Luxury Villas with Pool in Sinalunga, Italy
Results 81 - 91 of 91
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Description
Vacation rental Villa San Leo is a lovely stone building (250 sq m) that includes private pool and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Villa San Leo is located 4 km (2 mi) from San Leo Bastia, Italy and only 30 km (19 mi) from Cortona.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Umbria. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Dining with friends and family is a huge part of the Italian culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the beautiful Italian weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 30 km (19 mi), Perugia 48 km (30 mi), Gubbio 52 km (32 mi), Montepulciano 55 km (34 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 156 km (97 mi), Viareggio 242 km (150 mi), Forte Dei Marmi 249 km (155 mi), Rome 237 km (147 mi), Venice 363 km (226 mi) and Milan 423 km (263 mi).
Additional Information
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 161 km (100 mi), Bologna (blq) 222 km (138 mi), Pisa (psa) 223 km (139 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Betta
Villa del Mangia, 5Panoramic Pool and Chef Service
Beautiful independent holiday home with A/C, WIFI, private pool, terrace and panoramic view
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Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Podere Vigna Nuova
Beautiful independent vacation rental with private pool, A/C, TV, patio and panoramic view
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Description
Holiday rental Podere Vigna Nuova is a nice property (600 sq m) that includes private pool and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with six bathrooms. Podere Vigna Nuova is located 910 m (2956 ft) from Madonna Della Sanità, Italy and only 36 km (22 mi) from Montepulciano.
Your Experience
After arriving you’ll find a lovely clean well-maintained property ideal for a relaxing holiday in Umbria. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Umbria. Also available outdoors are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 36 km (22 mi), Perugia 45 km (28 mi), Cortona 45 km (28 mi), Montalcino 64 km (40 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 161 km (100 mi), Milan 435 km (270 mi) and Naples 352 km (219 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 153 km (95 mi), Roma Ciampino (cia) 170 km (106 mi), Roma Fiumicino (fco) 182 km (113 mi), Pisa (psa) 216 km (134 mi) and Bologna (blq) 240 km (149 mi).
Podere Vigna Nuova
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Description
Holiday home Villa Di Gaiole is a lovely stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with four bathrooms. Villa Di Gaiole is located in Gaiole In Chianti, Italy and only 29 km (18 mi) from Siena in the tourist area "Siena And Surroundings".
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
Villa Claudia
Fabulous independent accommodation with A/C, WIFI, private pool, TV, veranda and panoramic view
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Description
Villa Claudia is located 1 km (3854 ft) from Montegonzi, Italy and only 35 km (22 mi) from Greve In Chianti in the tourist area "Chianti". Villa Claudia is a beautiful stone building (260 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms.
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
More Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Villa Claudia
Montelucci Chianti Agrivilla
Beautiful private holiday villa with private pool, A/C, WIFI, TV, patio and panoramic view
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Description
Montelucci Chianti Agrivilla is located 560 m (1795 ft) from Montegrossi, Italy and only 30 km (18 mi) from Greve In Chianti in the tourist area "Chianti". Holiday rental Montelucci Chianti Agrivilla is a lovely stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 guests comfortably in seven bedrooms with six bathrooms.
The Experience
After arriving at Montelucci Chianti Agrivilla you’ll find a beautiful clean well-maintained property with views of the mountains and the hills perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
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Description
Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!
Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.
Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!
The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina
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Description
Villa Il Troscione is a nice stone building with private pool and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with four bathrooms. Villa Il Troscione is located 7 km (4 mi) from San Casciano Dei Bagni, Italy and only 33 km (20 mi) from Montepulciano in the tourist area "Orcia Valley".
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a relaxing vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a barbecue grill and patio.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (20 mi), Perugia 62 km (39 mi), Montalcino 64 km (40 mi), Cortona 67 km (41 mi) and Arezzo 78 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 149 km (93 mi), Viareggio 236 km (147 mi), Forte Dei Marmi 243 km (151 mi), Rome 169 km (105 mi), Milan 436 km (271 mi) and Naples 360 km (224 mi).
Additional Information
Pool Open: 4 April - 4 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 155 km (96 mi), Roma Ciampino (cia) 178 km (111 mi), Roma Fiumicino (fco) 191 km (119 mi), Pisa (psa) 217 km (135 mi) and Bologna (blq) 241 km (150 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
IMPORTANT: there is a 1.3 km of gravel road, so sports cars are not recommended. Villa Il Troscione
Book your vacation for the period from 02 May 2026 to 01 August 2026 and save 10% (minimum 7 nights).
Villa Lucarella
Stunning independent vacation rental with WIFI, private pool, A/C and panoramic view
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Description
Villa rental with private pool in the hills of San Casciano dei Bagni. The villa has 4 bedrooms and can comfortably accommodate up to 8-10 people. It is located just 3 km from San Casciano dei Bagni, a town famous for its hot springs, very close to the splendid Val d’Orcia area in the province of Siena. The villa is tastefully furnished, and offers large outdoor spaces and a beautiful private pool.
Within a 50-100 km radius, you can visit the Val d’Orcia’s most important historical places of interest, such as Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani and the famous Crete Senesi area, which spans from the border of Siena and Arezzo provinces to Mount Amiata (1738 meters above sea level).
Access to the villa is via a 1,5 km unpaved road.
At guests’ disposal: private garden furnished for outdoor dining; private pool and outdoor shower; 4 bedrooms, each with air conditioning and private bathroom with shower; free Wi-fi internet; air conditioning in the entire house; barbecue; parking.
Access to the villa is via a 1,5 km stretch of unpaved road: the road is not suitable for sports cars or low riding vehicles.
Distances: San Casciano dei Bagni (food shops, restaurants and hot spring spa facility) 3 km away, Città della Pieve 20 km, Lake Trasimeno about 30 km, Pienza 40 km, Orvieto 50 km, Arezzo 85 km, Siena 90 km, Florence 142 km, Rome (airport) 150 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Lucarella
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Danilo
Independent Villa with WIFI, private pool, A/C, hot tub, TV, patio, pets allowed, panoramic view
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Description
Wonderful independent villa with private pool situated in the proximity of the Val d’Orcia region, in the surroundings of San Casciano dei Bagni, a small town renowned for its beautiful hot springs. This villa has been recently restored an turned into an elegant country house enjoying enchanting views of the Tuscan landscape. A 3000-square-meter garden surrounds the villa and offers a beautiful private pool and a small restored outbuilding (rented together with the main villa allowing a total of 13 guests). This property is tastefully furnished and provides all modern comforts (ensuite bathrooms, mosquito nets, air-conditioning, internet connection, large outdoor areas furnished for al-fresco dining). This villa is only 150 m from the Fonte Verde spa center where guests can enjoy use of hot springs (the water is 38°), of a wellness centre, beauty treatments (a 25% reduction is available for guests staying at Villa Danilo from Monday to Saturday).
The area surrounding Villa Danilo is rich in hot-water brooks coming from the hot springs (one is on the ground as well but it is not accessible).
In a 50/100 km drive there are the most important and beautiful art cities and towns in Tuscany like Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani, the splendid “Crete Senese” region..
Distances: San Casciano dei Bagni with all kinds of shops 1 km away, spa center 150 meters away, Pienza 40 km, Città della Pieve 20 km, Siena 90 km away, Roma (airport) 150 km.
At guests disposal: large 3000-square-mter garden with private pool (12 x 6 m – minimum depth 1,6 m, maximum depth 1,70 m – open from 01/05 to 30/09), barbecue. The villa provides a laundry with washing-machine and dryer. A computer with internet connection is available.
Covered parking within the grounds.
Extra services included in the rental price: cleaning service (3 hours a day) 6 days a week. Linen change 2 times a week. Baby bed.
Extra service to be paid on the spot: Cooking service (with a chef and a waiter) at € 30,- / per hour (plus the cost for food shopping – an extra charge of € 25,- is requested if food shopping is done by the house staff).
The property owners also run an excellent restaurant less than 1 km away from the villa and offer a 10% reduction to Villa Danilo guests.
Extra maid service € 13,- / per hour. Baby sitting service upon request € 13,- / per hour.
Small pets are allowed by paying an extra security deposit of € 500,-
Please carefully check if there are any extra costs to be paid on site! Villa Danilo
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
The 12m x 6m swimming pool has one of the most exciting views of the entire region. To the left is the town of Celle Sul Rigo and to the right is the fort town Radicofani. There is a shaded sunbed area with several pool beds and nearby you will find a dedicated pool bathroom. In the early evenings guests can enjoy breathtaking sunsets and landscapes with seasonal ever changing colors.
At sunset, pour a glass of local vino and relax in the pool or read your favorite book under the shaded pergola, to fully enjoy this dream place.
STAFF & SERVICES
Included:
Housekeeper: on site for three hours each morning Monday – Friday
Available on request for additional hours or days
Building Maintenance/Gardener: on site each day Monday - Friday
Driver available on demand: to pick up from airports and trains stations take guests to wine tastings
Cook: available on demand to provide catering for guests: to fill the fridge with for example pasta sauces, fresh pasta, meat and poultry dishes, BBQ vegetables cater for lunches and dinners
Pici pasta making classes on site: hosted by the housekeeper and her mother for small or large groups
Bath linen change - One per week
Bed linen change - One per week
Cooling/heating system - Included
Water and electricity -included
Tourist tax - included
Final cleaning - included
A tasting of traditional products is included in the price
CIR CODE - 052027LTI0003 Casalberna
