Holiday houses in Rupoli

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Top-rated holiday rentals in Rupoli

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Guest favourite

Home in Prato

4.98 out of 5 average rating, 110 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 pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our purple or turquoise apartment, there might still be availability. Purple: https://www.airbnb.com/rooms/plus/6867164 Turquoise: https://www.airbnb.com/rooms/plus/9430389 When we moved to Italy in 2008, we bought a couple of old country houses, and renovated them into spacious (90 m2, 900 sqft) luxurious gems. As we enjoy a nice house with a good atmosphere we ensured that the house is built with materials that represent Italy as it was, with: travertine floors, large beams from chestnut wood, exposed stone work, sinks crafted from local quarried stone ('pietra serena') etc.. During our travels through Italy we could not find modern, fresh, all comfort included houses and a good atmosphere for rent. Therefore, we decided to build it ourselves and we are ready to share our place with our guests. Our property has 3 similar sized houses that can of course be rented for a group of people. In total we can accommodate 6 persons. When you want to share meals there is ample room to seat everyone around the big table in one of the apartments or of course in the garden. You will find us in a small hamlet called Prato in the comune of Monte S.Maria Tiberina, 2 km from the border with Tuscany in the North of Umbria, in an area very close to the Marche. We value easy access. Our house is in a little village and as there is an asphalt road to the village, there is no need to drive for kilometers on a white (gravel) road to reach us. The next town, Città di Castello, is an easy 20 minutes drive. Here you can find everything you need from shops to food to restaurants and museums. Every apartment is built to be a separate unit, you have complete privacy with a private terrace and private entrance. The house is equipped with everything you may want on a holiday; Netflix, (free) wireless Internet throughout the whole house, a washer/dryer, air-conditioning in the bedrooms and mosquito nets on all windows and doors to give you a good night rest. For guests that are coming in autumn, winter or early spring we have a nice fireplace in the living room that also heats the radiators throughout the whole house. A plunge pool (3x7 m) is available for the guests from half May till half September. Your private terrace gives you all the privacy you'd want. There are no hidden costs. All costs are included in the price: end cleaning, electricity, heating (gas and/or firewood), bed linen (towels for every day should you want that) etc. We can help you make your stay as relaxed as possible. We know the area, speak Italian, provide recomendations and make bookings if needed. Umbria is renowned for its wine and food alike. Indulge in the picturesque surroundings and the wonderful gastronomy of the region. The area is a great place for outdoor activities including walking, cycling, playing golf, or horseback riding. Public transport does not come to our location. You will need a car; you can rent one from any of the agencies at the airports you can use to fly in. The Perugia airport is the closest by at 50 min, but also Firenze, Bologna, Pisa or Rome are all close by, with the furthest a 2,5 hour drive. When you want to dine out we offer a taxi service (for a small fee) where we bring you to the restaurant and pick you up again (in the villages surrounding our place). This way you can enjoy the food, wine (maybe a little grappa) etc. without having to worry about drinking and driving. In case you don't want to go out at all, we can prepare a gourmet dinner served in your own apartment for you as well. Naturally, breakfast or lunch won't be a problem either. On the day of your arrival, the first necessities will be waiting for you and if you want, we will get you the groceries you may need up front (just let us know what).

13 – 20 Nov

$2,745 AUD total

Guest favourite

Apartment in San Costanzo, Italy

4.95 out of 5 average rating, 43 reviews

Live your Dream

Immerso nella natura, in un’ottima posizione panoramica tra Fano e Senigallia, Live Your Dream offre un appartamento di design, luminoso e raffinato con 2 balconi che si affacciano ad una splendida vista sul Mare,il quale si trova a soli 5 minuti. Elegante open space con zona living e cucina completamente accessoriata , 2 bagni , 2 camere da letto ed un moderno soppalco. Esclusivi servizi, 3 tv a schermo piatto con Netflix e Spotify, un lettore Bluray, una lavatrice, WI-FI , Parcheggio e Garage.

22 – 29 Mar

$1,606 AUD total

Guest favourite

Tiny home in Anghiari

4.94 out of 5 average rating, 172 reviews

Anghiari. Living room in the room with a view

The small village of Tortigliano, 5 km from Anghiari, has medieval origins, surrounded by hills where Etruscans have put their roots for the first great Italian civilization. The yellow stones of the walls breathe among centuries-old cypress trees and the bell tower of a small church of the 600, you will be the only guests of an enchanted place. The village, abandoned after the war, was entirely recovered in its original system. Starting point to discover the taste of Tuscany at the table.

5 – 12 Nov

$969 AUD total

Guest favourite

Holiday home in Montefelcino, Italy

5.0 out of 5 average rating, 6 reviews

Pesaro Urbino Fano Fossombrone Casa del Campanile

Between the sea and the hills of Montefeltro 20 km from Urbino whose historic center is a UNESCO World Heritage Site; 30 km from Pesaro, a bathing center, its historic center is full of monuments from the Renaissance period a few kilometers from the medieval villages Vallefoglia and Mombaroccio. The apartment is built within the walls of the 1290 rural church of San Pancrazio. A quiet and unique place among the hills that Raphael saw. Only for two, with a large equipped garden.

22 – 29 Nov

$1,430 AUD total

Guest favourite

Apartment in Fano

5.0 out of 5 average rating, 7 reviews

Quartopiano sul mare

Charming apartment on the fourth floor facing the sea, from which you can admire the sunrise and reach the beaches of Fano simply by crossing the street. Located in the Saxony area, 5 minutes on foot from the historic center and 10 minutes on foot from the station. The accommodation consists of a large living room with open kitchen, 2 bedrooms (1 with double bed and 1 with sofa bed), a bathroom and a panoramic balcony. Surrounded by restaurants, supermarkets and amenities

20 – 27 Oct

$1,627 AUD total

Guest favourite

Condo in Serrungarina

4.83 out of 5 average rating, 24 reviews

[Hill Sea] Medieval village cozy apartment

Cozy apartment located in the charming village of Serrungarina (Colli al Metauro) in the beautiful Marche hills, twenty minutes by car from the sea, thirty minutes from the Renaissance city of Urbino and one hour from Gubbio. Immersed in the peace and tranquility of the countryside, it is the ideal place to relax, enjoy nature and Italian cuisine, but also to visit medieval villages, artistic cities and easily reach the sea and the beaches of Fano and surroundings.

13 – 20 Aug

$993 AUD total

Guest favourite

Home in Città di San Marino, San Marino

5.0 out of 5 average rating, 91 reviews

B&B Balsimelli12

Entire ancient house, historic residence with two double bedrooms on two levels with internal staircase, one bedroom on the first floor with terrace and one on the ground floor, both with en-suite bathrooms. The beds are 160x200 cm. My accommodation offers splendid panoramic views, and is in the historical center close to all the monuments of the city. It is suitable for couples or families, solitary adventurers or business travellers. welcome pets.

26 Nov – 3 Dec

$1,029 AUD total

Guest favourite

Apartment in Montesoffio

5.0 out of 5 average rating, 172 reviews

A Casa di Adria

Newly renovated apartment, located 7 km from the center of Urbino, overlooking the Montefeltro countryside, ideal for those who want to spend a relaxing time walking in the greenery. The accommodation consists of a kitchen, living room and a bathroom on the ground floor, and a double bedroom, a bedroom with two single beds and a bathroom on the first floor. A baby cot is also available upon request. The apartment has entrance and private parking.

16 – 23 Oct

$813 AUD total

Guest favourite

Home in Colli al Metauro, Italy

5.0 out of 5 average rating, 15 reviews

Orto della Lepre, Casetta Timo

The BnB Orto della Lepre is a small family-run business, which we conceive of as a window into our fairytale hills. There are five of us (Timo, Ortica, Alloro, Salvia, and Pimpinella), built with great attention to energy sustainability and absolute respect for the environment. The perfect place to enjoy a glass of wine at sunset, walk barefoot, and find your own rhythms and thoughts in the quiet of nature and in the contact with your affections.

23 – 30 Jan

$1,399 AUD total

Guest favourite

Apartment in Montemaggiore Al Metauro, Italy

4.84 out of 5 average rating, 19 reviews

Casa Belvedere Stunning Views Historic Location

Located in the town of Montemaggiore al Metauro, the house provides glorious views that extend to the Apennine Mountains to the West and the glittering Adriatic Sea to the East. The countryside is a beautiful patchwork of olives, grain fields and vineyards. Its historic significance is equally impressive. The house is located only meters from where Winston Churchill stood on the ramparts to guide the operation to break the German gothic line.

31 Oct – 7 Nov

$1,423 AUD total

Guest favourite

Home in Anghiari, Italy

4.99 out of 5 average rating, 196 reviews

Casa Rosmarino Eco-Wellness Country Home

Price Includes: - WELLNESS HOT TUB w/Jacuzzi Infrared SAUNA - FOOD & DRINKS 1 Welcome Aperitivo 1 Wine 1 Nespresso w/Capsules - COMFORT Heater 2 Night Included, Extra Night 25 Euro Shower Gel / Shampoo / Hair Dryers Bathrobes / Flips Flops Wood for the HotTub and Fireplace - EXTRA (not included) MASSAGES PASTA Making Class, Oil/Truffle/Wine TASTING Please INQUIRE for price & availability

3 – 10 Dec

$5,190 AUD total

Guest favourite

Condo in Serra De' conti, Italy

5.0 out of 5 average rating, 21 reviews

Casale del Gelso

The farmhouse is an ancient farmhouse with typical Marche architecture. Renovated over multiple floors, it retains the old-world flavor of warm homes. Bright, overlooking a panorama of soft hills or slender bell towers. It is surrounded by fields cultivated with care and attention and a beautiful garden guarded by a century-old mulberry tree.

11 – 18 Oct

$635 AUD total