Cortona, Italy Vacation Rentals

Explore 228 vacation rentals, homes, and villas in Cortona for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Pools and Homes with Free Parking, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $66 per night and featuring up to 16 bedrooms and 19 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

228 Vacation Rentals in Cortona

Villa Dardano

Cortona, IT
9 Bedrooms 18 Guests
Aug 29 - Sep 5
$2,412 night

Whether seeking a holiday with family and friends in Italy or a romantic Tuscany wedding venue, this magnificent 17th century residence allows you to step back in time in the most beautiful surroundings with views towards the hilltop village of Cortona. Follow the footsteps of royalty and dignitaries who have attended gala dinners at this historic villa which dates back to the early 1600s. Having recently undergone a sensitive restoration, up to 18 guests can stay at Villa Dardano across its nine bedrooms upstairs, many featuring original frescoes, four-poster beds and marble bathrooms, two with luxurious jacuzzi baths. A wealth of original features can be found from treasured tapestries and chandeliers to antique furnishings and terracotta floors alongside modern touches including air-conditioning.     The Tuscan ambience of warmth and elegance continues downstairs across the vast living space with vaulted ceilings, archways, chic sofas, antique billiards and a long dining table for the most delicious Tuscan feasts, ideal if you wish to hire a chef for a special meal. You may prefer to dine al-fresco by the stone-columned gazebo, set within the 6000m2 enclosed estate. With flowering oleander, inviting lawns, terracotta pots of lemon trees as well as century-old trees, the gardens are truly enchanting, not to mention the impressive swimming pool. Embrace the beauty of nearby Cortona, reached within a 10-minute drive, as you admire its medieval lanes, Renaissance buildings and Etruscan remains as well as the captivating scenery which inspired Frances Mayes’ ‘Under the Tuscan Sun’. Umbria’s Lake Trasimeno is also a short distance away, perfect for a day out walking, cycling, picnicking on lakeside shores or enjoying boat trips – don’t miss the picturesque lakeside towns of Castiglione del Lago and Passignano sul Trasimeno. Elsewhere, sample the prestigious wines of Montepulciano, try pecorino in Pienza, enjoy delicious Umbrian fare in Perugia or discover charming osterie in Arezzo. For a truly spectacular day out, you could even venture to Siena, Florence or even Rome in this enchanting region of central Italy. Features: Villa Interiors (1052m) Ground Floor -    Entrance hall -    Large reception area with sofas, antique billiard table and dining table -    TV lounge -    Kitchen, fully-equipped including dishwasher, oven, kettle, toaster, microwave, blender and coffee maker -    Guest WC -    Staff WC First Floor -    Living room -    Bedroom 1 with double bed and en suite bathroom with bath and hydro-massage shower -    Bedroom 2 with double bed and en suite bathroom with hydro-massage bath and shower -    Bedroom 3 with twin beds and en suite bathroom with shower. This bedroom is on a mezzanine level reached via a spiral staircase from a lounge area -    Bedroom 4 with double bed and en suite bathroom with bath. This bedroom is reached via the lounge area below bedroom 3 -    Bedroom 5 with double bed and en suite bathroom with shower -    Bedroom 6 with double bed connecting to bedroom 7 with double bed and shared bathroom with shower Top Floor -    Living room -    Bedroom 8 with double bed and adjacent bathroom with hydro-massage bath and shower -    Bedroom 9 with double bed and en suite bathroom with shower and access to laundry room Outside Grounds (6000m2, enclosed) -    Swimming pool (15m x 5m, depth: 1m - 2m). Open approximately May to mid-October -    Sun loungers and parasols -    Gazebo with marble al-fresco dining table -    Barbecue -    Private chapel (part of the villa, accessed from outside) -    Garden -    Paved driveway and main gate -    Parking   Facilities -    Wi-Fi -    Heating -    Fireplace -    Air-conditioning (throughout excluding bathrooms) -    TV -    Board games -    Billiard table -    Mosquito nets -    Hairdryer -    Ironing facilities -    Washing machine and dryer Location: Villa Dardano enjoys a countryside location in southern Tuscany, just a short drive from the idyllic hilltop village of Cortona, famed for its fascinating Etruscan heritage and the setting for Frances Mayes’ ‘Under the Tuscan Sun. Here you can enjoy the beauty of Tuscany whilst also being very close to Lake Trasimeno and the Umbrian border. Surrounded by glorious landscapes of olive groves and vineyards, spend time discovering the historic charm of Cortona (4.8km) with its winding lanes, historic sites and incredible vistas from its hilltop position. Admire medieval and Renaissance buildings as you stroll along its cobbled streets, visit the town’s exquisite churches and climb up to Fortezza del Girifalco for more amazing scenery. Learn all about Cortona’s Etruscan past at the Museo dell’Accademia Etrusca. Other gems of southern Tuscany include Montepulciano (30km), known for its Renaissance palaces and prestigious Vino Nobile wines, and the medieval hilltop town of Pienza (44km), now classified as a UNESCO World Heritage site. The grand city of Arezzo (33km) is also within easy reach and certainly worthy of a visit for its beautiful architecture and stunning main square, Piazza Grande. Even closer to home, crossing the border into Umbria, the shores of Lake Trasimeno can be reached within 10km. It’s a paradise for nature lovers, walkers, cyclists and beach-lovers with its pretty lakeside beaches perfect for picnics, seasonal watersports and summer swimming. The medieval lakeside towns of Castiglione del Lago and Passignano sul Trasimeno are a joy to explore and there are boat trips across the lake and to the little islands. If you can find the time, Perugia (45km) is a wonderful University city in Umbria and a must for history, art and chocolate lovers whilst further artistic treasures can be found in Siena (70km), around an hour away by car. You could even visit the magnificent city of Florence for a superb day out, reached in a 90-minute drive or take the train (80-90 minutes) from the nearby station just a 5-minute drive away. Terms & Conditions: ? €2000 charged to client’s credit card by the owner or paid in cash upon arrival and refunded two weeks after departure, subject to full inspection. 4.00 p.m. Check-in outside this time may be subject to an extra cost. Please enquire for more details. 10.00 a.m. Yes. Yes. On request only and with prior agreement with the owner. If accepted, a pet supplement of €50.00 per pet per week will apply (payable locally). A cot can be requested subject to a supplement of €60 per cot per week. Up to three extra beds can also be provided subject to a further supplement - please enquire. Weddings, stag/hen parties and any special events are on request only and subject to prior arrangement with the owner and additional charges. Please note that published rates are only valid for the current year. Any bookings for subsequent years will be on request only and correct rates will be confirmed at the time of booking. Please note that your booking will only be confirmed once we have checked availability with the owner or their property manager. Please note home security devices may be installed at the villa, please enquire for further information. The pool area is fully fenced but children should be supervised when outdoors. Saturday. All other changeover days on request. Yes and daily cleaning (two maids for two hours) also included. However, guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. Outside only. 7 nights. All other durations on request. Yes. Italian Visitors Tax payable locally in cash (typically costs €1-€10 per person per night- please enquire if exact amount is required. Children under 12 are exempt). Wi-Fi internet access included. Yes. The pool is open approximately May to mid-October. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming. CIN: IT051017B5WIKXTPTK. Licence number: CIN: IT051017B5WIKXTPTK

Fratta Orchidee

Cortona, Toscana, IT
3 Bedrooms 6 Guests
Aug 22 - 29
$210 night

This idyllic apartment is in “Leopoldina”, a traditional Casa Colonica, a picture-book Tuscan country house. Live the “dolce vita” in this first-floor apartment which sleeps 6 people. The house is surrounded by well-kept gardens, with a shared swimming pool. Leopoldina has been carefully restored retaining many of the original features; stone walls, terracotta floors and beamed ceilings. On the first floor, there is a living room furnished with a sofa and flat-screen TV. In the corner is a traditional open fireplace. Double doors open onto a small loggia with a table and chairs. Here guests can relax with a cup of coffee and enjoy the peaceful surroundings. The kitchen/dining room, with a table for 6 people, can be reached through an archway. The kitchen is well-equipped with a cooker hob, oven, dishwasher, fridge, freezer and Moka coffee machine. The outside spaces, both private and communal, have been as carefully considered as the interiors. Each apartment has a private lawn and terrace. The shared swimming pool has multiple sun loungers and parasols for guests to relax. Sleeping Bedroom 1: On the second floor, this charming master bedroom is traditionally furnished with a wrought iron double bed and a painted wardrobe. Bedroom 2: On the first floor, this bedroom has two single beds and a wardrobe. Bedroom 3: Also on the first floor, this spacious bedroom has a double bed, wardrobe and chest of drawers. Bathrooms There are 2 independent bathrooms, one with a full bath and showerhead and the other with a shower. Both have bidet, basin and WC Additional • Shared pool • Satellite TV • Free WiFi • Outside dining area • BBQ • Central heating & open fireplace • Child-friendly • Cot and high chair available • Air conditioning • Private & shared gardens • Washing machine • Private parking, car essential for your visit • Waste disposal • Smoke detector • Small pets allowed: €35 extra fee for cleaning • Final cleaning to be paid on site €140/up to 7 days, €170/+7 days • Electricity has to be paid on the spot On Consumption €0,45 kw/h. • Refundable Security Deposit €250 to be paid in cash on arrival • Town tax for guests over 12 years old €2.50/per person/day up to 4 days • Gas for heating if needed, as per consumption, to be paid on site • Check-in 4/8 pm, Check out 8/10 am unless previously arranged Location The property is ideally situated for exploring some of the most beautiful parts of Tuscany and nearby Umbria. At the foot of the hills, below the stunning Etruscan town of Cortona (15 minutes), the villa is close to local amenities, with excellent road access to Arezzo (40 minutes), Lake Trasimeno (25 minutes), Florence (1 hour, 15 minutes), Siena (50 minutes) and Perugia (50 minutes). The town of Cortona is well worth a visit. Its Etruscan walls contain medieval houses and Renaissance palaces. There are many excellent restaurants and cafés to suit all budgets. For guests who want to cook at home, Cortona’s weekly market takes place every Saturday. Here you will find the best local produce. For fashion lovers, the Valdichiana Outlet is just 20 minutes away. Here you can find discounted stores from some of the world’s best-known brands. Florence International Airport is just a 1 hour 20 minute drive from the villa and Perugia Airport is 55 minutes by car.

Independent villa near Cortona with 3 bedrooms Private pool A C and Wi-Fi -Villa Il Forno

Cortona, IT
3 Bedrooms 8 Guests
Sep 22 - 28
$383 night

Independent Tuscan villa near Cortona, bright and relaxed country living, Villa Il Forno is where you will find peace and tranquillity. The owner Stefano has recently refurbished the villa to a very high standard and has thoroughly dedicated themselves to the attention to details. ACCOMODATION: Villa Il Forno is 170 square meters divided in 2 floors and can accommodate 6+2 persons in three bedrooms with three bathrooms. On the ground floor are the lounge with sofa and a fully equipped kitchen. From this area, you find doors opening onto a fabulous patio equipped for dining al fresco. There is an external kitchen, table and chairs, pizza oven, bbq and a relaxing area with sofas. Two double bedrooms with private bathrooms with showers. In one bedroom, there is a mezzanine with two extra single beds suitable for two children. Small room with washing machine and iron. On the first floor, there is the master double bedroom with an open bathroom with Jacuzzi. The villa also has heating, air conditioning (in all the villa), Wi-Fi internet connection available. GARDEN & SWIMMING POOL: At the front of the villa there is the swimming pool (9,5 x 6 meters, 1,35 deps). Sun umbrella and sunbeds available. The property is completely fenced, it is a point in favor for customers who stay with animals. Covered parking available in the property. LOCATION: Villa Il Forno is near to Cortona as well as within easy reach of most important Tuscan places of interest. The nearest airport is Florence airport which is under two hours. Rome airports are under three hours. The renowned Etruscan town of Cortona is only a few minutes away, with its attractions, such us San Francis hermitage, the Frate Angelico paint works and the Cortona Sun Festival, featuring opera, concerts, wine tasting and antique fairs during the summer. Villa Il Forno is located just 2 km from the little village of Montecchio and there you can find a grocery shop, the bakery and a bar. For a wider range of amenities and restaurants drive toward Cortona and reach Camucia (7 km away), where you will find a wide range of restaurants and shops, and a shopping centre with a supermarket. Independent Tuscan villa near Cortona, bright and relaxed country living, Villa Il Forno is where you will find peace and tranquillity. The owner Stefano has recently refurbished the villa to a very high standard and has thoroughly dedicated themselves to the attention to details. ACCOMODATION: Villa Il Forno is 170 square meters divided in 2 floors and can accommodate 6+2 persons in three bedrooms with three bathrooms. On the ground floor are the lounge with sofa and a fully equipped kitchen. From this area, you find doors opening onto a fabulous patio equipped for dining al fresco. There is an external kitchen, table and chairs, pizza oven, bbq and a relaxing area with sofas. Two double bedrooms with private bathrooms with showers. In one bedroom, there is a mezzanine with two extra single beds suitable for two children. Small room with washing machine and iron. On the first floor, there is the master double bedroom with an open bathroom with Jacuzzi. The villa also has heating, air conditioning (in all the villa), Wi-Fi internet connection available. GARDEN & SWIMMING POOL: At the front of the villa there is the swimming pool (9,5 x 6 meters, 1,35 deps). Sun umbrella and sunbeds available. The property is completely fenced, it is a point in favor for customers who stay with animals. Covered parking available in the property. LOCATION: Villa Il Forno is near to Cortona as well as within easy reach of most important Tuscan places of interest. The nearest airport is Florence airport which is under two hours. Rome airports are under three hours. The renowned Etruscan town of Cortona is only a few minutes away, with its attractions, such us San Francis hermitage, the Frate Angelico paint works and the Cortona Sun Festival, featuring opera, concerts, wine tasting and antique fairs during the summer. Villa Il Forno is located just 2 km from the little village of Montecchio and there you can find a grocery shop, the bakery and a bar. For a wider range of amenities and restaurants drive toward Cortona and reach Camucia (7 km away), where you will find a wide range of restaurants and shops, and a shopping centre with a supermarket. ---------- PLEASE NOTE ---------- Price excludes: city tax (to be paid before arrival): Euro 3 per person per night (for the first 4 days of stay - adults and children from 12 years old); pets allowed (on request): Euro 30 per stay per pet. Keys/security deposit (payable upon arrival): Euro 250 in cash (will be returned upon departure, provided no damage has been caused by the guest). Property Registration Number: IT051017C2PYJ48SGN

Villa San Lorenzo

Cortona, Toscana, IT
4 Bedrooms 8 Guests
Oct 17 - 22
$243 night

Get enchanted by the idyllic countryside atmosphere at this beautiful pool and garden villa for up to 8 guests! Located at the foot of the hills, where the Etruscan town of Cortona stands, this modern retreat for family and friends promises complete rejuvenation and regeneration of guests of all ages. Outside, amidst delightful sunshine, there is a large private pool to enjoy summertime dips and a lovely pergola with open-air dining and a barbecue for an exquisite dining experience. The villa is divided into 2 levels, with a total of 4 double bedrooms and 2 bathrooms as well as interiors adapted to all weather conditions to ensure maximum comfort and convenience. There is air-conditioning, central heating and even a romantic fireplace. The living room directly gives out the patio and features an easy-breezy layout with sofas, a traditional fireplace, a flat-screen Smart TV and a full kitchen. Guests can use the dishwasher, microwave, oven, drip coffee machine and fridge available to make their holiday completely carefree. Free Wi-Fi and private parking are available for your convenience. Sleeping All bedrooms in the villa are spacious and bright. Two bedrooms have a double bed and wardrobe, while the remaining two have 2 single beds and a wardrobe. Bathroom There are 2 characteristic yet modern bathrooms fitted with a shower, WC and bidet. Additional • Free Wi-Fi • Private, outdoor swimming pool • BBQ • Central heating • Extra child-friendly • Pets allowed • 15 Internal steps • Ironing Facilities • Washing Machine • Mosquito nets in all windows • Private parking • A car is essential for a carefree stay • Baby cot and high chair • Suitable for Elderly Extra charges A Refundable Security Deposit of € 300 is to be paid on arrival. The town tax is also to be paid on the spot at € 2,50/pax/day up to 4 days. Guests up to 12 years old are exempt. Please note: Check-in time is 16.00-20.00 and check-out time is 08.00-10.00. Any other check-in/out time has to be previously agreed upon. Location The villa enjoys a very tranquil location perfect for lovers of nature and solitude, especially those vacationers who want to get away from the city life with their loved ones. Just a short drive away are the food shops, and within a 7-minute drive, guests can reach the important cultural and artistic centre of Val di Chiana, Cortona. At Cortona, guests can explore the rich Etruscan history as well as check out the stunning Santa Maria Nuova church by Giorgio Vasari. Shorter trips to other famous attractions and towns in the area can also be easily taken from here. Lake Trasimeno is a 20-minute drive away, meanwhile, Montepulciano is half an hour’s car ride away. Relaxation at the Rapolano Spa is also half an hour from here and guests can easily make their way to beautiful Arezzo in 45-minutes! Perugia, host to several music fests and other events, is a 40-minutes drive from this holiday rental near Cortona. Florence’s international airport is 70 minutes away.

Villa Amelinda

Cortona, IT
6 Bedrooms 12 Guests
Oct 31 - Nov 7
$1,407 night

Set among olive groves and vineyards near the historic town of Cortona, Villa Amelinda is a beautifully restored Tuscan retreat full of character and modern comfort. The property offers six stylish bedrooms across two air-conditioned houses, making it ideal for extended families or groups of friends.The main villa features traditionally arched windows, cotto floors, exposed stone and elegant wood-beamed ceilings balanced with contemporary furnishings. Its welcoming ground-floor living area flows into a modern kitchen-diner, while three en-suite bedrooms, including one on the ground floor, provide comfort and privacy.Just behind the villa sits the charming annexe, home to three additional en-suite bedrooms and an inviting upstairs lounge with a kitchenette and fireplace—perfect for guests wanting a little extra space.Outside, the gardens are enchanting, dotted with terracotta pots, English roses and fruit trees. A raised, enclosed swimming pool offers a peaceful haven with sun loungers, parasols and a shaded gazebo. A pergola provides a delightful setting for long al-fresco meals on warm evenings.The villa is just 10km from Cortona, known for its medieval lanes, authentic eateries and Etruscan heritage. Prestigious wineries in Montepulciano, cultural treasures in Arezzo, and lakeside walks, watersports and boat trips at nearby Lake Trasimeno add to a wealth of day-trip possibilities.Whether relaxing by the pool or exploring Tuscany and Umbria, Villa Amelinda promises a restorative, authentically Italian escape. Features: Main Villa InteriorsGround Floor-    Open-plan living room-    Open-plan kitchen and dining area, well-equipped including oven, dishwasher, microwave, fridge-freezer, American coffee machine, kettle, blender, toaster -    Bedroom with double bed and bathroom with showerFirst Floor (via open-tread stairs)-    Living room with fireplace-    Bedroom with double bed and bathroom with shower-    Bedroom with twin beds (can be made up as a double) and bathroom with shower Annexe BuildingGround Floor-    Bedroom with double bed and en suite bathroom with shower-    Bedroom with twin beds (can be made up as a double) and en suite bathroom with showerBoth bedrooms have their own independent entrances as well as a door between themFirst Floor (via external stairs)-    Living room with fireplace-    Kitchen area-    Bedroom with double bed and bathroom with shower Outside Grounds-    Swimming pool (5x10m, depth:1.2-1.4m) access via a ladder. Lighting and glass enclosure, open approximately May to end-September -    Poolside paved terrace with sun loungers, shades and gazebo-    Outdoor shower (hot and cold water)-    Barbecue and wood-burning oven -    Gazebo and pergola for al-fresco dining -    Gardens with fruit trees, olive trees and lawns -    Parking (up to 4 cars)Additional Facilities-    Wi-Fi-    TV and DVD player-    Ironing facilities-    Wood oven  Location: Set in southern Tuscany and surrounded by vineyards and olive groves, Villa Amelinda enjoys a peaceful countryside setting while remaining close to many of the region’s most charming towns and attractions. Despite its rural feel, the villa is easily reached via a short unpaved access road and offers excellent connections across Tuscany and into neighbouring Umbria.Local amenities, shops and restaurants can be found in nearby villages such as Terontola and Camucia, both just a short drive away and offering convenient train links to major cities including Arezzo, Perugia and Florence.Cortona, around 10km from the villa, is a must-visit hilltop town known for its medieval architecture, panoramic views and vibrant cafés and restaurants. Its historic streets, impressive churches and cultural attractions make it a lovely place to stroll, shop and soak up authentic Tuscan charm.Further afield, wine lovers can explore the prestigious vineyards of Montepulciano and sample its renowned Vino Nobile wines, while food lovers will enjoy visiting Pienza, famous for its pecorino cheese. Other pretty Tuscan villages such as Montefollonico offer excellent dining and a glimpse of traditional rural life.Across the border in Umbria, Lake Trasimeno is only a 10-minute drive away, offering lakeside beaches, boat trips, cycling routes and calm waters perfect for relaxing days outdoors. Castiglione del Lago, perched above the lake, provides lovely views, historic sights and easy access to the shoreline.For day trips, Assisi, Orvieto, Todi and Spoleto—all within just over an hour’s drive—offer rich history, beautiful architecture and a taste of Umbria’s serene landscapes, making Villa Amelinda a superb base for exploring two of Italy’s most enchanting regions. Terms & Conditions: ? €500 paid in cash to the owner upon arrival and refunded upon departure, subject to full inspection. 3.30p.m. to 6.30 p.m. (€40 late arrival fee applies after 6.30 p.m.) By 10.00 a.m. Up to 200 kWh included. Excess charged extra. This also applies for air-conditioning. Yes. Not allowed. A highchair and cot can be requested for a charge of €50.00 per item, payable locally. Weddings, stag/hen parties and any special events are on request only and subject to prior arrangement with the owner and additional charges. Please note that published rates are only valid for the current year. Any bookings for subsequent years will be on request only and correct rates will be confirmed at the time of booking. Please note that your booking will only be confirmed once we have checked availability with the owner or their property manager. Please note home security devices may be installed at the villa, please enquire for further information. Saturday. All other changeover days on request. Extra €300, payable locally on arrival. However, guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. Outside only. 7 nights. All other durations on request. No, extra €4.50/m3, payable locally. Italian Visitors Tax payable locally in cash (typically costs €1-€10 per adult per night- please enquire if exact amount is required). Yes. The pool is open approximately May to end-September. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming. Licence number: IT051017B5WYXECCWG

Terontola Alta

Cortona, IT
3 Bedrooms 6 Guests
Aug 15 - 22
$1,548 night

Terontola Alta is an exceptionally stylish villa set in the beautiful Tuscan countryside near Cortona. With graceful architecture, elegant fittings and plenty of space to unwind, it is the ideal retreat for anyone looking for comfort, peace and a touch of luxury. A standout feature is the private spa area which elevates the stay into a deeply rejuvenating experience. The village of Terontola is just a few minutes’ drive away and offers some shops and bars. In Camucia, around six kilometres away, you will find larger supermarkets and a wide range of additional amenities. The delightful town of Cortona lies just ten kilometres distant. Its city walls date from the fifth century and with attractions such as the Cathedral of Santa Maria Assunta and the Franciscan convent Le Celle it is very much worth a visit. Lake Trasimeno is around thirty minutes’ drive away, as are Arezzo, Siena and the UNESCO‑listed Val d’Orcia. Thanks to the proximity of the Umbrian border, the historic towns of Perugia and Assisi are also within comfortable reach. The holiday home has been built from natural stone and fitted with expansive windows that fill every room with light. Directly in front of the large terrace with lounge seating and dining table sits the impressive sixteen‑metre infinity pool. The house is surrounded by lawned gardens and mature olive trees, creating a relaxing and inviting atmosphere. The entire property has been designed with sustainability in mind, powered by solar energy and the lush gardens are irrigated with rain water. Inside, Terontola Alta combines contemporary elegance with a wonderfully calm and inviting atmosphere. Soft neutral wall colours and the whitewashed wooden beam ceilings create a bright and harmonious setting, while large windows fill the rooms with natural light. Stylish designer furniture lends sophistication, while thoughtfully placed plants and decorative details add colour, warmth and a sense of homeliness. On the lower ground floor, a private spa with sauna and massage room offers a peaceful sanctuary where body and mind can relax in complete tranquillity. Ground Floor Kitchen/ Diner/ Lounge Fully equipped kitchen, wine cooler, fridge/ freezer, induction hob, island unit, table, chairs, side cabinet, sofas, coffee tables, smart TV, glass open staircase to the First Floor, air-conditioning, doors to the pool terrace, terrace with table, chairs, and sunloungers. Bedroom 1 Double bed (can’t be converted into twins), bedside tables, smart TV, mosquito screen, air-conditioning, door to the pool terrace. Walk-in Wardrobe Clothes hanging and shelving areas, drawers, air-conditioning, mosquito screen, door to the pool terrace. Bedroom 2 Double bed (can’t be converted into twins), bedside tables, wardrobe, air-conditioning, door to the terrace with smart TV. Bathroom (split into three sections) Central area Double sink, mosquito screen. Shower Room 1 Shower, bidet, WC, mosquito screen. Shower Room 2 Shower, WC. First Floor Bedroom 3 Double bed (can’t be converted into twins), bedside tables, clothes hanging and shelving areas, smart TV, air-conditioning, mosquito screens. En-suite Bathroom Bathtub with shower attachment, sink, bidet, WC. Lower Ground Floor Spa and Wellness Centre Bathroom Shower, sink, bidet, WC. Laundry Room Sink, washing machine. Private Pool (Infinity) Length: 16 metres Width: 5 metres Depth: 0.8 to 1.80 metres Entrance: Metal ladder Opening times: May to October Fenced: No Furnished: Sunloungers, parasols, table, chairs, sofa, armchairs, coffee table. Cleansed: Chlorine Distance from villa: 5 metres 3 cars sheltered Local charges Charged based on usage: Heating Villa, Wellness Centre Arrival guide Approach road: Paved Parking: Private, onsite parking

Casa Tommaso - bilo 2 P - 4 pax

Tuoro sul Trasimeno, IT
1 Bedrooms 4 Guests
Aug 29 - Sep 1
$210 night

Tucked away in the idyllic town of Tuoro sul Trasimeno, this inviting place comfortably accommodates up to four guests looking for a tranquil yet adventure-filled escape. The pet-friendly property includes complimentary Wi‑Fi, ensuring a relaxing and connected stay. The residence features a fully equipped kitchen, complete with hob, electric kettle, coffee machine, oven, and fridge–freezer. The open living/dining area includes a double sofa bed, TV, and dining table. A cozy main bedroom offers a double bed, and the bathroom is fitted with a shower, basin, toilet, and bidet. Additional conveniences include a laundry room with a washing machine, a playroom, a fitness space, and a private terrace. Outdoors, guests can relax in a shared garden furnished for comfort and enjoy a refreshing swim in the pool. Just 1 km from the doorstep, travelers can unwind at the serene shores of Lago Trasimeno, where tranquil beaches and stunning sunsets await. History buffs will enjoy visiting the Museo di Annibale, which vividly portrays the Battle of Trasimeno, wandering among the artworks at Campo del Sole sculpture park, or exploring the historic Guglielmi Castle on Isola Maggiore. Surrounded by Tuscany’s breathtaking landscapes, Tuoro sul Trasimeno beautifully combines natural charm with cultural richness. Dining options abound nearby, Cortona Bistrot, La Fett’Unta, Trattoria Toscana, Ristorante La Loggetta, Il Cacciatore, Trattoria Dardano, Ristorante Ambrosia, and Ristorante Tonino, all renowned for their delectable Italian fare. Note: Swimming pool opening hours: 10:00 AM to 6:30 PM and Gym Access available only with prior reservation

Luxury villa up to 18 Outdoor and indoor pool jacuzzi and sauna-VILLA RELAIS

Castiglion Fiorentino, IT
9 Bedrooms 18 Guests
Sep 26 - Oct 10
$991 night

Beautiful Villa Relais situated on a panoramic position, between Arezzo and Cortona, which offers thus the possibility to easily reach the main historic and cultural cores of central Italy, such as: Firenze, Siena, Perugia, Montepulciano, Assisi, Gubbio. Only 10 km away from the village of Castiglion Fiorentino, endowed with shops, restaurants and all services, the villa like all Leopoldines with their typical columbarium tower, returns the flavor of times gone by, when the farm was still the hub of rural life. Beautiful Villa Relais situated on a panoramic position, between Arezzo and Cortona, which offers thus the possibility to easily reach the main historic and cultural cores of central Italy, such as: Firenze, Siena, Perugia, Montepulciano, Assisi, Gubbio. Only 10 km away from the village of Castiglion Fiorentino, endowed with shops, restaurants and all services, the villa like all Leopoldines with their typical columbarium tower, returns the flavor of times gone by, when the farm was still the hub of rural life. Villa Relais, surrounded by olive groves and gardens, has kept all the original features: terracotta brick, windows and doors surrounded by stone, wooden beams and brick ceilings have all been restored using the original materials of the villa. The interior decoration includes antique furniture and precious materials, and the attention to details and ancient objects enrich the elegant and exclusive atmosphere. Villa Relais, surrounded by olive groves and gardens, offers unforgettable holidays and allows guests to quickly reach the renowned artistic and historical cities of Florence, Siena, Cortona, Assisi, Montepulciano and Chianti. Villa Relais (800 m2) can accommodate up to 18 people in 9 bedrooms. Ground floor: entrance, living room with fireplace and bar; dining room, modern professional kitchen; window on the veranda with a view to eat; laundry with washing machine; a bathroom with toilet and sink; a double bedroom (with more modern furnishings) with private bathroom and shower. The indoor pool has a counter-current swimming system, whirlpool and a bathroom with a shower. First floor: accessible by internal stairs or elevator. Here there are 2 suites, each consisting of a double bedroom, living room with fireplace and private bathroom with Jacuzzi, a double bedroom with lounge, fireplace and private bathroom with shower and 4 double bedrooms with private bathroom with shower. Second floor: 1 double bedroom in the attic with private bathroom with shower. The lower part of the ceilings in the bedroom and bathroom is 180 cm. The villa has two swimming pools. The indoor pool is heated and has a whirlpool and sauna. The outdoor swimming pool, reached by a Roman staircase, is fenced and surrounded by gardens. You can enjoy a breathtaking view while relaxing in the shade of the gazebo. The villa also offers the advantage of a veranda with sliding windows, which allow the use of air conditioning on the warmer evenings. Services Enclosed outdoor pool (12 x 6 meters and 1.20 - 2.00 meters deep) with Roman steps, heated indoor pool (3x5 m, depth 1.10 m), sauna, hot tub, large garden, Wi-Fi Internet connection ADSL, air conditioning in all rooms, heating, equipped kitchen, washing machine and dryer, iron and ironing board, satellite TV, safe. Security deposit €1500 to paid onsite Included in the rental price: Bath towels, Bed linen, Pool towels, Daily cleaning of the outside pool Welcome buffet composed by: cold cuts and cheese, wine, water fruit juice and assorted bread Cot and highchair Not included: Final cleaning €400, A/C €0,50 per kw, Heating €0,50 per kw, Spa weekly use of inside pool and sauna €450 (to be booked in advance) City Tax based on current legislation Check In: From 4:00 PM to 7:00 PM Check Out: By 10:00 AM Swimming Pool: open from 01 May - 30 September Minimum stay of 7 nights with arrival on Saturday. ***VILLA RELAIS: At the moment of booking the sum equal to 30% of the total amount must be paid. The balance 4/5 weeks before arrival. All payments are not refundable Property Registration Number: IT051012B4O4NI6IXX Security Deposit of EUR1500 to be collected upon arrival.

Independent Accommodation with WIFI private pool A C pets allowed parking close to Cortona-La Meridiana

Castiglion Fiorentino, IT
6 Bedrooms 12 Guests
Sep 21 - Oct 2
$427 night

Experience a real Tuscan charm with all the comforts at this independent Villa surrounded by a private outdoor pool, a beautiful gazebo and surrounding views of the Val di Chiana hills. Large, rustic country house "La Meridiana", detached. In the hamlet Brolio 7 km from the centre of Castiglion Fiorentino, 15 km from the centre of Cortona, in a sunny position on top of a hill, located by a road, in the countryside. ACCOMMODATION: the villa is 250 square meters and can accommodate 11+1 persons in 6 bedrooms with 5 bathrooms. It extends on two levels with an external staircase (traditional in Tuscan architecture). The interior layout is made of open space, relaxed and rustic decor, ideal for families or groups. Ground floor: On th ground floor you can find the main open kitchen (6 hot plates, mini-oven, oven, dishwasher, microwave, freezer and two fridge) with large dining table. Exit to the garden. One bathroom with shower and washing machine. Living room with open-hearth fireplace and satellite TV (flat screen). Exit to the garden, to the patio. On the same floor, two double bedrooms with ensuite bathroom with shower. First floor (with exterior staircase): open living/dining room with kitchen corner. One double bedroom, one single bedroom and a shared bathroom with shower. On the same floor another open kitchen with small living/dining room. Two double bedrooms and a shared bathroom with shower. Utilities: washing machine, mosquito nets, baby cot and highchair for up to 2 year olds. Possibility of an extra place on the ground floor in sofa bed. Internet (Wi-Fi). Pets/dogs allowed (with extra price). Heating available on request with extra price. Please note: railway line 700 m from the property. GARDEN AND SWIMMING POOL: Private garden 1’000 m2 (fenced) with flowers, swimming pool fenced (8 x 4 m, depth 120 - 140 cm, 01 May - 30 September). Outdoor shower, table tennis, patio, pergola, garden furniture, barbecue house. LOCATION: Grocery 2 km, supermarket 7 km, bus stop 7 km, railway station 10 km. Nearby attractions: Cortona 15 km, Arezzo 20 km, Siena 50 km. Well-known lakes can easily be reached: Trasimeno 25 km. ---------- PLEASE NOTE ---------- The price includes: water, gas for cooking, electricity; weekly change of linen and weekly change of towels; WI-FI internet connection; baby cot and high chair (on request). The price excludes (to be paid to the property): city tax: Euro 2.00 per person per night (for the first 4 day of stay - adults and children from 12 years); heating (if used): on consumption, Euro 4/m3 (metre reading on arrival and departure); extra persons (on request): Euro 10 per person per day; pets allowed (on request): Euro 30.00 per stay per pet. Experience a real Tuscan charm with all the comforts at this independent Villa surrounded by a private outdoor pool, a beautiful gazebo and surrounding views of the Val di Chiana hills. Large, rustic country house "La Meridiana", detached. In the hamlet Brolio 7 km from the centre of Castiglion Fiorentino, 15 km from the centre of Cortona, in a sunny position on top of a hill, located by a road, in the countryside. ACCOMMODATION: the villa is 250 square meters and can accommodate 11+1 persons in 6 bedrooms (all air-conditioned) with 5 bathrooms. It extends on two levels with an external staircase (traditional in Tuscan architecture). The interior layout is made of open space, relaxed and rustic decor, ideal for families or groups. Ground floor: On th ground floor you can find the main open kitchen (6 hot plates, mini-oven, oven, dishwasher, microwave, freezer and two fridge) with large dining table. Exit to the garden. One bathroom with shower and washing machine. Living room with open-hearth fireplace and satellite TV (flat screen). Exit to the garden, to the patio. On the same floor, two double bedrooms with ensuite bathroom with shower. First floor (with exterior staircase): open living/dining room with kitchen corner. One double bedroom, one single bedroom and a shared bathroom with shower. On the same floor another open kitchen with small living/dining room. Two double bedrooms and a shared bathroom with shower. Utilities: NOTE: From the 2024 season, air conditioning will be available only in the 6 bedrooms. Washing machine, mosquito nets, baby cot and highchair for up to 2 year olds. Possibility of an extra place on the ground floor in sofa bed. Internet (Wi-Fi). Pets/dogs allowed (max. 2, with extra price). Heating available upon request, included in the price with villa temperature set at 20C°. Please note: railway line 700 m from the property. CHEF service: upon request at an extra cost, a chef can be hired to prepare in-villa dinners or cooking classes. Contact me for more information! GARDEN AND SWIMMING POOL: Private garden 1’000 m2 (fenced) with flowers, swimming pool fenced (8 x 4 m, depth 120 - 140 cm). Outdoor shower, table tennis, patio, pergola, garden furniture, barbecue house. LOCATION: Grocery 2 km, supermarket 7 km, bus stop 7 km, railway station 10 km. Nearby attractions: Cortona 15 km, Arezzo 20 km, Siena 50 km. Well-known lakes can easily be reached: Trasimeno 25 km. ---------- PLEASE NOTE ---------- Price excludes: city tax (to be paid before arrival): Euro 2.00 per person per night (for the first 4 days of stay - adults and children from 12 years old); extra people (12th bed, on request): Euro 20 per person per day; pets allowed (on request): Euro 50.00 per stay per pet. Keys/security deposit (payable upon arrival): Euro 300.00 in cash (will be returned upon departure, provided no damage has been caused by the guest). Property Registration Number: IT051012B437IJGPT8

Ancient villa with outbuilding and private pool-Villa Bagnolo

Cortona, IT
12 Bedrooms 24 Guests
Aug 16 - 23
$1,362 night

Property for exclusive use Ancient villa, 400 sq. m. with a 120 sq. m. outbuilding and private swimming pool, hosting up to 24 people in total, 20 of which in the villa in 8 double bedrooms, 2 bedrooms with two beds and 6 bathrooms with shower, and 4 in the outbuilding with 2 double bedrooms and 3 bathrooms with shower. The villa is surrounded by a large park and also features a television, billiards room and internet. Outdoors and swimming pool Villa Bagnolo is in the woods, in a shaded position. The pool is not far (about 60 m away) on a grass lawn which overlooks the valley and is 12 metres by 6 with a depth of 1.4 m, complete with outdoor shower, sunbeds, a portable stonework barbecue and a table for outdoor breakfasts. The washing machine is in a separate structure, shared with the guests of Casale il Ginepro. Parking within the property. Interior The main house is a historical villa dating back to the 1600s. The ground floor features a large living room, a smaller living room with fireplace and TV, a billiards room, a playroom for kids, a dining room, large kitchen with direct outdoor access, 2 bathrooms with shower. On the first floor guests will find a spacious living room, one bedroom with two beds, 4 double bedrooms, 2 bathrooms with shower. The second floor has a large living room, one bedroom with two beds, 4 double bedrooms, 2 bathrooms with shower. The outbuilding is 50 metres away from the main house and is on two floors. On the ground floor there is a living room with fireplace and TV, an eating area with direct access to the garden and a small bathroom. The first floor features two double bedrooms, a small living room and three bathrooms with shower. Location The house is part of a farm, in a hilly location (800 metres above sea level) surrounded by woods and dense vegetation. The farmhouse boasts a great view of the whole valley, which is quite isolated despite having a few nearby houses. Facilities The farmhouse has wifi, central heating, 2 baby beds, high chair and parking within the property. Services The price includes: bathroom, bedroom and kitchen linen (changed weekly), internet, electricity, water, final cleaning, gas (heating not included), high chair and baby bed. Hired help is available upon request and to be paid for at the property. Extra costs to be paid on the spot -Heating per day: 35,00 EUR -Tourist tax per person/day: 2,50 EUR -Refundable deposit (to be handed over on arrival) per booking in cash: 900,00 EUR Optional extra services on request -Domestic help -Cook Important information The pool is available from June 1st to September 30th from 8 AM to 9 PM. Access to the structure via 2 km of gravel road. Villa Bagnolo is close to Casale il Ginepro, part of the same property. The washing room is shared between the two houses. Music prohibited from midnight to 8am. Activities and distances The farmhouse is immersed in the woods of the hills between Val di Chiana and the Tiber valley. It is quite isolated, despite being close to other properties such as Casale il Ginepro which is part of the same property. It’s the ideal location for a relaxing holiday with friends. The property is 12 km from the Etruscan city of Cortona. 4 km groceries, 11 km Camucia (railway), 12 km Cortona (all kinds of shops), 30 km Lake Trasimeno with its equipped beaches, 41 km Arezzo, 45 km Perugia, 60 km Assisi, 78 km Siena, 128 km Florence, 200 km Rome. Property Registration Number: IT051017B5ZVVFM7CF Security Deposit of EUR900 to be collected upon arrival.

Villa Giovanna

Arezzo, IT
3 Bedrooms 6 Guests
Sep 19 - 24
$464 night

Villa Giovanna is a stylish Tuscan retreat that combines contemporary design with a peaceful countryside setting, making it ideal for families or groups of friends seeking both relaxation and convenience in the heart of the Arezzo region. Set within a quiet hamlet, the villa is surrounded by vineyards and framed by gently rolling hills, while remaining close to local highlights. Just a ten-minute drive away lies the medieval town of Castiglion Fiorentino, where you’ll find a supermarket, inviting restaurants, lively bars, and a delightful historic centre. The beautiful town of Cortona is only fifteen kilometres away, rich in history with ancient city walls dating back to the fifth century, as well as cultural highlights such as its cathedral and the Franciscan convent of Le Celle. For further exploration, Lake Trasimeno, Arezzo, Siena, Perugia, and the UNESCO-recognised Val d’Orcia are all within easy reach, making Villa Giovanna an excellent base for day trips. The holiday home spans two floors and showcases terracotta flooring and exposed beams, creating a warm, characterful feel throughout. It offers high-spec, hotel-style bedrooms, which benefit from integrated en-suite bathrooms. Each bedroom benefits from direct external access, ensuring both comfort and privacy. A separate annex offers a kitchen, dining, and lounge area, providing an inviting space for the group to gather together in a relaxed and sociable setting. Outside, a shaded terrace creates the perfect backdrop for leisurely alfresco dining with far-reaching countryside views. Sheltered parking is available, and a private EV charger is located approximately 500 metres away at the owner’s farm, making it convenient for guests travelling with an electric car. With easy access to some of Tuscany’s most popular destinations, modern, high-quality amenities throughout, and a swimming pool conveniently close by, Villa Giovanna offers a truly memorable Tuscan escape. Main Villa Ground Floor Bedroom 1 Double bed (cannot be converted into twin beds), bedside tables, built-in wardrobe, TV, bathtub, air-conditioning, door to terrace. En-suite Bathroom Shower, sink, bidet, WC. Bedroom 2 Double bed (cannot be converted into twin beds), bedside tables, chair, fridge, shelving, built-in wardrobe, air-conditioning, door to terrace. En-suite Bathroom Shower, sink, WC. First Floor Bedroom 3 Double bed (cannot be converted into twin beds), bedside tables, sofa, coffee table, built-in wardrobe, air-conditioning, door to garden stairs. En-suite Bathroom Shower, sink, bidet, WC. Annex Ground Floor Kitchen / Lounge / Diner Fully equipped kitchen with breakfast bar, induction hob, fridge/ freezer, sofa, table, chairs, air-conditioning, door to the terrace, sheltered terrace with table, chairs, soft seating. Bathroom (wheelchair-accessible) Shower, sink, WC with bidet attachment. Private Pool Length: 8 meters Width: 4 meters Depth: 1.6 meter Entrance: metal ladder Opening: May to October Fenced: yes Furnished: sunloungers & parasol Cleansed: chlorine Distance from villas:15 metres 3 sheltered Local charges Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply. Dog up to 30kg: 6.00 € daily charge per pet Charged based on usage: Heating Villa, Air Conditioning, EV charge point Arrival guide Approach road: Unpaved, even Parking: Private, onsite parking

Exclusive Villa with Breathtaking Views, Arezzo Villa 1012

Santa Margherita, IT
6 Bedrooms 15 Guests
Oct 18 - 23
$514 night

Property Manager is proud to present Arezzo Villa 1012. 9-room villa 300 m2 on 3 levels. Spacious, fully renovated, beautiful and tasteful furnishings: large living room with 1 double sofabed and satellite TV (flat screen). Exit to the garden, to the loggia. Open dining room. Exit to the garden. 1 room with 1 bed, 1 double bed and bathbidetWC. Exit to the garden. 1 double bedroom with showerbidetWC. Kitchen (6 hot plates, dishwasher, microwave, electric coffee machine, Capsules for coffee machine (Nespresso) free). Exit to the garden. Upper floor: lounge. Exit to the garden, to the loggia. 3 double bedrooms, each room with showerbidetWC. 2nd upper floor: 1 double bedroom. ShowerbidetWC. Comfortable furnishings in the country house style. Marvellous view of the countryside. Facilities: washing machine, children’s high chair, hair dryer. Internet (WiFi, free). Reserved parking. Suitable for families. Maximum 2 pets dogs allowed. Farmhouse completely renovated in 2012 maintaining the typical traditionality of the country house with a mixture of period details but also modern comforts such as WIFI (AN and TV present in most of the rooms).Stunning Tuscan countryside house with beautiful views. With private pool overlooking the estate olive groves this house makes a unique holiday place to spend a holiday. Villa ’Arezzo Villa 1012’, detached, renovated, surrounded by trees and fields. 5 km from the centre of Castiglion Fiorentino, 15 km from the centre of Cortona, 25 km from the centre of Arezzo, in a secluded, sunny position on top of a hill, 20 km from the lake, in the countryside. Private: property (fenced), beautiful garden to relax, swimming pool (12 x 7 m, depth 140 cm, 01.05.-15.10.). Outdoor shower, garden furniture, barbecue. In the house: internet access, washing machine. Motor access (500 m via unmade road, ramp). Parking on the premises. Grocery 5 km, supermarket 5 km, restaurant 2 km, bathing lake ’Trasimeno’ 20 km. Please note: car recommended.

Il Bel Laghetto

Arezzo, IT
6 Bedrooms 12 Guests
Sep 20 - 25
$529 night

Il Bel Laghetto is a charming rustic villa in the beautiful Tuscan countryside. It sits in a peaceful location surrounded by olive groves, vineyards and wide open fields, the perfect place to relax and enjoy a comfortable holiday with family or friends. The accommodation is divided into two separate apartments, which gives you a good mix of shared time together and private retreat. A ten-minute drive brings you to the medieval town of Castiglion Fiorentino, where you will find a supermarket, restaurants, bars and a delightful historic centre. The lovely town of Cortona is only fifteen kilometres away. Its ancient city walls date to the fifth century and sights such as the Cathedral of Santa Maria Assunta and the Franciscan Convent of Le Celle make it well worth a visit. Lake Trasimeno is around thirty minutes away by car, as are Arezzo, Siena, Perugia and the UNESCO recognised Val d Orcia, all of which are excellent choices for memorable day trips. The villa is painted a lovely pale yellow and features dark‑green wooden shutters. A loggia runs along the front and one side of the house and offers multiple comfortable seating areas and a large dining table outside the dining room. The lawned garden with mature trees provides plenty of space for relaxation and play. For children there is a swing and slide set, whilst a table‑tennis table offers entertainment for guests of all ages. The covered outdoor kitchen with pizza oven and grill invites the pleasure of outdoor cooking and Tuscan living. The pool with Roman steps is completely fenced which enables families with small children to enjoy the holiday fully at ease. Inside you feel the true Tuscan charm with wooden‑beam ceilings, terracotta floors and fireplaces. The walls are painted in soft pastel tones, and exposed natural‑stone sections reflect the home’s historic structure. Both apartments have been lovingly furnished with comfortable furniture and many carefully chosen details to create a warm, inviting atmosphere in which everyone feels welcome from the first moment. Apartment 1 Ground Floor Lounge 1 Three sofas, TV on stand, armchair, coffee table, table and chairs, large chest of drawers, open fireplace, stairs to first floor, main entrance. Lounge 2 Sofa, two easy chairs, side table, desk and chair, open fireplace, rocking chair. Dining Room Table and chairs, desk, French windows to terrace. Kitchen Fully equipped. Bathroom Shower, sink, WC, washing machine, bidet. First Floor Bedroom 1 Double bed (cannot be converted into twins), wardrobe, armchair table, air-conditioning. En-suite Bathroom Shower, sink, WC. Bedroom 2 Double bed (cannot be converted into twins), wardrobe, chair table, air-conditioning,. En-suite Bathroom Shower, sink, WC. Bedroom 3 Double bed (can be converted into twins), wardrobe, side table, air-conditioning. En-suite Bathroom Shower, sink, WC. Bedroom 4 Twin beds (cannot be converted into a double), wardrobe, trunk, chair, side table, air-conditioning. En-suite Bathroom Corner bath, shower, sink, WC, bidet. Apartment 2 (no interconnecting door) Lounge-Kitchen-Diner Two sofas, table and chairs, TV, side table, open fireplace, fully equipped kitchen, stairs to first floor, main entrance. Bathroom Shower, sink, WC. First Floor Bedroom 5 Twin beds (can be converted into a double), wardrobe, desk and chair, air-conditioning. En-suite Bathroom Shower, sink, WC. Bedroom 6 Double bed (cannot be converted into twins), wardrobe, dressing table , chair, air-conditioning. En-suite Bathroom Shower, sink, WC. Shared Dining Room (separate from the villa) Breakfast, lunch or dinner can be ordered on request Private Pool Length: 12 metres Width: 6 metres Depth: 1.2 - 2.7 metres Entrance: Roman / ladder steps Opening times: May to Sept. Fenced: with hedge Furnished: sun loungers, chairs, parasol Cleansed: chlorine Distance from villa: 10 metres Note: no dogs allowed in the pool area 3 uncovered spaces Local charges Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply. Dog up to 30kg: 6.00 € daily charge per pet Charged based on usage: Heating Villa, Air Conditioning Arrival guide Approach road: Paved Parking: Private, onsite parking

Rocca di Cetona

Cetona, IT
7 Bedrooms 14 Guests
Aug 19 - 26
$1,110 night

Nestled atop the rolling hills of Tuscany, Rocca di Cetona Medieval Castle offers an unparalleled blend of historical grandeur and modern luxury. Positioned in the heart of this charming hamlet, the castle commands a breathtaking 360-degree panorama of the surrounding vineyards, olive groves, and verdant countryside around the village of Cetona. This unique location, close to the cultural treasures of Siena, Florence, and Umbria, and within reach of Rome, makes it an idyllic retreat for those seeking both tranquility and convenience. The castle itself is a masterpiece of medieval architecture, crowned by a private tower with a panoramic terrace that affords sweeping views of the stunning landscape. Here, you can immerse yourself in the serene beauty of the Tuscan countryside, feeling the gentle breeze and basking in the sense of exclusivity that this unique vacation rental provides. Surrounding the castle, meticulously maintained gardens invite you to explore and unwind. The grounds feature a panoramic pool where you can enjoy a refreshing swim while gazing out over the rolling hills. Numerous observation points throughout the gardens offer perfect spots for reflection, reading, or simply soaking in the beauty of your surroundings. Dining al fresco is a delight in the castle’s several outdoor living spaces, set among fragrant lemon trees and vibrant floral displays. An antique Roman-style open-air theatre nestled within a secluded woodland area adds a touch of historical charm and offers a unique venue for intimate gatherings and performances. Cetona itself is a gem of Tuscany, renowned for its elegant architecture and rich history. The hamlet’s enchanting streets and beautiful buildings complement the castle’s timeless elegance, creating a seamless blend of past and present. This luxury Tuscan Medieval Castle is more than just a residence; it is a sanctuary of beauty and peace, where every corner whispers the stories of centuries past while providing all the comforts of contemporary living. Whether you are hosting grand celebrations or seeking a private escape, this castle promises an experience of unparalleled luxury and charm in the heart of Tuscany. The villa is located in a restricted traffic zone (ZTL), making it inaccessible to non-residents. However, you can park in the designated free parking areas outside the zone. With prior notice, the caretaker can assist you in transferring your luggage with his vehicle. The villa is approximately a 15-minute walk, uphill, and may not be suitable for those with mobility issues. Included in the rental price: Final Cleaning Towels and linens Electricity Gas Water Internet Wifi High chair (upon request at booking) Babycot (upon request at booking) Not included in the rental price: Tourist tax: mandatory and required by the local municipality, where applicable. Midstay and/or weekly cleaning and change of towels and linens Baby cot’s linens

Villa Lucia - Tuscan villa with private pool

Castiglion Fiorentino, Tuscany, IT
6 Bedrooms 14 Guests
Sep 12 - 19
$766 night

VILLA LUCIA - AREZZO AREA Villa Lucia is located close to the town of Castiglion Fiorentino, just 1km outside of it, reachable within a short walk where you can find many shops, restaurants, cafes, etc. Within a short driving distance, you can reach the beautiful town of Arezzo with its hilltop cathedral. In the Arezzo area, you will find less tourists and more locals, as well as many treasures in the towns and castles of the area. Visit Cortona, Anghiari, Monterchi and Sansepolcro (if you love Piero della Francesca) and the castle of Poppi - these are just some of the most beautiful towns in the province of Arezzo. The villa is also ideally situated for easy day trips into Florence, Siena and the famous Chianti area for some wine tasting! The villa develops over two levels. On the ground floor we have an entrance into the living room with dining area and kitchen corner, a sitting room with double sofa bed, a second kitchen with dining room, a second living room with sofas and TV. The sleeping area on this floor consists of: one double bedroom, one twin bedroom, two double bedrooms with en-suite bathrooms with shower, two separate bathrooms with shower and another small guest bathroom with toilet and sink. On the first floor, with access via internal stairs, we have a large living room with fireplace, sofas and TV, two double bedrooms and a bathroom with shower. There are panoramic views over the countryside and the town of Castiglion Fiorentino from the balcony. The outside area offers a large garden that is partially fenced, private swimming pool (10x5m, 1.4 – 2m deep) with sun lounges and external shower, gazebo by the pool equipped with table and chairs. To the side of the garden, we find the owner’s house, who will be a discreet presence and at the disposal of the guests for anything they may need. Facilities: air conditioning, barbecue, satellite TV, Wi-Fi Internet, washing machine, dishwasher, fridge, freezer, oven, microwave, table tennis, pets allowed, parking. Sleeps 12+2 – Code TU852

Il Rattoppo

Cortona, IT
1 Bedrooms 2 Guests
Sep 27 - Oct 2
$183 night

Il Rattoppo is a charming villa set in peaceful Tuscan countryside and offers an ideal retreat for two guests seeking relaxation, privacy and authentic character. Surrounded by beautifully maintained and extensive gardens, guests can enjoy wonderful panoramic views across the Val di Chiana. With its cosy atmosphere and romantic setting, this cottage is perfect for a tranquil escape. The nearest towns for shopping and restaurants are Bettolle and Torrita di Siena, both less than a 15-minute drive away. Wine lovers will appreciate that several wineries, including Cantina Canaio and Stefano Amerighi, are just five minutes away and offer tastings. The historic town of Cortona, with its ancient city walls, Santa Maria Assunta Cathedral and the Franciscan convent Le Celle, is only 17 km away. Camucia at the foot of Cortona offers larger supermarkets. Lake Trasimeno is just 25 minutes away, and Arezzo, Siena and Perugia are also excellent destinations for memorable day trips. The Il Rattoppo estate is over a hundred years old and consists of the main farmhouse and the brick-built holiday cottage opposite. Fragrant roses grow in front of the cottage and the extensive garden with flowers, fruit trees, olive trees and rose bushes invites guests to relax and stroll. Various seating areas throughout the garden and a generous pool provide many opportunities to enjoy the peaceful surroundings. Inside, the cottage has been carefully restored, preserving its Tuscan character with terracotta floors, wooden beamed ceilings and a large fireplace. It is lovingly and comfortably furnished, with attention to detail, and offers everything needed for a relaxing holiday. The friendly owners live in the main house, are happy to answer questions and share their local knowledge, while always respecting guests’ privacy. Ground Floor Lounge/ Kitchenette Sofa, armchair, fireplace, fully equipped kitchenette, table, chairs, TV, air-conditioning. Bedroom Double bed (can be made in to twins on request), bedside table, safe, daybed, wardrobe, desk, chair, fan. Bathroom Shower, sink, WC, bidet, washing machine Private Pool: Length:12 meters Width: 6 meters Depth: 1.0 - 1.2 meters Entrance: Roman steps Opening times: Easter to End of October Fenced: No Furnished:Parasols, sunloungers, table,chairs Cleansed:Salt Distance from villa: 40 meters Local charges Tourist tax: 1.50 € per person, per night for the first 4 nights, some exemptions apply Charged based on usage: Heating Villa Arrival guide Approach road: Paved Parking: Private, onsite parking

Casa Raffaello

Citta di Castello, IT
4 Bedrooms 8 Guests
Aug 29 - Sep 5
$744 night

Sitting below an ancient hilltop castle, surrounded by chestnut woods and green hills you will find Casa Raffaello. This stunning Umbrian home is an idyllic base for your Italian escape with family or friends. The villa is a traditional style stone house, filled with quality antique furnishings, local materials such as the terracotta tiles and plenty of character. When you step inside you will enter an open-plan room which is the heart of the home, encompassing the kitchen, dining and living areas. Here a fully-fitted kitchen opens out on to a spacious living and dining room with comfy sofas, a feature fireplace and large dining tables, ideal for special evening meals. Aside from this main room you will find a family bathroom and a bedroom with bunk beds on this floor. Looking out on the double-height living space there is a mezzanine level accessed by an iron staircase. Up on this level there is a seating area which would be a cosy spot to enjoy a good book. There is also a bathroom upstairs and three lovely double bedrooms with views over the garden and surrounding countryside. The garden is a wonderful feature of this home where you can spend the days taking a dip in the private pool or sunbathing in the landscaped grounds. Wherever you look you will be enveloped by breathtaking rural views. When you wish to go out for something to eat or to pick up some groceries, then the closest village San Leo Bastia is a mere 4km drive away and there is a bigger selection of shops and eateries in Umbertide which is 21km away. Umbertide is also a great place to pass an afternoon wandering around the historic streets where you can visit the museum, gallery and fascinating octagonal church. Make sure to spend the day in Città di Castello which is a thriving city just 24km from the villa. The city sits within Renaissance walls but its history spans all the way from the pre-historic period, you will see this heritage reflected in the diverse mix of architecture. Wander around the cobbled, winding streets which open out on to palace-lined piazzas such as Piazza Gabriotti where you can have lunch at a quaint street-side café. Città di Castello has lots of restaurants and shops as well as museums, galleries and medieval churches to explore. There are plently of other places you can visit while on holiday in this fabulous region, including the beaches of Lake Trasimeno which is 25km away, the vineyards of Montepulciano which are 55km away and the art city of Perugia which is 41km away. Features: Villa Interior (220sqm) Ground Floor - Open-plan room with living area with sofas, TV and fireplace, dining tables and fitted kitchen with oven, hob, fridge freezer, dishwasher, microwave, toaster, coffee machine, kettle and blender - Bedroom with bunkbeds - Bathroom with shower, sink, bidet and WC Mezzanine Level - Seating area - Bedroom with double sized canopy bed and doors on to terrace - 2 x bedrooms with double sized bed - Bathroom with shower, sink, bidet and WC - Balcony Outside Grounds (2300sqm) - Swimming pool (12m x 6m, depth: 1.4m), open approximately May to end-September - Large fenced garden - Covered patio with dining table - Sun loungers - Barbecue and wood fired oven - Parking spaces Facilities - Wi-Fi - Air-conditioning (featured in the bedrooms and living room only) - Heating - HD-TV with streaming services - Washing machine - Dryer - Iron and ironing board - Hairdryers Location: Located in lush, unspoilt countryside and yet within easy reach of some incredible historic villages and towns, Casa Raffaello is an amazing place for a holiday on the border of Umbria and Tuscany. The landscape around the home is dotted with lots of walking routes which are perfect for switching off and getting back to nature. If you have a keen golfer in your party then you can also enjoy the great outdoors with a visit to Antognolla Golf estate which is 35km away.  This vast estate has an 18-hole golf course, tennis courts, cycling and walking trails. If all of this sounds too active then why not visit the on-site spa for a massage or a beauty treatment instead and tuck in to a meal at the restaurant housed in a former castle. Another nearby nature spot is Lake Trasimeno which is 25km away. Here you can take boat trips to the little lake islands, swim in the clear waters or just sunbathe on the lake side beaches! When you wish to go out for a morning coffee or pick up some groceries then the village of San Leo Bastia is just 4km and has a few handy shops and eateries. There is also the larger town of Umbertide which is 21km from the villa. This riverside town has a fortress, museum, gallery, some gorgeous churches and an array of shops and restaurants. Umbertide also hosts a number of festivals throughout the year such as rock music, food and film festivals. Città di Castello 24km away is must-see city. This beautiful place is full of an ecclectic mix of medieval, Renaissance, Baroque and also modern buildings and is a lovely city to explore on foot. Inside the centuries old walls you can find former palaces, an 11th century bell tower, a 1000 year old cathedral, countless shops and restaurants, bustling markets, museums and galleries. Fans of the artist Alberto Burri will love this city as this was his home, when here you can see collections of his works and visit his house. While in the area it would be a shame to miss Umbria’s capital Perugia which is around 40km away. The city looks like something straight from a postcard and is packed with cultural attractions. Make sure to visit the impressive 13th-century palace the Palazzo dei Priori and arrive early to make your way around the vast National Gallery. The maze-like streets are a joy to wander around as you pop in and out of little artisan shops and cafes. After a day of exploring why not enjoy your evening meal on one of the main squares such as the Piazza IV Novembre as you soak in the atmosphere and sample a glass of local wine. Terms & Conditions: ? €500 charged to client’s credit card as a pre-authorisation at least 2 weeks prior to arrival and refunded two weeks after departure, subject to full inspection. 3.00 p.m. Check-in outside this time may be subject to an extra cost. Please enquire for more details. 10.00 a.m. Yes. Yes. On request only and with prior agreement with the owner. Weddings, stag/hen parties and any special events are on request only and subject to prior arrangement with the owner and additional charges. A cot and highchair are available on request. Please note that air conditioning is only featured in the bedrooms and living room. Please note that published rates are only valid for the current year. Any bookings for subsequent years will be on request only and correct rates will be confirmed at the time of booking. Please note that your booking will only be confirmed once we have checked availability with the owner or their property manager. Please note home security devices may be installed at the villa, please enquire for further information. Saturday or Sunday approximately July and August. Flexible during all other periods. Extra €250, payable locally in cash. However, guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. Yes. 7 nights approximately July to end-Agusut. 4 and 5 nights during all other periods. Yes. Wi-Fi internet access included. No. The pool is open approximately May to end-September. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming. IT054013B501032435 Licence number: IT054013B501032435

Country farmhouse in the woods private pool-Casale il Ginepro

Cortona, IT
6 Bedrooms 12 Guests
Aug 2 - 23
$907 night

Property for exclusive use Country farmhouse, 300 sq. . with private swimming pool, for up to 12 persons in 6 double bedrooms, 6 bathrooms with shower and one guest bathroom. Guests will find a private swimming pool with outdoor shower, a private garden and portable barbecue. The farmhouse also has a washing room, internet, heating and baby bed and is the ideal solution for families or small groups of friends. Outdoors and Swimming Pool Casale il Ginepro is immersed in the woods, in a shaded area. The pool is not far (about 50 m away) on a grass lawn which overlooks the valley and is 12 metres by 6 with a depth of 1.5 m, complete with outdoor shower, sunbeds, a portable stonework barbecue and a table for outdoor breakfasts. The washing room is in a separate structure, shared with the guests of Villa Bagnolo. Parking within the property. Interior The stone farmhouse dates back to the 1600s and has recently been restored. The ground floor features a large living room with fireplace, TV and direct access to the garden, a large kitchen with dining table with direct outdoor access, one small bathroom. On the first floor, guests will find a small living room with TV, 2 double bedrooms each with a private bathroom with shower. The second floor has a large living room, 4 double bedrooms, 1 of which have a private bathroom with shower, one bathroom with shower. Location The house is part of a farm, in a hilly location (800 metres above sea level) surrounded by woods and dense vegetation. The farmhouse boasts a great view of the whole valley, which is quite isolated despite having a few nearby houses. Facilities The farmhouse has wifi, central heating, 2 baby beds, high chair, 3 hairdryers and parking within the property. Services The price includes bathroom, bedroom and kitchen linen (changed weekly), internet, final cleaning, electricity, water, gas (heating excluded), high chair and baby bed. Hired help is available upon request and to be paid for at the location. Important information The pool is available from June 1st to September 30th from 8 AM to 9 PM. Access to the structure via 2 km of gravel road. Casale il Ginepro is close to Villa il Bagnolo, part of the same property. The washing room is shared between the two houses. Only small pets are permitted. Music prohibited from midnight to 8am. Extra costs to be paid on the spot -Tourist tax per person/day: 2,50 EUR -Refundable deposit (to be handed over on arrival) per booking. In cash: 350,00 EUR Optional extra services on request -Heating (from November to April) due only if used, per day: 35,00 EUR Activities and distances The farmhouse is immersed in the woods of the hills between Val di Chiana and the Tiber valley. It is quite isolated, despite being close to other properties such as Villa Bagnolo which is part of the same property. It’s the ideal location for a relaxing holiday with friends. Art lovers can visit Arezzo with its paintings by Pier della Francesca, and Cortona, the Etruscan town and the works of Beato Angelico. 4 km groceries, 8 km Cortona (all kinds of shops), 12 km Lake Trasimeno with its equipped beaches, 41 km Arezzo, 45 km Perugia, 60 km Assisi, 78 km Siena, 128 km Florence, 200 km Rome. Property Registration Number: IT051017B5ZVVFM7CF Security Deposit of EUR350 to be collected upon arrival.

Exclusive villa on the lake private pool garden-Villa il Mandorlo

Passignano sul Trasimeno, IT
3 Bedrooms 6 Guests
Oct 4 - 11
$383 night

Property for exclusive use Exclusive villa (200 sq. m.) with a swimming pool and a great view of Lake Trasimeno, for up to 6 persons with three double bedrooms and three bathrooms, a spacious living room with a dining area, fully equipped kitchen, a carefully furnished living room with satellite TV, a fireplace and a working organ, air conditioning in the whole house. Outside, guests will find a completely fenced garden on two levels and a portico with a table for outdoor meals. The property also has a fitness room, a wifi connection, a baby bed, a highchair, parking and a garage. Outdoors and swimming pool Villa il Mandorlo is in a residential area on a beautiful hill in Umbria. The house is surrounded by a large, very well-kept garden about 6000 sq m big, with many flowers, olive trees and fruit trees, such as a beautiful pomegranate tree. The garden is completely fenced, with an electric gate and a metal fence. The part of the garden which is on the same level as the house features a large, furnished portico for outdoor dinners which overlooks the lake and is right next to the kitchen and dining room, as well as an outdoor living room and children’s games (basketball hoop, table football, 5-a-side football goal), the swimming pool, measuring 8x4 and with a depth of 1.20 metres, complete with gazebo with table and chairs, sunbeds, a large beach umbrella, outdoor shower. The entire outdoor area is well maintained. Parking within the property, as well as an underground garage. Interior The owners built the villa in 2011 and furnished it paying great attention to detail, with antique furniture, precious items and modern finishes. The electric and water works are therefore all very recent. The ground floor features a large entrance leading to the dining room and the living room with comfy sofas, a satellite TV, a fireplace, a charming and fully operational organ, and a chess table: this whole area boasts beautiful French doors which lead to the outdoor portico. The ground floor also has a bathroom with shower, a well-equipped kitchen with an oven and a wood-burning barbecue. The kitchen also has direct outdoor access. A large, mirrored door on the right of the entrance leads down to the unique basement with a garage, a storage space for wood and a fitness room with a treadmill, exercise bike, rowing machine and a bathroom with shower. From the living room, an elegant staircase with a wrought-iron railing leads to the first floor with three double bedrooms, each with a balcony overlooking the lake and air conditioning, and two bathrooms, one with shower and one with bathtub/shower box and a balcony. The staircase then leads up to an elegant tower/terrace with a great view of the lake and two comfy sunbeds. Location Villa il Mandorlo is in Passignano sul Trasimeno, one of the main towns on the northern side of Lake Trasimeno, the largest lake in central Italy. The property boasts a great view of the lake and is a calm, private position, perfect for those looking to relax in nature or enjoy sport activities. Facilities The villa has wifi, satellite TV, air conditioning, a baby bed, a highchair, a fireplace and working organ, a fitness room, a panoramic covered terrace, and a garage in the property. Services The price includes bathroom, bedroom, kitchen linen and pool towels (changed weekly), internet, water, electricity (air conditioning not included), gas (heating not included), a high chair and a baby bed. Upon request and to be paid for at the property are hired help and a cook for the months of July, August and September. Important information Swimming pool available from May 20th to September 30th. Only 1 small size pet is accepted. Extra costs to be paid on the spot Air-conditioning per day: 30,00 EUR Final cleaning per booking in cash: 250,00 EUR Refundable deposit (to be handed over on arrival) per booking in cash: 500,00 EUR Heating per day: 30,00 EUR Tourist tax per person/day: 1,50 EUR Activities and Distances Passignano sul Trasimeno is on a small hill on the northern side of the lake which shares its name, surrounded by green hills. It is close to the main road between Umbria and Tuscany. Originally a fishing town, there is a marvellous combination of nature, art and tradition. The medieval fortress boasts a great 360-degree view of the lake and surrounding hills. The Passignano lakeside offers many leisurely activites, while the surrounding hills are perfect for hiking and admiring the lake from above in all its beauty. The various ferry boats make it easy to visit the lake’s islands. Passignano is also perfect for discovering the Strada del Vino Colli del Trasimeno with free wine tastiings and the Trasimeno Wine Tour with visits to the local wine cellars. We all suggest visiting the nearby Castiglione del Lago, one of the most beautiful hamlets in Italy, Tuoro sul Trasimeno, Umbertide and Lisciano Niccone. “Sualzo” beach with swimming pool and beach umbrellas: 900 m (200 m as the crow flies), Passignano sul Trasimeno 1.8 km (groceries, weekly market and all kinds of shops), Tuoro sul Trasimeno 7.5 km, Lisciano Niccone 18 km, Castiglione del Lago 23 km, Perugia 28 km, Umbertide 30 km, Sant’Arcangelo 32 km, Assisi 50 km, Todi 68 km, Gubbio 77 km, Orvieto 106 km. Property Registration Number: IT054038C26Z032247 Security Deposit of EUR500 to be collected upon arrival.

Poggio le Vignacce

Marciano della Chiana, IT
9 Bedrooms 18 Guests
Oct 31 - Nov 5
$685 night

Poggio le Vignacce is an ideal retreat for large families or groups of friends who want to experience an authentic side of Tuscany. The villa sits in peaceful countryside and offers plenty of space indoors along with generous gardens that are perfect for relaxed days together. The village of Marciano della Chiana is only a few minutes away by car or about twenty minutes on foot. It offers a small selection of restaurants, a grocery store and a bakery. Monte San Savino lies around nine kilometres further on and has a wider choice of shops and places to eat. The beautiful historic town of Arezzo is about thirty kilometres away and is known for its impressive churches, palaces and museums. It also hosts Italy’s oldest and largest antique market on the first Sunday of every month and the Saturday before. The towns of the Chianti region are easy to reach and Cortona, Siena, Florence and the UNESCO recognised Val d Orcia are just a few ideas for memorable day trips. The holiday home and the small cottage are painted in a warm soft yellow. A large terrace runs along the back of the house with a long dining table under a pergola. Just opposite is an outdoor kitchen with a pizza oven and a barbecue which makes it a wonderful place to enjoy meals together. The gardens are spacious and planted with cypress trees, mature trees and olive groves. Lavender and roses surround the cottage. The pool is set a short distance away and is fully fenced which brings extra peace of mind for families with young children. Inside, the atmosphere is warm and distinctly Tuscan with terracotta floors wooden beamed ceilings and some areas where the natural stone structure remains visible. Frescoes discovered during recent renovation work offer a glimpse into the house’s past. Comfortable furnishings and soft pastel tones create a cosy homely ambiance. The separate cottage provides a private retreat for a couple who appreciate a little extra quiet. Main House Ground Floor Lounge Sofas, armchairs, coffee table, table and chairs, fireplace. Dining Room Table and chairs, sideboard, cupboard. Kitchen Fully equipped, sideboard, doors to terrace, terrace with table, chairs, and barbecue. Games Room Table, chair, football table, fridge/ freezer, bookshelf. Bedroom 1 Twin beds (cannot be converted into a double), wardrobe, bedside tables, doors to terrace, mosquito screens. Bedroom 2 Double bed (cannot be converted to twins), wardrobe, bedside tables, mosquito screens, doors to garden. Bathroom Shower, sink, WC. Bedroom 3 Double bed (cannot be converted to twins), desk and chair, armchair, wardrobe, mosquito screens. Bathroom (access for people with limited mobility) Shower, sink, WC. Bathroom Shower, sink, WC, washing machine. First Floor Lounge Sofa, chest of drawers, sofabed, table. Hall Two sofabeds. Bedroom 4 Double bed (can be converted into twins), bedside cabinets, wardrobe, mosquito screens, desk and chair. Bathroom Shower, sink, WC, bidet. Bedroom 5 Twin beds (cannot be converted into a double), desk and chair, wardrobe, mosquito screens, doors to terrace. En-suite Bathroom Shower, sink, WC. Bedroom 6 Double bed (can be converted into twins), desk and chair, armchair, wardrobe, mosquito screens. En-suite Bathroom Shower, sink, WC. Bedroom 7 Double bed (cannot be converted into twins), desk and chair, bedside cabinets, wardrobe, mosquito screens. Bedroom 8 Double bed (cannot be converted into twins), desk and chair, bedside cabinets, wardrobe, mosquito screens. En-suite Bathroom Shower, sink, WC. Bathroom Shower, sink, WC. Cottage Ground Floor Hall Side table, sofabed, fridge. Bedroom 9 Double bed (cannot be converted into twins), armchair, wardrobe, desk and chair, coat stand, mosquito screens, doors to garden. En-suite Bathroom Shower, sink, WC. Private Pool Length: 14 metres Width: 7 metres Depth: 1.2 to 1.4 metres Entrance: Roman steps Opening times: May to September Fenced: Yes Furnished: Sunloungers, parasols, table and chairs Cleansed: Chlorine Distance from villa: 60 metres Local charges Charged based on usage: Heating Villa, Air Conditioning Arrival guide Approach road: Paved Parking: Private, onsite parking

Vacation Rentals in Cortona by Amenities & Features

Get to Know Cortona

Cortona, a charming hilltop town in the province of Arezzo in Tuscany, Italy, is a destination that captivates with its rich history, stunning views, and cultural depth. Perched on a hill overlooking the Val di Chiana, Cortona offers a picturesque setting that has inspired artists, writers, and travelers for centuries. The town's origins date back to Etruscan times, and its ancient walls still stand as a testament to its storied past. Visitors can explore the Etruscan Academy Museum, which houses an impressive collection of artifacts from the Etruscan, Roman, and Egyptian civilizations. The Diocesan Museum is another cultural treasure, home to significant works of art, including the famous Annunciation by Fra Angelico. Cortona's medieval architecture is a delight to explore, with narrow cobblestone streets leading to hidden squares and beautiful churches. The town's centerpiece is the Piazza della Repubblica, where the Palazzo Comunale (Town Hall) stands with its impressive clock tower. The Santa Margherita Sanctuary, perched at the highest point of the town, offers panoramic views of the surrounding countryside and Lake Trasimeno. For those interested in literature and film, Cortona gained fame as the setting for the book and movie "Under the Tuscan Sun." Fans can visit locations featured in the story and experience the romantic allure that drew the author, Frances Mayes, to this enchanting town. Cortona is also a haven for food lovers, offering a taste of authentic Tuscan cuisine. Local specialties include pici pasta, Chianina beef, and the prized white truffles that grow in the region. The town's weekly market is a great place to sample local cheeses, cured meats, and other regional products. The surrounding countryside is dotted with vineyards and olive groves, making Cortona an excellent base for wine tasting tours and culinary excursions. The nearby wineries produce some of Tuscany's finest wines, including the renowned Vino Nobile di Montepulciano and Chianti. Throughout the year, Cortona hosts a variety of events and festivals, such as the Cortona On The Move photography festival, the Cortona Mix Festival of music and art, and the Tuscan Sun Festival, which celebrates the region's culture, food, and wine. In essence, Cortona is a treasure trove of history, art, and gastronomy, offering a quintessentially Tuscan experience that is both enriching and unforgettable. Whether you're seeking a romantic getaway, a cultural journey, or a culinary adventure, Cortona is a destination that truly has something for everyone.
Cortona, nestled in the rolling hills of Tuscany, Italy, offers a climate that is quintessentially Mediterranean, with warm, dry summers and mild, wetter winters. This picturesque town, with its ancient charm, experiences weather that complements its scenic beauty and cultural richness, making it a delightful destination year-round. The summer months, from June to August, are characterized by warm to hot temperatures, with averages ranging from 20°C to 30°C (68°F to 86°F). These months are the driest and sunniest, with low humidity, making it an ideal time for exploring the town's cobblestone streets, enjoying al fresco dining, and taking in the panoramic views of the Valdichiana. However, it can get quite hot during the day, so visitors are advised to stay hydrated and protect themselves from the sun. Autumn, from September to November, sees a gradual cooling with temperatures ranging from 10°C to 25°C (50°F to 77°F). This season brings a mix of sunny days and occasional rain showers, with the landscape transforming into a tapestry of rich, warm colors. The harvest season also begins, making it a perfect time for wine enthusiasts to visit local vineyards and partake in the grape harvest festivities. Winter, from December to February, is the coolest season, with temperatures typically between 1°C and 10°C (34°F to 50°F). While it is the wettest season, snow is rare in the town itself, though it may occasionally dust the surrounding hills. The cooler weather and fewer tourists make it a peaceful time to enjoy Cortona's museums and indoor attractions. Spring, from March to May, is a time of renewal, with temperatures gradually warming from 5°C to 20°C (41°F to 68°F). The countryside bursts into bloom, and the weather is generally mild, although rain showers are common in early spring. This season is ideal for those looking to experience the natural beauty of the region without the summer crowds. The most popular weather conditions, with warm temperatures and little rainfall, are prevalent from late spring to early autumn. The months of May, June, and September are especially pleasant, offering a balance of comfortable temperatures and fewer tourists, allowing visitors to fully immerse themselves in the tranquil beauty and historic ambiance of Cortona.
Cortona, Italy, nestled in the rolling hills of Tuscany, is a cultural gem waiting to be discovered by those who cherish the arts, history, and local customs. This ancient Etruscan town offers a serene escape with its medieval streets and stunning views, providing a perfect backdrop for a journey through culture and time. Begin your exploration at the Museo dell'Accademia Etrusca, housed in the beautiful 13th-century Palazzo Casali. This museum is a treasure trove of Etruscan artifacts, Roman remains, and Renaissance art, offering a deep dive into the region's rich history. The Diocesan Museum, adjacent to the Cathedral of Cortona, is home to an impressive collection of ecclesiastical art, including works by Luca Signorelli, a native of Cortona, and Fra Angelico. Art enthusiasts will find joy in wandering the town's cobbled streets, which are dotted with small galleries and artisan workshops. Here, you can witness local artists at work, creating everything from traditional ceramics to contemporary paintings, and perhaps even take a piece of Cortona home with you. Cortona's cultural calendar is vibrant and varied, with festivals and events throughout the year that celebrate local customs and traditions. The Cortona On The Move photography festival is a highlight for visual arts lovers, while the Cortona Mix Festival offers a blend of music, literature, and art workshops. The Tuscan Sun Festival, inspired by the famous book and film, brings an international array of artists, writers, and performers to the town. For live music aficionados, the Teatro Signorelli, an elegant 19th-century theatre, hosts a range of performances from classical concerts to contemporary theatre productions. The town's churches and piazzas also serve as enchanting venues for musical events, especially during the summer months when the town comes alive with open-air concerts and operatic performances. Cortona's culinary scene is an integral part of its cultural identity. The town's enotecas and trattorias offer the chance to indulge in traditional Tuscan cuisine, paired with the region's renowned wines. The annual Sagra della Bistecca (Steak Festival) celebrates the local Chianina beef, a must-try for any food lover. In Cortona, every step is a journey through history, every meal a celebration of local flavors, and every encounter an opportunity to engage with the living traditions of Tuscany. It's a destination that not only captivates the senses but also enriches the soul with its timeless cultural offerings.
Cortona, Italy, is a charming hilltop town in Tuscany that offers a delightful experience for families traveling with children. Its rich history, stunning views, and welcoming atmosphere make it an ideal destination for those looking to immerse themselves in Italian culture while keeping the kids entertained. Begin your family adventure at the MAEC (Museo dell'Accademia Etrusca e della Città di Cortona), where children can discover the ancient Etruscan civilization through interactive exhibits. The museum's collection includes fascinating artifacts that will spark the curiosity of young minds, and its hands-on approach makes history come alive for kids. Take a leisurely stroll through the town's cobbled streets and explore the Piazza della Repubblica and Piazza Signorelli, where children can enjoy gelato while parents soak in the ambiance of the lively squares. The town's medieval architecture provides a storybook setting that will captivate the whole family. For a touch of nature, visit the Parterre Public Gardens, where kids can run and play amidst the greenery. The gardens offer a peaceful retreat with beautiful views of the surrounding countryside, perfect for a family picnic or a game of hide and seek. Just outside of Cortona, the adventurous family can explore Lake Trasimeno, Italy's fourth-largest lake. Here, you can rent paddle boats or go for a swim in the designated areas. The lake also has a small island, Isola Maggiore, which can be reached by a short ferry ride, providing an exciting excursion for the children. For a unique experience, consider a family cooking class where you can learn to make traditional Tuscan dishes together. It's a fun way to engage with the local culture and cuisine, and the kids will love getting their hands dirty in the kitchen. Cortona also hosts various festivals throughout the year, which often include activities and performances for children. The Cortona On The Move photography festival, for example, can be a great way to introduce kids to the art of photography within a festive atmosphere. In Cortona, families will find a blend of cultural enrichment, outdoor activities, and the simple joys of Italian life. It's a place where every member of the family, regardless of age, can find something to love.
Cortona, a charming hilltop town in Tuscany, Italy, is not only rich in history and culture but also surrounded by stunning natural beauty and outdoor activities that cater to nature lovers and adventure seekers alike. Nestled amidst rolling hills and lush countryside, Cortona offers breathtaking panoramic views of the Val di Chiana and Lake Trasimeno, Italy's fourth-largest lake. The lake itself is a natural wonder, providing a habitat for a wide variety of bird species and a peaceful setting for outdoor activities. Visitors can enjoy kayaking, sailing, and swimming in the lake's clear waters, or take a leisurely bike ride around its perimeter to take in the serene landscape. For hiking enthusiasts, the hills around Cortona offer numerous trails that meander through olive groves, vineyards, and dense woodlands. These trails often lead to secluded spots with spectacular views, perfect for a picnic or a moment of quiet reflection. The Sentiero della Bonifica, an easy cycling and walking path that connects Chiusi to Arezzo, passes through the heart of the Val di Chiana, offering a unique way to experience the region's natural beauty. Just a short drive from Cortona, adventurers can explore the Alpe di Poti, a mountainous area with trails suitable for both hiking and mountain biking. The area is known for its wild beauty and offers stunning vistas of the surrounding Tuscan landscape. For a truly unique experience, visitors can venture to the nearby Hermitage Le Celle, a Franciscan monastery founded by Saint Francis of Assisi. The hermitage is set in a tranquil forested valley and provides a spiritual retreat amidst the natural splendor of the area. Cortona's proximity to the Tuscan Archipelago and the Apennine Mountains also means that more extensive natural excursions are within reach. Day trips to the Monte Amiata, an extinct volcano offering hiking and chestnut foraging, or to the thermal springs scattered throughout the region, such as those in Saturnia, can provide a rejuvenating outdoor experience. In the autumn, the surrounding countryside of Cortona transforms into a tapestry of golden hues, and the town hosts the annual Sagra della Castagna, a festival celebrating the chestnut harvest. This event is a perfect opportunity to enjoy the local produce and immerse oneself in the seasonal changes of the Tuscan landscape. Cortona, with its ancient walls and cobbled streets, serves as a gateway to the natural wonders of Tuscany, offering a harmonious blend of cultural heritage and outdoor adventure. Whether you're looking to explore the great outdoors or simply soak in the tranquil beauty of the Italian countryside, Cortona is a destination that will captivate your heart and invigorate your spirit.
Cortona, nestled in the rolling hills of Tuscany, Italy, is a charming destination that offers a glimpse into the quintessential Italian countryside. While it may not have its own airport or train station, there are several ways to reach this picturesque town. The nearest airports to Cortona are Perugia San Francesco d'Assisi – Umbria International Airport, about 60 kilometers away, and Florence Airport, roughly 120 kilometers away. From these airports, travelers can rent a car or take a combination of trains and buses to reach Cortona. The closest major train station is in Terontola or Camucia, both about 10 kilometers from Cortona. From there, a short taxi ride or bus can take you up the hill to the town center. Once in Cortona, the town itself is quite walkable, with its historic center closed to unauthorised traffic, making it a peaceful place to explore on foot. The narrow, cobblestone streets are lined with Renaissance-era buildings, inviting cafes, and artisan shops, leading to the central piazza where locals and visitors alike gather. For those who wish to explore the surrounding countryside, renting a car is the most convenient option, as it allows for the freedom to visit nearby vineyards, sunflower fields, and other Tuscan towns at one's own pace. However, for those who prefer not to drive, local buses connect Cortona to other towns and cities in the region, though they may be less frequent and require some planning. Cycling is another popular way to enjoy the area's scenic beauty, with bike rentals available for those who wish to pedal through the Tuscan landscape. The terrain around Cortona can be quite hilly, so it's best suited for those who are comfortable with a more challenging ride. In summary, while reaching Cortona may require a combination of transportation methods, once you're there, the town's compact size and pedestrian-friendly streets make it a delight to explore on foot. For excursions beyond the town, a car rental provides the most flexibility, but buses and bicycles offer alternative ways to enjoy the splendor of Tuscany.

Cortona FAQs

In Cortona, you can explore the charming medieval streets, visit the Diocesan Museum and the MAEC (Museo dell'Accademia Etrusca), enjoy stunning views of the Tuscan countryside, dine on traditional Tuscan cuisine, and take part in local festivals like the Tuscan Sun Festival. Wine enthusiasts can also visit nearby vineyards for wine tastings.
The best time to visit Cortona is from late spring to early fall (May to September) when the weather is warm and pleasant, making it ideal for exploring the town and surrounding countryside. July and August can be quite hot, but they are also lively with festivals and events.
The nearest airports to Cortona are Perugia (about 60 km away) and Florence (about 120 km away). From these cities, you can take a train or bus to Camucia-Cortona station or rent a car for more flexibility. Cortona itself is a hilltop town, so be prepared for a steep ascent from the station.
Cortona offers a variety of dining options from casual trattorias to upscale restaurants. Some popular spots include Osteria del Teatro, Trattoria Toscana, and La Bucaccia. Don't miss trying local specialties like pici pasta, Chianina beef, and pecorino cheese.
Yes, Cortona is well-positioned for day trips to other Tuscan towns such as Montepulciano, Pienza, and Arezzo, as well as to the beautiful Lake Trasimeno. You can also easily reach the cities of Siena and Florence for a day of art and history.
Cortona offers a range of accommodations, from boutique hotels and historic villas to cozy B&Bs and agriturismos (farm stays) in the surrounding countryside. There are options to suit various budgets and preferences.
Yes, Cortona is family-friendly with its welcoming atmosphere and various activities that can be enjoyed by all ages. Families can appreciate the town's parks, gelaterias, and interactive workshops at the MAEC museum. The surrounding area also offers outdoor activities like hiking, biking, and horseback riding.

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Vacation Rentals Near Cortona

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