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House vacation rentals in Cortona

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Top-rated house rentals in Cortona

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

Guest favourite
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 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).
Nov. 10 – 17
$299 CAD per night
Guest favourite
Home in San Quirico D'orcia
Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.
Aug. 14 – 21
$421 CAD per night
Guest favourite
Home in Castelnuovo dell'Abate
La Casetta di Brunello,very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.
Dec. 7 – 14
$228 CAD per night

Popular amenities for Cortona house rentals

House rentals with a pool

Guest favourite
Home in Foiano della Chiana
Conca d'Oro house sleeps 4
Sep. 24 – Oct. 1
$352 CAD per night
Guest favourite
Home in Casale
Infinity view
Jan. 3 – 10
$709 CAD per night
Superhost
Home in Anghiari
Tuscan dream in the ancient Tobacco's villa, sauna
Dec. 30 – Jan. 6
$519 CAD per night
Guest favourite
Home in Castellina In Chianti
relaxation among the vineyards of Chianti1-IlVillinoFarmhouse
Nov. 3 – 10
$205 CAD per night
Superhost
Home in Arezzo
Indoor Italian
Nov. 11 – 18
$269 CAD per night
Guest favourite
Home in Località LeCoste
Borgo Petroio
Feb. 9 – 16
$133 CAD per night
Guest favourite
Home in San Feliciano
Casa dei 5 Sensi - Trasimeno view
Nov. 26 – Dec. 3
$174 CAD per night
Guest favourite
Home in Lecchi in Chianti
Casa di Lyndall - Entire house with exclusive pool
Oct. 16 – 23
$331 CAD per night
Guest favourite
Home in Terranuova Bracciolini
Villa Lolù with private heated swimming-pool
Aug. 21 – 28
$1,092 CAD per night
Guest favourite
Home in Poggibonsi
Fairy House with Pool, Chianti Area
Aug. 20 – 27
$427 CAD per night
Superhost
Home in Gaiole In Chianti
Charming estate with views
Dec. 16 – 23
$227 CAD per night
Guest favourite
Home in Asciano - Chiusure - Monte Oliveto Maggiore
Country House in the Crete Senesi
Oct. 12 – 19
$333 CAD per night

Weekly house rentals

Guest favourite
Home in Cortona
LETIZIA 'S HOUSE
Dec. 13 – 20
$135 CAD per night
Guest favourite
Home in Monticchiello
Villa in UNESCO heritage, pool and Jacuzzi
Aug. 26 – Sep. 2
$902 CAD per night
Guest favourite
Home in Panzano In Chianti
Old farmhouse near Panzano Castle Abbacìo
Dec. 7 – 14
$158 CAD per night
Guest favourite
Home in Scrofiano
Jenny's Barn
Apr. 5 – 12
$200 CAD per night
Guest favourite
Home in Siena
Podere Piazza casa with panoramic view
Feb. 3 – 10
$258 CAD per night
Guest favourite
Home in Montalcino
Montalcino - JASMINE HOUSE - with garden
Sep. 19 – 26
$339 CAD per night
Guest favourite
Home in Paciano
Traditional stone house in Umbria.
May 27 – Jun. 3
$229 CAD per night
Guest favourite
Home in San Casciano in Val di pesa
Sunset on Chianti Classico
Oct. 24 – 31
$181 CAD per night
Guest favourite
Home in Poggio San Marco
Charming converted Hayloft overlooking the Chianti Hills
May 21 – 28
$254 CAD per night
Guest favourite
Home in Tavarnelle Val di Pesa
Casa Al Poggio & Chianti view
Oct. 25 – Nov. 1
$249 CAD per night
Guest favourite
Home in Villa A Sesta
Raffaella's House in Chianti
Dec. 16 – 23
$145 CAD per night
Superhost
Home in Montepulciano
Val D'Orcia Tuscany in Montepulciano, Amazing House with Sauna and Jacuzzi
Dec. 23 – 30
$803 CAD per night

Private house rentals

Guest favourite
Home in Siena
Domus Nannini - Loggia Salimbeni SPA
Jan. 23 – 30
$709 CAD per night
Guest favourite
Home in Cortona (AR)
House in the Cortona countryside
Dec. 13 – 20
$150 CAD per night
Superhost
Home in Siena
Piazza del Campo, nothing will be so central
Jul. 30 – Aug. 6
$277 CAD per night
Superhost
Home in Siena
Little heaven on the hills
Nov. 5 – 12
$85 CAD per night
Guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
Mar. 22 – 29
$213 CAD per night
Guest favourite
Home in Cortona
Casa Vinalia: Etruscan paradise
Dec. 29 – Jan. 5
$225 CAD per night
Guest favourite
Home in Cortona
La Vista
Dec. 7 – 14
$273 CAD per night
Superhost
Home in Cortona
Casa San Misto
Oct. 12 – 19
$179 CAD per night
Guest favourite
Home in Cortona
Tuscany House | View Breathtaking
May 15 – 22
$349 CAD per night
Guest favourite
Home in Cortona
Country charm walking distance from Cortona centre
Mar. 3 – 10
$764 CAD per night
Guest favourite
Home in Cortona
Old house in Tuscany
Sep. 7 – 14
$182 CAD per night
Guest favourite
Home in Cortona
la casina rossa Cortona
Feb. 13 – 20
$109 CAD per night

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Cortona
  6. House rentals