Luxury Villas with Pool in Le Casine, Italy
Results 81 - 100 of 100
Villa Danilo
Amazing independent accommodation with hot tub, private pool, WIFI, A/C, TV, patio, panoramic view
- 13
- 7
- 7
Description
Wonderful independent villa with private pool situated in the proximity of the Val d’Orcia region, in the surroundings of San Casciano dei Bagni, a small town renowned for its beautiful hot springs. This villa has been recently restored an turned into an elegant country house enjoying enchanting views of the Tuscan landscape. A 3000-square-meter garden surrounds the villa and offers a beautiful private pool and a small restored outbuilding (rented together with the main villa allowing a total of 13 guests). This property is tastefully furnished and provides all modern comforts (ensuite bathrooms, mosquito nets, air-conditioning, internet connection, large outdoor areas furnished for al-fresco dining). This villa is only 150 m from the Fonte Verde spa center where guests can enjoy use of hot springs (the water is 38°), of a wellness centre, beauty treatments (a 25% reduction is available for guests staying at Villa Danilo from Monday to Saturday).
The area surrounding Villa Danilo is rich in hot-water brooks coming from the hot springs (one is on the ground as well but it is not accessible).
In a 50/100 km drive there are the most important and beautiful art cities and towns in Tuscany like Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani, the splendid “Crete Senese” region..
Distances: San Casciano dei Bagni with all kinds of shops 1 km away, spa center 150 meters away, Pienza 40 km, Città della Pieve 20 km, Siena 90 km away, Roma (airport) 150 km.
At guests disposal: large 3000-square-mter garden with private pool (12 x 6 m – minimum depth 1,6 m, maximum depth 1,70 m – open from 01/05 to 30/09), barbecue. The villa provides a laundry with washing-machine and dryer. A computer with internet connection is available.
Covered parking within the grounds.
Extra services included in the rental price: cleaning service (3 hours a day) 6 days a week. Linen change 2 times a week. Baby bed.
Extra service to be paid on the spot: Cooking service (with a chef and a waiter) at € 30,- / per hour (plus the cost for food shopping – an extra charge of € 25,- is requested if food shopping is done by the house staff).
The property owners also run an excellent restaurant less than 1 km away from the villa and offer a 10% reduction to Villa Danilo guests.
Extra maid service € 13,- / per hour. Baby sitting service upon request € 13,- / per hour.
Small pets are allowed by paying an extra security deposit of € 500,-
Please carefully check if there are any extra costs to be paid on site! Villa Danilo
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casalberna
Stunning independent vacation home with A/C, sauna, private pool, TV, terrace and panoramic view
- 14
- 7
- 8
Description
The 12m x 6m swimming pool has one of the most exciting views of the entire region. To the left is the town of Celle Sul Rigo and to the right is the fort town Radicofani. There is a shaded sunbed area with several pool beds and nearby you will find a dedicated pool bathroom. In the early evenings guests can enjoy breathtaking sunsets and landscapes with seasonal ever changing colors.
At sunset, pour a glass of local vino and relax in the pool or read your favorite book under the shaded pergola, to fully enjoy this dream place.
STAFF & SERVICES
Included:
Housekeeper: on site for three hours each morning Monday – Friday
Available on request for additional hours or days
Building Maintenance/Gardener: on site each day Monday - Friday
Driver available on demand: to pick up from airports and trains stations take guests to wine tastings
Cook: available on demand to provide catering for guests: to fill the fridge with for example pasta sauces, fresh pasta, meat and poultry dishes, BBQ vegetables cater for lunches and dinners
Pici pasta making classes on site: hosted by the housekeeper and her mother for small or large groups
Bath linen change - One per week
Bed linen change - One per week
Cooling/heating system - Included
Water and electricity -included
Tourist tax - included
Final cleaning - included
A tasting of traditional products is included in the price
CIR CODE - 052027LTI0003 Casalberna
- 12
- 6
- 5
Description
Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Vacation rental Lavacchio 12 is a nice stone building (360 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
What to Expect
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The property comprises both a large Tuscan stone-built farmhouse and a small guest house.
Air conditioning is available in most of the bedrooms.
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful 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 relax 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 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) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the additional cost.
Two extra bedrooms are available at extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Lavacchio 12
- 18
- 9
- 8
Description
Lavacchio 18 is a nice stone building (450 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 18 people comfortably in nine bedrooms with eight bathrooms. Conveniently located 11 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
What to Expect
When you arrive at Lavacchio 18 you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful 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 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 18 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 226 km (140 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 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) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Inquire for more details about the supplemental cost.
Maid service is included 15 hours per week. Lavacchio 18
Fontanelle 16
Fabulous private holiday villa with private pool, A/C, WIFI, TV, patio and panoramic view
- 16
- 8
- 8
Description
Holiday rental Fontanelle 16 is a beautiful stone building (500 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 16 people comfortably in eight bedrooms with eight bathrooms. Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 47 km (29 mi) from Montepulciano.
The Experience
Upon arrival at Fontanelle 16 you’ll find a nice clean well-maintained property with views of 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside 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, 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.
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 47 km (29 mi), Siena 54 km (34 mi), Cortona 80 km (50 mi), Arezzo 82 km (51 mi) and Greve In Chianti 94 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 230 km (143 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 415 km (258 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) 154 km (96 mi), Pisa (psa) 197 km (123 mi), Roma Fiumicino (fco) 221 km (137 mi), Bologna (blq) 239 km (148 mi) and Roma Ciampino (cia) 243 km (151 mi).
More Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Cleaning service is included 15 hours a week. Fontanelle 16
- 10
- 5
- 4
Description
Lavacchio 10 is located 12 km (7 mi) from Montalcino, Italy and only 48 km (30 mi) from Montepulciano in the tourist area "Grosseto - Maremma". Lavacchio 10 is a nice stone building (360 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten people comfortably in five bedrooms with four bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
Your Experience
Upon arrival at Lavacchio 10 you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, 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 ten people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 48 km (30 mi), Siena 69 km (43 mi), Cortona 79 km (49 mi), Arezzo 82 km (51 mi) and San Gimignano 109 km (67 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 428 km (266 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) 149 km (93 mi), Pisa (psa) 191 km (119 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the supplemental cost.
Maid service is included 15 hours per week. Lavacchio 10
- 14
- 7
- 6
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 14
- 16
- 8
- 7
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 16
Villa Aiale
Independent Accommodation with private pool, WIFI, A/C, TV, patio, panoramic view, near Montalcino
- 14
- 7
- 8
Description
Conveniently located 2 km (1 mi) from Bibbiano, Italy in the tourist area "Orcia Valley" and only 21 km (13 mi) from Montalcino. Property Villa Aiale is a beautiful property (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with eight bathrooms.
Your Experience
After arriving at Villa Aiale you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing 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 shopping. Outside 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 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 vacation, 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 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 learning the secrets required to prepare delicious 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 sumptuous meal using local produce? The chef will arrange 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 supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Aiale. Ask for more details, including the extra cost and how to schedule this service.
Villa Aiale
- 8
- 3
- 3
Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
- 10
- 5
- 5
Description
Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 46 km (29 mi) from Montepulciano. Villa Lorian is a lovely stone building (500 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to ten people comfortably in five bedrooms with five bathrooms.
The Experience
Built in the 1700s as one of the manors of the neighbouring Argiano Castle, the building has a distinctive U-shaped structure and develops around a central patio.The sense of interior space is accentuated by the high vaulted ceilings.
Guests can enjoy seasonal products from the vegetable garden.
The resident maid lives in a separate apartment at the rear of the farmhouse, and will be happy to cook for guests (additional charge).
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a barbecue grill and patio. 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, stove 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 beautiful Tuscan weather.
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: Montepulciano 46 km (29 mi), Siena 54 km (34 mi), Cortona 79 km (49 mi), Arezzo 81 km (50 mi) and San Gimignano 91 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 229 km (142 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 416 km (258 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) 136 km (85 mi), Pisa (psa) 194 km (121 mi), Bologna (blq) 221 km (137 mi), Roma Fiumicino (fco) 221 km (137 mi) and Roma Ciampino (cia) 243 km (151 mi).
On the estate there are 2 resident cats and an aged friendly dog and is therefore not possible to accept other pets.
Cleaning service included 3 hours a day, five days a week.Additional Services
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the extra cost.
Baby Sitting - A babysitter can be arranged at Villa Lorian. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Lorian
- 10
- 5
- 5
Description
Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!
Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.
Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!
The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| All 3 Accommodations | 6 | 3 | 3 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Last-Minute Offer for La Castellana
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Canto al Sole
Bellina
Villa Claudia
Stunning independent villa rental with WIFI, private pool, A/C, TV, veranda and panoramic view
- 10
- 5
- 6
Description
Conveniently located 1 km (3854 ft) from Montegonzi, Italy in the tourist area "Chianti" and only 35 km (22 mi) from Greve In Chianti. Villa Claudia is a beautiful stone building (260 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms.
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
What to Expect
Upon arrival 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 enjoyment you will find a private pool where you can relax 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove 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 veranda is the ideal setting to enjoy food, family and the lovely 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: Greve In Chianti 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized 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 sumptuous 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 additional costs.
Villa Claudia
Book your vacation for the period from 25 April 2026 to 09 May 2026 and save 10% (minimum 5 nights). Offer valid until 09 May 2026.
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Description
Torre Antica is a beautiful holiday home (750 sq m) with private pool and air conditioning. The property can sleep up to 16 guests comfortably in eight bedrooms with eight bathrooms. Torre Antica is located 7 km (4 mi) from Allerona, Italy and only 48 km (30 mi) from Montepulciano.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a relaxing holiday in Umbria. Regardless of how you spend your days - sightseeing, visiting museums, 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 Umbria. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine and toaster, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the nice Italian 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: Montepulciano 48 km (30 mi), Perugia 61 km (38 mi), Cortona 75 km (47 mi), Montalcino 76 km (47 mi) and Assisi 83 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 158 km (98 mi), Viareggio 245 km (152 mi), Forte Dei Marmi 252 km (157 mi), Rome 156 km (97 mi), Milan 445 km (276 mi) and Naples 347 km (216 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) 164 km (102 mi), Roma Ciampino (cia) 172 km (107 mi), Roma Fiumicino (fco) 178 km (110 mi), Pisa (psa) 226 km (140 mi) and Bologna (blq) 250 km (155 mi).
Torre Antica
Villa al Sole
Independent Villa with private pool, WIFI, hot tub, TV, patio, pets allowed, panoramic view
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Description
Property Summary
Villa al Sole is a beautifully appointed and comfortable single-family house nestled in the charming hilltop setting of Seggiano, in the heart of Tuscany, Italy. Elevated at 500 metres above sea level and surrounded by sweeping meadows and open fields, this exceptional vacation rental offers an atmosphere of genuine seclusion and tranquillity, making it an ideal retreat for those seeking privacy and relaxation away from the pace of everyday life. The villa commands a stunning panoramic view of the Tuscan countryside, providing a serene and picturesque backdrop throughout your stay. Connectivity is seamlessly maintained with Internet WiFi available throughout the property, ensuring you remain effortlessly connected while enjoying the peace of this rural haven. The grounds feature a dedicated parking area on the premises, complete with an electric vehicle charging station for the convenience of guests travelling with electric vehicles. The beautifully maintained yard, spanning an impressive 2,000 m2 of terraced garden, envelops the property in lush greenery, while the private swimming pool measuring 10 x 4 m invites you to unwind in complete comfort. Together, these amenities create a harmonious balance between refined comfort and the unspoiled natural beauty of the Sienese countryside.
Outdoors
The outdoor spaces of Villa al Sole are a true highlight of the property, thoughtfully designed to complement the breathtaking natural surroundings. The private terraced garden extends across 2,000 m2 of carefully tended land, fully fenced for complete privacy and security, and features a rich variety of trees, a natural garden area, and an open meadow that invites leisurely strolling and quiet contemplation. At the heart of the outdoor experience is the private swimming pool, measuring 10 x 4 m with a depth of 150 cm, available seasonally from 08 April to 15 October. Pool maintenance is handled directly by the owner and gardener, ensuring the area is always presented in pristine condition. Surrounding the pool, guests will find a welcoming terrace and a charming arbour that provides a shaded retreat during the warmer hours of the day, perfect for relaxing with a book or enjoying a leisurely afternoon in the open air. An outdoor shower is also available for your convenience, allowing you to refresh after a swim without stepping indoors. The outdoor dining and seating areas further enhance the alfresco experience, inviting you to savour meals and quiet moments while taking in the sweeping views of the Tuscan landscape that stretch out before you.
Other Information
Villa al Sole is a single-family house positioned on top of a hill at an elevation of 500 metres above sea level, offering a secluded and sunny environment that ensures a restful and private stay throughout your visit. The property is fully fenced, providing an additional sense of security and exclusivity for all guests. The surrounding landscape of meadows, fields, and natural garden areas contributes to the peaceful rural character of the estate, making it particularly well suited to those who appreciate the quietude of the Tuscan countryside.
Distances and Attractions
Villa al Sole enjoys a privileged position in Seggiano, placing a wealth of local attractions and essential services within comfortable reach. The nearest grocery store is located just 5 km from the property, while a larger supermarket can be found 18 km away. A restaurant offering the opportunity to dine in a local setting is situated 5 km from the villa, and guests may also take advantage of the nearby local sale of farm products, a wonderful way to experience the authentic flavours and traditions of the region. The historic town of Montalcino, renowned for its celebrated Brunello wine and medieval heritage, is 18 km away. The centres of both Siena and Grosseto are located 65 km from the villa, offering a rich array of cultural, historical, and culinary experiences. The nearest railway station is also 65 km away, providing convenient access for guests travelling by train. For those wishing to combine countryside relaxation with a day by the sea, Marina di Grosseto, a beautiful sandy beach, is equally 65 km from the property, making it a perfectly achievable excursion during your stay. Villa al Sole
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Stunning private vacation home with A/C, private pool, WIFI and TV
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Description
La Dimora del Chianti Dimora: Stunning Tuscan Vill is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings". La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation 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 unwind 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 eight people. If you prefer to dine 'al fresco', there is a fully furnished garden 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: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Book now and save 10%. Offer valid until 20 April 2026 and for a minimum stay of 5 nights.
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Description
Il Pino Apartment is a lovely holiday rental (132 sq m) with private pool and WiFi internet. The property can sleep up to ten people comfortably in four bedrooms with four bathrooms. Il Pino Apartment is located 7 km (4 mi) from San Venanzo, Italy and only 39 km (24 mi) from Perugia.
The Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Umbria. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a barbecue grill and patio. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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: Perugia 39 km (24 mi), Assisi 53 km (33 mi), Spoleto 58 km (36 mi), Gubbio 79 km (49 mi) and Cortona 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 198 km (123 mi), Viareggio 285 km (177 mi), Rome 155 km (96 mi), Milan 485 km (301 mi) and Naples 346 km (215 mi).
Additional Information
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): Roma Ciampino (cia) 164 km (102 mi), Roma Fiumicino (fco) 177 km (110 mi), Firenze Peretola (flr) 203 km (126 mi), Pisa (psa) 266 km (165 mi) and Bologna (blq) 290 km (180 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 inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Il Pino Apartment
Montelucci Chianti Agrivilla
Wonderful independent accommodation with A/C, WIFI, private pool, TV, patio and panoramic view
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Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday 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. For your pleasure, on the grounds there is 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 14 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: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire 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 specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
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Description
Poggio Padule is located 7 km (4 mi) from San Venanzo, Italy and only 39 km (24 mi) from Perugia. Vacation rental Poggio Padule is a lovely property (264 sq m) that includes WiFi internet and private pool. The property can sleep up to 20 people comfortably in eight bedrooms with seven bathrooms.
What to Expect
When you arrive at Poggio Padule you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Umbria. 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 Umbria. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 20 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: Perugia 39 km (24 mi), Assisi 53 km (33 mi), Spoleto 58 km (36 mi), Gubbio 79 km (49 mi) and Cortona 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 198 km (123 mi), Viareggio 285 km (177 mi), Rome 155 km (96 mi), Milan 485 km (301 mi) and Naples 346 km (215 mi).
Additional Information
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): Roma Ciampino (cia) 164 km (102 mi), Roma Fiumicino (fco) 177 km (110 mi), Firenze Peretola (flr) 203 km (126 mi), Pisa (psa) 266 km (165 mi) and Bologna (blq) 290 km (180 mi).
Additional Services
Tours - The owner can arrange 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.
Poggio Padule
