Holiday rentals in Sansepolcro

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sansepolcro

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

0 of 0 items showing

1 of 3 pages

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

$333 SGD per night

Guest favourite

Farm stay in Ruscello

4.99 out of 5 average rating, 321 reviews

Agriturismo Fattoria La Parita

Provençal-style apartment nestled between the vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. It includes a basic Italian breakfast (coffee, tea, milk, cookies, etc.) that you can prepare on your own, if you want to try one of the famous breakfasts prepared and served by Sandra, the cost is €10 per person (6€ 5 to 15 years)

13–20 Oct

$215 SGD per night

Guest favourite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

24 Nov – 1 Dec

$149 SGD per night

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

27 Feb – 6 Mar

$676 SGD per night

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.

3–10 Oct

$118 SGD per night

Guest favourite

Farm stay in Seggiano

4.98 out of 5 average rating, 193 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

19–26 Feb

$150 SGD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

30 Nov – 7 Dec

$216 SGD per night

Guest favourite

Home in Anghiari

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

2–9 Jul

$742 SGD per night

Guest favourite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

23–30 Sep

$1,139 SGD per night

Guest favourite

Flat in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with panoramic views of Siena. Located at the Villas of Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi..).

14–21 Mar

$179 SGD per night

Guest favourite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

30 Dec – 6 Jan

$461 SGD per night

Guest favourite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

11–18 Dec

$1,171 SGD per night