top of page
1.jpeg

Vacation Rentals

Cortona

Italy

Tuscany/Elba

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

Filter by Internet
Pets allowed
Search
From
To

Number of properties found:

66

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

From price per night €

555

Italy
Tuscany/Elba
Cortona

Spacious Tuscan Villa

Tucked away in the scenic hills of Cortona, this charming villa with a separate annex is perfect for a peaceful group getaway. Hosting up to 10 guests, the home offers WiFi, a large private garden, and a swimming pool (8 x 4 m, open May to September), making it ideal for both relaxation and quality time with loved ones. The ground floor of the main house includes a cozy living room with a fireplace and bar, a dining area with a large table, and a fully equipped kitchen. Upstairs, you'll find two stylish bedrooms with en-suite bathrooms, one of which also includes a double sofa bed. The annex adds extra privacy, featuring a second kitchen, one double bedroom, a bunk bedroom, and a shared bathroom. The 1200 m² fenced garden offers a sunny terrace, barbecue, and garden furniture for outdoor dining and lounging. Located just 5 km from Cortona’s historic center and 15 km from the nearest lake beach, the villa provides a relaxing home base for exploring Tuscany’s countryside, towns, and vineyards.
Ground floor: (Living room(fireplace, bar), dining room(dining table), Kitchen(toaster, coffee machine, oven, dishwasher, fridge-freezer), bathroom(washbasin, toilet))\n\nOn the 1st floor: (Bedroom with bathroom(double bed, bathtub with shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, double sofa bed, bathtub with shower, washbasin, toilet, bidet))\n\nAnnex: (open kitchen, bedroom(bunk bed), bedroom(double bed(160 x 200 cm)), bathroom(shower, washbasin, toilet))\n\nterrace(private), garden(private, 1200 m2), garden furniture, BBQ, parking, swimming pool(private, 8 x 4 m., opened from May upto and including Sep)
Guests
10
Bathrooms
4
Bedrooms
4
Villa

From price per night €

548

Italy
Tuscany/Elba
Cortona

Villa in Umbria with Pool near Lake Trasimeno

This 4-bedroom vacation home is a restored villa in Umbria which can house up to 8 people. Located in the hillocks of Magione, it is the perfect fit for a large group. The villa has an attached private swimming pool with sun loungers, functional from May till mid of October. The lush green private garden also overlooks serene and calming view of Lake Trasimeno. This secluded, rustic villa is nestled amid nature which offers the perfect opportunity for you to take leisure walks or go hiking in the neighbourhood. You can also enjoy a lazy pincic at the lake nearby. There is a beautiful terrace decked with garden furniture at the luxurious villa, affording the ideal spot to unwind. You can also indulge in barbeque activity or relax by the fireplace in the living room. A maximum of one pet is allowed on the property, and heating and airconditioning services can be availed on charge.
Ground floor: (Living room(TV(satellite), fireplace), Kitchen(coffee machine, espresso machine, oven, dishwasher, fridge-freezer), bathroom(shower, washbasin, toilet, bidet), bathroom(washbasin, toilet), veranda)\n\nOn the 1st floor: (bedroom(single bed, single bed, air conditioning), Bedroom with bathroom(bunk bed, shower, washbasin, toilet, bidet, air conditioning), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning), bathroom(Bubble bath, shower, washbasin, toilet, bidet))\n\nterrace(private), garden(private), garden furniture, BBQ, parking, swimming pool(private, 9 x 4 m., opened from May upto and including Sep)
Guests
8
Bathrooms
6
Bedrooms
4
Villa

From price per night €

0

Italy
Tuscany/Elba
Cortona

Romantic Retreat with Pool

This 2-bedroom vacation home is a charming non-detached villa in Tuscany which can accommodate up to 4 people. It is perfect for a small group or two couples on a romantic getaway. This home also has a private swimming pool, functional through June till September and a private garden. This villa is located in the small village of Cortona and is close to cities like Tuscany and Umbria. Having been situated amid vast grasslands and meadows, the villa offers a retreat in tranquility, and you can also go for naturistic walks in the neighbourhood. There is a private swimming pool which overlooks the beautiful hills near Tuscany. You can also unwind in the private garden decked with garden furniture. The tastefully decorated villa also has a fireplace to sit by. There is ample parking space on the premises. The home is stocked with bath towels and bed linens.
Ground floor: (Living room(TV(satellite), fireplace), Kitchen(cooker(4 ring stoves), oven, fridge), bathroom(bathtub with shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(single bed, single bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nheating, air conditioning, garden(private), garden furniture, parking, swimming pool(private, 8 x 4 m., opened from Jun upto and including Sep)
Guests
4
Bathrooms
2
Bedrooms
2
Villa

From price per night €

422

Italy
Tuscany/Elba
Cortona

Luxurious Home in Cortona

This welcoming holiday home in Cortona is perfect for families, friends, or couples traveling with pets. Suitable for up to 6 guests, it offers privacy, comfort, and beautiful surroundings just 1.5 km from the town center. With WiFi and a private fenced garden, it’s an ideal spot to relax and enjoy the Tuscan countryside. The ground floor features a cozy living room with a fireplace and satellite TV, a dining area, and a well-equipped kitchen with an oven, toaster, and dishwasher. One double bedroom and a full bathroom are also on this floor. Upstairs, you’ll find two more double bedrooms and another bathroom, ensuring space and convenience for everyone. Outdoors, the 1200 m² private garden is fully fenced, perfect for children or pets to roam safely. Enjoy meals on the terrace, relax by the pool (8 x 4 m, open May–October), or fire up the barbecue for a Tuscan feast. With parking, a washing machine, and access to tennis, golf, and riding nearby, this home has everything you need for a peaceful countryside stay.
Ground floor: (Living room(TV(satellite), fireplace), dining room, Kitchen(toaster, coffee machine, oven, dishwasher, fridge-freezer), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washing machine), oven(grill-oven), terrace(private), garden(private, fenced, 1200 m2), garden furniture, BBQ, parking, swimming pool(private, 8 x 4 m., opened from May upto and including Oct)
Guests
6
Bathrooms
2
Bedrooms
3
Holiday home

From price per night €

253

Italy
Tuscany/Elba
Cortona

Apartment in Cortona with Pool and Hill Views

This vacation home is a typically Tuscan 2-bedroom apartment in Cortona which can accommodate up to 5 people. The villa apartment is perfect for a family or couples on a romantic getaway. It has an attached swimming pool which offers a calming hill view near Tuscany. The town centre is merely a km away from the apartment. Several restaurants in the town are also at a short distance of 5 km from the stay. You can also spend a leisurely day picnicking at the nearby Lake Trasimeno. This fully restored farmhouse is equipped with every comfort. It has shared swimming pool and illuminated garden which surrounds the charming apartment. The terrace is decked with garden furniture to relax. You can also indulge in barbeque. A maximum of one pet is allowed, and the host also offers children's bed to the families. You can also enjoy a hearty breakfast at the apartment at a small fee.
Ground floor: (Living room(TV(satellite)), dining room, Kitchen(cooker(4 ring stoves), coffee machine(filter), espresso machine, oven, dishwasher, fridge), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nwashing machine, heating, air conditioning, terrace, garden(shared with other guests, illuminated), garden furniture, BBQ, parking, swimming pool(shared with other guests, 14 x 7 m., opened from Jun upto and including Sep), children\'s bed
Guests
4
Bathrooms
2
Bedrooms
2
Villa
bottom of page