
House holiday rentals in Cortona
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Top-rated house rentals in Cortona
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Casa Lucy
House located on the Cortonese hill, completely renovated, consisting of 3 double bedrooms, 2 bathrooms and an open space kitchen and dining room. It is located 5 minutes from the historic center of Cortona and in an excellent position to reach the most beautiful and characteristic places of Tuscany and Umbria such as Pienza, Montepulciano, Castiglione del Lago up to cities that are cradles of art such as Florence, Arezzo, Siena and Perugia. Mandatory tourist tax to be paid on site (€2.50 per person for 4 days)

Da nonna Ornella - nest in Val d'Orcia
Spectacular views and relaxation guaranteed in this romantic studio in the heart of the Val d'Orcia, province of Siena, immersed in the beautiful Tuscany. Ideal for couples. It has a living area, equipped kitchen, bathroom, heating, courtyard, private parking and a large and panoramic garden with sun loungers and a hammock. Close to iconic destinations: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d'Orcia, Radicofani, Castiglione d'Orcia and Monte Amiata. Unforgettable!

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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!

Montalcino Townhouse with Private Garden & Spa
A luxury apartment that blends traditional elements with all the modern comforts and some contemporary wall art. The apartment is centrally located in the upper part of town, only around the corner from the main square, in the limited traffic area. You can drive close by to download the luggage. The closest free car park is located at less than 10 minutes walk. Please note that to reach the house you need to walk a fairly steep street: it may not be ideal for those with mobility problems.

Poggiodoro, your charming villa in Tuscany
Welcome to Poggiodoro, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm even in winter, a big private garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests

La Perla del Lago Holiday home
Forget all your worries in this oasis of serenity. Let yourself be soothed by our amazing views and the sunsets that the lake offers us every evening The La Perla del Lago Holiday Home overlooks Lake Trasimeno. 8 minutes away is the highway from which you can easily reach Florence, Perugia,Gubbio, Spoleto, Norcia and many others In the village, there are bars, food restaurants, a pharmacy, an ATM, a small playground, and a beautiful swimming pool for the hottest days, 2 km away.

LETIZIA'S HOUSE
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.

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.

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.

Tofanello Turquoise Luxury 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 orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

Casa del Passerino
Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!
Popular amenities for house rentals in Cortona
House rentals with a pool

Hidden gem in Tuscany

StageROOM03 - Idyllic Chianti cottage near Siena

Italian Interior

Charming estate with views

Apt. Elena - Villa Augusto Estate

Casa di Lyndall - Entire house with exclusive pool

Gaiole in Chianti Poggio Casabianca

Beautifully restored villa with private pool
Weekly house rentals

Family Forest - Pool in the Crete Senesi

Casa Isa - Perugia

Breathtaking Views + Terrace/Central yet Quiet

Traditional stone house in Tuscany

Country charm walking distance from Cortona centre

the oasis of the foxes

Poggio dell 'Eremita, countryhouse in Valdichiana

Casa Dolce Toscana~Suite&View
Private house rentals

Casaletto di Monsigliolo 3 bedrooms 4 bathrooms

The Terrace of Victory

Villa with panoramic lakeview "RenzosOlivengarten"

Lovely home to dream

Tosco Suite "Solis"

[L 'Antico Casale] Timeless Retreat in Cortona 5*

House among the olive trees

Umbrian House with Swimming Pool
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Piazzale Michelangelo
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Tenuta Le Velette
- Stadio Artemio Franchi
- Basilica di Santa Croce
- Basilica of St Francis
- Castiglion del Bosco Winery
- Teatro Verdi
- Cantina Colle Ciocco
- Teatro Tuscanyhall
- Santa Maria della Scala
- Furlo Gorge Nature Reserve
- Pubblico Palace
- Mount Subasio
- Casa Del Cioccolato Perugina
- Podere La Marronaia, Sosta alle Colonne
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore