Staggiano Villas with Pool
Results 241 - 260 of 324
Villa la Fragola
Independent Villa rental with A/C, WIFI, private pool, patio, panoramic view, near Montepulciano
- 6
- 3
- 2
Description
Conveniently located , Italy and only 19 km (12 mi) from Montepulciano. Villa La Fragola is a lovely holiday home (100 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to six people comfortably in three bedrooms with two bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
The Experience
The garden area is not fully fenced, anyway the pool area is divided from the rest of the garden by a hedge (height about 0.7 m) and a wire net. There is a small gate which can be locked, for the safeness of small children.
Important: The First floor is accessed only through the external staircase and it is not communicating internally with the ground floor.
One room with access through the garden with shower and changing room for guests who want to enjoy the pool without entering the house.
Upon arrival you’ll find a lovely clean well-maintained property ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. 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 six people.
Places Nearby
The house is just 500 m from a very tiny village, Chianacce (grocery and coffe-bar, reachable on foot).
Closest restaurant 2 km far.
The nearest villages offering all shops/services are Foiano della Chiana and Bettolle (about 7 km).
The Guests can enjoy a visit to the wonderful Trasimeno lake (about 25 km).
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 19 km (12 mi), Cortona 20 km (12 mi), Arezzo 45 km (28 mi), Montalcino 52 km (32 mi) and Perugia 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (66 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 210 km (131 mi), Rome 192 km (119 mi), Venice 359 km (223 mi) and Milan 402 km (249 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa La Fragola. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 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) 124 km (77 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 207 km (129 mi) and Roma Fiumicino (fco) 220 km (136 mi).
More 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 enjoyable 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 holiday? 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. Inquire for more details and the supplemental costs.
Villa La Fragola
- 4
- 2
- 1
Description
Conveniently located 860 m (2798 ft) from Pietraviva, Italy in the tourist area "Siena And Surroundings" and only 34 km (21 mi) from Siena. Cottage Capanna is a lovely stone building (45 sq m) with WiFi internet and air conditioning. The property can sleep up to four guests comfortably in two bedrooms with one bathroom.
The property Cottage Capanna is part of the Agriturismo L'incrociata, so it shares the pool with its 6 apartments.
The properties Cottage Capanna, Agriturismo L'incrociata and Villa Miravalle are located along the same road - so they can be reserved as a whole by a single group up to 30 guests.
Your Experience
After arriving at Cottage Capanna you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a patio, playground 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 holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 34 km (21 mi), Arezzo 35 km (22 mi), Montepulciano 49 km (30 mi), Greve In Chianti 54 km (33 mi) and Cortona 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 226 km (140 mi), Venice 324 km (201 mi) and Milan 366 km (227 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Cottage Capanna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 87 km (54 mi), Pisa (psa) 149 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 235 km (146 mi) and Roma Fiumicino (fco) 247 km (154 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
Cottage Capanna
- 6
- 3
- 2
Description
Villa Miravalle is located 1 km (3590 ft) from Pietraviva, Italy and only 34 km (21 mi) from Siena in the tourist area "Siena And Surroundings". Holiday rental Villa Miravalle is a lovely stone building (160 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to six people comfortably in three bedrooms with two bathrooms.
The properties Villa Miravalle, Cottage Capanna and Agriturismo L'incrociata are located along the same road - so they can be reserved as a whole by a single group up to 30 guests.
The garden is fully enclosed, and the pool area is also fenced off from the rest of the garden.
Up to 3 dogs are permitted.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
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 34 km (21 mi), Arezzo 35 km (22 mi), Montepulciano 49 km (31 mi), Greve In Chianti 54 km (33 mi) and Cortona 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (51 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 226 km (140 mi), Venice 325 km (202 mi) and Milan 366 km (227 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Miravalle. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 87 km (54 mi), Pisa (psa) 149 km (93 mi), Bologna (blq) 173 km (108 mi), Roma Ciampino (cia) 235 km (146 mi) and Roma Fiumicino (fco) 247 km (154 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Villa Miravalle
Villa Niccone
Fabulous independent property with A/C, private pool, hot tub, WIFI, sauna and TV, near Cortona
- 24
- 14
- 12
Description
Conveniently located , Italy and only 21 km (13 mi) from Cortona. Villa Niccone is a lovely stone building (700 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 24 guests comfortably in 14 bedrooms with 12 bathrooms.
The property is composed by the main building and a dependance:
- The main building spreads over 2 levels and is divided into 5 independent apartments with private entrance. Each apartment has a living area with dining table, kitchen and tv.
- The dependance is on the ground floor and consists of 2 large double bedrooms, each with private bathroom with shower.
The Experience
After arriving you’ll find a lovely clean well-maintained property ideal for a splendid holiday in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. There is a kitchen including coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to 24 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 21 km (13 mi), Perugia 41 km (25 mi), Montepulciano 45 km (28 mi), Arezzo 48 km (30 mi) and Gubbio 51 km (32 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 239 km (149 mi), Rome 227 km (141 mi), Venice 369 km (229 mi) and Milan 432 km (269 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 26 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) 213 km (132 mi), Roma Ciampino (cia) 236 km (147 mi), Bologna (blq) 237 km (147 mi) and Roma Fiumicino (fco) 249 km (155 mi).
More Services
Villa Fornace
Villa Rubino
Private Holiday villa with A/C, WIFI, private pool, TV, terrace, panoramic view, near Cortona
- 10
- 5
- 3
Description
Holiday home Villa Rubino is a lovely stone building that includes WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with three bathrooms. Conveniently located 6 km (4 mi) from Lisciano Niccone, Italy in the tourist area "Cortona And Surroundings" and only 20 km (13 mi) from Cortona.
The Villa is composed of two independent apartments but they are rented together.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills and the lake perfect for a peaceful holiday in Umbria. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Italian, the fully furnished balcony is the ideal setting to enjoy food, family and the nice Italian weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 20 km (13 mi), Montepulciano 39 km (24 mi), Perugia 43 km (27 mi), Gubbio 57 km (35 mi) and Assisi 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 226 km (140 mi), Forte Dei Marmi 233 km (145 mi), Rome 221 km (137 mi), Venice 382 km (238 mi) and Milan 426 km (264 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Rubino. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 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) 146 km (91 mi), Pisa (psa) 207 km (129 mi), Bologna (blq) 227 km (141 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 243 km (151 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Italian cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Italian cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details 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.
Baby Sitting - A babysitter can be organized at Villa Rubino. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Rubino
Vineyard'S Cottage with Pool, Ac, Wifi - Siena
Independent Property with WIFI, A/C, private pool, TV, patio, panoramic view, near Montepulciano
- 4
- 1
- 1
Description
Conveniently located 7 km (4 mi) from Sinalunga, Italy in the tourist area "Orcia Valley" and only 22 km (14 mi) from Montepulciano. Vacation rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a lovely stone building (100 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to four people comfortably.
The property is fully fenced with dog-proof enclosure.
The Experience
When you arrive at Vineyard’s Cottage With Pool, Ac, Wifi - Siena you’ll find a beautiful 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 unwind while enjoying a nice cold beverage after a busy day of sightseeing. Outdoors you will also find a patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four 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 22 km (14 mi), Montalcino 36 km (22 mi), Arezzo 38 km (23 mi), Cortona 39 km (24 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (77 mi), Viareggio 210 km (130 mi), Forte Dei Marmi 217 km (135 mi), Rome 205 km (127 mi), Milan 410 km (255 mi) and Naples 396 km (246 mi).
Additional Information
Check-In Time: 17:00 - 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) 129 km (80 mi), Pisa (psa) 191 km (119 mi), Roma Ciampino (cia) 214 km (133 mi), Bologna (blq) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Vineyard’s Cottage With Pool, Ac, Wifi - Siena
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 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
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
Canto alla Luna
Lilla
Cecilia
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
Canto alla Luna
Lilla
Cecilia
Agriturismo L'Incrociata
Fabulous multi-unit house with WIFI, pool, TV, patio, pets allowed and panoramic view
- 6
- 20
- 10
- 7
| Accommodation | |||||
|---|---|---|---|---|---|
| Granaio | 2 | 1 | 1 | ||
| Dispensa | 2 | 1 | 1 | ||
| Colombaio | 4 | 2 | 2 | ||
| Arco | 4 | 2 | 1 | ||
| Cantina | 4 | 2 | 1 | ||
| Greppia | 4 | 2 | 1 | ||
| All 6 Accommodations | 20 | 10 | 7 |
Description
Holiday home Agriturismo L'incrociata is a beautiful stone building that includes WiFi internet and shared pool. Agriturismo L'incrociata is a villa / farmhouse / home with a total of six independent units. The property can accommodate up to 20 people comfortably in ten bedrooms with seven bathrooms. Conveniently located 890 m (2904 ft) from Pietraviva, Italy in the tourist area "Siena And Surroundings" and only 34 km (21 mi) from Siena.
The property Agriturismo L'incrociata (6 apartments) shares the pool with a 7th apt, Cottage Capanna, which is located in the same estate.
The properties Agriturismo L'incrociata, Cottage Capanna and Villa Miravalle are located along the same road - so they can be reserved as a whole by a single group up to 30 guests.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful 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 unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill, playground and patio. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
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 34 km (21 mi), Arezzo 36 km (22 mi), Montepulciano 49 km (30 mi), Greve In Chianti 54 km (33 mi) and Cortona 58 km (36 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday home, only 60 m (158 ft).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 165 km (103 mi), Forte Dei Marmi 175 km (109 mi), Rome 226 km (140 mi), Venice 324 km (201 mi) and Milan 368 km (228 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Agriturismo L'incrociata. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 89 km (55 mi), Pisa (psa) 149 km (93 mi), Bologna (blq) 173 km (108 mi), Roma Ciampino (cia) 235 km (146 mi) and Roma Fiumicino (fco) 247 km (154 mi).
Special 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 fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Agriturismo L'incrociata
La Casetta nel Bosco
Fabulous independent property with WIFI, A/C, private pool and TV, near Montepulciano
- 8
- 4
- 5
Description
The agriturismo (farmhouse) La Casetta nel Bosco, divided into two independent units, is part of a farm including olive groves, woods, crops, a splendid horse riding school and a small horse and pony farm. It is situated just a few kilometers from the towns of Sinalunga and Trequanda, set in a hilly area of unspoiled woodland, rows of vines and olive trees sloping down to the Valdichiana, an area renowned for its wine, olive oil and Chianina beef, making it an ideal destination for lovers of Tuscan’s good food and good wine.
In the large, completely fenced garden there are various corners for relaxing, reading or entertaining yourself. Small but precious spaces in the olive grove or in the little wood, where you can comfortably enjoy a bottle of wine, or eat outside on summer evenings. The private swimming pool (size mt. 14x6, depth mt. 1,00-2,40) is finished off with a refreshing waterfall that will be fun for your children, and also has bathrooms and changing rooms available. A small vegetable garden where you can pick your own fresh seasonal vegetables will give you the opportunity to put red tomatoes and green salad on the table every day.
The Agriturismo for its division into 2 independent units is ideal for families with children, as well as also for couples of friends. The villa seems to be enclosed within a fairy tale, also equipped with air conditioning, it will be the perfect place to take a break from everyday life. If you need to rest, to get away from the daily hustle and bustle, this corner of paradise in the Tuscan hills is for you. A place of rare beauty and complete tranquility, just a few steps away from history and traditions, is waiting for you!
For horse lovers, there is also an equestrian center on the property with the possibility of horse riding in the surrounding hills, both for beginners and more experienced riders. La Casetta nel Bosco
- 4
- 2
- 2
Description
Podere Capanne is a portion of an old farmhouse set in the hills overlooking the charming medieval village of Rigomagno and much of the wide Chiana Valley. You will find the house in a landscape covered mostly by olive trees, interrupted here and there by small vineyards and lush oak woods. Ancient farmhouses, always in privileged positions, emerge from the vegetation, completing a natural landscape of rare beauty. A delight for your eyes, an enchanting place for your holidays.
You will find the house on the edge of a large olive grove of about 3 hectares, tended like a meadow that, from the top of the hill, with a harmonious succession of natural terraces, slowly slopes down towards a wooded gully.
A few steps from the house and immersed among the olive trees is the completely fenced swimming pool for your exclusive use (size 5x10 m - depth 1.10-1.50 m - open from 01st May to 30th September), a green oasis for your summer days. In front of the house you will have a large fenced-in courtyard equipped with a table and chairs on the nice porch, where you can enjoy grills and good local wine. Deck chairs, sun loungers, table tennis table, barbecue, 2 bicycles and shaded parking space are also available. Your pets are welcome at Podere Capanne.
Podere Capanne is an old residence that has retained the characteristics and atmosphere of times gone by. It is well furnished and equipped, and we are confident that you will spend a comfortable holiday in a warm and welcoming environment. You will also have the opportunity to taste and buy excellent extra virgin olive oil produced by the owners, who still follow ancient traditions in the production of the famous local oil.
The house is located just a few kilometres from Siena and Arezzo, and we certainly recommend a visit to both. The former, admired all over the world, will welcome you with its ancient cobbled streets and the majesty of Piazza del Campo, while Arezzo, on the other hand, more reserved and less well-known, will surprise you with a delightful and rich historic centre, typical cafés and excellent trattorias. Podere Capanne
Castelletto Weddings and Events
Stunning private villa rental with private pool, internet, TV and veranda, close to Montepulciano
- 40
- 17
- 14
Description
The Orcia Valley is truly one of the most picture-perfect landscapes in the world and is, furthermore, home to the equally stunning and top wedding location Castelletto, located 5km from Sinalunga. This gorgeous Tuscan villa is set within extensive, beautifully groomed, leafy grounds with a classic Italian garden and boasts three swimming pools and six separate apartments that can accommodate up to 36 guests in total with 14 bedrooms and 12 bathrooms comfortably. A truly perfect wedding venue in the Tuscan region, this gem is the ideal place to get married in Tuscany (including the wedding ceremony and reception), to house your friends and families, to allow for some truly stunning wedding photography, and to make unforgettable memories as you start your new life together...
If you have been considering a destination wedding in the Tuscan countryside, then Castelletto is just perfect and if you're looking for a romantic wedding venue then it is ideal. Located in a perfect position from which to explore the rest of Tuscany, you will have endless options nearby to get stunning wedding photography to commemorate your unforgettable wedding in Tuscany. The venue can comfortably accommodate all sorts of Italian weddings with a spacious and pretty indoor dining space looking out onto the Italian garden that can seat a wedding of around 120 people as well as extensive grounds where an area for the wedding ceremony, multiple tables for the meal, a dancefloor and bands, and more can be set up for outdoor weddings if you want to have more guests.
In addition to being a top wedding venue, Castelletto also provides a lovely accommodation space for your guests, friends, and families with bright, spacious, airy, elegant interiors in this lovely wedding villa in Tuscany. The property is composed of 6 self-catering accommodations, plus 2 bedrooms, as follows:
Archi - max capacity 6: bedrooms 2, bathrooms 2
Mandorlo - max capacity 6: bedrooms 3 bathrooms 2
Paulonia - max capacity 4: bedrooms 2 bathrooms 1
Villa Dei Limoni - max capacity 14: bedrooms 6, bathrooms 5
Lilla - max capacity 2: bedrooms 1, bathrooms 1
Cottage - max capacity 4 : bedrooms 1, bathrooms 1
In the main villa - max capacity 4 : bedrooms 2, bathrooms 2
Those staying at the villa can also make use of the three pools on the property, explore the extensive grounds of the estate, savour a coffee while reading in the Italian garden or stretch out on a sun lounger by the pool, discover the wine cellars, use the tennis court, and venture out into the surrounding area to take in the beauty of this part of the Tuscan Countryside.
Make your dream wedding in Tuscany happen and get in touch with us to start planning it all today...
Additional Information and Services:
Il Castelletto would be a good choice for your wedding in Tuscany and Il Castelletto will take care to organise all the details of your special day. In fact the owners offer a full package including not only the accommodation and venue fee but also the wedding meal and various other meals such as a pizza party, a brunch and breakfast.
Catering - The client may choose from a wide range of menu alternatives for meals, events and weddings. The owner can propose personalised proposals according to client's preferences. Third-party caterers are not allowed and the events can be arranged only if previously agreed upon and organized by the property's staff.
Nearest Airports - (distances as the crow flies): Firenze Peretola (Flr) 125 km (77 mi), Pisa (Psa) 185 km (115 mi), Bologna (Blq) 205 km (128 mi), Roma Ciampino (Cia) 208 km (129 mi) and Roma Fiumicino (Fco) 221 km (137 mi). Castelletto Weddings And Events
Villa Essiccatoio
Unique private vacation home with WIFI, private pool, A/C, TV, patio, panoramic view, near Cortona
- 20
- 8
- 7
Description
Villa Essiccatoio is a nice stone building (350 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 20 guests comfortably in eight bedrooms with seven bathrooms. Conveniently located 610 m (1953 ft) from Lisciano Niccone, Italy and only 22 km (14 mi) from Cortona.
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Umbria. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Also available outside are a barbecue grill and patio.
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: Cortona 22 km (14 mi), Perugia 42 km (26 mi), Arezzo 49 km (30 mi), Gubbio 51 km (32 mi) and Montepulciano 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 147 km (91 mi), Viareggio 233 km (145 mi), Forte Dei Marmi 240 km (149 mi), Rome 228 km (142 mi), Venice 369 km (229 mi) and Milan 435 km (270 mi).
Additional Information
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) 152 km (94 mi), Pisa (psa) 214 km (133 mi), Bologna (blq) 232 km (144 mi), Roma Ciampino (cia) 237 km (147 mi) and Roma Fiumicino (fco) 250 km (155 mi).
Villa Essiccatoio
- 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.
Podere Il Doccio
Pretty independent holiday home with A/C, hot tub, WIFI, private pool, TV, patio and pets allowed
- 10
- 5
- 5
Description
Podere il Doccio is an old farmhouse situated on the bank of a stream, from which it takes its name.
Il Doccio is a little hidden paradise, a real country oasis that makes it a private place, ideal for rest and recharge.
The entire property consists of the Podere of about 8 hectares of fields and oak woods. The access road to the property continues beyond the small bridge to the end of its run to the houses of the ancient Mulino del Doccio.
Il Doccio only 6km from Terranuova Bracciolini or Loro Ciuffenna where you can find anything you need. The valley is neighbour to Firenze/Florence (N), Arezzo (S), the Chianti area (W) and the Pratomagno mountain chain (E).
The area it's rich of natural attractions, history and art due to its strategic position within the region of Tuscany and it offers the traveler the unique chance to dive into the local life and culture, being a real and authentic off the beaten path.
We will be glad to welcome you and share with you our local knowledge to make your holiday one to remember! Podere Il Doccio
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.
Villa del Monte
Wonderful independent house with hot tub, WIFI, A/C, private pool, TV, pets allowed, panoramic view
- 12
- 5
- 5
Description
Conveniently located 9 km (5 mi) from Montevarchi, Italy in the tourist area "Arno Valley" and only 31 km (19 mi) from Arezzo. Villa Del Monte is a beautiful stone building (320 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in five bedrooms with five bathrooms.
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. 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 playground and barbecue grill. 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 12 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 31 km (19 mi), Greve In Chianti 41 km (25 mi), Siena 52 km (33 mi), Florence 66 km (41 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Del Monte. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 74 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 158 km (98 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
Villa Le Fonti
- 6
- 3
- 3
Description
Property Summary
Nestled on the eastern hills of the Chianti region in Montevarchi, Italy, "Tegliaia" is a beautifully restored Tuscan stone country house offering an exceptional holiday rental experience for guests seeking tranquility and authentic rural charm. Surrounded by olive groves and commanding a remote panoramic view of the Tuscan countryside, this detached and renovated property sits in a quiet, sunny position on a gentle slope, providing the perfect setting for a peaceful retreat. The villa benefits from a private fenced swimming pool measuring 5 x 10 meters, ensuring both privacy and relaxation during warm-weather stays. The expansive yard surrounding the property enhances the sense of space and seclusion, allowing guests to fully immerse themselves in the natural beauty of the Chianti landscape. Staying connected is effortless thanks to internet WiFi access available throughout the house, while on-site parking ensures a convenient and stress-free arrival for all guests.
Outdoors
The outdoor spaces at "Tegliaia" have been thoughtfully arranged to complement the stunning natural surroundings and invite guests to make the most of the Tuscan climate. The private swimming pool, fenced for safety and measuring 5 x 10 meters with a depth of 140 cm, is available seasonally from May 27th to September 30th, offering a refreshing retreat during the warmer months. An outdoor shower is conveniently located nearby for guests returning from a swim. A charming arbor of 20 square meters provides a shaded area ideal for relaxing or dining al fresco, while the terrace offers additional space to enjoy the sweeping panoramic views of the surrounding countryside. Garden furniture and a barbecue complete the outdoor setup, making it easy to host memorable outdoor meals and gatherings in a truly picturesque setting.
Other Information
"Tegliaia" is equipped with a central heating system, which is available exclusively from November 1st to April 15th and is to be paid on the spot during this period. A washing machine is also available for guest use, adding a practical convenience for longer stays. The property is accessed via a narrow motor road situated 50 meters from an unmade road, and guests are advised to take note of this access route when planning their arrival. The house rules and check-in and check-out procedures should be confirmed directly with the property management prior to arrival.
Distances and Attractions
"Tegliaia" enjoys a privileged countryside location that places guests within easy reach of a wide range of services, towns, and cultural attractions. A grocery store is located just 2 km away, and a restaurant can also be found at the same distance, ensuring that everyday dining needs are effortlessly met. A shopping center is situated 5 km from the property, as is the Montevarchi railway station, providing convenient access to regional rail connections. The historic town of Montegonzi lies 7 km away, while Bucine can be reached within 10 km. For those wishing to explore the heart of the Chianti wine country, Gaiole in Chianti is 24 km away, the impressive Castello di Meleto is 27 km distant, Radda in Chianti is 28 km away, and Castellina in Chianti can be reached within 39 km. The renowned city of Siena is approximately 45 km from the property, and Florence, with its world-famous art and architecture, is just 50 km away, making both destinations highly accessible for day trips. Tegliaia
L'Orlo del Bosco
Pretty holiday rental with private pool, WIFI, TV, terrace, pets allowed and panoramic view
- 5
- 2
- 2
Description
Property Summary
L'Orlo del Bosco is a charming and cozy country house that underwent renovation in 2015. This beautiful two-storey semi-detached house offers a delightful vacation rental experience. Surrounded by fields and trees, it provides a tranquil setting just 1 km away from the center of Levane and 4 km from Bucine's town center. The property boasts a shared fenced area spanning 20,000 m2, complete with a terraced garden adorned with plants and trees, as well as a meadow. Guests can indulge in the convenience of amenities like a Swimming Pool, Yard, Internet Wifi, Parking, and an EV Charging Station.
Outdoors
Embrace the charm of an idyllic private vacation at this property. Relish the delights of a lovely swimming pool measuring 10 x 4 meters, available seasonally from May 1st to September 30th, with pool opening hours from 9:00 AM to 8:00 PM. The outdoor oasis also features an alfresco shower, a terrace, garden furniture, and a barbecue area, inviting you to savor the serene surroundings. The pool maintenance is taken care of by the owner/gardener. Accessibility is ensured via a 300m unmade road, and roofed parking is provided on the premises.
Other Information
This charming holiday rental is perfect for families, offering the convenience of baby equipment included in the rental. Guests can enjoy a delightful vacation experience surrounded by nature while staying connected with the provision of internet and wifi.
Distances and Attractions
The property's prime location offers easy access to various amenities and attractions. The nearest shop and supermarket are just 4 km away, while a restaurant is a mere 1.5 km from the property. The Bucine railway station is also conveniently situated 4 km away. For those seeking relaxation, the Rapolano Terme thermal baths are 30 km from the property. Nearby attractions include the cities of Arezzo (28 km), Siena (44 km), and Florence (53 km), providing ample opportunities for exploration and cultural immersion. L'Orlo del Bosco
- 6
- 3
- 2
Description
Property Summary
Country house "Melograno" is a charming vacation rental located in Terranuova Bracciolini, just 800 meters from the town center. This beautiful property offers a private swimming pool, yard, internet wifi, and parking on the premises. Situated on 10,000 square meters of fenced land, it includes an orchard for you to explore during your stay.
Outdoors
One of the main attractions of this vacation rental is its private swimming pool, measuring 10 x 5 meters, available for use from May 1st to September 30th. The pool area features an outdoor shower, providing a refreshing oasis to soak up the sun and enjoy the beautiful surroundings. Additionally, the property boasts a spacious yard spanning 10,000 square meters of fenced land, complete with an orchard inviting you to stroll and discover its charm.
Other Information
The property offers convenient amenities to ensure a comfortable stay. The village features a shop and a supermarket located just 800 meters and 600 meters away, respectively. Furthermore, the owner resides on the same property, allowing you to enjoy privacy and independence while having assistance nearby if needed.
Distances and Attractions
Country house "Melograno" is ideally situated, offering easy access to nearby attractions and transportation. It is located 40 kilometers from the center of Arezzo and 52 kilometers from the center of Florence, providing ample opportunities for day trips and exploration. Additionally, the Montevarchi railway station is only 7 kilometers away, facilitating convenient travel around the region. Melograno
- 12
- 5
- 3
Description
Property Summary
Podere Villa Lavinia is a charming vacation rental located at the gates of Chianti. The property comprises two houses accommodating eight and four people respectively, both equipped with kitchens. Enjoy the amenities including a swimming pool, yard, internet WiFi, and parking facilities. The manor house, known as 'Villa Lavinia,' enjoys a sunny position just 1 km from the center of Montevarchi, Italy.
Outdoors
Guests of Podere Villa Lavinia can revel in the shared 10-hectare fenced garden, offering privacy and serenity. Relax in your own private garden or take a dip in the seasonal swimming pool (8 x 4 meters, 135 cm depth), available from April 8th to October 28th. Unwind on the garden furniture or fire up the barbecue for an alfresco dining experience.
Other Information
The holiday rental provides conveniences like reception, WiFi, and heating (November 1st to April 15th). Access the property via a 200-meter unmade road, and park your vehicles in the roofed parking area on-site. Soak in the hot tub after a day of exploring the nearby attractions.
Distances and Attractions
Podere Villa Lavinia is ideally situated near charming locales like Cavriglia, Gaiole in Chianti, Radda in Chianti, Castellina in Chianti, Siena, and Montalcino. It's just 5 km from the Montevarchi railway station and 39 km from the Rapolano Terme thermal baths. This vacation rental offers a tranquil retreat while being close to local attractions, making it perfect for those seeking a rejuvenating getaway. Villa Lavinia
Poggio Cuccule
Unique private holiday home with private pool, WIFI, TV, balcony, pets allowed and panoramic view
- 22
- 11
- 8
Description
Property Summary
Nestled in the rolling Tuscan countryside of Montevarchi, Italy, Poggio Cuccule is a magnificent stone villa dating back to the end of the 18th century, set at 350 meters above sea level and enveloped by ancient olive groves, vineyards, and forests in a breathtaking panoramic position. This child-friendly property offers a total of 430 square meters of living space distributed across a main house that accommodates up to 10 guests and 2 independent outbuildings, each sleeping 6, allowing the entire estate to welcome up to 22 guests when rented together. The grounds extend across a fenced property of 7,000 square meters, including a private, fenced natural garden of 3,000 square meters, providing an exceptional sense of space, privacy, and tranquility. The stunning swimming pool measures 6 x 12 meters with a depth ranging from 90 to 190 centimeters and is available seasonally from April 27th to October 11th, offering a refreshing retreat during the warmer months. Guests benefit from internet Wi-Fi access throughout the property, while on-site parking is available directly on the premises, accessible via a steep motor access road of approximately 200 meters along an unmade track. The estate is ideally suited for families seeking a peaceful and authentic Tuscan retreat, just 7 kilometers from the center of Montevarchi.
Outdoors
The outdoor spaces at Poggio Cuccule are as generous as they are varied, offering guests a rich and immersive experience in the Tuscan landscape. The private natural garden of 3,000 square meters is fully fenced and beautifully maintained, providing a safe and serene environment for guests of all ages. The swimming pool, measuring 6 x 12 meters with a depth of 90 to 190 centimeters, is the centerpiece of the outdoor area and is open seasonally from April 27th to October 11th. Surrounding the pool and throughout the garden, a selection of garden furniture is available, inviting guests to relax and soak in the panoramic views. A barbecue area allows for outdoor cooking and convivial al fresco dining, while a dedicated outdoor dining area of 40 square meters provides an ideal setting for enjoying meals in the open air. A wood-burning oven adds a traditional Tuscan touch to the outdoor culinary experience, and free logs are provided for use. Adjacent to the main house, a small oak wood hosts a charming children's bowling area measuring 2 x 9 meters, offering a delightful recreational space for younger guests. A table tennis table rounds out the outdoor leisure facilities, ensuring entertainment for guests of all ages throughout their stay.
Other Information
Poggio Cuccule is a property rich in character and thoughtfully equipped to ensure a comfortable and memorable stay. Inside the house, guests will find a billiard table and a washing machine for added convenience. Linen is changed on a weekly basis, and room cleaning is available upon request for an additional fee. Heating is available from November 1st to April 7th and is payable directly on-site. A fireplace within the property adds warmth and atmosphere during the cooler months. The estate produces its own organic fruits and vegetables, as well as local olive oil and wine, all of which can be purchased directly on-site, offering guests an authentic taste of Tuscan rural life. It is possible to organize dinners on request for an additional fee, and guests may also arrange cookery courses and tastings of typical Tuscan wines for an extra charge. A car is recommended to reach the property and to explore the surrounding area comfortably. The property is suitable for families; however, the owner does not accept youth groups. The access road to the property includes a steep motor access stretch of 200 meters via an unmade road.
Distances and Attractions
Poggio Cuccule enjoys a privileged location in the Tuscan countryside, offering easy access to a wealth of local attractions and essential services. The center of Montevarchi and the village of Montegonzi are both situated 7 kilometers from the property, while the historic city of Florence lies approximately 50 kilometers away and Siena is reachable within 45 kilometers, making both iconic destinations ideal for day trips. The nearest grocery store is just 3 kilometers away, and additional shops can be found within 5 kilometers. Public transport is accessible, with a bus stop located 800 meters from the property and the Montevarchi railway station just 5 kilometers away. Sports enthusiasts will appreciate the proximity of a riding stable at 3 kilometers, tennis facilities at 5 kilometers, and the Moto Cross Circuit "Miravalle" only 1 kilometer from the estate. For those seeking a round of golf, a course is available approximately 50 kilometers away. The surrounding landscape of olive groves, vineyards, and forests further enriches the stay, offering scenic walks and an authentic immersion in the natural beauty of Tuscany. Poggio Cuccule
