Pet-friendly vacation rentals in Cortona, Italy

Explore 95 pet-friendly vacation rentals, homes, and villas in Cortona for your next getaway or business trip. Bring your pet along and enjoy the comfort and privacy of a home with premium amenities such as Air Condition Homes, Homes with Pools and Homes with Free Parking. Throughout your stay, settle in together, enjoy more space to relax, and experience your destination side by side. With options starting as low as $66 per night and homes offering up to 16 bedrooms and 19 bathrooms, it's easy to book a comfortable stay personalized for your taste. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next pet-friendly adventure and enjoy the journey together.

95 Pet-Friendly Homes in Cortona

Villa Thania

Cortona, IT
5 Bedrooms 10 Guests
Oct 24 - 31
$1,433 night

Set in a stunning corner of Southern Tuscany, Villa Thania sits among olive trees with sweeping views across the Val di Chiana. Walking paths surrounding the property allow guests to explore the countryside straight from the doorstep.This beautifully restored 18th-century stone house accommodates up to 10 guests in five charming bedrooms. Each room is furnished with antique pieces typical of the region and benefits from its own en-suite bathroom, while the master bedroom features a luxurious roll-top tub. Four bedrooms are spread across two floors of the main villa, and the fifth sits privately in an annexe—ideal for guests seeking extra seclusion.The villa offers plenty of inviting spaces for guests to gather, including a cosy sitting room for relaxed evenings and a lovely limonaia, a wrought-iron conservatory perfect for enjoying the outdoors in any season with a glass of local wine.Outdoors, the villa’s garden is a peaceful haven with a refreshing private pool, sun loungers, and a terrace for al-fresco dining. Meals can be prepared either on the barbecue or in the fully equipped kitchen.Despite its rural tranquillity, Villa Thania is just 6km from the delightful town of Cortona, where you’ll find supermarkets, shops, cafés, and excellent restaurants. Rich in Etruscan and Renaissance history, Cortona is a wonderful place to explore.The villa is also well located for discovering Southern Tuscany and nearby Umbria, with day trips to Lake Trasimeno Regional Park, Perugia, Arezzo and Siena all easily within reach. Features: The Villa Ground Floor- Entry hall with seating - Large sitting room with comfortable sofas and satellite TV - Well-equipped kitchen with oven, wood oven, kettle, toaster, coffee maker, fridge-freezer and dishwasher - Dining room with table seating up to 12 guests, fireplace - Bedroom with king-size bed and en-suite bathroom with a large shower, WC - Limonaia/conservatory - Guest WCFirst Floor- Master bedroom with king size bed and en-suite bathroom with large shower and bath tub, WC - Bedroom with king size bed and en-suite bathroom with a large shower, WC - Bedroom with twin beds and en-suite bathroom with large shower, WCAnnexe- Bedroom with queen size bed and en-suite bathroom with large shower, WC. Doors leading onto outside terraceOutside Grounds - Swimming pool (9m x 4m, depth: 1.50m), open approximately May to October - Sun loungers and parasols - Garden - Terrace with table and chairs - Barbecue - Parking (up to 5 cars)Additional Facilities- Wi-Fi - Air-conditioning (bedrooms only) - Satellite TV and DVD player - Iron and ironing board - Mosquito nets (bedrooms only) Location: Set in a peaceful countryside location overlooking the Val di Chiana, Villa Thania is surrounded by walking and cycling paths, perfect for guests wishing to explore the landscape right from the doorstep.Just 6km away lies Cortona, famously featured in Under the Tuscan Sun. This charming hilltop town offers supermarkets, cafés, restaurants, a pharmacy and bank, as well as a wealth of historical attractions. Visitors can admire Renaissance buildings such as the Cathedral and Palazzo del Popolo, explore the Etruscan Academy Museum with its archaeological treasures, or visit the Diocesan Museum, home to artworks gathered from Cortona’s churches and convents.Lake Trasimeno (23km) is another wonderful day out. Italy’s fourth-largest lake offers sandy beaches, watersports including canoeing and sailing, and ferry trips to its three picturesque islands, each with castles and scenic walking routes.Wine lovers will enjoy Montepulciano (40km), home to some of Tuscany’s most prestigious vineyards and the famous vino nobile. The hilltown also boasts highlights such as the Duomo, Palazzo Comunale and the Torre di Pulcinella, where climbing the clocktower rewards visitors with sweeping countryside views.Arezzo (33km) is ideal for history and art lovers, featuring a 16th-century fortress, the Museo Archeologico Mecenate, the frescoes of the Basilica di San Francesco and the vaulted ceilings of its Cathedral.Further afield, Perugia (53km) offers medieval architecture and the celebrated Perugina Chocolate Factory and Museum—perfect for sweet-toothed visitors. Cheese enthusiasts may wish to visit Pienza (49km), renowned for its delicious Pecorino. Terms & Conditions: ? €500 paid in cash to the owner upon arrival and refunded upon departure, subject to full inspection. 3.30 pm – 6.30 p.m. Check in after 6.30 p.m. upon request (extra €40, payable locally). 10.00 a.m. Up to 200kWh included. Excess charged extra. Yes. On request only and with prior agreement with the owner. If accepted, a pet supplement of €100 per pet per week will apply (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. Air-conditioning is featured in the bedrooms only. Extra cost, payable locally. A cot, high chair, push chair, baby bath and children’s bikes are available on request (extra cost, payable locally). 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 €250, payable locally. 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. 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). Wi-Fi internet access included. Yes. The pool is open approximately May to 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. Licence number: IT051017C2HABIPU6Y

Villa Dardano

Cortona, IT
9 Bedrooms 18 Guests
Aug 29 - Sep 5
$2,455 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 WCFirst 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. Fenced.-    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. Saturday. All other changeover days on request. Standard changeover clean included in the price. 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. The pool area is fully fenced but children must be supervised at all times. 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. Daily cleaning (2 hours per day) also included Licence number: CIN: IT051017B5WIKXTPTK

Fratta Ciclamini

Cortona, Toscana, IT
2 Bedrooms 4 Guests
Aug 29 - Sep 5
$165 night

A stunning ground-floor apartment in “Leopoldina”, a traditional Casa Colonica in the heart of the gorgeous Tuscan countryside. This beautiful apartment, which sleeps 4 people, manages to be both grand and cosy at the same time. The house has been carefully restored and retains many of its original features; stone walls, terracotta floors and beamed ceilings. The spacious living room has a magnificent traditional fireplace with high beamed ceilings and lovely antique furniture. There is a sofa and flat-screen TV as well as a tiled staircase leading to the first floor. Double doors open directly onto a private garden. Next to the living room is the kitchen/dining room, with a table for 6 people. The smart, fitted kitchen is well-equipped with a cooker hob, oven, dishwasher, fridge, freezer and Moka coffee machine. Outdoors, the gardens, both private and shared, 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 first floor, the master bedroom has a beautiful double bed, large antique wardrobe and French windows onto a private loggia balcony. Bedroom 2: Also on the first floor, there is a double bedroom with two single beds and a painted wardrobe. Bathrooms There are 2 independent bathrooms, one on the ground floor with a shower and washing machine. The 2nd bathroom, on the first floor, has a shower. Both have a bidet, basin and WC Additional • Shared pool (Open 1st May - 30th September) • 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 have to be paid on the spot On Consumption €0,45 kw/h. • Refundable Security Deposit €250 (€500 for groups under 21) 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 55 minutes by car.

Fratta Orchidee

Cortona, Toscana, IT
3 Bedrooms 6 Guests
Aug 22 - 29
$212 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.

Villa San Lorenzo

Cortona, Toscana, IT
4 Bedrooms 8 Guests
Oct 17 - 22
$245 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
Aug 29 - Sep 5
$1,433 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. 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
$1,562 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
$183 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

Exclusive Villa with Breathtaking Views, Arezzo Villa 1007

Tuscany, IT
2 Bedrooms 6 Guests
Oct 24 - 31
$193 night

Property Manager is proud to present Arezzo Villa 1007. "Arezzo Villa 1007", 3-room house 120 m2 on 2 levels. In 2005, rustic furnishings: livingdining room with open-hearth fireplace, dining table, satellite TV and hi-fi system. Exit to the terrace. 1 room with 1 french bed (160 cm). Kitchen (oven, dishwasher, 5 gas rings, toaster, kettle, freezer, electric coffee machine). Exit to the terrace. ShowerWC. Gas heating. Upper floor: open gallery with sloping ceilings with 1 double sofabed. Open interconnecting room with sloping ceilings with 1 french bed (160 cm), showerWC. Parquet floors. Terrace 20 m2, roofed terrace 10 m2. Terrace furniture, barbecue, deck chairs. Panoramic view. Facilities: washing machine, safe, baby cot. Internet (WiFi). Maximum 2 pets dogs allowed."rustico" cottage "Il Sorbino", 470 m a.s.l., surrounded by trees. 4 km from the centre of Castiglion Fiorentino, 15 km from the centre of Arezzo, 35 km from the lake. Private: property 2'000 m2 (fenced), terraced garden lawn, swimming pool (10 x 5 m, depth 12 - 220 cm, 01.05.-30.09.). Outdoor shower, terrace, garden furniture, pool maintenance by the ownergardener. In the house: bicycles available (extra). 200 m long bumpy, narrow motor access. Parking on the premises. Shop 1.5 km, supermarket 2 km, railway station "Castiglion Fiorentino" 4 km, bathing lake "Lago Trasimeno" 35 km. Golf course (9 hole) 15 km.

Casa Quintieri

Cortona, IT
8 Bedrooms 16 Guests
Oct 10 - 17
$1,433 night

Set in the tranquil countryside of Southern Tuscany, Casa Quintieri is an idyllic escape for those seeking peace, comfort and easy access to Tuscany and nearby Umbria’s most charming towns. This spacious three-storey villa sleeps 17 guests across 8 bedrooms, four of which are en-suite, with additional loft spaces suitable for up to three children - perfect for large families or groups.The villa offers an abundance of living space, including two cosy living rooms and a characterful wine cellar, ideal for relaxed evenings. A professional kitchen makes cooking a delight, with meals enjoyed in the elegant dining area or outdoors beneath a covered terrace overlooking breathtaking views of the Cortonesian Mountains. Guests can also savour the setting by preparing food on the barbecue.Outside, Casa Quintieri continues to impress with a private pool, table tennis, and beautifully maintained grounds featuring a vineyard, vegetable garden and olive grove. Traditional features such as brick walls and exposed wooden beams celebrate the villa’s history, while modern comforts - including Wi-Fi, a dishwasher and air-conditioning in all bedrooms - ensure a restful stay.Casa Quintieri is ideally situated for exploring the cultural treasures of both Tuscany and Umbria. The charming hilltop town of Cortona, around 30 minutes away, offers shops, restaurants and Renaissance architecture. Further afield, Arezzo and Montepulciano- both about an hour away - are rich in history, with Montepulciano especially renowned for its prestigious vino nobile wines.Food lovers will enjoy visiting Perugia for its famous chocolate factory and museum, or Pienza, celebrated worldwide for its delicious pecorino cheese. Whether relaxing in the countryside or discovering nearby cities, Casa Quintieri provides the perfect base for a memorable Tuscan escape. Features: The Villa  Ground Floor - Large Living room with fireplace - Large dining area with dining table and seating for 8 guests - Large professional kitchen  - Wine cellar - Guest bathroom First Floor - Main entrance and hall - Living room - 4x bedrooms with European king-size beds (160 x 190cm), each one with an ensuite bathroom Second Floor- 4x bedrooms with European king-size beds (160 x 190cm), each one with an ensuite bathroom Outside Grounds - Swimming pool (12m x 6m, depth: 1.8m), open approximately May to October - Garden (100 hectares) - Covered al-fresco dining area with seating for 10 guests - Laundry room - Vineyard and olive groves - Vegetable garden - Wood-fired barbecue - Wood oven Additional Facilities - Wi-Fi - Air-conditioning - Iron and ironing board Location: Located in southern Tuscany near the Umbria border, Casa Quintieri is perfectly positioned for exploring the region’s most charming hilltop towns and cultural gems. The nearest town is Cortona (15km), famed for Under the Tuscan Sun. Here you’ll find supermarkets, cafés, restaurants, a pharmacy, a bank, and even a tennis club - everything needed during your stay.Cortona is also rich in history, boasting Renaissance landmarks such as Palazzo del Popolo, the cathedral, and the Diocesan Museum, home to works by Fra Angelico. The Etruscan Academy Museum offers a fascinating look into the area’s archaeological past. Perched 600m above sea level, Cortona rewards visitors with sweeping views across Tuscany and, on clear days, all the way to Lake Trasimeno.Just 36km away, Lake Trasimeno is ideal for outdoor enthusiasts, offering sailing, canoeing, kayaking and scenic walking and cycling trails. Guests at Casa Quintieri can also explore the serene rural paths surrounding the villa itself.Several other notable destinations lie within an hour’s drive. Arezzo (44km) offers elegant piazzas and historic churches, while Montepulciano (46km) is renowned for its exceptional vino nobile wines. A little farther is Pienza (60km), the birthplace of world-famous pecorino cheese. For a sweet adventure, head to Perugia (66km), where the celebrated Chocolate Factory and Museum reveal the art of chocolate making - complete with tastings.Casa Quintieri’s superb location allows guests to effortlessly enjoy Tuscany’s food, wine, history and natural beauty. Terms & Conditions: ? €500 paid in cash to the owner upon arrival and refunded upon departure, subject to full inspection. 3.30 pm – 6.30 p.m. Check in after 6.30 p.m. upon request (extra €40, payable locally). 10.00 a.m. Up to 200kWH included. Excess charged at €0.50 per kWh, payable locally. Yes. On request only and with prior agreement with the owner. If accepted, a pet supplement of €100 per pet per week will apply (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. Air-conditioning is featured in the bedrooms only. Extra cost, payable locally. A cot, high chair, push chair, baby bath and children’s bikes are available on request (extra cost, payable locally). 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. Up to four additional children can be accommodated across three of the second-floor bedrooms. See ‘Features’ tab for further details and enquire for extra cost. Saturday. All other changeover days on request. Extra €250, payable locally. 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. 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). Wi-Fi internet access included. Yes. The pool is open approximately May to 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. Licence number: IT051017B57YFW39DY

Villa with 3 Bedrooms, Arezzo Villa 1000

Tuscany, IT
3 Bedrooms 6 Guests
Oct 24 - 31
$186 night

5 Star Villa Holidays is proud to present Arezzo Villa 1000. "Arezzo Villa 1000", 3-room house 200 m2 on 2 levels. Renovated, rustic furnishings: livingdining room with open-hearth fireplace, dining table, bar and satellite TV. Open kitchen (oven, dishwasher, 5 gas rings, microwave, freezer, electric coffee machine). Upper floor: 2 rooms, each room with 1 double bed. 1 room with 1 double bed and showerWC. ShowerWC. Gas heating. Balcony 9 m2, terrace 30 m2, porch 40 m2. Terrace furniture, balcony furniture, barbecue, box-room. Panoramic view. Facilities: washing machine, baby cot. Internet (WiFi, free). Please note: non-smoking house. 2 pets dogs allowed. Guests also have access to a roofed terrace approx. 50 m²) with a table tennis table, table soccer, dartboard and games table, as well as a summer kitchen (2 hobs, sink, deep fryer) with dining area.House "La Felcaia", 600 m a.s.l.. 2.5 km from the centre of Castiglion Fiorentino, 10 km from the centre of Cortona, in the countryside. For shared use: property 3 ha, terraced garden (not fenced) with trees. Private: property 500 m2, terraced garden (fenced) trees, swimming pool (11 x 5 m, depth 90 - 190 cm, 01.05.-30.09.). WC in the pool area, outdoor shower, table tennis. In the house: table football, burglar alarm system. Roofed, parking (for 2 cars) on the premises. Shop 2.5 km, supermarket 3.5 km, railway station "Castiglion Fiorentino" 3.5 km. Golf course (9 hole) 13 km. Please note: the owner lives on the same property. Guests also have access to a roofed terrace approx. 50 m²) with a table tennis table, table soccer, dartboard and games table, as well as a summer kitchen (2 hobs, sink, deep fryer) with dining area.

Villa Giovanna

Arezzo, IT
3 Bedrooms 6 Guests
Sep 19 - 24
$468 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
$519 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
$534 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

Villa Lucia - Tuscan villa with private pool

Castiglion Fiorentino, Tuscany, IT
6 Bedrooms 14 Guests
Sep 12 - 19
$774 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
$184 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
$758 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 in cash locally. 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. Licence number: IT054013B501032435

Poggio le Vignacce

Marciano della Chiana, IT
9 Bedrooms 18 Guests
Oct 31 - Nov 5
$692 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

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