
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.

La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago: your refuge at Trasimeno Rediscover your harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago Vacation Home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit towns such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find cafés, restaurants, a market, a pharmacy, ATMs, and children's play areas; 3 km away, there is a beautiful swimming pool for summer relaxation.
LocationFamilyNearby
4.98 out of 5 average rating, 206 reviews
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)
FamilyLocationView
4.95 out of 5 average rating, 109 reviews
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.
ValueFamilyCleanliness
4.96 out of 5 average rating, 142 reviews
Cortona historical centre. Great views
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
LocationValueSleep quality
4.89 out of 5 average rating, 103 reviews
Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
FamilyLocationHospitality
4.98 out of 5 average rating, 184 reviews
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.
FamilyValueGetting around
4.99 out of 5 average rating, 232 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 shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.
FamilyLocationHiking
4.98 out of 5 average rating, 145 reviews
Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
LocationValueIndoor spaces
4.92 out of 5 average rating, 173 reviews
PoggiodoroLoft, Tuscan dream e relax
Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.
ValueLocationComfort
4.87 out of 5 average rating, 167 reviews
Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
FamilyValueGrill
4.99 out of 5 average rating, 111 reviews
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!
FamilyLocationAccuracy
4.94 out of 5 average rating, 225 reviews
Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
LocationFamilyTV
4.99 out of 5 average rating, 273 reviewsPopular amenities for Cortona house rentals
House rentals with a pool

House Rigomagno Siena
LocationFamilyOutdoor spaces
4.96 out of 5 average rating, 125 reviews
La Lisa: country house surrounded by fields
LocationValueAmenities
4.94 out of 5 average rating, 135 reviews
Il Vecchio Mulino
LocationFamilyPool
4.91 out of 5 average rating, 114 reviews
Hidden gem in Tuscany
FamilyValueBreakfast
5.0 out of 5 average rating, 56 reviews
Villa Lucia
FamilyValueOutdoor spaces
5.0 out of 5 average rating, 18 reviews
[Antico Casale]Tuscan Views & Private Pool Cortona
FamilyValueCleanliness
4.94 out of 5 average rating, 34 reviews
Country charm walking distance from Cortona centre
LocationFamilyQuiet
4.93 out of 5 average rating, 54 reviews
Apt. Silvana-Tenuta VillaAugusto
LocationFamilyAccuracy
4.95 out of 5 average rating, 65 reviewsWeekly house rentals

Spacious Luxury Stay in Pienza | 3BR 3BA
LocationValueSleep quality
4.97 out of 5 average rating, 101 reviews
Charming converted Hayloft overlooking the Chianti Hills
LocationValueCleanliness
4.97 out of 5 average rating, 307 reviews
The Chianti window
FamilyLocationIndoor spaces
4.9 out of 5 average rating, 135 reviews
Breathtaking views: Historic House w/Terrace & BBQ
FamilyLocationWalkability
5.0 out of 5 average rating, 26 reviews
Casa Primo Stylish-townhouse w/ patio & jetted tub
LocationFamilyCheck-in
5.0 out of 5 average rating, 75 reviews
Casa Vinalia: Etruscan paradise
ValueLocationSleep quality
4.93 out of 5 average rating, 89 reviews
La Vista
LocationFamilyHospitality
5.0 out of 5 average rating, 45 reviews
Casa Bordoli, four beds, three bathrooms
LocationHeatingWalkability
5.0 out of 5 average rating, 5 reviewsPrivate house rentals

Spacious Tuscan Home – 2 Connected Apts, 4BR/4BA
FamilyLocationNearby
5.0 out of 5 average rating, 9 reviews
"L'Antico Metato" house in the woods
FamilyLocationGetting around
4.99 out of 5 average rating, 68 reviews
Ulivi House
LocationFamilyCondition
4.83 out of 5 average rating, 6 reviews
Amazing villa lakeside view
FamilyLocationHospitality
4.96 out of 5 average rating, 25 reviews
Beautifully restored villa with private pool
FamilyLocationHospitality
4.93 out of 5 average rating, 43 reviews
18th-century farmhouse in Cortona, garden, and 4 bathrooms
LocationFamilyNearby
4.87 out of 5 average rating, 31 reviews
Perfect Large Family Villa in Tuscany
ValueLocationWifi
4.91 out of 5 average rating, 23 reviews
Family Forest - Pool in the Crete Senesi
ValueFamilySleep quality
4.88 out of 5 average rating, 86 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Piazzale Michelangelo
- Del Chianti
- Basilica of St Francis
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Stadio Artemio Franchi
- Basilica of Santa Croce
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- La Scarzuola
- Antinori nel Chianti Classico
- Firenze Campo di Marte
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Teatro Verdi
- Mount Subasio
- Basilica Di San Miniato A Monte





