Vacation rentals in Cortona, Italy with a pool

Explore 146 vacation rentals, homes, and villas with pools in Cortona for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Pet-Friendly Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $67 per night and homes offering up to 16 bedrooms and 19 bathrooms, it's easy to book a comfortable, personalized stay. 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 poolside escape with Homes & Villas by Marriott.

146 Homes with Pools in Cortona

Casa Pippin 8 Emma Villas

Cortona, IT
4 Bedrooms 8 Guests
Aug 23 - 28
$1,006 night

This rate includes: -Utilities: electricity - water - gas for kitchen use and hot water - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The price does not include: Mandatory extra cleaning in case of animals (€ 50,00 per animal per week or part of week). Tourism tax (where applicable). Casa Pippin is set in the heart of the Tuscan countryside, just a few kilometres from Cortona. This beautifully restored farmhouse blends traditional architecture with modern comforts, featuring pale yellow walls, green window frames, and elegant interiors. French windows fill the rooms with natural light, connecting the house to a vibrant garden and inviting outdoor spaces. With a panoramic swimming pool and peaceful surroundings, Casa Pippin offers a serene retreat for families or groups. Its location is ideal for exploring Tuscany and Umbria’s art cities and historic villages. CASA PIPPIN HAS BEEN SUBJECTED TO A CHECK-UP BY A TECHNICAL RESPONSIBLE TO ENSURE CONSISTENCY OF THE DESCRIPTION, ACCESSORIES LISTED ON THIS PAGE AND THEIR PRESENT STATE OF OPERATION/MAINTENANCE, TO GUARANTEE QUALITY, CLEANLINESS AND COMFORTS TO ALL CLIENTS WHO WILL STAY HERE. Interior: Casa Pippin, covering an area of approximately 190 sq m, has two floors, connected internally by two staircases and externally by a brick staircase. GROUND FLOOR - Large living room with sofas, smart tv, and fireplace; open-plan kitchen and dining area with direct access to a pergola for al fresco dining; study with garden access; bathroom with shower; laundry room. FIRST FLOOR - Two double bedrooms (one with a queen-size bed); twin bedroom and one double bedroom that communicate with each other, but also have independent entrances from the outside and share a panoramic terrace, accessible via French windows and connected to the external staircase; bathroom with tub and shower; bathroom with tub. Air conditioning in the bedrooms. Park: The 2,400 sq m garden surrounding Casa Pippin slopes gently towards the pool and features well-kept lawns, flowers, and ancient olive trees. A terrace outside the kitchen is shaded by a pergola, furnished with a dining table, chairs, a barbecue, and a lounge area. The garden’s strategic lighting creates an enchanting atmosphere at night, perfect for enjoying the views of Cortona and its surrounding hills. A parking area with two uncovered spaces and one covered spot is conveniently located near the house. The garden also has a pedestrian gate with four steps leading to the house.Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The pool is located on a lower terrace, 20 m from the house, and can be reached via a grassy path or a flight of 18 steps. The edge pool offers stunning views of the countryside. Rectangular shape; dimensions 9 x 4 m with depth ranging from 1.1 m to 2 m; Roman steps for access; chlorine purification; pool terrace with sunbeds and an umbrella; cold-water shower; night lighting; open from the last Saturday in April to the first Saturday in October. Extra on request: extra cleaning (€ 22,00/hour per cleaner) extra linen (€ 12,00 per person) heating (€ 50,00/day) firewood (€ 30,00/100 Kg) Property Registration Number: 051017LTN0786

Olivetani

Cortona, IT
6 Bedrooms 11 Guests
Aug 22 - 29
$1,430 night

Offering a true countryside escape in idyllic Tuscany, Olivetani is a beautifully restored historic villa that blends original charm with modern comfort. Set peacefully on a green hillside and surrounded by trees, it promises total tranquillity - yet the vibrant hilltop town of Cortona is only a short drive away.Spread across three floors, the villa sleeps up to 11 guests in six characterful bedrooms. The two luxurious lower-ground-floor bedrooms each feature an en-suite bathroom and offer direct access to the villa’s impressive gym and spa facilities, giving lucky guests a private wellness retreat. The remaining bedrooms and living areas celebrate traditional Tuscan craftsmanship, with wooden beam ceilings, terracotta tiles, whitewashed walls and rustic furnishings that create cool, inviting spaces.The open-plan living/dining room flows seamlessly onto the garden through large doors, opening onto a charming terrace with an outdoor kitchen and dining area. Whether gathering inside at the elegant table or enjoying meals al fresco, guests can savour views of the lush grounds. The expansive garden is a tranquil haven of greenery, complete with a swimming pool overlooking the rolling hills.Despite its secluded feel, Olivetani is ideally placed for exploring the region. Nearby Cortona offers shops, restaurants, artisanal goods and local wines from Montepulciano. Historic cities such as Perugia and Città di Castello can be reached in under an hour - perfect for chocolate lovers and art enthusiasts alike. For nature seekers, the beautiful landscapes and wildlife of Lake Trasimeno Regional Park are just 30 minutes away.With serene surroundings, elegant interiors and excellent facilities, Olivetani delivers an unforgettable retreat in the heart of Tuscany. Features: The Villa (350 sqm)Ground Floor- Kitchen: Fully equipped with a dishwasher, microwave, coffee machines (American drip and moka), toaster, kettle, oven, gas stove, fridge, and basic condiments- Dining Room: With a large table- Living Room: Sofa, TV (smart), and fireplace.- 1 Single Bedroom: twin bed (190x90), sharing an external bathroom- 1 Double Bedrooms: European king-size bed (160 x 190cm), sharing an external bathroom- 1 External Bathroom: Shared by the double and the single bedroom. Including a showerFirst Floor- 1 Double Bedroom: European king-size bed (160 x 190cm) with a private bathroom including shower, located just outside the roomBasement- 3 Master Bedroom: European king-size bed(160 x 190cm) with an ensuite bathroom including a shower- Home Gym: Wellness & Fitness area- SPA: Equipped with a 2-person Jacuzzi and a sauna- Lounge Area: With a Sofa- Laundry Room: Includes a washing machine, drying rack, ironing board, and ironOutside Grounds- Covered Outdoor Kitchen: Equipped with a barbecue, pizza oven, gas stove, and fridge. Includes a dining table- Gazebo: Located near the house, with a large table.- Terrace: Near the outdoor kitchen, features a large table, and a lounge sofa.- Seasonal Swimming Pool: Swimming pool, surrounded by sun loungers, umbrellas, 4 additional chairs, and an outdoor shower.- 1 External Service BathroomAdditional Facilities- Wi-Fi- Air conditioning- Iron Location: Olivetani enjoys a wonderfully secluded setting, surrounded by olive groves and tranquil rolling countryside, yet it remains close to some of Tuscany’s most enchanting destinations. Just over a 15-minute drive away is the hilltop town of Cortona, home to fantastic restaurants, shops, bars and supermarkets. Its historic centre is a joy to explore, with Renaissance buildings such as the Palazzo del Popolo and charming boutiques selling handmade goods and the renowned vino nobile from nearby Montepulciano. History lovers can visit the Etruscan Academy Museum and Archaeological Park, which features ancient tombs, fortifications and Roman remains, as well as the cathedral and Diocesan Museum. Within an hour lies Umbertide, a pretty riverside city marked by its medieval fortress, La Rocca, and the striking 16th-century church of Santa Maria della Reggia. Also under an hour away is Perugia, rich with medieval and Renaissance architecture, including the Fontana Maggiore, the Gothic cathedral and the Priori Palace. A visit isn’t complete without touring its famous chocolate factory - complete with tastings. Art enthusiasts will appreciate Città di Castello, home to frescoes by Renaissance masters in the Church of San Domenico and works by Raphael and Lorenzetti at the Pinacoteca, housed in the elegant Palazzo Vitelli alla Cannoniera. A little further afield, the cultural treasures of Siena and Florence await - from Siena’s 13th-century Duomo and panoramic town hall terrace to Florence’s iconic Ponte Vecchio, magnificent cathedral and world-class Uffizi Gallery. Terms & Conditions: ? €500 paid in cash to the owner upon arrival and refunded upon departure, subject to full inspection. Between 3.30 p.m. and 6.30 p.m. If arriving after 6.30 p.m. an extra charge of €40 will apply. 10.00 a.m. Included up to 200kWh then subject to an additional charge based on consumption and 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). Baby cots and high chairs are available on request for an extra charge of €50. Pre-booking is required. Weddings, stag/hen parties and any special events are not allowed. 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. Extra €4.5 per 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 beginning-May to end-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: CIN: IT051017B5IIQG4XA4

Villa Metelliano 10

Metelliano, IT
5 Bedrooms 10 Guests
Aug 22 - 27
$2,208 night

The Price includes: - Utilities: water - gas for kitchen use and hot water - electricity - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 50,00/week/animal)Acceptance of animals to the facility must be previously authorised by the owner upon communication of the number of animals, size and breed. - Tourist tax (from 01/11 to 30/11 €1.25; from 01/12 to 31/12 and from 01/01 to 31/10 €2.50 per person per night for the first 4 days, children under 12 are exempt) - If waste disposal will not be carried out according to the rules provided at check-in, an extra of 200,00 € will be required at check-out. - Heating in low season and New Year (€50,00 per day) Wonderful classy Villa Metelliano is located in the heart of the Tuscan countryside a few kilometres from Cortona, a fascinating borgo on the hills of the Valdichiana. The owners have restored the villa, which dates back to the 18th century, maintaining its authentic character, with the renovations creating a dream location, rich in elegance and history. The façade of the villa is unique in the Cortona area: it was embellished in the 19th century with frescoes inspired by the Maison à Colombages, presumably during the period of the French troops in the area. The antique stone, the chestnut wood, the parquet planks skilfully adapted to cover ceilings and floors and the beautiful, rigorously hand-painted decorations on the walls are the materials that give voice to the architecture of this luxury villa, characterised by large living areas with windows facing the garden. It is composed of a main house and an annex and is perfect for family reunions, groups of friends, families with children who want to spend their holidays together while protecting their privacy. The bedrooms located on the first and second floor, easily reachable by lift, are comfortable, spacious and tastefully furnished, with ensuite bathrooms and equipped with air conditioning. The pride of this beautiful property, in which the standards of quality and comfort reach a rare excellence, is the lush well-kept park with splendid trees, olive groves, green lawns and colourful, fragrant flowers everywhere that surround the villa and the splendid infinity pool lined internally in green to confer on the pool the most natural look possible. Villa Metelliano is excellent as a starting point for visiting the major towns of Tuscany, such as Siena, Florence and Arezzo, and of nearby Umbria, such as Perugia, Assisi and Orvieto. Short trips will take you to the famous rural borghi around Siena, such as San Gimignano, Montepulciano, Pienza, Montalcino in the Val d’Orcia and the magnificent Chianti area. VILLA METELLIANO HAS BEEN SUBJECTED TO A CHECK-UP BY A TECHNICAL RESPONSIBLE BEFORE THE BEGINNING OF THE SEASON, TO ENSURE CONSISTENCY OF THE DESCRIPTION, ACCESSORIES LISTED ON THIS PAGE AND THEIR PRESENT STATE OF OPERATION/MAINTENANCE, TO GUARANTEE QUALITY, CLEANLINESS AND COMFORTS TO ALL CLIENTS WHO WILL STAY HERE. Interior: The property consists of the main house and an annex for a total area of about 300 sq m. MAIN HOUSE: Villa Metelliano has three floors connected internally by stairs and also by a lift. From the main entrance, located on the ground floor, you accede directly to the dining room which leads to the super-equipped industrial kitchen with access to the external laundry. Next to the dining room is the large living room with sofa, armchairs, Smart TV and fireplace. Completing the floor is a guest bathroom. The living room, dining room and kitchen all have French windows giving direct access to the set-up garden structures. In the hallway between the kitchen and the dining room is the staircase leading to the first floor, which can also be reached with the lift. The first floor consists of two double bedrooms with ensuite bathroom with shower. Another flight of stairs, or the lift, leads to the second floor consisting of two double bedrooms with ensuite bathroom with shower. ANNEX: A single floor, it is located a few metres away from, and on the same level as, the villa. A large French window leads directly into a double bedroom with ensuite bathroom with shower. In front of the entrance to the bedroom is a romantic, private outdoor area equipped with umbrella, armchairs and table. Completing the annex, with entrance only from the outside, is a guest bathroom. All the bedrooms are equipped with air conditioning, safe, minibar and satellite TV. Finally, the laundry room, which includes a bathroom with shower, is located just outside the kitchen, down a flight of 6 steps. Park: The wonderful estate in which Villa Metelliano is located extends for about 10, partially-fenced, hectares; surrounding the villa is an area of about 3 hectares with the well-kept park for exclusive use, a luxuriance of many types of blooms, cypresses, old oaks, palm trees, olive groves, walnuts, potted lemons and various fruit trees that alternate in the manicured green lawn areas around the houses and in the pool area. An outdoor dining area is located under a pergola with bamboo canopy and equipped, on three sides, with automatic closing curtains in transparent PVC. An additional relaxation area is located in front of the annex with chairs and table, shaded by a large umbrella. A row of cypresses flanks the driveway from the automatic iron gate to the 6-car parking area with a canopy of Virginia creeper. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The magnificent infinity pool is located about 25 m from the villa, at a slightly higher level and can be reached up a few steps across part of the garden. The pool, lined in green PVC to give the pool the most natural look possible, is rectangular and measures 12 x 6 m with a constant depth of 1.40 m; it has salt purification, internal lighting and 6 submerged steps on one side for access to the water. The solarium, in serene stone paving and lawn, is equipped with sunbeds, umbrellas and tables. There is also a shower, an unusual little fountain and an iron gazebo furnished with table and chairs, the ideal place for an apéritif at dusk. In addition to the olive grove, the swimming pool is surrounded by the majestic park with many beautiful tall trees that provide natural shade in the hottest hours. The swimming pool is open from the last Saturday in April to the first Saturday in October. Pets: Yes, small size. € 50,00 per animal per week to be paid on site. Extra On Request: Extra cleaning (€ 22,00/hour per cleaner), extra linen (€ 20,00 per person) Property Registration Number: 051017AAT0171

Countryside Lovely Villa with Formidable Scenery in Tuscany

Metelliano, IT
4 Bedrooms 8 Guests
Aug 29 - Sep 3
$1,128 night

The Price includes: - Utilities: water - gas for kitchen use and hot water - electricity - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not include: - Mandatory extra cleaning in case of animals (€ 50,00/week/animal) - tourism tax (€ 2,00 per person per day for the first 4 days. Please note that children under 12 years old will not pay) Tenuta Sagherina is set in the formidable scenery of the hilly Cortona countryside, less than ten minutes from one of the most beautiful and fascinating towns in Tuscany, surrounded by the brilliant nature of the Val d’Esse, an area east of Cortona full of churches, archaeological sites and Renaissance villas, stretching along the river of the same name that extends as far as Umbria. Its structure has preserved intact the charm of typical Tuscan rural houses, built as a farm at the end of the 19th century, with the original terracotta-vaulted ceilings with cork beams and other classical architectural elements, such as the large fireplace in the living room. The renovation has equipped the interior with cosy bedrooms, renovated bathrooms and a spacious living area with a rustic kitchen. Surrounded by the silvery foliage of a sea of olive trees, the fully-equipped garden with living areas for relaxing outdoors, and the panoramic swimming pool with a wonderful view over the peaceful green surrounding countryside, guarantee unforgettable moments of peace and relaxation in an intimate and secluded atmosphere. From the property, nearby shopping centres and main road links are within easy reach, and you can undertake numerous itineraries in the pursuit of culture, typical gastronomy and art towards the major cities of Tuscany, such as Siena, Florence and Arezzo, but also of nearby Umbria, such as Perugia, Assisi and Orvieto. Short trips will take you to the famous rural borghi around Siena, such as San Gimignano, Montepulciano, Pienza, Montalcino in the Val d’Orcia and to the magnificent area of Chianti. Interior: The house has two floors. Crossing the veranda, where the ping pong table is located, you come to the main door and from here to the living room consisting of a large sitting area with fireplace and a dining area. The living room is connected to the kitchen (with adjoining pantry and laundry room) and to a guest bathroom. Going up to the first floor you come to a study and the sleeping area, consisting of a twin bedroom (with joinable beds) and three double bedrooms with ensuite bathroom with shower. One of the double bedrooms has a divisible bed. Air Conditioning only in the bedrooms. Park: In the property, consisting of about 2 hectares of park, and bordered by a large expanse of olive trees along the side of the main door and then along the entire perimeter of the garden, lawn areas and stone surfaces alternate, dotted with fruit trees and flowers. In front of the French windows leading into the house is a large pergola covered with climbing wisteria and set up as a dining area; next to it is an annex with a large stone barbecue. In a panoramic area of the park is a lounge corner perfect for admiring the sunset on the hills around Cortona. Next to the entrances to the house is a parking area. Swimming Pool: Open from the last Saturday in April until the first Saturday in October, the rectangular swimming pool is set in a splendid panoramic position at the back of the house, which is about 30 m away, and can be reached down a short path. Measuring 8 x 4 m with the depth varying from 1.20 to 2.20 m, the pool is lined in clear PVC with a stone border, and has salt-based purification, an internal spotlight and a ladder for access to the water. In the surrounding sunbathing area are sunbeds and an umbrella. EXTRA ON REQUEST - Extra cleaning (€ 22,00/hour per cleaner) - extra linen (€ 15,00 per person), - heating (€ 20,00/day) - firewood (€ 20,00/100 Kg) Property Registration Number: 051017LTN0811

Villa Thania

Cortona, IT
5 Bedrooms 10 Guests
Oct 24 - 31
$1,430 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

Porta Berarda

Cortona, IT
5 Bedrooms 10 Guests
Oct 24 - 31
$1,573 night

Porta Berarda is a quintessential Tuscan retreat, crafted from local stone and perched on a peaceful hillside with sweeping countryside views. Sleeping ten guests across five elegant en-suite bedrooms, it’s an ideal escape for extended families or groups of friends. Inside, the farmhouse blends modern comfort with beautifully restored traditional features, including terracotta tiles, exposed beams, and stone fireplaces. Light-filled rooms are furnished with quality pieces in a soft, neutral palette. Two inviting living areas offer space to unwind together—one an open-plan lounge and dining room, the other a spacious kitchen-living area where you can cook while chatting with friends Each bedroom is a serene haven with a double bed, chic bathroom, and, in some rooms, Juliet balconies or cosy seating areas. Outdoors, the landscaped garden is perfect for relaxed Tuscan living, with dining areas, generous sofas, and panoramic rural views. The private pool will delight guests of all ages, offering a refreshing spot to cool off on sunny afternoons. Despite its tranquil setting, Porta Berarda is well located for exploring. Nature lovers can enjoy nearby hiking routes, picnics among rolling hills, or activities such as tennis, horseback riding, and water sports. Golfers will appreciate Golf Club Valdichiana, 23km away. Features: The Villa (200m2) Ground Floor - Open-plan room with sofa, Smart TV and dining table seating six guests- Living space with L-shaped sofa, TV, dining table seating eight guests- Fully-fitted kitchen with oven, hob, fridge freezer, microwave, toaster, kettle, American coffee machine- Guest WC First Floor - Master bedroom with Juliet balcony, double bed, sofa, TV and en-suite bathroom with shower, sink, bidet and WC- 4 x Bedrooms with double beds, TVs and en-suite bathrooms with showers, sinks, bidets and WCs Outside Grounds - Private swimming pool with waterfall feature (11m x 5m, max depth: 1.5m deep) - Garden with lawned areas, trees and flower beds- Sun loungers - Dining table seating six guests- Outdoor sofas- Barbecue - Pizza oven- Parking Additional Facilities - Wi-Fi - Air conditioning- Iron and ironing board- Mosquito nets Location: Porta Berarda is a wonderful base for discovering the beauty of Tuscany, allowing you to balance leisurely days by the pool with memorable excursions to nearby villages, countryside landmarks and cultural gems. Nature lovers are perfectly placed to explore the stunning Val di Chiana, enjoy golf on nearby courses, or sample world-class wines at family-run vineyards. Just 17km away, Lake Trasimeno offers crystal-clear waters, wooded walking trails and sandy lake beaches—perfect for swimming, sunbathing and family fun. With seven beaches to choose from, including the popular Tuoro Beach, visitors can enjoy picnics, watersports and boat trips to the lake’s charming islands. Tuscany’s famous hilltop villages are also within easy reach. Cortona, only 5km away, is filled with cafés, artisan shops, restaurants and a lively market. Its winding medieval streets are lined with ancient remains and Renaissance buildings. Highlights include Le Celle Monastery, the Basilica of Santa Margherita, the Medici-built Fortress del Girifalco, and superb museums such as the Diocesan Museum with its Renaissance masterpieces and the Accademia Etrusca showcasing fascinating local history. For a full-day outing, Perugia lies 52km away and offers a vibrant blend of culture, history and gastronomy. Explore the elegant Piazza IV Novembre, browse boutique shops and visit the National Gallery. The pink-stone Palazzo dei Priori is a must-see, as are the city’s famous cooking classes and chocolate shops—perfect for food lovers. Terms & Conditions: ? €500 paid in cash or via credit card to the owner upon arrival and refunded upon departure, subject to full inspection. 3.30 p.m. - 6.30 p.m. By 10.00 a.m. Energy and A/C are included up to 200kWh. Excess charged extra. Yes. Not allowed. A cot and highchair are available on request at an extra cost of €50 per piece. 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. 7 nights. All other durations on request. Extra €4.50/cubic metre, 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. 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: CIN: IT051017B48BPRUGM5

Villa Dardano

Cortona, IT
9 Bedrooms 18 Guests
Aug 29 - Sep 5
$2,451 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

Il Romitoio 12

Castiglion Fiorentino, IT
6 Bedrooms 12 Guests
Aug 29 - Sep 2
$1,400 night

The Price includes: - Utilities: electiricty - water - gas for kitchen use and hot water - heating - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 50,00/week/animal) - Tourism tax (€1.00 per person for the first 7 nights, children under 14 are exempt) Il Romitoio, with a breathtaking view from a height of 443 m, is set in the quiet countryside of the Arezzo Val di Chiana, just five minutes from the first inhabited area and a few kilometres from Castiglion Fiorentino and splendid Cortona. The terraced garden will conquer you with its sparkling riot of colours and large spaces with relaxing living areas and the spectacular swimming pool with Jacuzzi tub that dominates just a step away from the house, where nothing stands in the way of the generous panorama. From this amazing natural terrace, the view over the immense expanse of the Val di Chiana and Cortona, bordered on the horizon by the peaks of Monte Amiata and Monte Cetona, is extraordinary: a truly unique landscape, made up of green hills, cultivated fields and small old villages, to be appreciated at any time of the day and evening. The classic ingredients of typical architecture, such as stone for the façades, antique terracotta and sturdy wooden beams, matching traditional furnishings and touches of originality describe its identity, which evokes rural atmospheres and dilated rhythms, albeit with creature comforts, suited to the best hospitality. In Tuscany, but very close to Umbria, this residence will prove to be the perfect starting point to reach the numerous places of artistic interest found within a range of a few kilometres: cities of art such as Siena, Arezzo and Perugia, picturesque borghi (Pienza, Montalcino, Montepulciano, Castiglion del Lago, Anghiari and Sansepolcro) and fascinating spas. All essential services and shops in Castiglion Fiorentino and Camucia are just a few minutes away by car. Interior: The complex consists of two residential structures: the main house with adjacent annex and a second annex. The MAIN HOUSE has two floors and follows the terraced morphology of the garden which also permits outside access from the bedrooms on the upper floor. The living area on the ground floor consists of an open-plan area with sitting room, satellite TV and fireplace, dining table and built-in kitchen. A double bedroom and a bathroom with shower (which can become ensuite thanks to a double door that separates it from the living area) complete the floor. An internal staircase leads upstairs to a reading room, three double bedrooms and three bathrooms with shower, two of which are ensuite. The ANNEX, located next to the house, is composed of a living room with kitchenette on the ground floor and a twin bedroom with ensuite bathroom with shower and terrace on the upper floor. The second ANNEX, about 30 m from the house, consists, on the ground floor, of a living room with a sofa and large table. Descending to the lower terrace, via an external flight of steps, you come to the entrance to the lower floor with a double bedroom with sauna and bathroom with shower. Next to it is the laundry room. Air conditioning in the bedrooms and in the main living room. Park: About one hectare of fenced park (wire mesh and 1.80 m high hedges) frame the property, dotted with bushes of herbs, rosemary, jasmine, aloe, roses and olive trees that are distributed between the buildings and the set-up outdoor areas. The garden spreads over several terraces connected by flights of steps, and develops mainly in front of the house entrances. In addition to the centrepiece, the swimming pool, the large wooden gazebo with dining table and the barbecue area with wood oven are the ideal accessories for appreciating the peaceful secluded atmosphere that the property offers. Past the automatic entrance gate leading to the house are two large parking areas. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The panoramic infinity pool is located one metre from the entrance to the house and, being equipped with a telescopic closure system, by closing the glass walls and roof it can be easily accessed from the living room. The rectangular pool, measuring 12 x 6 m with the depth ranging from 1.40 to 2 m, is lined in PVC with a brick border and has internal spotlights, salt purification and submerged steps for access to the water. The welcoming lawn solarium that surrounds it is equipped with sunbeds, armchairs, umbrellas and a cold- water shower. The pool can be heated with an extra cost (up to a maximum temperature of 22°) if the outside temperature is higher than 12°. On one side is the Jacuzzi tub which can accommodate up to six people. The pool is available from the first Saturday in April until the first Saturday in October. Extra On Request: Extra cleaning (€ 22,00/hour per cleaner), extra linen (€ 15,00 per person), heated pool up to a maximum temperature of 22° if the outside temperature is higher than 10° and with 7 days’ notice (€ 500,00/week in April and October, € 200,00 in the other months), firewood (€ 30,00/100 Kg) Property Registration Number: 051012LTN0001

Classic Two Floors Villa with Amazing Gazebos

Le Fosse, IT
7 Bedrooms 14 Guests
Aug 25 - 30
$1,112 night

The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 7,15/day/animal) - Tourist Tax(where applicable) Nonno Fernando is a farmhouse built entirely in stone whose origins date back roughly to the beginning of the 19th century. In the recent renovation, the present owners have preserved the original layout of the various rooms. Salvage materials have been used for the roofs and floors, covered with Tuscan terracotta; the exposed ceiling beams in chestnut wood have been kept. The house is situated in the luxuriant Tuscan countryside, just a few minutes from the attractive medieval town of Cortona, clinging to the steep hillside overlooking the Val di Chiana and Lake Trasimeno. Its convenient position, well connected to major roads and well served by the railways, makes it easy to organize excursions to the numerous villages in the vicinity and to visit the main towns of Umbria and Tuscany. All this, enriched by the numerous, high-quality wine and food proposals of Tuscan culinary tradition, with the unmistakable, simple but intense flavours of the typical dishes. Please Note: when the property is rented in this solution, no other guests will be present on site. THE PROPERTY HAS BEEN SUBJECTED TO A CHECK-UP BY OUR TECHNICAL MANAGER, TO ENSURE THE CONSISTENCY OF THE DESCRIPTION, THE ACCESSORIES LISTED ON THE WEBSITE AND THEIR PRESENT STATE OF OPERATION/MAINTENANCE Interior: The house has two floors and includes the main house with the communal areas and three annexes, two on the first floor and one on the ground floor. The main entrance leads into the central structure with a large living room, dining room with fireplace, and fully equipped kitchen, all connected by archways, and a toilet. An external staircase situated to the left of the main entrance leads up to the annexes on the first floor. ANNEX 1. It is composed of two communicating apartments. One with a double bedroom and a twin bedroom (with joinable beds) both with en-suite bathrooms with shower. The other apartment is composed by one double bedroom with en-suite bathroom with shower. ANNEX 2. It is on the same level and opposite the entrance to the first annex and is composed of a twin bedroom (with joinable beds) and a double bedroom, both with ensuite bathroom with shower. A spiral staircase leads up to the loft with bathroom with shower. ANNEX 4. Is reached from the back of the house and is composed of a double bedroom and a twin bedroom with joinable beds (with direct outside access as well), both with ensuite bathroom with shower. Every single annex has a small sitting room and kitchenette. The laundry room is located in an annex adjacent to the house. Air conditioning in the annexes. Park: The park around the house extends for a total of 18 hectares. Beds with colourful flowers and lavender bushes adorn the garden with its well-kept lawn of about 2500 square metres. Beside the pool a rose garden of yellow roses frames the solarium area. The estate contains typical Tuscan trees such as olives and elms as well as a vast orchard of walnuts, figs and pomegranates at the disposal of guests. The large, well-kept areas induce guests to spend time outdoors, taking their meals under the large gazebo outside the kitchen, where a brickwork barbecue is situated, or else playing ping pong in the shade of a gazebo or kicking a ball about. They can also relax under one of the gazebos placed in various points of the garden and simply admire the wonderful view of the hill of Cortona before them. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The swimming pool area is fenced in by a wire net. It is about 70 metres from the house and is situated on the same level. It is rectangular in shape and measures 12 x 6 m with a depth varying from 1.20 m to 1.50 m and has an outdoor cold-water shower. Roman steps composed of 4 large steps lead into the water. The pool is lined with PVC and has chlorine purification and underwater lighting. The border and area around the pool is paved with Tuscan terracotta for 1.5 m whilst the solarium area, provided with sunbeds, chairs and armchairs, occupies the surrounding, well-kept lawn. There are two gazebos in the pool area, close to each other, furnished with armchairs and coffee tables, ideal for relaxing, on one’s own or in company, with a good glass of wine. The pool is open from the last Saturday in April until the first Saturday in October. Extra On Request: Extra cleaning (€ 570,00/day), extra linen (€ 16,00 per person), heating (on consumption up to date market prices), firewood (€ 26,00/100 Kg) Property Registration Number: 051017AAT0099

AR-D077-CORT0BT - I Mandorli 8

Cortona, IT
5 Bedrooms 8 Guests
Aug 22 - 29
$664 night

The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (EUR 50,00/week/animal) - Tourism tax (€ 2,50 per person per day for the first 4 days. Please note that children under 12 years old will not pay). I Mandorli is a typical Tuscan stone farmhouse, located a few kilometres from Cortona, a charming little town in the heart of Tuscany. The property is part of a farm estate of about 6 hectares where the owners produce olive oil and wine which they share with their guests and friends. The house was renovated in 2003 by the current owners when they moved from the city to the beautiful Tuscan countryside, maintaining unaltered the characteristics of this type of house, such as wooden-beamed ceilings and terracotta floors. The property is set in a very interesting location due to its proximity to tourist centres such as Montepulciano, Pienza and Lake Trasimeno and to art cities like Siena, Perugia and Florence which can be reached in a short time thanks to efficient road and rail links. Please note: In the property lives the caretaker who see to, with discretion, the maintenance of the pool; anyway to the guests, during their stay, is guaranteed full privacy and full enjoyment of the property. The Emma Villas’ Concierge Team can be reached for any emergencies, or further information you may require during your stay. All useful telephone numbers will be sent together with your booking documents. Interior: The house has two floors. The entrance on the ground floor leads directly into the dining room connected to the small kitchen. Also on this floor are the study, two double bedrooms and a bathroom with shower. There are numerous exits to the garden from the various rooms. The first floor, which is reached by an internal staircase from the entrance or by an external staircase, has a living room with fireplace, a twin bedroom, two single bedrooms and two bathrooms with shower. It is present a little panoramic terrace with a small table and chairs. Air conditioning (except dining room). Park: The house is surrounded by a small but lovely, very well-kept garden of about 450 sq m with various types of flowers, numerous rose bushes, shrubs, cypresses, a large old oak tree and herbs. The garden is completed by a gazebo, equipped with table and benches, where guests can enjoy a cocktail at sunset and by an outdoor dining area with table and chairs for pleasant alfresco meals. Close to the external staircase is a wood oven and a barbecue, at the guests’ disposal. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: Open from the last Saturday in April to the first Saturday of October, the pool is located a few metres from the house. Rectangular-shaped, it measures 8,30 x 4 m with a constant depth of 1,50 m; access to the water is via a ladder; it has chlorine purification and is lined with PVC. The solarium area is partly paved in natural stone and partly in lawn and is equipped with sunbeds and deckchairs and a cold-water shower. Pets: Yes. Extra On Request: Extra cleaning (€ 22,00/hour/cleaner), extra linen (€ 15,00/person), heating (based on up to date market prices), firewood (€ 20,00/100 kg)

Terontola Alta

Cortona, IT
3 Bedrooms 6 Guests
Sep 26 - Oct 3
$1,424 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

Striking Manor House with Luxurious Interior

Cortona, IT
13 Bedrooms 26 Guests
Sep 20 - 24
$3,269 night

The Price includes: - Utilities: electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 50,00/week/animal) - Tourist Tax (where applicable) An imposing manor house and two outbuildings, an old tobacco drying kiln and the old oven where all the sharcropper families once went to bake their bread, constitute Le Caselle, a property that recent renovations (the last one in 2014) have transformed from farmhouse to dream house. In the elegant rooms are many traditional elements - terracotta, stone, rustic fireplace, vaulted ceilings - but just as many modern ones such as the kitchen with central island and professional electrical appliances. Along one entire side of the garden, through a row of trees, you can see the fields that border on the park allowing guests to immerse themselves in the tranquility of a 50-hectare estate of vineyards, tobacco fields, olive groves, livestock, fields of wheat and sunflowers, producing typical top-quality gastronomical products. Le Caselle is a great starting point towards the main towns of Tuscany and Umbria, like Siena, Arezzo and Perugia, and for making day trips to Cortona, Montepulciano and other delightful little towns in the area. The property consists of three units: the main house and two outbuildings. THE MAIN HOUSE has two floors. On the ground floor, the living area is divided into two living rooms, one with dining area, fireplace and toilet, and a professional kitchen with island. The sleeping area on this floor consists of a double bedroom with ensuite bathroom with shower and a twin bedroom with joinable beds with ensuite bathroom with half-tub. From the main entrance a sandstone staircase leads up to the first floor with two double bedrooms with ensuite bathroom with shower, a double bedroom with divisible bed and ensuite bathroom with shower, one independent suite made up of a lounge room with double bed on the mezzanine, one double bedroom and one bathroom with shower. On the left side of the staircase there is a twin bedroom with joinable beds with bathroom with shower. On a slightly raised floor are a twin bedroom and a double bedroom, reached by a stone staircase and by a wooden staircase, which use two of the bathrooms with shower on the lower floor. ANNEX ONE: just a few metres from the main house, it has two floors and is composed of a living room with dining area, kitchen with wood stove, double bedroom with adjacent bathroom with shower and, upstairs, a double bedroom with adjacent bathroom with shower. APPENDIX TWO: about 20 metres from the main house, it has two floors and consists of an open-plan area with kitchen, lounge and dining area, a toilet and, upstairs, a double bedroom and a bathroom with shower. Air conditioning in the bedrooms THE PARK 5000 sq m of parkland surround the house. The flat expanse of lawn, enclosed by a high hedge and full of tall trees like cypresses, pines and firs, interspersed with well-kept flower beds that definine different areas of the garden and are planted with hydrangeas, geraniums, roses and herbs. With the wood oven and built-in barbecue guests can prepare meals for family or friends in the shade of the pergola set between the main house and one of the two annexes, furnished with tables and chairs, and close to the pool. Just past the iron gate is the gravel car park with covered and open-air parking spaces. THE SWIMMING POOL Pretty lanterns are set around the pool and the parking area, to ensure adequate lighting at night. On the same level of the house and just 15 m from it, the pool is easily accessible from both the main house and the annexes, due to the flat terrain and total absence of steps. It measures 7 x 15 m with a constant depth of 1.40 m. It is lined with ceramic tiles, access to the water is via ladder or Roman steps and it has chlorine purification. The solarium area, paved in terracotta next to the pool and covered in lawn in the remaining areas, is equipped with sunbeds, deckchairs, tables and a cold-water shower as well as a gazebo with sofas and armchairs which constitutes a comfortable outdoor seating area. The pool is open from the last Saturday in April until the first Saturday of October. Animals: yes Extra On Request: extra cleaning (€ 25,00/hour/cleaner), extra linen (€ 20,00/person), heating (on consumption up to date market prices), firewood (€ 20,00/100 kg) Property Registration Number: 051017AAT0024

Exclusive Villa with Breathtaking Views, Arezzo Villa 1012

Santa Margherita, IT
6 Bedrooms 15 Guests
Oct 27 - Nov 1
$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.

Dazzling Two Floors Villa with a Panoramic Tower

Centoia, IT
4 Bedrooms 8 Guests
Aug 22 - 27
$1,271 night

The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 50,00/week/animal) - Tourist Tax(where applicable) Casale Cinque Valli is immersed in the beautiful Tuscany landscape near Cortona, delightful medieval town at the Tuscan- Umbria border. Thanks to its breathtaking landscape this house is the ideal place for those who want to enjoy the silence and nature. Internally the house has high quality finishing such as wooden ceiling beams and functional furnishing which allows comfortable accommodation for 8 people. The proximity to the major historical centers like Perugia, Arezzo, Florence it will be appreciated by those who wish to discover the beauty of these towns. The Emma Villas’ Concierge Team can be reached for any emergencies, or further information you may require during your stay. All useful telephone numbers will be sent together with your booking documents. Interior: Casale Cinque Valli has two floors and a tower. The main entrances leads into the spacious living room with open fire place, and big French doors which have direct access to the garden. A brick arch divides the living room from the dining room and from there is access to the kitchen. Also on this floor there is a bathroom with shower and a double bedroom with en suite bathroom with shower. A wooden staircase leads to the first floor, where there are three double bedrooms and two bathrooms with showers. One of the room’s has direct access into the garden via an external stone staircase. From the first floor, finally, a wooden staircase leads to the panoramic tower. Air conditioning in the bedrooms and in the seating rooms. Park: The 1500 mq garden is excellently maintained and equipped with a dining table which is protected by the shade of a gazebo, perfect for dinners “al fresco” in front of the breathtaking landscape.Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: Open from the last saturday in April untill the first saturday in October. The rectangular shape infinity swimming pool measures 11 x 5 m with a variable depth that goes from 1,20 to 1,50 m and with access to the water by ladder. It is lined internally in PVC and has chlorine purification. It is the real "jewel" of this property, giving the sensation of being immersed in the surrounding landscape. The pool area is equipped with umbrellas, sunbeds and table. Pets: Yes. Extra On Request: - Extra cleaning (€ 22,00/hour/cleaner), - extra linen (€ 15,00/person), - heating (on consumption up to date market prices), - firewood (€ 20,00/100kg) Property Registration Number: 051017AAT0116

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.

Villa with 3 Bedrooms, Arezzo Villa 1000

Tuscany, IT
3 Bedrooms 6 Guests
Oct 24 - 31
$169 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

Rocca di Cetona

Cetona, IT
7 Bedrooms 14 Guests
Aug 22 - 29
$1,076 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. 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

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

Il Fitto 10 in Cortona

Cortona, IT
5 Bedrooms 10 Guests
Aug 29 - Sep 2
$993 night

The Price includes: - Utilities: electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 7,15/day/animal) - Tourist Tax(where applicable) Il Fitto is located near one of the most enchanting places of all Tuscany, Cortona, one of the oldest Etruscan towns in the region, perched on a hilltop 600m above sea level and dominating the Val di Chiana. It enjoys a secluded position, on a hill with splendid views over the rolling landscapes that characterise the area and the skylines of the little borghi that dot the surroundings. The structure stands within an old renovated farm estate, composed of a main building and an annex, furnished in classic Tuscan style and with air-conditioned bedrooms. The house is protected by a beautifully well-kept park and is guarded by a garrison of olive trees and by the vineyard that frames the large exclusive swimming pool. The estate, which extends for more than fifteen hectares cultivated with olives and vines, produces an exceptional extra virgin olive oil and a prestigious nectar in the varieties Syrah, Sangiovese and Vin Santo DOC Cortona, which the owners will be happy for you to taste in the cellar adjacent to the house. Equidistant from Cortona and the famous borgo of Montepulciano, the location of Podere Il Fitto will allow you to combine visits to the numerous art cities and the beautiful historic borghi of Tuscany and the neighbouring region of Umbria with restorative stops at the countless spa establishments in the immediate surroundings (Montepulciano, Rapolano and Chianciano Terme), which represent the point of excellence of this part of Tuscany. Your Emma Villas Customer service is LUCIA GALLINELLA and you can reach her for any emergencies, or further information you may required during your stay. All useful telephone numbers will be sent together with your booking documents. Interior: Il Fitto consists of the main house and an annex about 15 m away. MAIN HOUSE. On the ground floor, just past the entrance door, is a large living room consisting of a study corner, lounge and dining area, connected to both the kitchen and the outdoor living area. The floor is completed by a guest bathroom. An internal staircase leads up to the first floor (also accessible by an external staircase), consisting of a double bedroom with en-suite bathroom with hydromassage tub, a double bedroom served by a bathroom with shower, two double bedrooms which share a bathroom with shower. ANNEX. Accessed via a flight of six steps, it consists of a living room with kitchenette (not equipped), a double bedroom and a bathroom with hydromassage shower. The laundry room, with access from the outside, is located on one side of the main house. Air conditioning in the bedrooms Park: Il Fitto is part of a winery that extends for about 30 hectares. The park of the property, which spreads around the house and is for the complete and exclusive use of the guests, measures approximately 3000 sq m and is bordered for the most part by the vineyard. It is mainly flat, with lawn areas, enlivened by roses, olive trees, bushes of herbs and fruit trees, and a large loggia that extends out from the French window of the living room. The loggia contains a seating area and dining table covered by large umbrellas, with a stone barbecue. The parking area is located just after the entrance gate of the property, a few steps from the house and annex.Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The swimming pool, open from the last Saturday in April until the first Saturday in October, is located on one side of the house, in a slightly higher position and is reached via a short ramp or a walkway, just 15 m away. It measures 7 x 12 m with a constant depth of 1,20 m. Lined in clear PVC, it has chlorine purification, lighting and Roman steps for access to the water. The pool area, in terracotta paving and lawn, is completed by a shower, sunbeds, small tables and umbrellas. Pets: Yes. Extra On Request: extra cleaning (€ 22,00/hour/cleaner) extra linen (€ 15,00/person) heating (on consumption up to date market prices) Property Registration Number: 051017AAT0090

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

Villa Amelinda

Cortona, IT
6 Bedrooms 12 Guests
Jan 2 - 9
$1,430 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

Vacation Rentals in Cortona by Amenities & Features

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Vacation Rentals Near Cortona

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