice. I welcome guests of all backgrounds, faiths, genders, ages and sexual orientations

Top guest favorite

The bedroom features a spacious bed complemented by soft linens and two reading lamps. A cozy armchair is positioned near the bed, and artworks adorn the walls. Natural light filters through the window, highlighting the rustic wooden beams of the ceiling.

Home in San Lorenzo

5 out of 5 average rating, 22 reviews

Casa dei Vasi

Casa dei Vasi is an artistic expression of the Romantic Tuscan Style. Located inside a peaceful country village 3 min. drive from Anghiari, the most beautiful small town in Italy. The stylish charming property has custom-made furniture, antique floor & fireplace, paintings by local artists, outdoor patio and stunning views. The pool is shared w/6 units Complimentary: - Welcome Appetizer - Coffee Extra Fees - Hot Tub - House Heater - Wood Logs - Massages, Cooking Classes, Tours & Tasting

Superhost

An infinity swimming pool is set against the backdrop of a vibrant sunset, surrounded by lush greenery. Soft lighting enhances the peaceful atmosphere, while a hammock is placed nearby for relaxation. The area features well-maintained landscaping, inviting guests to unwind in this serene outdoor space.

Home in Monte San Savino

4.89 out of 5 average rating, 18 reviews

LUXURY RETREAT WITH POOL 35 MIN FROM CORTONA

Romantic Luxury Country-House situated on the amazing Tuscan hills above Monte San Savino at just 35 minutes drive from CORTONA, 45 minutes from SIENA. Strategically located easy to reach SIENA, CORTONA, the CHIANTI area, at just 1 h 15 m drive from FLORENCE. This 3 bed 3 bath House features a covered patio, stone BBQ, 600sqm garden, infinity swimming pool with Jacuzzi hydro jets, stunning VIEW on SIENA, adjacent agricultural land, planted with olive trees. Codice Esercizio: 051025-LTN-0019

Superhost

An outdoor dining area features a table set with plates and a centerpiece of apples. Surrounding the table, four beige chairs invite relaxation. A wrought-iron railing provides an unobstructed view of the scenic landscape, bathed in bright sunlight.

Home in Cortona

4.94 out of 5 average rating, 16 reviews

Casa delle Rose

Charming Independent House with stunning balcony in the Heart of Cortona; Stunning Balcony View: Enjoy your morning coffee or unwind with a glass of wine as you soak in the enchanting sights of the city. 2 Double Bedrooms: Experience comfort and tranquility in a beautifully appointed master bedroom. 2 Bathrooms: Enjoy the convenience of well-equipped bathrooms, designed for your utmost comfort. Wi-Fi: Stay connected with high-speed internet access, ensuring you can effortlessly share

Guest favorite

A cozy living area features a comfortable sofa adorned with accent pillows. A wooden dining table is set nearby, accompanied by simple chairs. Warm lighting enhances the rustic ambiance, while artwork and a glass-front cabinet add character. Large windows provide natural light, framed by soft curtains.

Home in Cortona

4.95 out of 5 average rating, 131 reviews

LA CASA DI LETIZIA

The house is centrally located and 50 meters from a free park. Equipped with heating, air conditioning, Wi-Fi, 2 TVs, dishwasher, microwave, fridge, washing machine. Linen for home. 80 sqm on two floors over ground floor. With 2 bedrooms, 2 bathrooms, living room and kitchen. There is a baby cot available. Small pets allowed, no smoking. Cortona, historical town, near ArezzoPienza, Montalcino, Montepulciano .. and art cities of Florence, Rome, Perugia, Assisi. At 3 km FS station.

Superhost

The exterior of a restored stone house is showcased, featuring natural stone walls adorned with potted plants and flowers. A wooden bench sits invitingly near the entrance, and a soft curtain sways in the light breeze, adding a touch of charm to the peaceful setting.

Home in Casamona

4.87 out of 5 average rating, 142 reviews

Stone Cottage in Tuscan Countryside

Old stonehouse, recently restored with all comforts. Immersed in the green of Valdarno hills. Surrounded by a forest with walking path, the house i equipped with modern heating but you will find also a fireplace and an old-time log stove. Perfect as a base for visting the Chianti area. 30 minutes from Florence, Arezzo, Siena. 1h30 from Rapolano Terme Price includes italian breakfast and all the essential (from towels to soap, to shampoo, and so on) WiFi on 4G + Pocket Modem

Superhost

A two-story stone house is surrounded by lush greenery, featuring flowering shrubs and trees. Large windows are framed by wooden shutters, allowing natural light to brighten the interior. The tranquil garden provides a serene outdoor space for relaxation.

Home in Monte San Savino

4.83 out of 5 average rating, 200 reviews

In Tuscany between Siena Arezzo, near Chianti

the house is located In Palazzuolo in Monte San Savino, between Siena (30 km ) and Arezzo (30km) the price included the entire house with = 2 double beds + 2 single beds the house is composed of: two bedrooms two bathrooms livingroom kitchen (well equipped ) laundry room big garden parking area the tenant has the exclusive use of the house it s perfect to visit Arezzo and Siena, also Chianti Gargonza Cortona breakfast not included Pet friendly no extracost

Top guest favorite

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

4.98 out of 5 average rating, 130 reviews

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.

Guest favorite

A charming stone building is nestled among lush greenery, featuring a pathway lined with potted plants. The warm tones of the building complement the surrounding nature, creating an inviting atmosphere that blends seamlessly with the landscape.

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Piscina WiFi Orto & Giardino

In the center of a small historic village, surrounded by nature and hills. From here, right in front of our houses, the peasants once passed by singing the May song, thus welcoming the arrival of spring. Our vegetable garden is located just above the ancient village, here every season works its magic, we grow the plants and vegetables that we use to prepare the dishes for our cooking classes. Welcome, warmth and comfort are the ingredients of our hospitality.