La Trove Vacation Villa Rentals
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Castellina in Chianti 618
Stunning multi-unit villa with A/C, WIFI, pool, TV, patio, pets allowed and panoramic view
- 3
- 18
- 10
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Cignanbianco - Alba e Tramonto 618.1 | 9 | 5 | 3 | ||
| Cignanbianco - Alba 618.2 | 3 | 2 | 1 | ||
| Cignanbianco - Tramonto 618.3 | 6 | 3 | 2 | ||
| All 3 Accommodations | 18 | 10 | 6 |
Description
Property Summary
Nestled among rolling fields and vineyards in the heart of Tuscany, Country House "Cignanbianco" is an exceptional holiday rental offering a rare combination of rural tranquility and refined comfort in Castellina In Chianti, Italy. The property comprises 3 houses and 7 apartments, making it an ideal retreat for families and groups of friends seeking a memorable and restorative stay in the Tuscan countryside. Spread across a remarkable 30-hectare estate adorned with plants, trees, and natural gardens, the residence provides an immersive experience in one of Italy's most celebrated landscapes. Guests benefit from the convenience of high-speed internet WiFi throughout their stay, allowing them to remain connected while enjoying the peaceful surroundings. The property's magnificent swimming pool, measuring 12 x 6 meters, serves as a central highlight of the estate, while the expansive yard and natural grounds offer ample space for relaxation and outdoor enjoyment. Parking is available directly on the premises, and a shared washing machine is provided for the convenience of all guests. The owner, who resides on the property, also offers locally produced farm products for sale, adding an authentic and personal touch to the overall experience.
Outdoors
The outdoor spaces at Country House "Cignanbianco" are truly among its most captivating features, inviting guests to spend long, leisurely hours in the open air surrounded by the natural beauty of the Tuscan landscape. The stunning swimming pool, measuring 12 x 6 meters, is available on a seasonal basis from 02 May to 03 October and is carefully maintained by the owner and gardener to ensure it remains in pristine condition throughout the season. A barbecue area is conveniently located near the pool, providing the perfect setting for alfresco dining and relaxed gatherings with family and friends. The estate's 30-hectare grounds encompass natural gardens, mature trees, and open fields that create a serene and picturesque environment, ideal for leisurely walks and quiet moments in nature.
Other Information
Country House "Cignanbianco" is well suited to a wide range of guests, with baby equipment included as part of the rental to ensure families with young children feel fully catered for. Groups of teenagers are welcome on request only, and prospective guests are encouraged to enquire in advance to confirm availability and suitability. The owner resides on the same property, ensuring a welcoming and attentive presence throughout your stay, and locally produced farm products are available for purchase directly on site. A shared washing machine is available for use by all guests, and ample parking is provided on the premises at no additional inconvenience.
Distances and Attractions
Country House "Cignanbianco" enjoys a privileged position just 5 km from the center of Castellina In Chianti and 6 km from Castellina Scalo, placing guests within easy reach of local services, shops, and authentic Tuscan hospitality. The historic city of Siena, one of Italy's most celebrated cultural and artistic destinations, is only 27 km away. The surrounding region is rich with remarkable towns and landmarks waiting to be explored, including Monteriggioni at 10 km, San Gimignano at 29 km, San Galgano at 50 km, Volterra at 52 km, and Montalcino at 65 km. For those wishing to enjoy a seaside escape, the beach at Cecina Mare is 83 km from the property. An indoor swimming pool is available just 15 km away, offering an additional leisure option throughout the year. The property is also conveniently situated near bicycle rental facilities, bus stops, and a railway station, making it straightforward to explore the wider region with ease and flexibility. Castellina in Chianti 618
Special Offer for Cignanbianco - Tramonto 618.3
Last-Minute Offer for Cignanbianco - Alba e Tramonto 618.1
Other apartments with last-minute offers:
Cignanbianco - Alba 618.2
Cignanbianco - Tramonto 618.3
Castellina in Chianti 647
Wonderful multi-unit villa with pool, WIFI, A/C, TV, patio and panoramic view
- 3
- 14
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Cerretino Tettoia 647.1 | 4 | 2 | 1 | ||
| Cerretino Vigna 647.2 | 4 | 2 | 2 | ||
| Cerretino Oliveto 647.3 | 6 | 3 | 3 | ||
| All 3 Accommodations | 14 | 7 | 6 |
Description
Property Summary
Cerretino is a cozy, rustic country house surrounded by fields and vineyards in Castellina In Chianti, Italy. It offers amenities including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan. The property comprises three houses in a residence, situated just 1 km from the center of Castellina in Chianti, in a sunny position, 200 m from the forest edge, and amidst the countryside.
Outdoors
The property boasts a shared natural state area, a swimming pool (6 x 12 m, depth 100 - 180 cm, seasonal availability: 15th May - 15th October), an outdoor shower, patio, terrace, and garden furniture. The pool maintenance is handled by the owner or gardener. Access to the house is via a 300 m long, very bumpy, and narrow motor road, with parking available at the house.
Other Information
Nearby amenities include a shop, grocery, supermarket, restaurant, bar, bakery, and pedestrian zone within 1 km. The bus stop "SR 222" is 200 m away, while the railway station "Castellina Scalo" is 11 km away. The sandy beach "Cecina Mare" is 88 km away, and the thermal baths "Rapolano Terme" are 50 km from the property. Walking paths are accessible from the house at a distance of 200 m. Baby equipment is included in the holiday rental.
Distances and Attractions
Nearby attractions include Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), Siena (26 km), San Gimignano (42 km), and Firenze (50 km). Castellina in Chianti 647
Special Offer for Cerretino Tettoia 647.1
Apartment:
Cerretino Vigna 647.2
Last-Minute Offer for Cerretino Tettoia 647.1
Other apartments with last-minute offers:
Cerretino Vigna 647.2
Cerretino Oliveto 647.3
Montalcino 17
Fabulous multi-unit holiday home with pool, WIFI, TV, patio, pets allowed and panoramic view
- 5
- 24
- 10
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Torrenieri 17.1 | 6 | 2 | 2 | ||
| Asciano 17.2 | 6 | 2 | 2 | ||
| Siena 17.3 | 4 | 2 | 2 | ||
| Pienza 17.4 | 4 | 2 | 2 | ||
| Monteroni 17.5 | 4 | 2 | 2 | ||
| All 5 Accommodations | 24 | 10 | 10 |
Description
Property Summary
Podere San Giuseppe is a beautifully renovated country house featuring 6 distinct apartments situated in San Giovanni D'asso, Italy. The property offers essential amenities including a seasonal swimming pool, complimentary WiFi internet access throughout the residence, and convenient on-site parking. An installment plan is available for your holiday rental booking. The residence features a welcoming reception area and is positioned atop a hill, surrounded by picturesque fields and vineyards.
Outdoors
The natural grounds showcase a generously sized swimming pool measuring 8 x 16 meters with a consistent depth of 140 centimeters, available from April 1st to October 30th. A dedicated children's pool is also available. The outdoor area is enhanced with a convenient shower facility, expansive terrace, and regular pool maintenance provided by the owner/gardener. The photo is just an example.
Other Information
Additional services include optional linen changes, room cleaning, and cook services, all available for an extra charge. A washing machine is provided for guest convenience. Baby equipment is included in the stay. The property is suitable for events, and guests should note the requirement to wear bathing caps when using the pool facilities. Access to the property is via a 3-kilometer unpaved road.
Distances and Attractions
The property is conveniently located 7.5 kilometers from Buonconvento, where you'll find shops, groceries, supermarkets, restaurants, bus stops, and the railway station. The historic center of Montalcino is 16 kilometers away. Notable nearby attractions include the medieval city of Siena and the Renaissance town of Pienza, both 35 kilometers away, and Montepulciano at 50 kilometers distance. The residence enjoys a sunny hillside position in the tranquil countryside. Montalcino 17
Castellina in Chianti 625
Comfortable holiday home with WIFI, A/C, pool, TV, patio, pets allowed and panoramic view
- 4
- 14
- 7
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| La Foresta 625.1 | 2 | 1 | 1 | ||
| La Foresta 625.2 | 2 | 1 | 1 | ||
| La Foresta 625.3 | 6 | 3 | 2 | ||
| La Foresta 625.4 | 4 | 2 | 1 | ||
| All 4 Accommodations | 14 | 7 | 5 |
Description
Property Summary
Agriturismo "La Foresta" is a charming vacation rental situated in the picturesque region of Castellina In Chianti, Italy, surrounded by fields and vineyards. The property comprises 4 apartments in the residence, located 10 km from the centre of Castellina in Chianti and 12 km from the centre of Siena, offering a quiet, sunny position in the countryside. You will enjoy access to a fenced swimming pool measuring 6 x 14 m with seasonal availability from 01.May. - 15.Oct., maintained by the owner/gardener. The property features a spacious yard with plants and trees, meadow areas, and outdoor amenities including an outdoor shower, patio, terrace, and garden furniture. Internet Wifi connectivity ensures you remain connected during your stay. Roofed parking is conveniently available at the house, and the property is accessed via a 2 km long bumpy motor access road. An installment plan may be available for your booking convenience. The residence includes a reception area and a washing machine for shared use among guests. Baby equipment is included, and you may purchase farm products locally. Please note that all houses/apartments are individually designed and furnished.
Outdoors
The outdoor spaces at La Foresta provide excellent opportunities for relaxation and recreation in the Tuscan countryside. For shared use, you will find an extensive property featuring plants and trees throughout the meadow areas. The fenced swimming pool, measuring 6 x 14 m, offers refreshing enjoyment with seasonal availability from 01.May. - 15.Oct., with regular pool maintenance performed by the owner/gardener. An outdoor shower is conveniently located near the pool area. The terrace and patio spaces are equipped with garden furniture, creating ideal settings for outdoor dining and relaxation. A barbecue is available for preparing meals while enjoying the surrounding views of fields and vineyards that characterize this quiet, sunny position in the countryside.
Other Information
Access to the property requires traveling along a 2 km long bumpy motor access, and a car is recommended for your stay. Roofed parking is provided at the house for your convenience. Within the residence, you will find a reception area and a washing machine available for shared use. Baby equipment is included with your accommodation. The property offers local sale of farm products, allowing you to experience authentic Tuscan agricultural offerings. Please note that all houses/apartments within the residence are individually designed and furnished, ensuring each unit has its own unique character and style.
Distances and Attractions
The location provides convenient access to essential services and fascinating nearby attractions in the Chianti region. A shop, grocery, and supermarket are all located 6 km from the property, while a restaurant can be found just 2 km away. The bus stop "Via Chiantigiana" is situated 2 km from La Foresta, and the railway station "Siena" is 12 km away. Among the nearby attractions, you will find Siena at 12 km, Greve in Chianti at 20 km, San Gimignano at 25 km, and Firenze at 65 km, offering numerous opportunities for cultural exploration and sightseeing throughout your stay in Castellina In Chianti, Italy. Castellina in Chianti 625
Special Offer for La Foresta 625.1
Apartment:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
Last-Minute Offer for La Foresta 625.1
Other apartments with last-minute offers:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
Description
Property Summary
Nestled in the serene Tuscan countryside of Castellina in Chianti, Italy, the charming apartment house "Fiore di Mandorlo" offers an exceptional holiday rental experience in a secluded and sun-drenched setting, just 4 km from the centre of Castellina in Chianti. This beautifully renovated historical residence carries the character and warmth of its origins while providing all the comforts expected of a refined country retreat. The property sits within a natural state estate, offering guests the exclusive use of a private garden and yard where the tranquillity of the Tuscan landscape can be fully appreciated. Convenient private parking is available directly at the house, ensuring effortless arrivals and departures. Wifi internet connectivity is provided, allowing guests to remain connected throughout their stay while enjoying the peaceful rural surroundings.
Outdoors
The outdoor spaces of "Fiore di Mandorlo" invite guests to immerse themselves in the beauty of the Chianti countryside. The private garden, maintained in its natural state, provides a genuine and unspoilt environment ideal for relaxing and enjoying the abundant Tuscan sunshine. The surrounding grounds offer ample space for outdoor leisure, with the property's secluded position ensuring complete privacy and a deep sense of calm. For those wishing to swim, an outdoor swimming pool is accessible just 3 km from the property.
Other Information
Baby equipment is included as part of the property offering, making "Fiore di Mandorlo" a thoughtful choice for families travelling with young children. A car is recommended in order to make the most of the property's countryside location and to reach the surrounding towns, services, and attractions with ease.
Distances and Attractions
The property is ideally positioned to explore the rich cultural and gastronomic heritage of Tuscany. The centre of Castellina in Chianti is located just 4 km away, where guests will find a selection of local shops and a supermarket, both reachable within the same distance. The bus stop "Chiantigiana" is situated 2 km from the property. The magnificent city of Siena, renowned for its medieval architecture and the famous Piazza del Campo, is approximately 25 km away, while Florence, one of the world's most celebrated art and cultural destinations, can be reached in approximately 45 km. This privileged location places guests within easy reach of the finest vineyards, hilltop villages, and landscapes that define the heart of the Chianti region. Fiore di Mandorlo
Villetta di Cortona
Unique independent house with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
- 4
- 2
- 2
Description
Villetta Di Cortona is a beautiful holiday home (90 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano.
What to Expect
When you arrive at Villetta Di Cortona you’ll find a lovely clean well-maintained property perfect for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a barbecue grill and patio.
What's 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 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villetta Di Cortona. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 09:00
Pool Open: 15 April - 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) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona
Book your vacation for the period from 04 April 2026 to 16 May 2026 and save 25% (minimum 3 nights).
Book your vacation for the period from 26 September 2026 to 28 November 2026 and save 25% (minimum 3 nights).
Villa Margherita
Pretty independent house with WIFI, private pool, TV, patio, pets allowed and panoramic view
- 4
- 2
- 2
Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
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.
- 9
- 5
- 4
Description
Vacation rental Town House Garden is a nice stone building (350 sq m) that includes private pool and air conditioning. The property can sleep up to nine guests comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "Orcia Valley" and only 21 km (13 mi) from Montepulciano.
What to Expect
Upon arrival at Town House Garden you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes toaster and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan 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: Montepulciano 21 km (13 mi), Montalcino 27 km (17 mi), Cortona 43 km (27 mi), Arezzo 56 km (35 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (138 mi), Rome 209 km (130 mi), Milan 414 km (257 mi) and Naples 400 km (249 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 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) 133 km (83 mi), Pisa (psa) 195 km (121 mi), Bologna (blq) 220 km (136 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 231 km (144 mi).
Town House Garden
- 4
- 2
- 2
Description
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etruscan time. This property provides nice and welcoming interiors. Outside guests can enjoy use of a private garden and swimming-pool.
The villa is in easy reach of the most important places of interest of central-south Tuscany such as Cortona, Castiglion Fiorentino, Arezzo, Siena..
A secondary road connecting the village of Montecchio to Camucia passes in front of the property.
Distances Montecchio with groceries 2 km away, Camucia with shops of all kinds and railway station 4,5 km, Cortona 7,5 km away, Montepulciano 27 km, Arezzo 30 km, Pienza 40 km away, Rapolano Terme (spas) 40 km, the town of Montalcino (renowned for the production of the Brunello wine) 60 km away, Siena 65 km, San Gimignano 105 km, Florence 115 km away.
At guests' disposal : fenced-in garden with private, fenced swimming-pool (8 x 4 m - min. depth 1,3 m - max. depth 1,7 m), furnished outdoor area ideal for al-fresco dining. Laundry (washing-machine). Free WI-FI internet available.
Parking within the grounds.
Additional Services: Baby bed available upon request.
Pets are permitted with an extra charge of € 50,- / per week / per pet.
Please carefully check if there are any extra costs to be paid on site! Casa Laura
- 15
- 9
- 8
Description
Conveniently located 3 km (2 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 27 km (16 mi) from Arezzo. Holiday rental Villa Gelsi is a nice stone building (230 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 15 people comfortably in nine bedrooms with eight bathrooms.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a relaxing vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 mi) and Naples 402 km (249 mi).
Additional Information
Check-In Time: 16:00 - 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) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi
Villa i Cocciai
Wonderful private accommodation with private pool, A/C, WIFI, TV, terrace and panoramic view
- 8
- 4
- 4
Description
Villa i Cocciai is located in Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Vacation rental Villa i Cocciai is a beautiful stone building (185 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive at Villa i Cocciai you’ll find a lovely clean well-maintained property with views of 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 relax at the end the day. 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 terrace where you can enjoy the weather while dining outdoors.
Places Nearby
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: Arezzo 29 km (18 mi), Montepulciano 30 km (18 mi), Perugia 52 km (32 mi), Montalcino 64 km (40 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 222 km (138 mi), Rome 210 km (130 mi), Venice 371 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 218 km (135 mi) and Roma Fiumicino (fco) 231 km (143 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can organize 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 discovering the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, 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.
Baby Sitting - A babysitter can be scheduled at Villa i Cocciai. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa i Cocciai
Casa Cristina
Wonderful independent vacation rental with private pool, WIFI, TV, terrace and panoramic view
- 4
- 1
- 1
Description
Holiday rental Casa Cristina is a nice property that includes WiFi internet and private pool. The property can accommodate up to four guests comfortably. Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 34 km (21 mi) from Arezzo.
Casa Cristina is the annex of a larger villa where the owners live, but at the same time it's totally independent and exclusively for the use of guests with private garden and pool only available to occupants of the cottage.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places 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: Arezzo 34 km (21 mi), Montepulciano 37 km (23 mi), Perugia 59 km (37 mi), Montalcino 71 km (44 mi) and Gubbio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Check-In Time: 16:00 - 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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (138 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques needed 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 pleasant way to spend time with friends and family while learning the secrets required to prepare delicious Tuscan meals when you return home. For more details and the supplemental 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 sumptuous 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 additional costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casa Cristina
- 7
- 4
- 2
Description
Villa Elena is located 15 km (9 mi) from Cortona, Italy and only 19 km (12 mi) from Montepulciano. Vacation rental Villa Elena is a nice property (120 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to seven people comfortably in four bedrooms with two bathrooms.
What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping 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. Also available outdoors are a barbecue grill and patio. 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 seven people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's 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 19 km (12 mi), Perugia 49 km (30 mi), Arezzo 53 km (33 mi), Montalcino 55 km (34 mi) and Assisi 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Milan 412 km (256 mi) and Naples 398 km (247 mi).
Additional Information
Pool Open: 1 April - 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) 130 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).
More Services
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Elena
Book your vacation for the period from 04 April 2026 to 30 May 2026 and save 10% (minimum 7 nights). Offer valid until 30 May 2026.
Casa i Pini
Pretty private villa rental with A/C, WIFI, private pool, TV, pets allowed and panoramic view
- 8
- 4
- 4
Description
Casa i Pini is located 7 km (4 mi) from Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Casa i Pini is a beautiful stone building (180 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms.
The accommodation consists of a main building and an annex and can accommodate up to 8 people: 6 in the main house (180 sq m) and 2 in the annex (50 square meters).
What to Expect
Upon arrival at Casa i Pini you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster 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 garden where you can enjoy the weather while dining outdoors.
What's 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 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 54 km (34 mi), Montalcino 58 km (36 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 204 km (127 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Casa i Pini. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 15 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 213 km (132 mi), Bologna (blq) 214 km (133 mi) and Roma Fiumicino (fco) 225 km (140 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital 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 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 needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be scheduled at Casa i Pini. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Casa i Pini
Villa Oleandro
Pretty private vacation rental with private pool, WIFI, TV, terrace, pets allowed, panoramic view
- 7
- 3
- 2
Description
Holiday rental Villa Oleandro is a lovely stone building that includes WiFi internet and private pool. The property can sleep up to seven guests comfortably in three bedrooms with two bathrooms. Conveniently located 6 km (4 mi) from Cortona, Italy and only 30 km (19 mi) from Montepulciano.
Your Experience
After arriving at Villa Oleandro you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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 seven people.
What's Nearby?
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: Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi), Assisi 66 km (41 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Oleandro. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 15 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
More Services
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 arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Oleandro
- 6
- 3
- 3
Description
Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 36 km (22 mi) from Arezzo. La Montana is a lovely stone building (145 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms.
Your Experience
When you arrive you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a playground and barbecue grill.
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: Arezzo 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 April - 1 November (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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
More Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
La Montana
Orangerie degli Ulivi
Beautiful private house with WIFI, A/C, private pool, terrace, pets allowed, panoramic view
- 4
- 2
- 1
Description
Conveniently located in Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo. Vacation rental Orangerie Degli Ulivi is a lovely stone building (60 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with one bathroom.
The owner lives on the property, but both the pool and the garden are for the guests' exclusive use; only the parking space is to be shared.
What to Expect
When you arrive 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 splendid vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. 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 four people. If you prefer to dine 'al fresco', there is a fully furnished terrace 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: Arezzo 29 km (18 mi), Montepulciano 31 km (19 mi), Perugia 52 km (33 mi), Montalcino 66 km (41 mi) and Gubbio 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 206 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 211 km (131 mi), Venice 359 km (223 mi) and Milan 404 km (251 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Orangerie Degli Ulivi. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 125 km (77 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques required 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 organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Orangerie Degli Ulivi. Ask for more details, including the extra cost and how to schedule this service.
Baby Sitting - A babysitter can be arranged at Orangerie Degli Ulivi. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Orangerie Degli Ulivi
Villa Il Sasso
Beautiful independent vacation home with private pool, A/C, WIFI, TV, terrace and panoramic view
- 13
- 7
- 5
Description
Villa Il Sasso is located in Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Vacation rental Villa Il Sasso is a beautiful stone building (450 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 13 people comfortably in seven bedrooms with five bathrooms.
Your Experience
Upon arrival at Villa Il Sasso you’ll find a lovely clean well-maintained property with views of the hills and the city ideal for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. 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 13 people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by 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: Montepulciano 29 km (18 mi), Arezzo 30 km (18 mi), Perugia 51 km (32 mi), Montalcino 63 km (39 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (137 mi), Rome 209 km (130 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 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) 135 km (84 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 218 km (136 mi), Bologna (blq) 219 km (136 mi) and Roma Fiumicino (fco) 231 km (143 mi).
More Services
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
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 when you arrive.
Villa Il Sasso
- 4
- 2
- 2
Description
La Montanina is a lovely stone building (75 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 36 km (22 mi) from Arezzo.
Your Experience
Upon arrival at La Montanina you’ll find a beautiful clean well-maintained property with views of the lake and the hills ideal for a relaxing holiday 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. Also available outside are a barbecue grill and playground.
What's Nearby?
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: Arezzo 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 April - 1 November (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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
La Montanina
Tenuta Pomona
Superb independent villa rental with WIFI, A/C, private pool, TV, patio and panoramic view
- 8
- 4
- 3
Description
Property Tenuta Pomona is a nice stone building (189 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with three bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 mi) from Arezzo.
The accommodation consists of the main villa in stone, which can comfortably accommodate up to 6 people and a dependance, where 2 additional guests can stay.
What to Expect
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 city and the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums 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. Outdoors you will also find a barbecue grill and patio. 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 28 km (18 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi), Montalcino 67 km (42 mi) and Assisi 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 213 km (132 mi), Venice 362 km (225 mi) and Milan 405 km (251 mi).
Additional Information
Check-In Time: 16:00 - 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Bologna (blq) 210 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
More Services
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Tenuta Pomona. Ask for more details, including the extra cost and how to arrange this service.
Baby Sitting - A babysitter can be organized at Tenuta Pomona. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Tenuta Pomona
