
Vacation rentals in La Dogana
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in La Dogana
Guests agree: these stays are highly rated for location, cleanliness, and more.

Villa Eugenio (9 people)
Surrounded by the rolling hills that frame the ancient city of Cortona, Villa Eugenio offers an unforgettable stay in the name of privacy and tranquility. A skillful restoration has transformed this typical 17th-century Tuscan farmhouse into a warm and welcoming country home that can comfortably accommodate 9 people. THE VILLA is spread over three levels. The ground floor consists of two living rooms with a fireplace, sofa bed, television; a dining room; a well-equipped kitchen; a bathroom with a shower and a half bathroom; a laundry room - ironing room and a cellar. The sleeping area is spread over the 1st and 2nd floors, where there are two double bedrooms with en-suite bathroom with bathtub and shower, and two other bedrooms - one double and one single - that share a bathroom with bathtub and shower. In the central body of the upper floors there is also an independent APARTMENT which is accessed from the typical external stone staircase. On the 1st floor there is the entrance with dining room, cooking area and living room with fireplace; on the upper floor there is a double bedroom with bathroom with bathtub. Outside, the large garden surrounding the villa is equipped with furniture to relax in the open air; the facade is enriched with a large and functional lemon house ideal for enjoying excellent dinners, while the beautiful swimming pool offers refreshment on hot summer days and an enchanting view of the vineyards, olive groves and the places of the historic battle of Trasimeno fought between the Carthaginian leader Hannibal and the Romans. Totally independent, but not isolated, Villa Eugenio allows you to reach shops and restaurants in a few minutes by car and is an excellent starting point for nature lovers who can devote themselves to pleasant nature excursions.
5.0 out of 5 average rating, 6 reviews
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.
4.98 out of 5 average rating, 208 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)
4.95 out of 5 average rating, 110 reviews
Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
4.9 out of 5 average rating, 241 reviews
Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
4.97 out of 5 average rating, 252 reviews
Lake View Private Villa with Pool
Independent private-use stone villa with pool, al fresco living & lush gardens, enjoys stunning views over enchanting Lake Trasimeno. Air-conditioning in bedrooms from 2027(surcharge). Immersed in beauty & tranquillity by a hillside nature reserve, with driving proximity to the lakeshore, medieval villages, local shops & restaurants. An ideal sanctuary for blissful R&R, (or smart working) in complete privacy, and exploring Umbria-Tuscany natural and historic heritage, and food & wine culture.
4.92 out of 5 average rating, 52 reviews
Agriturismo Henni panoramic pool sauna and jacuzzi
My accommodation is close to beautiful panoramic views, parks, art and culture, lake, Cortona, Montepulciano, Passignano, Tuoro sul Trasimeno, Castiglione del Lago, Pienza, Terontola-Cortona Station. You will like my accommodation for these reasons: the light, the comfort of the bed, the kitchen, the intimacy, A paradise away from it all yet close to everything !. My accommodation is suitable for couples, lone adventurers, business travelers, families (with children), large groups with pets.
4.94 out of 5 average rating, 51 reviews
Tuscan farmhouse stay with restaurant and pool
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
4.94 out of 5 average rating, 109 reviews
Stunning Tuscan Villa & Panoramic Infinity Pool
Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.
5.0 out of 5 average rating, 96 reviews
[Antico Casale]Tuscan Views & Private Pool Cortona
Entire farmhouse finely restored to bring back the authentic spirit of a historic stone farmhouse in Cortona. ✔ Suitable for up to 12 guests ✔ Private swimming pool ✔ 1 km from the center of Cortona ✔ Property composed of the main farmhouse on two levels (ground floor and first floor) plus a separate dependance ✔ 3 double bedrooms, 2 twin bedrooms, 1 sofa bed ✔ 3 fully equipped kitchens, 3 full bathrooms, private parking ✔ Outdoor space with a unique view and dining tables
4.94 out of 5 average rating, 34 reviews
Chicca: Cortona's historic center
Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.
4.98 out of 5 average rating, 224 reviews
Villa Pergo is an ancient charming country villa
Stay in a piece of Tuscan history at Villa Pergo, a charming countryside estate dating back to 1640. Surrounded by olive groves and rolling hills near Cortona, the villa offers authentic character, panoramic views, and a beautiful infinity pool. With space for up to 11+1 guests in 6 bedrooms, large gardens and peaceful surroundings, it is the perfect retreat for families or groups looking to experience the true charm of Tuscany.
5.0 out of 5 average rating, 66 reviewsPopular amenities for La Dogana vacation rentals
Other great vacation rentals in La Dogana

Case Sant'Anna 18 beds
4.76 out of 5 average rating, 17 reviews
Apt. Silvana-Tenuta VillaAugusto
4.95 out of 5 average rating, 66 reviews
Casa Primo Stylish-townhouse w/ patio & jetted tub
5.0 out of 5 average rating, 75 reviews
Breathtaking views: Historic House w/Terrace & BBQ
5.0 out of 5 average rating, 27 reviews
Beautifully restored villa with private pool
4.93 out of 5 average rating, 43 reviews
the oasis of the foxes
5.0 out of 5 average rating, 97 reviews
Villa with Private Pool in the Tuscan Countryside
5.0 out of 5 average rating, 23 reviews
700 year old restored tuscan home
4.94 out of 5 average rating, 109 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Basilica of St Francis
- Frasassi Caves
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Furlo Gorge Nature Reserve
- La Scarzuola
- Eremo Di Camaldoli
- Antinori nel Chianti Classico
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Gola del Furlo
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Piazza del Campo





