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House vacation rentals in Cortona

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Top-rated house rentals in Cortona

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Home in Sarteano

4.94 out of 5 average rating, 97 reviews

Wonderful Cozy House in Tuscany with AC and Patio

House is located in the Valdichiana Region of Tuscany.. Villa has been renovated and updated with comfortable furniture. House has Air-conditioning, WIFI, beautiful LR, Kitchen, Bathroom, and bedroom.. It has its own private entrance and private patio with dining table, chairs, and a comfortable seating area There are two houses on this property. One is the small house we rent to guests and the other is another villa that my husband and I live in. The house is a few feet from the rental house.

Guest favourite

Home in Cortona

4.9 out of 5 average rating, 80 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

Home in San Casciano in Val di pesa

4.83 out of 5 average rating, 88 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Step under archways into a home where the original wood ceilings and tiled floors showcase Tuscan style. Enjoy delicious meals on the terrace with sweeping views of Tuscany, winters curled up in front of a huge fire place or relaxing on warm summer days by the pool. Savour the best of Tuscan food and wine with cooking classes with a Michelin chef, master classes in wine and visits to local artisan cheese and wine makers. Listed by Condé Nast as one of the most beautiful villas in Italy.

Home in Cortona

4.92 out of 5 average rating, 12 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 favourite

Home in Prato

4.98 out of 5 average rating, 128 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 turquoise apartment, there might still be availability. Turquoise: https://www.airbnb.com/rooms/plus/9430389

Home in Fratta Todina

4.58 out of 5 average rating, 50 reviews

CV - A Cosy Countryhouse with a view in Umbria

A peaceful place with a panoramic terrace in the heart of Umbria between Perugia and Todi. The house is a private stone house recently renovated. From its terrace you can enjoy the beautiful view of the Tiber valley, immersed in the greenery of Umbria. It is located in a strategic position to visit the area or to stay relaxed on your own. At home you have everything you need to cook, stay in front of the fireplace in winter time or dedicate yourself to read or focused on your computer.

Guest favourite

Home in Lecchi in Chianti

4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Guest favourite

Home in Greve in Chianti

4.88 out of 5 average rating, 115 reviews

La Meridiana in Montefioralle

In the village of Montefioralle, the Meridiana is the charm of historic homes. In front of one of the old gates of the castle, the house is part of the medieval castle. On the ground floor you will find the kitchen, the dining room with a large fireplace, a sitting area and the old vaulted cellar, on the first floor the two double bedrooms, the bathroom , a living/study and the garden with table and chairs where you can spend pleasant evenings. Free high-speed Wi-Fi is available.

Guest favourite

Home in Castellina in Chianti

4.98 out of 5 average rating, 104 reviews

StageROOM03 -Chianti Idillic Country living

This beautiful country house is located in the Borgo di Tuopina, a hamlet overlooking the Chianti hills, only 10 mins drive from Siena and Castellina in Chianti. This original Tuscan country house has been completely renovated in 2019 and boasts 2 bedrooms, 2 bathrooms, TV, a fully equipped kitchen with a dishwasher, two fridges and a washing machine. The outdoor marble hot-tub allows you to fully relax while enjoying the amazing views of the surroundings.

Guest favourite

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Orto & Garden

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.

Guest favourite

Home in Castelmuzio

4.97 out of 5 average rating, 32 reviews

Casa Ora d"Oro - Panoramic Views

Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the Borgo, “Podere Pascianella,” this quiet villa is perched up on a hilltop overlooking Montisi and within walking distance of the medieval village of Castelmuzio. This villa offers stunning and panoramic views of the Tuscan countryside, including the UNESCO World Heritage site of Val d’Orcia, which provides picturesque sunrises and sunsets.

Guest favourite

Home in San Martino Sopr'arno

4.94 out of 5 average rating, 101 reviews

Casa Manu

CARATTERISTICA CASA TOSCANA in pietra immersa nelle colline della provincia di Arezzo. Vicino a Siena, Firenze, Cortona, Perugia, il santuario della Verna con la storia di San Francesco di Assisi, Sansepolcro e i dipinti di Piero Della Francesca. Ideale per trekking, turismo enogastronomico (a pochi km si trovano alcune tra le migliori cantine della Toscana), per appassionati di arte e cultura. Vi accoglieremo con un presente di benvenuto.

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Popular amenities for Cortona house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Todi

4.94 out of 5 average rating, 32 reviews

Villa in Umbria with pool

Home in Reggello

4.8 out of 5 average rating, 81 reviews

House with pool among olive trees plantation

Guest favourite

Home in Reggello

5 out of 5 average rating, 42 reviews

Villa in Tuscany - Reggello, with pool and WiFi.

Home in Umbertide

4.81 out of 5 average rating, 37 reviews

Capanna: Scenic Umbria Villa for 8. Private Pool

Guest favourite

Home in Montagnano

4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Home in Marrucheti

4.84 out of 5 average rating, 38 reviews

Dream panorama cozy house

Guest favourite

Home in Perugia

4.91 out of 5 average rating, 34 reviews

Property for exclusive use!! Pool, olive grove, relaxation!

Home in Todi

4.91 out of 5 average rating, 11 reviews

Todi House private villa, large modern villa, airco

Weekly house rentals

Guest favourite

Home in Figline e Incisa Valdarno

4.91 out of 5 average rating, 44 reviews

CAMPOPINETA MELOGRANO

Guest favourite

Home in Palazzone

4.92 out of 5 average rating, 36 reviews

Logge Vecchie, a Tuscan holiday

Home in Montefollonico

4.89 out of 5 average rating, 18 reviews

[15 min from Montepulciano] Villa Chiara

Home in Pietralunga

5 out of 5 average rating, 11 reviews

Il Monte

Guest favourite

Home in Asciano

4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

Guest favourite

Home in Montebenichi

4.87 out of 5 average rating, 15 reviews

Colombaio di Montebenichi

Guest favourite

Home in Rietine

4.85 out of 5 average rating, 206 reviews

Gaiole in Chianti Poggio Casabianca

Home in Impruneta

4.84 out of 5 average rating, 68 reviews

Independent house with private pool and garden

Private house rentals

Home in Monte San Savino

4.82 out of 5 average rating, 194 reviews

In Tuscany between Siena Arezzo, near Chianti

Home in Greve in Chianti

4.67 out of 5 average rating, 158 reviews

Casa Claudia countryhouse in greve

Home in San Casciano V.Pesa (FI)

4.83 out of 5 average rating, 23 reviews

Ambrogetta by Interhome

Guest favourite

Home in Civitella Paganico (GR)

4.94 out of 5 average rating, 18 reviews

Podere Vignali by Interhome

Home in Radda in Chianti SI

5 out of 5 average rating, 9 reviews

Le Bonatte by Interhome

Home in Castellina Chianti SI

5 out of 5 average rating, 4 reviews

Sotto by Interhome Hut

Guest favourite

Home in Cortona

4.87 out of 5 average rating, 15 reviews

Lucia by Interhome

Guest favourite

Home in Castiglion Fiorentino

5 out of 5 average rating, 17 reviews

Volpe by Interhome

Destinations to explore