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Vacation Rentals

Cortona

Italy

Tuscany/Elba

Explore vibrant neighborhoods, savor local cuisine, and immerse yourself in the culture of Europe’s most beloved destinations.

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Number of properties found:

66

From price per night €

0

Italy
Tuscany/Elba
Cortona

Villa in Cortona with pool

Nestled in the heart of Tuscany, just 500 meters from the historic town of Cortona, this stunning villa offers an unforgettable experience with breathtaking views of the surrounding hills, the ValdiChiana, and the iconic church of Santa Maria Nuova. Set in a private location, surrounded by olive trees and terraced hillsides, the villa blends modern luxury with the beauty of nature. The villa spans three floors and features 4 luxurious double suites, each designed with comfort and wellness in mind. The ground floor includes a fully equipped kitchen, a dining room, and two suites, one with a Jacuzzi shower and chromotherapy, and another with a Turkish bath, rain-effect shower, and bathtub. On the first floor, the other two suites boast stunning views and modern bathrooms with hydromassage showers and bathtubs. The lower level offers a cozy lounge with a pool table, satellite TV, and fireplace, providing a perfect space to unwind. Outside, you’ll find an infinity pool overlooking Sant'Egidio and the Monastery of the Capuccini, a Jacuzzi, and an al fresco dining area with a fully equipped kitchen. Enjoy panoramic views from the private garden, relax under the pergola, and explore the charming town of Cortona just a short walk away. With luxury, comfort, and privacy, this villa offers the perfect Tuscan retreat for a memorable stay.
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, seating area, air conditioning), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer))\n\nOn the 1st floor: (Bedroom with bathroom(double bed, Bubble bath, shower, washbasin, toilet, bidet, air conditioning, hairdryer), Bedroom with bathroom(double bed, Bubble bath, shower, washbasin, toilet, bidet, air conditioning, hairdryer))\n\nDVD player, stereo unit, washing machine, balcony, garden, garden furniture, sun loungers, BBQ, parking, swimming pool(private), high chair
Guests
8
Bathrooms
4
Bedrooms
4
Villa

From price per night €

962

Italy
Tuscany/Elba
Cortona

Villa in Tuscany with Pool & Panoramic Views

Timeless Tuscan Holiday Home Nestled in the hills just below Cortona, this elegant stone villa radiates timeless charm with a hint of modern indulgence. Surrounded by manicured gardens and fragrant blooms, the property offers panoramic views stretching across the Valdichiana. The outdoor spaces invite slow living: a sparkling private pool basking in sunlight, a shaded pergola perfect for long lunches, and a stone barbecue made for alfresco feasting. Whether it’s splashing in the pool, relaxing under parasols, or enjoying fresh coffee under the trees, every corner of this holiday home is crafted for comfort and connection. Finish evenings back at the villa with wine to end the day tastefully. Gateway to Tuscany’s Best-Kept Treasures From the villa, guests can stroll to Camucia for daily essentials or venture just 3 km uphill to Cortona’s enchanting medieval heart—home to winding alleys, artisan shops, and Etruscan ruins. The region’s most iconic destinations are within easy reach: Montepulciano’s noble wines, Pienza’s Renaissance beauty, Montalcino’s Brunello heritage, and Assisi’s spiritual serenity. For active travellers, tennis courts and horseback trails are nearby, and the historic towns of Arezzo and Perugia promise unforgettable day trips rich with art, history, and culture. Flavours Worth Travelling For Tuscany is a feast for all senses, and your palate will be delighted. Sample traditional fare at Trattoria Dardano in Cortona or enjoy local wine pairings with panoramic views at La Loggetta. In Camucia, Ristorante Tonino offers refined Tuscan cuisine just a short walk away.
Ground floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite, digital), dining table, fireplace, air conditioning), bedroom(single bed, single bed, air conditioning), bedroom(single bed, single bed, air conditioning), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nOn the 1st floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite, digital), dining table, fireplace, seating area), bedroom(double bed, air conditioning), bedroom(single bed, single bed, air conditioning), bedroom(single bed, air conditioning), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nwashing machine, garden, garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private), high chair, ironing board, iron
Guests
13
Bathrooms
5
Bedrooms
7
Villa

From price per night €

54

Italy
Tuscany/Elba
Cortona

Farmhouse in Cortona

An optional utilities and service fee of EUR 40,00 will be charged before your arrival. Details are given below.
Located in the beautiful Tuscan countryside of Cortona, this quaint farmhouse from the 1400s features 2 bedrooms for 4 people. Ideal for friends or families, guests can take a dip in the swimming pool and access WiFi at this child-friendly property. You can go hiking in the forest, 500 m away. If you wish to enjoy a delicious meal, you can go to one of the restaurants 1 km away. The town center is located 2 km away and you can go shopping there. You can also enjoy the local nightlife, 8 km away. Guests can enjoy a hot barbecue in the garden or by the poolside and enjoy the scenic view of the surroundings here. This child-friendly property also features a childrenÂ's bed while a cot is available on request. For recreation, guests can enjoy a game on the table tennis table. The open kitchen features all amenities. You can bring up to 1 pet here. Public transport is 1 km away.
Optional Utilities & Service Package
An optional utilities and service package of EUR 40,00 can be selected prior to your arrival. You will receive a separate communication with the payment link should you wish to include it.
This package ensures a seamless stay and conveniently covers services such as final cleaning, utility consumption, service support, and protection against minor damages or incidental costs during your stay.
Guests who prefer may manage these services independently, provided the property is returned in good order at check-out.
Ground floor: (Living room(double sofa bed, TV, dining table, fireplace), open kitchen(hob, electric kettle, toaster, cooker, hood, espresso machine, oven, oven, fridge-freezer, Juicer))\n\nOn the 1st floor: (bedroom(2x single bed, children\'s bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washing machine, ironing board, iron), garden(shared with other guests), garden furniture, BBQ, swimming pool(shared with other guests, 8 x 4 m., opened from 1/2 May upto and including Sep), table tennis table
Guests
4
Bathrooms
1
Bedrooms
2
Farmhouse

From price per night €

0

Italy
Tuscany/Elba
Cortona

Villa in Tuscany with Private Pool & BBQ

Holiday Home Beneath the Tuscan Sky Tucked into the rolling countryside near Cortona, this historic 16th-century villa offers an authentic Tuscan experience surrounded by golden fields and ancient stone charm. The villa, with its terracotta floors and wooden beams, features expansive interiors spread across two levels, perfect for extended families or groups seeking shared time and individual space. Outside, a private, fenced pool with sun loungers and parasols invites you to unwind, while children can enjoy the open garden space and play equipment. A shaded gazebo and barbecue area create the perfect backdrop for al fresco dining, and essentials like a high chair and cot are thoughtfully provided for young guests. Tuscany’s Timeless Wonders Just 3 km away, the historic centre of Cortona offers a journey into Etruscan and medieval heritage, with panoramic views, artisan shops, and charming cafés. Camucia, only 1 km from the villa, ensures all modern conveniences are within reach. Day trips are a breeze—explore the Renaissance beauty of Pienza, sip Brunello in Montalcino, or soak in the atmosphere of Assisi and Perugia. Whether you're into horseback riding, tennis, golf, or museum-hopping, the villa's location places you at the heart of central Italy’s cultural and natural treasures. Tastes of Tuscany Indulge in local flavours just moments from your door. In Cortona, La Bucaccia offers gourmet Tuscan cuisine in a stone-walled setting, while Trattoria Dardano serves beloved local dishes with a cosy, casual touch. For wine lovers, nearby Montepulciano and Montalcino promise world-renowned reds.
Ground floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite, digital, smart TV), dining table, fireplace, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nOn the 1st floor: (open kitchen(stove, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer, dishes and cutlery, Cooking basics), Living/diningroom(TV(satellite, digital, smart TV), dining table, fireplace, seating area), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nDVD player, CD player, tumble dryer, cot, washing machine, garden, garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private), high chair, ironing board, iron
Guests
16
Bathrooms
8
Bedrooms
8
Villa

From price per night €

685

Italy
Tuscany/Elba
Cortona

Villa in the heart of Tuscany

Nestled in the green heart of Tuscany, just 3 km from Cortona, this beautifully restored villa offers a peaceful escape with stunning views over the surrounding hills. Surrounded by a 3,500 m² gated garden, it blends traditional charm with modern comforts, perfect for families or friends. Its elevated position ensures a serene atmosphere, filled with the colors and scents of the countryside. The villa spans 250 m² across three floors and accommodates up to 8 guests. Inside, you'll find a cozy living room with fireplace and Smart TV, a fully equipped kitchen, a scenic dining room, and four charming bedrooms, including one in the tower and one on the ground floor. The villa features WiFi, mosquito nets, and air conditioning in all bedrooms. Outdoors, enjoy a panoramic swimming pool (12x5.5 m, depth 1.1–2.1 m, open May–Oct), a furnished terrace, barbecue area, and an outdoor shower. Nearby highlights include Cortona, Lake Trasimeno, Montepulciano, and Perugia. Pets are welcome upon request. Final cleaning, air conditioning, and heating are available at an additional charge. Parking and weekly linen change included.
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), bathroom(shower, washbasin, toilet))\n\nOn the 1st floor: (bedroom(single bed, single bed, air conditioning), Bedroom with bathroom(double bed, bath tub, washbasin, toilet, air conditioning), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nOn the 2nd floor: (bedroom(single bed, single bed, air conditioning), bathroom(washbasin, toilet))\n\nwashing machine, garden, garden furniture, sun loungers, parking, parking, parking, parking, parasol, swimming pool(private)
Guests
7
Bathrooms
4
Bedrooms
4
Villa

From price per night €

0

Italy
Tuscany/Elba
Cortona

Villa in Tuscany with Pool and Olive Garden

Tucked into the rolling hills of Valdichiana, just a short drive from the enchanting medieval town of Cortona, Villa Maria Elena is a serene haven for those seeking to relax in the timeless beauty of the Tuscan countryside. Ideal for families and small groups, the villa effortlessly combines rustic charm with modern comforts. Surrounded by a lush, flower-filled garden and centuries-old olive trees, the property offers the perfect blend of privacy, natural beauty, and accessibility to Tuscany and Umbria's cultural treasures such as Montepulciano, Assisi, Siena, and Lake Trasimeno. Recently renovated and elegantly furnished, the villa accommodates up to six guests across two floors. The interiors feature warm parquet floors, stylish living areas, and three comfortable double bedrooms plus a single room. The well-equipped kitchen connects to a covered veranda where guests can dine alfresco or unwind with a glass of wine. A beautiful stone fireplace and cozy seating in the living room make evenings at home just as inviting. Outside, the sun-drenched swimming pool area is a highlight, complete with sun loungers, umbrellas, and a poolside bathroom — perfect for long, lazy days under the Tuscan sun. Villa Maria Elena also offers free Wi-Fi, Smart TV, mosquito nets, air conditioning (upon request), and a laundry room with washer and dryer. The fully fenced property provides peace of mind, with a private entrance gate and on-site parking. Nearby services, such as supermarkets, train stations, and tennis courts, are all within easy reach. Whether you’re exploring historic villages or simply enjoying the countryside from your veranda, this is a place where unforgettable memories are made.
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, smart TV), dining table, fireplace, air conditioning), bedroom(double bed, fireplace, air conditioning))\n\nOn the 1st floor: (bedroom(double bed, air conditioning), bedroom(double bed, air conditioning), bedroom(single bed, air conditioning), bathroom(shower, washbasin, toilet, bidet, hairdryer), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nwashing machine, balcony, patio, garden, garden furniture, sun loungers, BBQ, parasol, swimming pool(private)
Guests
7
Bathrooms
2
Bedrooms
4
Villa

From price per night €

1833

Italy
Tuscany/Elba
Cortona

Villa Farneta Comfortable holiday residence

Elegant villa with private garden and pool, located in the splendid countryside of Valdichiana, near Cortona.
Guests
17
Bathrooms
7
Bedrooms
8
Villa

From price per night €

386

Italy
Tuscany/Elba
Cortona

Villa Montecchio Comfortable holiday residence

Fantastic villa with pool and air conditioning, located in a panoramic position in the countryside of Castiglion Fiorentino, near Cortona.
Guests
11
Bathrooms
3
Bedrooms
4
Villa

From price per night €

57

Italy
Tuscany/Elba
Cortona

Farmhouse in Cortona with pool

An optional utilities and service fee of EUR 40,00 will be charged before your arrival. Details are given below.
A charming holiday home nestled in the Tuscan countryside, this cozy farmhouse apartment accommodates up to four guests with two comfortable bedrooms and one bathroom. Ideal for families or couples, it is pet-friendly and welcomes up to two pets for an additional fee. Guests can enjoy complimentary activities such as table tennis in the garden area and unwind by the indoor fireplace. The property features a dedicated workspace and a TV with satellite channels, making it a relaxing yet practical retreat. While there's no balcony or sofa specifically mentioned, the property does have inviting outdoor seating areas perfect for leisure._x000D_ _x000D_ Located just 2 km from the historic center of Cortona, guests will find themselves surrounded by traditional restaurants, local markets, and charming cafés. A nearby forest (500 m) is perfect for scenic walks, while the tranquil Lake Trasimeno lies 20 km away for day trips. Public transport is easily accessible within 1 km, and the nearest motorway is 28 km from the property, offering good regional connectivity. Guests can explore cultural landmarks, wine estates, and artisan shops typical of this region in Tuscany._x000D_ _x000D_ The holiday home includes a fully equipped kitchen with an oven, toaster, freezer, kettle, and coffee maker-ideal for preparing home-cooked meals. The bathroom features a bidet and all essential toiletries, though shampoo and hairdryer are not provided. Additional conveniences include a washing machine, ironing facilities, garden with barbecue grill, and private entrance._x000D_
Optional Utilities & Service Package
An optional utilities and service package of EUR 40,00 can be selected prior to your arrival. You will receive a separate communication with the payment link should you wish to include it.
This package ensures a seamless stay and conveniently covers services such as final cleaning, utility consumption, service support, and protection against minor damages or incidental costs during your stay.
Guests who prefer may manage these services independently, provided the property is returned in good order at check-out.
On the 1st floor: (Kitchen(hob, electric kettle, toaster, cooker, hood, espresso machine, oven, fridge-freezer), Living/diningroom(TV, dining table, fireplace, seating area), bedroom(double bed), bedroom(double bed or 2 single beds), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washing machine, ironing board, iron), garden(shared with other guests), garden furniture, BBQ, swimming pool(shared with other guests, 8 x 4 m., opened from 1/2 May upto and including Sep), table tennis table
Guests
4
Bathrooms
1
Bedrooms
2
Farmhouse

From price per night €

1437

Italy
Tuscany/Elba
Cortona

Villa near Cortona with Pool & Countryside Views

This property is 9 km from the charming Cortona immersed in the countryside with a splendid view of the surrounding hills. The Villa is located inside a ""Boboli Garden"" style park of about 5000 square meters, next to it is the main villa. This property can be rented individually or together with the main villa and is ideal for vacations with family and friends. The villa is near the Manzano Golf & Spa Resort designed by Gary Player Design. Spend the day at nearby Cortona or visit nice places such as Camucia (7 km) or Montepulciano (27 km). While enjoying a good glass of local wine, admire the surrounding landscape covered with sunflowers, age-old cypresses and pines. Take a cooling dip in the pool. If willing, prepare a meal of your choice in the well-equipped kitchen or on the barbecue. Parking is also available here. The property has been carefully restored using the highest quality materials from various parts of Italy to create a majestic experience. About Belvilla When you stay in a Belvilla home, you can rest assured of a unique holiday home in ideal surroundings at an attractive price. The portfolio of accommodations consists of more than 40,000-holiday homes in 20 European countries. Interested in a weekend getaway, a summer or winter sports holiday or simply a short break? Do you prefer the coast, the countryside or the mountains? Whatever your preference, there is a Belvilla home to meet your needs, from a cosy gîte for two to a castle big enough for the entire family, from an apartment in the heart of Rome to a cabin in the middle of nowhere, from a simple tree house to a luxury dream villa and from close to home to the other side of Europe. A Belvilla home gives you the freedom to enjoy breakfast in your pyjamas or continue a good conversation into the morning hours without having to worry about the bar's closing time. Prepare gourmet meals with fresh local ingredients in your own kitchen and take advantage of having your own swimming pool to do as many cannonballs as you want! In other words, you can enjoy complete privacy in your home away from home.
Ground floor: (Living room(seating area, DVD player), dining room(dining table), Kitchen(hob, electric kettle, boiling water tap, toaster, toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nOn the 1st floor: (Living room(TV(flatscreen, satellite), seating area), bedroom(double bed), bedroom(double bed), bedroom(double bed), bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(bath tub, washbasin, toilet, bidet))\n\nwashing room(tumble dryer, washing machine, ironing board, iron), veranda, camping cot, heating, air conditioning, garden(private, fenced, 5000 m2), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private, outside, 12 x 6 m., opened from May upto and including Sep), high chair
Guests
10
Bathrooms
6
Bedrooms
5
Villa
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