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Number of properties found:
66

From price per night €
403
Italy
Tuscany/Elba
Cortona
Belvilla by OYO Casale le Capanne
This lovely holiday home with 5 bedrooms and can fit 10 people. It also a private swimming pool and is perfect for large groups and families.
A visit to the city of Cortona, which is close by, is a must. Other cities to visit nearby are Arezzo, Perugia, and Montepulciano, as well as historic cities like Tuscany and Umbria. Lake Trasimeno is also close by.
The home has a garden with furniture, a barbecue, and a terrace. Air conditioning is available for € 20/night, and the home is child-friendly as well. It offers bed linen and bath towels. You can bring a maximum of 1 pet here for free.
The nearest airport is Perugia San Francesco d'Assisi - Umbria International Airport, 60 km away.
Ground floor: (Living room(fireplace), Bedroom with bathroom(bunk bed, shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (dining room, Kitchen(coffee machine(filter), oven, microwave, dishwasher), bedroom(double bed), bedroom(double bed), bedroom(double bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine, air conditioning, terrace, garden(private, illuminated), garden furniture, BBQ, parking, swimming pool(private, 10 x 5 m., opened from May upto and including Sep), children\'s bed
Guests
10
Bathrooms
3
Bedrooms
5
Holiday home

From price per night €
196
Italy
Tuscany/Elba
Cortona
Farmhouse in Cortona with Scenic Pool Views
Set on a picturesque hillside with breathtaking views of Cortona, Casetta del Glicine is a charming stone farmhouse nestled in a peaceful, scenic location. Accommodating up to 6 adults and 2 children, the house features two double bedrooms and a spacious family room with a double bed and bunk beds.
The open-plan living area leads directly to a patio, perfect for enjoying meals outdoors in comfort. Whether you're visiting during the warm or cooler seasons, the home invites you to unwind and connect with nature’s timeless rhythm, surrounded by the vivid colors of the Tuscan landscape.
The terraced garden, dotted with silvery olive trees, features a large swimming pool that overlooks the stunning Valdichiana valley. From here, your view stretches unbroken across the countryside to Cortona—a jewel of Etruscan heritage—bathed in pink hues as the sun sets in a blaze of color.
Just minutes from Cortona’s historic center and within easy reach of the cultural treasures of Tuscany and Umbria, Casetta Cegliolo is the perfect retreat for those seeking relaxation, art, and the rich flavors of local food and wine.
Ground floor: (open kitchen(oven, dishwasher, fridge), Living/diningroom, bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, bunk bed, air conditioning), bathroom(shower), bathroom(bath tub), fireplace, washing machine, iron)\n\nterrace(private), garden, garden furniture, BBQ, parking, swimming pool(private, 6 x 3 m.)
Guests
8
Bathrooms
2
Bedrooms
3
Holiday home

From price per night €
289
Italy
Tuscany/Elba
Cortona
Cottage in Tuscany with Pool near Cortona
A few km from Cortona, in a quiet countryside area, is this accommodation, a beautiful renovated cottage on two levels, characterized by spacious, bright interiors and a park with swimming pool.
The features of this corner of Tuscany are the numerous medieval villages located on the hills such as: Cortona, Lucignano and Castiglion Fiorentino, among others. The property has an excellent position to visit most of central Tuscany, the valleys of the Orcia, Chianti, the Crete Senesi and the main art cities like Arezzo, Siena and Florence and all the most beautiful places in the nearby Umbria region.
The accommodation is spread over two levels with various entrances on the ground floor that lead, one into the living room with sofas and fireplace, the other into the dining area and kitchen connected by a large internal arch. The ground floor is completed by a full bathroom with shower cubicle and a double bedroom. A scale leads to the above floor where you can find the sleeping area. This includes a double bedroom with en-suite bathroom, a second double bedroom and a lovely twin bedroom sharing a bathroom with shower. Externally there is a large flat park completely fenced with swimming pool, bordered along the entire perimeter by high hedges. Once through the entrance gate, there is the covered parking area located in the immediate and convenient vicinity of the main entrance. The swimming pool is located in front of the house and it can be reached through the lawn. The swimming pool is for the exclusive use of guests, with Roman steps and it is surrounded by sunbeds, tables, parasols and a solar shower.
Ground floor: (Living room, open kitchen, Living/diningroom, bedroom(double bed, air conditioning), bathroom(shower, washbasin, bidet))\n\nOn the 1st floor: (bedroom(double bed, air conditioning), Bedroom with bathroom(double bed, shower, washbasin, toilet, air conditioning), Children\'s bedroom(single bed, single bed, air conditioning), bathroom(shower, washbasin, toilet))\n\nterrace(private), garden(private), garden furniture, sun loungers, BBQ, parking, swimming pool(private)
Guests
8
Bathrooms
3
Bedrooms
3
Holiday home

From price per night €
0
Italy
Tuscany/Elba
Cortona
Villa with Pool Near Cortona
Located just 7 km from the enchanting Etruscan town of Cortona, this delightful villa offers a serene escape amidst the rolling Tuscan hills. The property is ideal for couples or small families seeking a relaxing retreat or a base to explore the cultural gems of Tuscany and Umbria. The outdoor area is thoughtfully equipped with a gazebo, barbecue, and dining table, perfect for alfresco meals.
The highlight of the property is the fully fenced private swimming pool (8x4 m, 140 cm deep), perfectly sun-exposed and complemented by an outdoor shower, sun loungers, umbrellas, and a second shaded gazebo for daytime comfort or moonlit evenings. A small children’s playground is also available, offering a safe and fun space for young guests to enjoy.
The villa’s single-level layout features a cozy living room with a TV, stereo, dining area, sofa, and armchairs. Adjacent is a fully equipped kitchen with everything needed to prepare meals. The sleeping area includes one double bedroom and one twin bedroom, each with its own ensuite bathroom with shower. Amenities such as free Wi-Fi, air conditioning, mosquito nets, and private parking ensure a comfortable stay. Pets are welcome on request, making this villa a well-rounded choice for a restful holiday near Cortona.
Ground floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite), dining table, fireplace, seating area))\n\nOn the 1st floor: (bedroom(single bed, single bed, air conditioning), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer), bathroom(shower, washbasin, bidet, washing machine, hairdryer))\n\nDVD player, washing machine, garden, garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private)
Guests
4
Bathrooms
2
Bedrooms
2
Villa

From price per night €
687
Italy
Tuscany/Elba
Cortona
Tranquil Villa with Views
Nestled in the serene hills near Cortona, this peaceful villa offers sweeping views of Valdichiana. Surrounded by tall pines, fruit trees, and blooming flowers, it’s a perfect retreat just 5 minutes from Cortona’s historic center. Recently restored using natural and reclaimed materials, the villa blends rustic charm with modern comfort. A large fenced garden hosts a private panoramic pool (4x8 m, open May–Oct), sun loungers, and a terrace with a stone barbecue, ideal for alfresco dining with a view.
Spanning three levels with multiple entrances, the villa includes a cozy living room with a fireplace, satellite TV, and a spacious dining area connected to a well-equipped kitchen. It accommodates up to 9 guests in 4 bedrooms, including one with pool access and en-suite, a twin convertible room, and a basement suite with laundry and bathroom. Air conditioning and heating are available for an extra charge. Enjoy free Wi-Fi, private parking, and personalized local experiences like guided tours or wine tastings on request.
Ground floor: (open kitchen(stove, electric kettle, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite), dining table, fireplace, air conditioning), Bedroom with bathroom(single bed, double bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer))\n\nOn the 1st floor: (bedroom(double bed, air conditioning), bedroom(single bed, single bed, air conditioning), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(bath tub, washbasin, toilet, bidet, hairdryer))\n\nBasement: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer))\n\nwashing machine, balcony, patio, terrace, garden, garden furniture, sun loungers, BBQ, parking, parking, parking, parking, parasol, swimming pool(private), high chair, iron
Guests
9
Bathrooms
4
Bedrooms
4
Villa

From price per night €
782
Italy
Tuscany/Elba
Cortona
Beautiful property with pool
Set just 1.5 km from Cortona, this beautifully restored villa blends Tuscan charm with modern comforts, offering panoramic views of the countryside. Surrounded by a 5000 m² fenced garden, it features a private pool (4x8 m, open May–Sept), an upper-level Jacuzzi under olive trees, and several terraces perfect for dining or relaxing. The garden includes sunbeds, a shaded gazebo, and brick-paved areas with barbecue and outdoor seating.
Spread across three levels, the villa accommodates up to 12 guests in 5 air-conditioned bedrooms. The ground floor has a cozy living room with fireplace, a well-equipped kitchen, a double bedroom, a bathroom, and a second bedroom with a double bed. Upstairs is a family room with a double and two single beds, plus a bathroom. The basement includes a second living/kitchen area, one bedroom with a double and single bed, another double room with ensuite, and garden access.
Additional amenities include mosquito nets, Wi-Fi (indoor/outdoor), Sat TV, outdoor dining, parking, and a laundry area. Pets are welcome for an extra fee. Ideal for families or groups, the villa offers easy access to Cortona, Lake Trasimeno, Montepulciano, and more.
Ground floor: (open kitchen(stove, electric kettle, toaster, coffee machine(espresso), oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite), dining table, fireplace, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nOn the 1st floor: (Bedroom with bathroom(single bed, single bed, double bed, shower, toilet, bidet, air conditioning, hairdryer))\n\nBasement: (open kitchen(TV, dining table, toaster, coffee machine, oven, fridge-freezer, air conditioning), bedroom(single bed, double king size bed, air conditioning), Bedroom with bathroom(double king size bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nBubble bath, washing machine, patio, garden, garden furniture, sun loungers, BBQ, parking, swimming pool(private), high chair, ironing board, iron
Guests
12
Bathrooms
4
Bedrooms
5
Villa

From price per night €
466
Italy
Tuscany/Elba
Cortona
Villa in Cortona with Pool and Panoramic Views
this villa is an independent stone farmhouse located at the foot of the ancient Etruscan city of Cortona, just 5km away. The property is set within a large fully fenced garden where we find various relaxation and play spaces . Ideal place for families, has a large field (used to play football) and a pool area fenced and protected by entrance gate. The swimming pool (measures 10x5 meters, deep from 1,230 to 1,80 meters) is complete with deckchairs and well exposed to the sun during the day and enjoys a beautiful view of the city of Cortona. In front of the kitchen there is a pergola where you can find a large table to eat outside. In the property you will also have space to park your cars.
Interior Description
This villa can accommodate up to 8 people (3 bedrooms + a sofa bed). It is on two levels connected both internally with a spiral staircase and also by an external stone staircase.
On the ground floor we find the living area consisting of a large living room where you will have a large dining table, sofa (convertible into a double sofa bed if requested), TV and fireplace. Adjacent to the living room we find the kitchen, fully equipped to cook your favorite dishes and with a second dining table as well as a convenient exit to the outdoor pergola.
Complete the ground floor a spacious bedroom with double bed, sofa and armchair, wardrobe and ensuite bathroom with bathtub.
On the first floor we find a second living room with sofa, fireplace and kitchenette and then continue in the sleeping area where we find a first bedroom consisting of a double bed (in the room there is also a single bed on request) and a second bedroom also with double bed and wardrobe and characterized by the exit to a beautiful and large panoramic terrace. Complete the second floor a nice bathroom with shower.
this villa is the ideal place for Guests looking for privacy and relaxation but at the same time its location makes it close to all the amenities of the city of Cortona (supermarkets, cafés, restaurants, shops a few minutes drive) thus becoming the ideal starting point for day trips to discover the most beautiful historical and artistic cities of Tuscany and Umbria.
this villa has free wi fi internet connection. Heating on consumption. Air conditioning only in one room on the first floor and Washing machine.
Ground Floor:
- living room with sofa, fireplace, dining table and satellite TV
- fully equipped kitchen with oven, fridge, freezer, dishwasher, toaster, American coffee maker, Italian moka coffee maker, microwave oven, dining table
- one double bedroom with ensuite bathroom with bathtub
First floor:
- living room with sofa, fireplace and kitchenette
- one double room (with possibility of adding a single bed on request)
- one double bedroom with exit to the terrace
- a bathroom with shower
FOR GUESTS
Fenced property, parking, swimming pool, outdoor furniture and tables, BBQ, mosquito nets at all windows, weekly linen change, WI FI free internet connection, washing machine, Smart TV, high chair and cot on request, heating system on consumption, air conditioning only in one room, hair dryer, toaster, Italian moka, American coffee maker, refrigerator, freezer, dishwasher, oven, microwave.
FACILITIES NEARBY
Cortona with all services, bars, restaurants and shops 5 km, Camucia with large supermarkets 4 km, tennis courts 5 km, golf courses 15 km, hospital 8 km, riding school 10 km.
PLACES OF TOURIST INTEREST
Cortona 5km, Lake Trasimeno 20 km, Arezzo 32 km, Montepulciano 35 km, Perugia 54 km, Montalcino 69 km, Siena 72 km, Assisi 74 km
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Pool open from 1 May to 30 September
To be paid on the spot
Not included in the rental price:
Bed Linen and Towels (additional set) (on request): 15.00€ per change
Extra Cleaning (on request): 18.00€ per hour
Final Cleaning (mandatory): 250.00€
Final Cleaning for pets (mandatory): 30.00€ per pet
Refundable Security Deposit in cash or by credit card (mandatory): 200.00€
Heating (on request): 4.50€ per cubic meter
Late Arrival (on request): 50.00€
Tourist tax (mandatory): 8.00€ per person per week
Pre-arrival grocery service (on request): to be arranged with the owner
Included in the rental price:
Bed Linen and Towels (initial set)
Beds made up for arrival
Internet Wifi
Babycot (on request)
Parking
Ground floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite), dining table, fireplace, seating area), Bedroom with bathroom(double bed, bath tub, washbasin, toilet, bidet, hairdryer))\n\nOn the 1st floor: (Kitchen(dining table, fireplace, stove, oven, dishwasher, fridge-freezer), bedroom(double bed), bedroom(single bed, single bed), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nwashing machine, garden, garden furniture, sun loungers, BBQ, parasol, swimming pool(private)
Guests
6
Bathrooms
2
Bedrooms
3
Villa

From price per night €
1488
Italy
Tuscany/Elba
Cortona
Villa in Cortona with Infinity Pool & Spa
among the sun-drenched hills near Cortona, this stone-built villa perfectly balances eco-conscious design with refined contemporary luxury. Inside, you'll find clean architectural lines softened by warm wooden accents and thoughtfully curated décor. Panoramic windows seamlessly connect the indoors with the outdoors, inviting in views of the surrounding vineyards. A private infinity pool awaits in the beautifully landscaped garden, while the villa’s sauna, Turkish bath, and massage area in the basement create a private spa-like haven. Whether you're dining al fresco on the patio, enjoying the breakfast service indoors, or simply unwinding beneath the parasol, every moment here is designed for indulgent relaxation.
Just minutes away, the enchanting town of Cortona offers a journey into Tuscany’s storied past with its medieval streets, artisan boutiques, and spectacular hilltop vistas. Nearby, Montepulciano tempts wine lovers, while Pienza and Montalcino promise scenic day trips steeped in culture and local flavor. For golf enthusiasts, a pristine course lies just 11 km away, and Camucia or Terontola’s stations conveniently link you to Florence, Rome, and beyond. Yet, despite its prime location, the villa’s setting feels wonderfully secluded, ideal for restful afternoons under the Tuscan sun.
Dining nearby is a celebration of local tradition—within 2 km you'll find authentic trattorias and wine bars serving hand-rolled pasta, seasonal vegetables, and Chianti straight from the vineyard. For a memorable meal, head to Cortona’s La Bucaccia for its famed Florentine steak or enjoy sunset aperitivo at Osteria del Teatro.
Ground floor: (open kitchen(stove, hob, electric kettle, toaster, coffee machine(espresso), oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite, smart TV), dining table, fireplace, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, balcony, air conditioning), bathroom(shower, shower, washbasin, washbasin, toilet, toilet, hairdryer, hairdryer))\n\nOn the 1st floor: (Bedroom with bathroom(double bed, bath tub, shower, washbasin, toilet, bidet, air conditioning, hairdryer))\n\nBasement: (bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nsauna, washing machine, balcony, patio, garden, garden furniture, sun loungers, BBQ, parasol, swimming pool(private), ironing board, iron
Guests
6
Bathrooms
3
Bedrooms
3
Villa

From price per night €
0
Italy
Tuscany/Elba
Cortona
Luxurious property in Tuscany
Located on the border of Tuscany and Umbria, this beautifully renovated villa offers a refined retreat surrounded by a 3,000 m² lush garden. With spectacular views over the valley, it accommodates 6 guests in the main house and 2 more in a charming annex. The private 4x8 m heated infinity pool (open May–Sept), set on a sunny lower terrace, is equipped with sunbeds, gazebo, and a salt-based purification system.
The main villa spans two levels and features elegant interiors blending Tuscan tradition with modern touches. The ground floor includes a cozy living room with fireplace and wine cellar, a dining room, a fully equipped kitchen, and a guest toilet. Upstairs offers two double bedrooms, a twin room (convertible), and two bathrooms. The annex by the pool includes a living area with sofa bed, a dining space, a full kitchen, and bathroom.
Amenities include air conditioning (bedrooms), WiFi, mosquito nets, Sky TV, a welcome basket, barbecue, mid-week cleaning, and private parking. Ideally located near Cortona, Montepulciano, and Perugia, this peaceful estate is perfect for a luxurious countryside escape.
Ground floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(double sofa bed, TV(satellite), dining table, fireplace, seating area), bathroom(washbasin, toilet))\n\nOn the 1st floor: (bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(single bed, single bed, air conditioning), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nDVD player, stereo unit, washing machine, garden, garden furniture, sun loungers, BBQ, swimming pool(private), ironing board, iron, hairdryer
Guests
8
Bathrooms
3
Bedrooms
3
Villa

From price per night €
329
Italy
Tuscany/Elba
Cortona
Idyllic Tuscan Cottage
Nestled in the hills just 500 meters from Cortona, this charming home offers one of the most picturesque views of Val di Chiana, the town of Cortona, and the Santa Maria Nuova church. Surrounded by olive trees and terraced greenery, it provides a peaceful escape with striking natural beauty. Recently restored with eco-conscious materials, the house blends modern comfort with Tuscan charm.
Perfect for up to 4 guests, the home features a cozy living room with satellite TV, sofa, and fireplace, a fully equipped kitchenette, and a dining space. A double bedroom, a bathroom with shower, and a loft twin bedroom offer comfortable sleeping arrangements. WiFi and air conditioning are included.
Outside, enjoy the private garden, pergola, gazebo, and a panoramic pool with Roman steps and a sun terrace. Private parking, garden furniture, and a gourmet welcome set add to the experience. With proximity to restaurants, supermarkets, and cultural sites, it’s a perfect base for exploring Tuscany and Umbria.
Ground floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite), dining table, fireplace, seating area), bedroom(double bed, air conditioning, children\'s bed), bathroom(shower, washbasin, bidet, hairdryer))\n\nOn the 1st floor: (bedroom(single bed, single bed, air conditioning))\n\nwashing machine, terrace, garden, garden furniture, sun loungers, BBQ, parking, swimming pool(private)
Guests
4
Bathrooms
1
Bedrooms
2
Cottage
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