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Tuscany/Elba

Vacation Rentals

Italy

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:

955

At HelloApartment you will discover carefully selected vacation rentals across Europe, from charming country cottages in Tuscany to chic city apartments in Paris and coastal villas in Greece. Our platform connects travelers with unique, local accommodations, offering authentic and comfortable stays in any destination. Whether you're planning a romantic getaway, a family trip or a solo adventure, our user-friendly site will help you find the perfect home away from home. Verified offers, transparent pricing and dedicated customer service ensure a seamless booking experience across Europe.

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 €

0

Italy
Tuscany/Elba
Cortona (AR)

Belvilla by OYO Ciliegi

This beautiful detached villa of 180 m² in Cortona in Tuscany has a private swimming pool and a comfortable terrace. It is the ideal choice for holidays with 1 or 2 families. We are in the heart of the Valdichiana in a panoramic position from where you can enjoy the beautiful view of the surrounding landscape and the Leopoldine. In the immediate vicinity, you will find numerous historic farms from the seventeenth century, built by the Grand Duke Pietro Leopoldo di Lorena. Cortona is 14 km away and a visit to Montepulciano at 25 km is also very worthwhile. Relax in the garden shed with an attractive design or enjoy a refreshing dip in the private swimming pool. The villa is part of a farm where oil, wine, honey and different types of seasonal fruit are grown. The terracotta floors and the authentic fireplace ensure a magical atmosphere in this beautiful stay.
Ground floor: (open kitchen(hob, electric kettle, boiling water tap, toaster, coffee machine, oven, dishwasher, fridge-freezer), Living/diningroom(TV(satellite), dining table, seating area), bedroom(double bed), bedroom(double bed), bedroom(single bed, single bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), washing room(tumble dryer, washing machine, ironing board, iron))\n\nOn the 1st floor: (bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nheating, air conditioning, terrace(roofed), garden(private, fenced), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private, fenced, 12 x 6 m., opened from May upto and including Sep)
Guests
8
Bathrooms
3
Bedrooms
4
Villa

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

From price per night €

0

Italy
Tuscany/Elba
Cortona (AR)

Belvilla by OYO Barbagianni

Enjoy your well-deserved holiday in this villa with a private swimming pool. Located in a flat and easily accessible position, it is the perfect location for those who want to spend a holiday in Tuscany close to all amenities, but away from the chaos. You will have at your disposal a large outdoor area inside which there is a barbecue and a pergola equipped with a dining table and chairs, the ideal place to relish your dishes in the open air. This place is ideal for couples or a small family vacation. The fine stay is just a few km from Cortona, a typical Etruscan city with many charms. You can get the daily necessities in the supermarket in Pergo (4 km) and both the art town of Perugia (46 km) and Arezzo (46 km) lie within a driving distance. The property includes outdoor parking and free Wi-Fi connection, air conditioning and a laundry room with a washing machine, ironing board and iron. The house is over two floors connected internally by a staircase. 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), dining room(TV(flatscreen, satellite), dining table, stove), open kitchen(hob, coffee machine, oven, microwave, dishwasher, fridge-freezer), bathroom(washbasin, toilet), Study(double sofa bed))\n\nOn the 1st floor: (bedroom(double bed), bathroom(shower, washbasin, toilet, bidet, hairdryer))\n\nwashing room(washing machine, ironing board, iron), camping cot, heating, air conditioning, terrace(roofed), garden, garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private, outside, 8 x 4 m., opened from May upto and including Sep), high chair, insect screens
Guests
4
Bathrooms
2
Bedrooms
1
Villa

From price per night €

253

Italy
Tuscany/Elba
Cortona

Villa in Cortona with pool

Nestled in the heart of Cortona’s historic landscape, this elegant villa blends Tuscan charm with modern comfort, creating a serene escape for families and friends. Step into a world where sun-drenched days unfold by your private pool, framed by olive trees and sweeping countryside views. The villa’s warm stone walls, tranquil garden, and inviting terraces make it a perfect place to unwind, share meals, and soak in the rhythm of Italian living. Set amid the rolling hills of Valdichiana, the villa is a gateway to some of Tuscany’s most beautiful cities. Spend your days exploring the art-filled streets of Florence, Siena, or Arezzo, each within easy reach. Wander through the cobbled alleys of Cortona — just a short walk away — where you’ll find charming cafés, local markets, and that timeless Tuscan atmosphere that makes this region so unforgettable. When evening falls, gather on the terrace for a glass of Chianti as the sun paints the hills in golden hues. Fire up the barbecue for an alfresco feast or simply relax under the stars, letting the quiet countryside wrap around you. With its panoramic views, private pool, and thoughtful touches — plus a kind caretaker nearby — this villa offers everything you need for a soulful, sun-soaked retreat in the heart of Tuscany.
On the 2nd floor: (Living room(TV, fireplace, seating area, air conditioning), Large kitchen(dining table, hob, hood, oven, fridge, washbasin), bedroom(double bed), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), mezzanine(via fairly steep stairs)(small double bed), heating, terrace(private, roofed, 15 m2))\n\nAnnex: (Bedroom with bathroom(double bed, shower, washbasin, toilet), veranda(seating area), heating, air conditioning, terrace)\n\nGuest house on the 1st floor: (relaxation area(bath tub), Turkish steambath(paid, 1 m2)(washbasin, toilet, fitness equipment))\n\nsanitary facility(shower, toilet, bidet), garden(private), garden furniture, sun loungers, BBQ, parking, swimming pool(private, outside, 6 x 3 m., opened from Jun upto and including Oct)
Guests
6
Bathrooms
3
Bedrooms
3
Villa

From price per night €

207

Italy
Tuscany/Elba
Cortona

Stone house villa with Spa in Cortona

Perched above Lake Trasimeno, Villa Serena is a peaceful, pet-friendly stone house designed for comfort, charm, and unforgettable views. Accommodating up to 6 guests, it’s the perfect retreat for families or friends seeking a true Tuscan experience. Just a short drive from Cortona, the home combines rustic beauty with modern wellness features, including WiFi and private parking. Inside, the villa showcases a welcoming living room with air conditioning and a large, well-equipped kitchen. Three bedrooms and two bathrooms provide comfort and functionality, while the antique furnishings add warmth and character. Step into the annex to enjoy the private hot tub, Turkish steam bath (paid), and fitness area. A log cabin with a private sauna (paid) completes the wellness offering. Outdoors, unwind in the lush private garden (200 m²) with a pool, bubble bath, barbecue, hammock, and patio for al fresco dining. Enjoy sunlit mornings, and calm evenings under the Tuscan sky. With wineries, historical landmarks, and the shores of Lake Trasimeno nearby, Villa Serena offers a perfect blend of relaxation and discovery.
On the 1st floor: (Living room(dining table, decorative fireplace, seating area, air conditioning), Large kitchen(dining table, hob, cooker, fridge-freezer, washbasin), bedroom(double bed), bedroom(8 m2)(small double bed), bedroom(10 m2)(small double bed), bathroom(shower(unit), washbasin, washbasin, toilet, bidet), toilet(washbasin, toilet), washing machine, heating)\n\nAnnex: (relaxation area(bath tub), Turkish steambath(paid, 1 m2), washbasin, toilet, fitness equipment)\n\nLog cabin: (sauna(private, paid, 3 persons))\n\nsanitary facility(shower, toilet, bidet), Bubble bath(private, outside, 5 persons), patio, garden(private, 200 m2), garden furniture, BBQ, parking, swimming pool(private, outside, 6 x 3 m.), hammock
Guests
6
Bathrooms
1
Bedrooms
3
Villa

From price per night €

427

Italy
Tuscany/Elba
Cortona

Holiday home in Cortona

Casa Lamate,is a holiday home located in a panoramic position over the Valdichiana, holding features of Tuscan style. Surrounded by a large terrace and fenced garden represents the ideal place to spend relaxing moments underneath the olive and oak trees. A small corner is dedicated to the barbecue and wood-burning oven. Only a few km far from the well-known Etruscan town of Cortona rich in traditions, culture, art and culinary history. Its strategic position makes it the ideal base to visit the major cultural and city centres in Central Italy. The house is developed on 3 floors, each with direct access from the outside. The main entrance leads to the large kitchen, outer veranda, ideal to taste great dinners while enjoying the landscape. An arch door separates the kitchen from the cosy living room with sofas where the stone fireplace stands out. First floor is composed of 3 bedrooms, one of the doubles has an ensuite bathroom; the other two bedrooms share a bathroom with a shower.
Ground floor: (Living room(TV, fireplace, seating area), dining room(dining table), Kitchen(dining table, hob(6 ring stoves), coffee machine(filter), oven, microwave, dishwasher, fridge))\n\nOn the 1st floor: (bedroom(single bed, double loft bed(140 x 190 cm)), bedroom(double bed), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nBasement: (bedroom(single bed, double bed), bathroom(shower, washbasin, urinal), washing room(washing machine), fitness room)\n\ncot, heating, air conditioning, garden(private, 1500 m2), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private, outside, 8 x 4 m., opened from May upto and including Sep), hairdryer, insect screens
Guests
10
Bathrooms
3
Bedrooms
4
Holiday home

From price per night €

407

Italy
Tuscany/Elba
Cortona

Chic Tuscan Stay with Steam

A few steps away from the Umbrian borders and the beautiful Etruscan city, Home Severina is immersed in the rolling hills and gentle vineyards of Tuscany where the well-known Sirah Cortona DOC is produced. The private garden is where the pool lies, equipped with the latest automation system and a private bathroom with a shower. 3 out of 4 upstairs bedrooms open onto a terrace to descend directly to the yard; the fifth bedroom is located on the ground floor and is linked to the outer areas too. The ground floor consists of the welcoming living room with sofas, a fireplace, and a TV to spend convivial moments reunited. On the same floor, guests can find bubble baths and a steam bath. You can reach the best wineries in the area after a walk or bike ride. Within a short distance, it is possible to reach by car some of the cellars of the famous Strada dei Vini to stop for interesting wine tastings, the nearby Trasimeno Lake, all the major highlights in Tuscany and Umbria.
Ground floor: (Sitting room(seating area), Sitting room(TV(satellite), fireplace), dining room(dining table), Kitchen(hob(6 ring stoves), coffee machine(espresso), oven, dishwasher, fridge), Bedroom with bathroom(double bed, shower, washbasin, toilet), bathroom(bath tub, washbasin, toilet), toilet, Bubble bath(private, paid))\n\nOn the 1st floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet), Bedroom with bathroom(double bed, shower, washbasin, toilet), Bedroom with bathroom(double bed, shower, washbasin, toilet), Bedroom with bathroom(double bed, shower, washbasin, toilet))\n\ntumble dryer, washing machine, heating, air conditioning, garden(private, illuminated), BBQ, swimming pool(private, outside, 8 x 4 m., opened from May upto and including Sep), ironing board, iron, hairdryer, insect screens
Guests
10
Bathrooms
6
Bedrooms
5
Holiday home

From price per night €

81

Italy
Tuscany/Elba
Cortona

House with panoramic view

The complex has been restored to its former glory after restoring its ruins, where once stood an "Abbey of the Camaldolese monks". Located in Cortona, this farmhouse can accommodate about 6 people in 2 bedrooms._x000D_ _x000D_ A private garden will paint a pretty picture filled with sun and the giggles of kids running around. Ideal for a family, this place will keep everyone interested. Beautiful view of the city of Cortona (10 km), Lake Trasimeno, and the Valdichiana will mesmerise you. A splendid setting between Tuscany and Umbria, the farmhouse offers a holiday immersed in nature on the edge of oak and pine woods, where numerous hiking trails start, the most famous of which connects Cortona to the main Franciscan sites, up to the "Eremo de La Verna (Arezzo) which leads to Corona. The place is perfect for those who love peace and relaxation. Sun loungers and barbecue will make this vacation a fun twist and keep you interested in food and the outdoors. _x000D_ _x000D_ Naples International Airport lies 41 km away. Guests will be greeted by a welcome kit, which includes local organic products._x000D_ The property is fenced to welcome 4-legged friends safely.
Ground floor: (Large kitchen(hob, electric kettle, boiling water tap, toaster, hood, coffee machine, oven, dishwasher, fridge-freezer, washing machine, Juicer, Hand blender), Living/diningroom(dining table, seating area), bedroom(single bed, single bed, double bed), bedroom(bunk bed), bathroom(shower, washbasin, toilet, bidet), bathroom(bath tub, washbasin, toilet))\n\ndining table, microwave, camping cot, bathtub or shower, garden(private, fenced, 600 m2), garden furniture, sun loungers, BBQ, parking, play equipment, table tennis table
Guests
6
Bathrooms
2
Bedrooms
2
Farmhouse
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