Santa Maria Vacation Villa Rentals
Results 261 - 280 of 461
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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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| Accommodation | |||||
|---|---|---|---|---|---|
| Margherita 610.1 | 4 | 2 | 2 | ||
| Ginestra 610.2 | 4 | 2 | 2 | ||
| Lavanda 610.3 | 8 | 4 | 2 | ||
| Rosa 610.4 | 5 | 3 | 2 | ||
| Villa i Gelsomini 610.5 | 8 | 4 | 3 | ||
| All 5 Accommodations | 29 | 15 | 11 |
Description
Property Summary
Le Muricce is a charming residence built in 2000, surrounded by trees, fields, and vineyards in Pergine Valdarno, Italy. With five apartments available, it is the perfect holiday rental for families seeking a peaceful retreat in the countryside. The property boasts shared amenities including a swimming pool, yard, internet Wi-Fi, parking, and an EV charging station, ensuring a comfortable and convenient stay. Installment plans are also available, making it an affordable vacation option.
Outdoors
Le Muricce offers a serene outdoor experience with 4 hectares of fenced land, a natural garden, and a beautiful meadow. Enjoy the seasonal swimming pool (15 x 7 m, depth 120 - 150 cm, available from May 8th to September 30th), complete with a fence for safety and an outdoor shower. The property also features table tennis, garden furniture, a barbecue area, and a children's playground with a slide and swing, providing ample opportunities for outdoor recreation and relaxation.
Other Information
Le Muricce is a family-friendly residence, with baby equipment included in the apartments. All apartments are individually designed and furnished to ensure a comfortable stay. Additionally, the property offers internet access and a shared washing machine (extra charge). For those seeking a relaxing experience, the renowned Rapolano Terme thermal baths are located just 27 km away.
Distances and Attractions
Le Muricce is conveniently situated 7 km from the center of Bucine and 1 km from the center of Badia Agnano, ensuring easy access to local amenities. Nearby attractions include the historic cities of Siena (40 km), Cortona (45 km), and Florence (70 km), offering a wealth of cultural and sightseeing opportunities. For a day trip, visitors can explore the beautiful Trasimeno Lake, located 65 km away. Walking paths also start just 100 m from the property, allowing guests to enjoy the surrounding countryside. Bucine 610
Last-Minute Offer for Margherita 610.1
Other apartments with last-minute offers:
Lavanda 610.3
Villa Chiara
Independent Property with private pool, WIFI, A/C, TV, terrace, panoramic view, near Cortona
- 8
- 3
- 3
Description
Villa Chiara is located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Holiday home Villa Chiara is a beautiful stone building (120 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
After arriving at Villa Chiara you’ll find a nice clean well-maintained property with views of the hills perfect 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. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 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) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets required to prepare mouth-watering 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 schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be arranged 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.
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 arrange this service.
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 upon arrival.
Villa Chiara
Villa Fontanelle
Independent Villa with internet, private pool, A/C, TV, patio, panoramic view, near Montepulciano
- 14
- 7
- 9
Description
Property Villa Fontanelle is a beautiful property that includes internet, air conditioning and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with nine bathrooms. Conveniently located 2 km (1 mi) from Monticchiello, Italy in the tourist area "Orcia Valley" and only 14 km (9 mi) from Montepulciano.
What to Expect
When you arrive at Villa Fontanelle you’ll find a beautiful clean well-maintained property perfect for a peaceful 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 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 vacation. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
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: Montepulciano 14 km (9 mi), Montalcino 28 km (17 mi), Cortona 46 km (29 mi), Siena 62 km (38 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 230 km (143 mi), Rome 186 km (116 mi), Venice 380 km (236 mi) and Milan 423 km (263 mi).
Additional Information
Pool Open: 9 May - 3 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) 144 km (89 mi), Roma Ciampino (cia) 195 km (121 mi), Pisa (psa) 204 km (127 mi), Roma Fiumicino (fco) 208 km (129 mi) and Bologna (blq) 228 km (142 mi).
More Services
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 requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the additional cost.
Le Fontanelle
Villa Taragnano
Pretty independent villa rental with WIFI, private pool, A/C and patio, close to Cortona
- 10
- 5
- 3
Description
Villa Taragnano is a nice stone building (300 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with three bathrooms. Villa Taragnano is located 540 m (1742 ft) from Sant'enea, Italy and only 17 km (10 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday 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. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the nice Tuscan weather.
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 17 km (10 mi), Arezzo 24 km (15 mi), Montepulciano 43 km (27 mi), Perugia 66 km (41 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 202 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 216 km (134 mi), Venice 358 km (223 mi) and Milan 399 km (248 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) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 225 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Villa Rinaldo
Villa del Castagno
Independent Holiday rental with private pool, A/C, WIFI, TV, patio, panoramic view, close to Cortona
- 7
- 3
- 3
Description
Villa Del Castagno is a nice stone building (190 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to seven people comfortably in three bedrooms with three bathrooms. Conveniently located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful 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. For your pleasure, on the grounds there is a barbecue grill and patio. 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 holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Cortona 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 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 416 km (259 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques required 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 vital to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner after arriving 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 upon arrival.
Villa Delle Fragole
Villa Eleonora
Private House with private pool, A/C, WIFI, TV, patio, pets allowed, panoramic view, near Cortona
- 8
- 4
- 5
Description
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a lovely vacation rental (170 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a splendid holiday 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. Also available outside are a patio and barbecue grill. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 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 holiday that is not a problem at Villa Eleonora. 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 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) 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).
Special Services
Tours - Custom tours can be organized 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.
Baby Sitting - A babysitter can be arranged at Villa Eleonora. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 7 nights). Offer valid until 02 May 2026.
Monticchiello Apartment with Garden, Wifi, Pienza,
Lovely flat with A/C, WIFI and TV, near Montepulciano
- 4
- 2
- 1
Description
Monticchiello Apartment With Garden, Wifi, Pienza, is located , Italy and only 9 km (5 mi) from Montepulciano in the tourist area "Orcia Valley". Holiday rental Monticchiello Apartment With Garden, Wifi, Pienza, is a nice stone building (85 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four guests comfortably in two bedrooms with one bathroom.
The Experience
After arriving at Monticchiello Apartment With Garden, Wifi, Pienza, you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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 9 km (5 mi), Montalcino 30 km (19 mi), Cortona 40 km (25 mi), Arezzo 59 km (37 mi) and Siena 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 131 km (81 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 225 km (140 mi), Rome 185 km (115 mi), Venice 370 km (230 mi) and Milan 418 km (260 mi).
Additional Information
Check-In Time: 16:00 - 20:30
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Roma Ciampino (cia) 194 km (121 mi), Pisa (psa) 199 km (123 mi), Roma Fiumicino (fco) 207 km (128 mi) and Bologna (blq) 223 km (138 mi).
Monticchiello Apartment With Garden, Wifi, Pienza,
Maria Gabriella Holiday Home in Monticchiello
Beautiful independent holiday rental with A/C, WIFI, TV and veranda, near Montepulciano
- 8
- 4
- 4
Description
Maria Gabriella Holiday Home In Monticchiello is a nice holiday home (600 sq m) with WiFi internet and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. Conveniently located in the centre of Monticchiello, Italy in the tourist area "Orcia Valley" and only 9 km (5 mi) from Montepulciano.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of shopping, spend some time with friends and family 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.
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 9 km (5 mi), Montalcino 30 km (18 mi), Cortona 47 km (29 mi), Arezzo 58 km (36 mi) and Siena 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 131 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 225 km (139 mi), Rome 185 km (115 mi), Venice 378 km (235 mi) and Milan 420 km (261 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Roma Ciampino (cia) 194 km (120 mi), Pisa (psa) 198 km (123 mi), Roma Fiumicino (fco) 206 km (128 mi) and Bologna (blq) 223 km (138 mi).
Maria Gabriella Holiday Home In Monticchiello
Villa Ivana - Cortona
Amazing private holiday home with private pool, WIFI, hot tub, A/C, TV, patio, near Cortona
- 18
- 9
- 10
Description
Villa Ivana - Cortona is a lovely holiday home (1052 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 18 people comfortably in nine bedrooms with ten bathrooms. Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property perfect for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outside you will also find a barbecue grill and patio.
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: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 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 416 km (259 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
- 22
- 11
- 10
Description
Conveniently located in San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 39 km (24 mi) from Siena. Borgo San Vincenti is a beautiful stone building with air conditioning, private pool and WiFi internet. The property can accommodate up to 22 people comfortably in 11 bedrooms with ten bathrooms.
Borgo San Vincenti is made up of 7 non-communicating apartments, which can be rented altogether by a single group of guests.
Your Experience
Upon arrival at Borgo San Vincenti you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. 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 holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 22 people. Dine 'al fresco' like a real Tuscan, the fully furnished is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
There is a common area where guests can cook and have meals all together. It is composed by: 1 large kitchen fully equipped, 2 bathrooms, 1 dining room that seats up to 22 people, a food warehouse, plus an outdoor sofa and a long table to eat al fresco.
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: Siena 39 km (24 mi), Greve In Chianti 43 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 56 km (35 mi) and Cortona 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 175 km (108 mi), Rome 233 km (144 mi), Venice 324 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 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) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 254 km (158 mi).
Additional Services
Cooking Lessons - If you're interested in learning 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 discovering 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering 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.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, 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.
Maid Service - If you'd like maid service during your trip that can be scheduled 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 holiday hassle-free after a long trip. Inquire for more details, including the extra cost and how to organize this service.
Borgo San Vincenti
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- 7
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Description
Conveniently located 980 m (3168 ft) from San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 38 km (24 mi) from Siena. Vacation rental La Maccinaia 14 is a lovely stone building (650 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 16 people comfortably in seven bedrooms with seven bathrooms.
What to Expect
The property is equipped with the highest standard of modern comforts, including air-conditioning on the ground floor & second floor, wi-fi technology, a large flat screen television with satellite tv, and an especially well equipped kitchen.
Just across from the main villa there is a guest house built of stone that can sleep up to 6 people. This part of the property is of more recent construction, but maintains the same high level of the main villa.
The English speaking caretaker lives on the premises in an apartment with a separate entrance.
After arriving at La Maccinaia 14 you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a barbecue grill, patio and playground. 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 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 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: Siena 38 km (24 mi), Greve In Chianti 44 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 82 km (51 mi), Viareggio 169 km (105 mi), Forte Dei Marmi 176 km (109 mi), Rome 232 km (144 mi), Venice 325 km (202 mi) and Milan 368 km (229 mi).
Additional Information
Pool Open: 15 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) 89 km (55 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 174 km (108 mi), Roma Ciampino (cia) 241 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
Additional Services
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Cleaning service is included 3 hours a day, 5 days a week. La Maccinaia 14
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Description
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units (one is occupied by the owners) and offers a well-groomed garden, a private furnished area for all of the 3 apartments and a nice pool.
This property is in easy access to charming little villages and small towns such as Pienza, San Quirico d’Orcia and Bagni Vignone (with nice spas). A secondary road passes nearby the property.
Distances: Pienza with general stores 5 km away, Bagni Vignone (spa) 5 km, Montepulciano 20 km, Montalcino (renowned for the production of Brunello wine) 25 km away, Chiusi (railway station with trains for Florence and Rome) 35 km, Siena 50 km away, Florence (airport) 120 km away, Rome 200 km away.
At guests’ disposal: private furnished outdoor area for all of the 3 apartments, garden with shared swimming-pool (12 x 6 m – depth 1,4 m – open from 01/05 to 30/09), barbecue. Shared laundry.
Extra Services: Baby bed available upon request € 26,- / per week (to be paid on the spot). Maid service by arrangement (€ 10,- / per hour payable locally).
Please carefully check if there are any extra costs to be paid on site! Pienza
Last-Minute Offer for Pienza a
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.
Other apartments with last-minute offers:
Pienza B
Pienza C
Villa le Capanne
Stunning multi-unit vacation rental with pool, WIFI, A/C, pets allowed, panoramic view, near Cortona
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- 8
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| Accommodation | |||||
|---|---|---|---|---|---|
| Castagneto | 7 | 2 | 2 | ||
| Noceto | 6 | 2 | 2 | ||
| Bosco | 4 | 2 | 1 | ||
| Oliveto | 4 | 2 | 1 | ||
| All 4 Accommodations | 21 | 8 | 6 |
Description
Vacation rental Villa Le Capanne is a beautiful property that includes WiFi internet, air conditioning and shared pool. Villa Le Capanne is a vacation home having a total of four private units. The property can sleep up to 21 people comfortably. Conveniently located 1 km (4382 ft) from Pieve Di Chio, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona.
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 ideal for a splendid holiday in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. This vacation rental is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group.
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: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Capanne. 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: 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) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Additional Services
Villa Le Capanne
Maria Gabriella Home & Cottage
Pretty multi-unit property with WIFI, A/C, TV and veranda, near Montepulciano
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| Accommodation | |||||
|---|---|---|---|---|---|
| Maria Gabriella Home | 6 | 3 | 3 | ||
| Cottage | 2 | 1 | 1 | ||
| All 2 Accommodations | 8 | 4 | 4 |
Description
Maria Gabriella Home & Cottage is located in the centre of Monticchiello, Italy and only 9 km (5 mi) from Montepulciano in the tourist area "Orcia Valley". Maria Gabriella Home & Cottage is a lovely holiday rental with WiFi internet and air conditioning. The vacation home has a total of two private apartments. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
The Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a relaxing vacation 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 for a perfect ending to another day in Tuscany. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas but still have their own private living quarters.
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: Montepulciano 9 km (5 mi), Montalcino 30 km (18 mi), Cortona 47 km (29 mi), Arezzo 58 km (36 mi) and Siena 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 131 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 225 km (139 mi), Rome 185 km (115 mi), Venice 378 km (235 mi) and Milan 420 km (261 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Roma Ciampino (cia) 194 km (120 mi), Pisa (psa) 198 km (123 mi), Roma Fiumicino (fco) 207 km (128 mi) and Bologna (blq) 223 km (138 mi).
Maria Gabriella Home & Cottage
Case Sant'Anna
Independent Property with hot tub, private pool, A/C, WIFI, TV, patio, panoramic view, near Cortona
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- 9
- 8
Description
Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Case Sant'anna is a lovely holiday rental (300 sq m) with hot tub, private pool and WiFi internet. The property can accommodate up to 18 guests comfortably in nine bedrooms with eight bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
Outdoor Jacuzzi, Included in rental price. Open during the same period of the swimming pool.
Please note that the garden is not fenced.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Your Experience
Upon arrival you’ll find a nice clean well-maintained property ideal for a relaxing 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. Outside you will also find a patio, barbecue grill and hot tub.
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: 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. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:30 - 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
Description
Beautiful country house situated in the heart of the renowned Chianti Classico region, approx. 20 km from Siena away. The house interiors are tastefully furnished with a charming combination of old materials and refined details. Outside guests can enjoy use of a personal, furnished, panoramic garden ideal for al-fresco dining and of a nice pool to be shared with the guests of 5 additional, nearby units.
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.) and wine estates.
Distances: Villa a Sesta (a small hamlet of houses with 4 restaurants) circa 600 meters away, Castelnuovo Berardenga with shops of all kinds 7 km, Gaiole 15 km, Radda 20 km away, Castellina 30 km, Rapolano (renowned spas) 20 km away, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70 km away.
At guests’ disposal: personal, furnished, covered outdoor area ideal for al-fresco dining, swimming-pool (12 x 4 m – min. depth 1,2 m – max. depth 1,6 m – open from 01/05 through 30/9– from 9:00 to 19:00) to be shared with the guests of 5 additional, nearby units.
The house provides free WI-FI internet (STARLINK), wired wireless stereo system, alarm system and safe.
Personal parking in front of the house.
Additional services: Baby bed upon request. Air conditioning in the whole house (€15,-/day - payment on the spot).
Please carefully check if there are any extra costs to be paid on site! Villa Nova
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 4 nights minimum and can not be combined with any other special offers.
Casa alla Minuccia di Villa a Sesta
Amazing independent holiday home with A/C, WIFI, pool, TV, patio and panoramic view, close to Siena
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Description
Conveniently located 710 m (2323 ft) from Villa A Sesta, Italy in the tourist area "Siena And Surroundings" and only 22 km (14 mi) from Siena. Casa Alla Minuccia Di Villa a Sesta is a beautiful vacation rental (130 sq m) with air conditioning and WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with three bathrooms.
The swimming-pool is to be shared with the other 6 apartments.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property perfect 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. For your pleasure, on the grounds there is a patio and barbecue grill.
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: Siena 22 km (14 mi), Greve In Chianti 40 km (25 mi), Montepulciano 54 km (34 mi), Montalcino 55 km (34 mi) and Arezzo 64 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 94 km (58 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 231 km (143 mi), Venice 345 km (214 mi) and Milan 388 km (241 mi).
Additional Information
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) 109 km (68 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 194 km (120 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 252 km (157 mi).
Casa Minuccia
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- 1
- 1
Description
Pagliazzone is a cottage with private and fenced garden and is located in the hills of the Val d'Ambra, dominated by the ancient ruins of the Cennina Castle and immersed in the peace and quiet of the countryside. A short walk will take you to the characteristic village of Bucine. When you feel like leaving the swimming pool and the peace of the garden for a while, the small, typical villages of the Val d'Ambra and Chianti are easy and quick to reach, and Arezzo, Florence and Siena are excellent day trips.
The little house is surrounded by a fully-fenced garden with a well-kept lawn, shaded by tall pines and filled with flowers, where your pets can run freely. A view of the surrounding vineyards and hills will accompany your lazy summer days, along with several corners designed for relaxing in peace. You decide which is the best spot to enjoy the view... whether it is from the cool water of your private swimming pool (5x11 m, depth 1.20-1.80 m - open from 01st May to 30th September), or from an armchair under the pergolas, perhaps from the shady gazebo hidden among the trees, or from a sun lounger by the pool...
The typical Tuscan furnishings, with their rustic charm, together with good equipment complete the whole. The cottage is particularly suitable for couples.
The owners live next door and are very attentive to the well-being of their guests and clean the pool and garden every morning. Pagliazzone
Marielena Authentic Chianti Retreat: Panoramic Vie
Amazing private property with A/C, hot tub, WIFI, TV, patio and panoramic view, near Siena
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- 4
- 4
Description
Conveniently located 590 m (1900 ft) from Castell'in Villa, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena. Marielena Authentic Chianti Retreat: Panoramic Vie is a beautiful stone building (250 sq m) with air conditioning, hot tub and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill, patio and hot tub. 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 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: Siena 21 km (13 mi), Greve In Chianti 45 km (28 mi), Montalcino 52 km (32 mi), Montepulciano 54 km (34 mi) and San Gimignano 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 92 km (57 mi), Viareggio 186 km (115 mi), Forte Dei Marmi 193 km (120 mi), Rome 231 km (144 mi), Venice 342 km (213 mi) and Milan 386 km (240 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 105 km (65 mi), Pisa (psa) 140 km (87 mi), Bologna (blq) 191 km (119 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
More Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Marielena Authentic Chianti Retreat: Panoramic Vie. Ask for more details, including the extra cost and how to organize this service.
Marielena Authentic Chianti Retreat: Panoramic Vie
Book now and save 15%. Offer valid until 30 April 2026 and for a minimum stay of 3 nights.
Book your vacation for the period from 01 May 2026 to 30 June 2026 and save 10% (minimum 3 nights).
