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Holiday rental with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Montepulciano

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Private Pool
New Listing
From € 623per Night

Description

Property Summary

Nestled on a gentle hill in the heart of the UNESCO-protected Val d'Orcia in Tuscany, Italy, Villa Monticchiello is an exceptional vacation rental that combines breathtaking natural scenery with refined comfort. The property commands sweeping, panoramic views of the characteristic rolling hills that define this iconic landscape, as well as the magnificent historic city of Pienza, celebrated worldwide for its unique Pecorino cheese. The surrounding area is also home to some of the most prestigious Tuscan wineries, including the renowned Brunello di Montalcino. The villa is enveloped by a spectacular and meticulously maintained garden, which forms a verdant and tranquil setting for your stay. A private swimming pool measuring 15x5 metres, with a depth ranging from 0.90 to 1.70 metres, is available for your exclusive use, complete with sun beds for leisurely afternoons in the Tuscan sun. Wireless internet connectivity is provided throughout the property, ensuring you remain connected during your stay. Private parking is available on site, offering convenience and peace of mind upon arrival.

Outdoors

The outdoor spaces of Villa Monticchiello are thoughtfully designed to make the most of the extraordinary natural surroundings. The private swimming pool, measuring 15x5 metres with a depth ranging from 0.90 to 1.70 metres, is set within the beautifully kept garden and equipped with sun beds, inviting you to relax and soak up the warm Tuscan sunshine. A covered outdoor area houses a barbecue fireplace and a pizza oven, creating an ideal setting for preparing and enjoying al fresco meals in a truly unique environment. This space is perfectly positioned to offer some of the most unforgettable sunsets you will ever witness, making every evening a memorable occasion. The elegant paved portico is furnished with comfortable garden sofas and chairs, providing a refined and relaxing outdoor retreat where you can savour a glass of Brunello wine while contemplating the magnificent surrounding landscape.

Other Information

Villa Monticchiello benefits from its proximity to the charming hamlet of Monticchiello, which provides easy access to local grocery facilities and restaurants, ensuring that all your daily needs can be conveniently met during your stay.

Distances and Attractions

Villa Monticchiello is ideally situated to allow you to explore some of the most celebrated destinations in Tuscany. The historic city of Pienza, renowned for its unique Pecorino cheese and its outstanding Renaissance architecture, is easily reachable from the property. The entire Val d'Orcia valley, a UNESCO World Heritage Site, surrounds the villa and offers a landscape of extraordinary beauty that has inspired artists and travellers for centuries. The area is also home to some of the most important Tuscan wineries, including those producing the prestigious Brunello di Montalcino, widely regarded as one of Italy's finest wines, making the region a paradise for wine enthusiasts. The nearby hamlet of Monticchiello, with its authentic village atmosphere, grocery shops, and local restaurants, is within easy reach of the property, offering a genuine taste of traditional Tuscan life. Villa Montichiello

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Pretty private house with sauna, A/C, private pool, hot tub, WIFI, TV, patio, near Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    200 m2
  • Private Pool
From € 1005per Night

Description

Villa Lilli & Spa is located 1 km (4646 ft) from Terontola, Italy and only 10 km (6 mi) from Cortona. Vacation rental Villa Lilli & Spa is a lovely stone building (200 sq m) that includes hot tub, air conditioning and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.

The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the mountains and the hills perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. Outside you will also find a barbecue grill, hot tub 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 six 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: Cortona 10 km (6 mi), Montepulciano 28 km (18 mi), Arezzo 35 km (21 mi), Perugia 44 km (27 mi) and Montalcino 65 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Milan 416 km (258 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) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (136 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).

Additional Services
Tours - The owner can schedule 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 exact tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Ask for more details, including the supplemental cost and how to arrange this service.

Villa Lilli & Spa

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Beautiful private house with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Siena

  • Sleeps
    16
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    500 m2
  • Private Pool
From € 520per Night

Description

Conveniently located 6 km (4 mi) from Arnano, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Siena. Villa Le Caggia is a beautiful stone building (500 sq m) with air conditioning, hot tub and private pool. The property can accommodate up to 16 guests comfortably in seven bedrooms with seven bathrooms.

Your Experience
After arriving at Villa Le Caggia you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic 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. Also available outdoors are a barbecue grill, playground, patio and hot tub. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 19 km (12 mi), San Gimignano 33 km (20 mi), Greve In Chianti 53 km (33 mi), Montalcino 55 km (34 mi) and Florence 68 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 68 km (43 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 170 km (106 mi), Rome 254 km (158 mi), Venice 319 km (198 mi) and Milan 362 km (225 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Caggia. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 22:00
Check-Out Time: 00:00 - 10:00
Pool Open: 15 March - 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) 83 km (52 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 168 km (104 mi), Roma Fiumicino (fco) 250 km (155 mi) and Roma Ciampino (cia) 264 km (164 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 discovering the techniques required to master Tuscan cuisine. 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 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 supplemental costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details 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.
Maid Service - Upgrade your holiday with maid service. This service 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. Inquire for more details, including the supplemental cost and how to schedule this service.

The villa is equipped with an electric fence that is activated at night to protect the outdoor areas from wild animals.
Pets are welcome (even more than one), but we cannot guarantee that dogs will not wander off. Villa Le Caggia

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Villa Aiale

: EAS208818

Independent Holiday rental with WIFI, A/C, private pool, TV, patio, panoramic view, near Montalcino

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    8
  • Floor Area
    500 m2
  • Private Pool
From € 1428per Night

Description

Villa Aiale is a nice vacation rental (500 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 14 people comfortably in seven bedrooms with eight bathrooms. Villa Aiale is located 2 km (1 mi) from Bibbiano, Italy and only 21 km (13 mi) from Montalcino in the tourist area "Orcia Valley".

Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a hectic 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 patio and barbecue grill. Dining 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 holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 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: Montalcino 21 km (13 mi), Siena 38 km (24 mi), Montepulciano 53 km (33 mi), Arezzo 77 km (48 mi) and Cortona 78 km (48 mi).

Some other major tourist destinations you should consider visiting are: Florence 106 km (66 mi), Viareggio 200 km (124 mi), Forte Dei Marmi 207 km (129 mi), Rome 229 km (142 mi), Milan 400 km (249 mi) and Naples 420 km (261 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
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) 119 km (74 mi), Pisa (psa) 154 km (96 mi), Bologna (blq) 205 km (128 mi), Roma Fiumicino (fco) 232 km (144 mi) and Roma Ciampino (cia) 238 km (148 mi).

Special Services
Cooking Lessons - Learn 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 needed 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 organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Aiale. Inquire for more details, including the additional cost and how to schedule this service.

Villa Aiale

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Villa Cona

: EAS203947

Wonderful independent holiday rental with private pool, A/C, WIFI, TV, panoramic view, near Florence

  • Sleeps
    20
  • Bedrooms
    10
  • Bathrooms
    8
  • Floor Area
    435 m2
  • Private Pool
From € 1873per Night

Description

Comfortable villa on a renovated property dating back to the 1300s, just 15 km from Florence. It is part of a large farm with 200 hectares of vineyards and olive groves, that produces excellent wines and extra virgin olive oil.
The property is made up of the main villa, a converted hayloft and a private pool.
It offers 10 bedrooms to accommodate up to 20 people. Inside it is equipped with all amenities and tastefully furnished.
Access to the property is via a stretch of unpaved road in good condition.
Extra services: You can reserve services like: tastings of the farm’s wines; breakfast, lunch and dinner at the property’s restaurant; cooking lessons with a chef; massages; excursions like truffle hunts, horse rides, hikes, picnics.
Property staff can use a stone wood burning oven to enhance your summer feasts.
At guests’ disposal:10 bedrooms and 8 bathrooms; private pool (9 x 4 m); garden; gazebo with table, chairs; Wifi internet; air conditioning; private parking within the grounds

Distances: San Donato in Collina with shops of all kinds 1,5 km, Bagno a Ripoli and Rignano 8 km, Florence (airport) 20 km, Arezzo 65 km, San Gimignano 65 km, Siena 70 km, Cortona 85 km, Lucca 95 km, Pisa (airport) 122 km.

Please carefully check if there are any extra costs to be paid on site! Villa Cona

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Beautiful private holiday rental with hot tub, WIFI, private pool, A/C, TV, patio, close to Cortona

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    6
  • Floor Area
    230 m2
  • Private Pool
From € 605 per Night

Description

Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Case Sant'anna 14 is a lovely vacation rental (230 sq m) with private pool, hot tub and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.

Your Experience
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a splendid holiday 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. For your pleasure, on the grounds there is a barbecue grill, patio and hot tub. 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 coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.

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: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).


Case Sant'anna 14

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Prugnolo

: EAS210291

Nice apartment with private pool, A/C and TV, close to Montepulciano

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    500 m2
  • Private Pool
From € 1088 per Night

Description

Property Summary

You will discover an exceptional holiday villa located in the enchanting town of Pienza, Italy, offering luxurious accommodations in a beautifully appointed independent property. This stunning residence welcomes you through an entrance that opens into a generously proportioned kitchen with a dedicated dining area, setting the tone for the sophisticated living spaces throughout. The villa features parking facilities for your convenience and provides a heated swimming pool measuring 4 x 18 meters with a depth ranging from 1.30 to 1.60 meters, ensuring year-round enjoyment. A hot tub enhances your relaxation opportunities, while the property's thoughtful design creates an ideal retreat for those seeking refined comfort in the heart of Tuscany's most celebrated countryside.

Outdoors

The exterior spaces of this property have been designed to maximize your enjoyment of the Tuscan climate and landscape. You will find an equipped green space perfect for outdoor activities and relaxation, complemented by an outdoor patio where you can enjoy al fresco dining and entertainment. A covered veranda provides shaded comfort during warmer hours, while a small veranda accessible from the large kitchen offers additional covered outdoor space elevated by 3 steps. The property includes a private garden that extends your living area into nature, and you will appreciate the presence of a vegetable garden for those who enjoy fresh, homegrown produce. The outdoor areas are thoughtfully furnished to create multiple zones for dining, lounging, and socializing under the Italian sun.

Unit Layout

This spacious villa accommodates a maximum capacity of 12 guests across 6 elegantly appointed bedrooms, complemented by 6 bathrooms that ensure comfort and privacy for all occupants. Upon entering, you will find the large kitchen with dining area on the ground floor, alongside a double bedroom and a bathroom featuring a rectangular hot tub. A mezzanine level, accessible via a narrow cast iron spiral staircase with a maximum height of 2 meters and minimum height of 1.40 meters, opens onto the area below and houses a French bed particularly suitable for younger guests. From the kitchen, ascending a few steps brings you to the living room equipped with fireplace and billiards table, while descending 3 steps from this level leads to a small hallway providing access to a double bedroom with an ensuite bathroom featuring a large shower. From the large kitchen on the left side, climbing 3 steps takes you to the small covered veranda and then to a spacious living room furnished with sofas and a large fireplace, with a small kitchen to the left, followed by a living room with bookcase, and a double bedroom with external access and bathroom with double shower measuring 210 x 75 centimeters. The first floor, accessible both internally and through an external staircase, houses a double bedroom with a large round Jacuzzi measuring 170 x 170 centimeters and private bathroom with single shower, along with another double bedroom featuring a private bathroom with double shower measuring 150 x 90 centimeters. In the right wing of the upper floor, accessible only from inside the house, you will discover a bright and comfortable double bedroom with bath and rectangular Jacuzzi.

Amenities Included

The villa provides comprehensive climate control through air conditioning installed in all rooms, ensuring your comfort throughout your stay regardless of the season. Entertainment options include a television and satellite TV for your viewing pleasure, along with a billiards table for recreational enjoyment. The property features not one but two fireplaces that create warmth and ambiance in the living areas. Your culinary needs are fully supported with a fitted kitchen containing modern appliances including an oven, freezer, dishwasher, toaster, blender, coffee maker, and microwave, while outdoor cooking is facilitated by a barbecue available for winter use. A dedicated laundry room houses a washing machine and dryer for your convenience. The villa offers high-speed wi-fi internet connectivity throughout the property, and wellness enthusiasts will appreciate the yoga and pilates gym room as well as the massage room, both available for booking prior to arrival.

Other Information

You should note that the property requires a security deposit of 1000 euro upon arrival. The villa welcomes a maximum of 1 dog per week, with a requirement that the animal be accustomed to indoor living, house-trained, and not a puppy prone to chewing objects. Additional sleeping arrangements can be provided through an extra bed positioned in the mezzanine under the main kitchen or a roller bed. The property features two registration codes: IT052021C2OHZNL9C9 and IT052021C2NPUZPLG6. Various personalized services can be arranged on demand to enhance your stay, including massages offering either Shiatsu or Ayurveda treatments that can be performed at the villa or in the garden, wine tasting experiences at various cellars in Montalcino and Montepulciano, pecorino cheese tasting in Pienza, private chef services at the villa, personal trainer sessions, and Italian language courses, all of which require advance booking to ensure availability.

Distances and Attractions

This magnificent villa enjoys a privileged position in Pienza, one of Tuscany's most treasured Renaissance towns, renowned for its architectural harmony and world-famous pecorino cheese. You will find yourself ideally situated to explore the celebrated wine regions of Montalcino and Montepulciano, where prestigious vineyards produce some of Italy's finest wines. The surrounding Val d'Orcia landscape, recognized as a UNESCO World Heritage Site, offers breathtaking vistas of rolling hills, cypress-lined roads, and medieval villages that define the quintessential Tuscan experience. The property's location provides convenient access to local attractions, authentic restaurants serving regional cuisine, and charming shops offering artisanal products and local specialties.

Costs & Services

Included services
- Welcome dinner, wine not included
- House cleaning 3 times per week
- Towels change when needed
- Pool cleaning 2 times per week
- Municipality tax

Extra costs
- Final house cleaning: €300
- Air conditioning: €250, only payable if used
- House heating: €600, only payable if used
- Extra bed in the mezzanine under the main kitchen or roller bed: €25 per bed per day
- Dogs: €20 per day
- Pool heating: €650 per April, May, September and October
- Pool heating: €400 per July and August
- Trash removal: €100 Prugnolo

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