Oliveto Vacation Villa Rentals
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Villa Anita
Wonderful private villa rental with WIFI, private pool, A/C, TV, panoramic view, near Cortona
- 13
- 7
- 4
Description
Villa Anita is located 2 km (1 mi) from La Villa-farneta, Italy and only 13 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings". Holiday home Villa Anita is a beautiful stone building (240 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 13 guests comfortably in seven bedrooms with four bathrooms.
The villa develops on three floors and it is divided into three apartments. Nevertheless, the are internally communicating with each other.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Sharing a meal 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 13 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 13 km (8 mi), Montepulciano 22 km (14 mi), Arezzo 35 km (22 mi), Montalcino 52 km (32 mi) and Perugia 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 109 km (68 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 210 km (130 mi), Rome 198 km (123 mi), Venice 359 km (223 mi) and Milan 402 km (250 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) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 204 km (126 mi), Roma Ciampino (cia) 207 km (128 mi) and Roma Fiumicino (fco) 219 km (136 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 pleasant way to spend time with friends and family while learning 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 holiday? 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 needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Anita. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Anita
- 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
Podere Il Doccio
Stunning private house with A/C, private pool, WIFI, hot tub, 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 10 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Villa Cincinelli
Beautiful independent property with private pool, WIFI, TV and pets allowed, close to Arezzo
- 18
- 8
- 5
Description
Villa Cincinelli is located 5 km (3 mi) from Capolona, Italy and only 18 km (11 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Villa Cincinelli is a beautiful holiday home with WiFi internet and private pool. The property can accommodate up to 18 people comfortably in eight bedrooms with five bathrooms.
Your Experience
The villa is internally composed by five independent apartments, each with its own entrance and not communicating internally; in spite of this one offers a large dining area with a table suitable to seat the entire group (ground floor, in front of the pool).
Outside, dining together is possible by joining some tables - in the part of the garden facing the swimming-pool.
in case the clients are less than the villa can sleep and the relative discount is applied, one or two apartments with 1 bedroom each will not be available.
After arriving at Villa Cincinelli you’ll find a lovely clean well-maintained property 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.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 18 km (11 mi), Cortona 45 km (28 mi), Montepulciano 66 km (41 mi), Greve In Chianti 86 km (53 mi) and Siena 88 km (55 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 238 km (148 mi), Venice 345 km (214 mi) and Milan 387 km (240 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Cincinelli. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 15 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 109 km (68 mi), Pisa (psa) 170 km (105 mi), Bologna (blq) 194 km (120 mi), Roma Ciampino (cia) 247 km (154 mi) and Roma Fiumicino (fco) 260 km (161 mi).
Villa Cincinelli
Castelmuzio
Private Holiday rental with WIFI, private pool, TV, veranda, panoramic view, close to Montepulciano
- 6
- 2
- 2
Description
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of the Crete Senesi area. The house has been skilfully restored preserving its original architectural features and turned into a comfortable country accommodation offering tastefully furnished interiors. This nice property enjoys extensive views over the surrounding hills and valleys.
Distances: Castelmuzio with all kinds of shops 3 km, Montisi 4 km, Pienza 20 km, Sinalunga approx. 20 km, the town of Montalcino renowned for its excellent Brunello wine 30 km, Siena approx. 50 km.
At guests’ disposal: large private furnished garden, private swimming-pool (7,80 x 5,20 m – max. depth 1,50 m), barbecue, table tennis. All windows are provided with screens. Washing-machine and ironing facilities available. The access to the property is via an unpaved road not suitable for sports cars. Parking within the grounds.
Extra services: maid service available by arrangement (payment on the spot). Upon request it is possible to organise hot air balloon trips, visit to local festivals, cheese, oil and wine tastings.
The owners will receive their guests with a welcome cocktail
Please carefully check if there are any extra costs to be paid on site! Castelmuzio
Casa Insieme
Pretty independent vacation rental with A/C, private pool, WIFI, terrace and panoramic view
- 12
- 6
- 5
Description
Casa Insieme is a lovely stone building (490 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. Conveniently located 9 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a 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, 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 terrace where you can enjoy the weather while dining outdoors.
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 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 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) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
Special Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the extra cost and how to organize this service.
Casa Insieme
Villa San Pietro
Independent Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
- 14
- 7
- 5
Description
Conveniently located 770 m (2481 ft) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 5 km (3 mi) from Cortona. Holiday rental Villa San Pietro is a lovely property (300 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 14 people comfortably in seven bedrooms with five bathrooms.
The Villa is composed of 3 apartments: 2 in the main Villa and 1 in the annex.
The Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Cortona 5 km (3 mi), Arezzo 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 59 km (37 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 204 km (126 mi), Forte Dei Marmi 211 km (131 mi), Rome 213 km (132 mi), Venice 360 km (224 mi) and Milan 403 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa San Pietro. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 15 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) 123 km (76 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional Services
Cooking Lessons - Discover 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 pleasant way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Villa San Pietro
Marielena Authentic Chianti Retreat: Panoramic Vie
Wonderful independent holiday home with A/C, hot tub, WIFI, TV, patio and panoramic view, near Siena
- 8
- 4
- 4
Description
Marielena Authentic Chianti Retreat: Panoramic Vie is located 590 m (1900 ft) from Castell'in Villa, Italy and only 21 km (13 mi) from Siena in the tourist area "Siena And Surroundings". Marielena Authentic Chianti Retreat: Panoramic Vie is a nice stone building (250 sq m) with WiFi internet, air conditioning and hot tub. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
Your Experience
After arriving at Marielena Authentic Chianti Retreat: Panoramic Vie you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private garden where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. Outside you will also find a barbecue grill, hot tub and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 21 km (13 mi), Greve In Chianti 45 km (28 mi), Montalcino 52 km (32 mi), Montepulciano 54 km (34 mi) and San Gimignano 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 92 km (57 mi), Viareggio 186 km (115 mi), Forte Dei Marmi 193 km (120 mi), Rome 231 km (144 mi), Venice 342 km (213 mi) and Milan 386 km (240 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 105 km (65 mi), Pisa (psa) 140 km (87 mi), Bologna (blq) 191 km (119 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
Additional Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the additional cost and how to schedule this service.
Marielena Authentic Chianti Retreat: Panoramic Vie
Book now and save 10%. Offer valid until 31 March 2026 and for a minimum stay of 3 nights.
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- 3
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Description
Property Summary
The modern and beautiful two-story Villa Montisi, built in 2020, is surrounded by trees and fields in Montisi, 15 km from Montalcino. It offers a private garden with flowers, trees, and a seasonal swimming pool (4 x 12 m, depth 120 - 150 cm, available from May 1 to September 30) with an internal staircase. Additionally, it features amenities such as air conditioning, a washing machine, a tumble dryer, and parking on the premises. The villa is an ideal vacation rental for those seeking a peaceful retreat in the Tuscan countryside.
Outdoors
The villa boasts a beautiful private garden with flowers and trees, providing a serene outdoor space for relaxation. The highlight is the seasonal swimming pool (4 x 12 m, depth 120 - 150 cm), available from May 1 to September 30, complete with an internal staircase for easy access. Outdoor amenities include a shower, garden furniture, and a barbecue area, ensuring a comfortable and enjoyable outdoor experience. The pool is maintained by the owner or gardener.
Other Information
Conveniently located just 500 m from the center of Montisi, the villa offers easy access to nearby amenities. A shop and grocery store are within 500 m, while a supermarket is 10 km away. Restaurants are also available within a 5-minute walk, and the bus stop "Montisi" is 500 m from the property. For those traveling with young children, baby equipment is included.
Distances and Attractions
The villa is situated in a desirable location, with several nearby attractions easily accessible. Montalcino, renowned for its wine production, is just 23 km away, while the charming towns of Pienza and Montapulciano are within 30 km and 25 km, respectively. The historic city of Siena is approximately 50 km from the property, offering rich cultural experiences and architectural marvels. Trequanda, Italy, is also in close proximity, adding to the region's appeal for travelers seeking an authentic Tuscan experience. Villa Montisi
Casale Valentina
Superb multi-unit villa rental with pool, A/C, hot tub, WIFI, TV, panoramic view, close to Cortona
- 2
- 5
- 2
- 2
| Accommodation | |||||
|---|---|---|---|---|---|
| Appartamento Valentina | 3 | 1 | 1 | ||
| Appartamento Valentino | 2 | 1 | 1 | ||
| All 2 Accommodations | 5 | 2 | 2 |
Description
Casale Valentina is located 2 km (1 mi) from Cegliolo, Italy and only 8 km (5 mi) from Cortona in the tourist area "Cortona And Surroundings". Casale Valentina is a nice stone building with pool, WiFi internet and hot tub. The villa / farmhouse / home has been divided into a total of two separate units. The property can sleep up to five guests comfortably in two bedrooms with two bathrooms.
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 mountains perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. For your pleasure, on the grounds there is a barbecue grill and hot tub. This property is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each unit is equipped with its own fully-equipped kitchen for meal preparation.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 8 km (5 mi), Arezzo 24 km (15 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 213 km (132 mi), Venice 358 km (222 mi) and Milan 401 km (249 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask 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 holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be scheduled at Casale Valentina. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casale Valentina
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- 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
Podere Vetricella
Superb private accommodation with WIFI, private pool, A/C, TV, patio and panoramic view
- 8
- 4
- 3
Description
Property Summary
Podere Vetricella is a comfortable, detached cottage surrounded by meadows and fields, renovated in 2023. It offers a swimming pool, yard, internet WiFi, and parking facilities. Relish the secluded, sunny countryside location, just 4 km from the center of Buonconvento.
Outdoors
Immerse yourself in the tranquil outdoor spaces, including a natural state property, an above-ground swimming pool (3 x 6 m, seasonal availability from 20th May to 15th October), an outdoor shower, patio, terrace, garden furniture, and a barbecue area. Enjoy the convenience of on-site parking at the house, although the 300m bumpy motor access may require a car.
Other Information
Amenities within 4 km include shops, a grocery store, supermarket, restaurants, a bakery, bus stop "Buonconvento," and the railway station "Buonconvento." Baby equipment is included, and the owner uses some rooms in the house. Groups of teenagers are considered upon request. A car is recommended for your holiday rental in Asciano, Italy.
Distances and Attractions
Nearby attractions include Monte Oliveto Maggiore (5 km), Montalcino (15 km), Siena (32 km), Pienza (30 km), Montepulciano (42 km), and the thermal baths "Rapolano T" (24 km), offering a diverse range of experiences to explore during your stay. Podere Vetricella
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- 3
- 1
Description
Property Summary
Il Fienile del Casolare is a charming country house in the Tuscan countryside, renovated in 2020. You can take advantage of the property's shared swimming pool, yard, internet WiFi, and on-site parking. Enjoy the tranquil surroundings while having modern amenities at your disposal during your holiday rental stay.
Outdoors
The property boasts a stunning 12 x 6m swimming pool with depths ranging from 140-250cm, available seasonally from May 1st to October 1st. Al fresco dining is a delight with the outdoor shower, garden furniture, and barbecue facilities. The house sits on a 1 hectare fenced garden, providing ample space for relaxation.
Other Information
Guests can enjoy heating from November 1st to April 7th, with additional charges paid on-site. Convenient amenities include internet and WiFi access, as well as parking on the premises. A restaurant is conveniently located just 100m away, offering dining options within a short walking distance.
Distances and Attractions
Il Fienile del Casolare is ideally situated in the district of Penna, just 7.5 km from both Terranuova Bracciolini and Loro Ciuffenna. It's also a mere 59 km from the center of Florence, making it an excellent base for exploring the region. Nearby attractions include Castelfranco di sopra (10km), the outlet The Mall (23km), and charming Chianti towns like Gaiole (26km), Radda (32km), and Castellina (43km). Il Fienile del Casolare
Villa Il Guscio
Stunning independent property with private pool, WIFI, A/C, hot tub and panoramic view
- 10
- 4
- 4
Description
Property Summary
Villa il Guscio is an idyllic Tuscan retreat surrounded by stunning landscapes and tranquility. The vacation rental boasts a private fenced garden spanning 1,000 square meters, complete with a seasonal outdoor swimming pool (12x6 meters, depth 140-250 cm) available from May 3rd to September 27th. Enjoy alfresco dining with a barbecue area and outdoor shower. Indoors, you'll find amenities like a fitness room, billiard table, and table football. Parking is available on the premises, and the property offers Internet WiFi access.
Outdoors
The villa's beautiful outdoor spaces beckon adventure and relaxation. Immerse yourself in the Tuscan countryside with hiking trails on the slopes of Pratomagno, offering breathtaking nature walks and spectacular views. Just an example, the sandy beaches of Versilia and Maremma are 150 kilometers away, perfect for a scenic coastal excursion.
Other Information
For added convenience, a cook is available upon request (extra charge). Heating is available from November 1st to April 7th, with costs to be paid on-site. The property is serviced by a gardener responsible for pool maintenance. Nearby, you'll find a grocery store within 900 meters, a supermarket 6 kilometers away, and a restaurant just 300 meters from the villa.
Distances and Attractions
Villa il Guscio is perfectly situated for exploring some of Italy's most beautiful art cities. Within an hour's drive, you can visit Florence (59 km), Siena (63 km), Arezzo (44 km), and Cortona, as well as the charming valleys of Casentino and Val d'Orcia. Nearby attractions include Loro Ciuffenna (3 km), Castelfranco di Sopra (12 km), Gaiole in Chianti (30 km), Greve in Chianti (36 km), Monte San Savino (50 km), and the thermal baths of Rapolano Terme (47 km). The villa is located 7.5 kilometers from the center of Terranuova Bracciolini, Italy. Villa Il Guscio
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- 14
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| 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 Canto al Sole
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 7 nights.
Last-Minute Offer for Lilla
Book 10 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
Villa le Capanne
Multi-unit villa rental with pool, WIFI, A/C, pets allowed, panoramic view, near Cortona
- 4
- 21
- 8
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Castagneto | 7 | 2 | 2 | ||
| Noceto | 6 | 2 | 2 | ||
| Bosco | 4 | 2 | 1 | ||
| Oliveto | 4 | 2 | 1 | ||
| All 4 Accommodations | 21 | 8 | 6 |
Description
Holiday home Villa Le Capanne is a lovely property that includes air conditioning, shared pool and WiFi internet. The vacation home has been divided into a total of four separate apartments. The property can accommodate up to 21 people comfortably. Conveniently located 1 km (4382 ft) from Pieve Di Chio, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona.
Your Experience
After arriving you’ll find a lovely clean well-maintained property ideal for a relaxing 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. This holiday rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
More Services
Villa Le Capanne
Agriturismo Cincinelli
Fantastic apartment with WIFI, pool, TV, patio, pets allowed and panoramic view, near Arezzo
- 5
- 19
- 8
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Capanno | 2 | 1 | 1 | ||
| Forno | 2 | 1 | 1 | ||
| Bottegaccia | 4 | 2 | 1 | ||
| Borgo | 6 | 2 | 1 | ||
| Caratello | 5 | 2 | 1 | ||
| All 5 Accommodations | 19 | 8 | 5 |
Description
Agriturismo Cincinelli is located 5 km (3 mi) from Capolona, Italy and only 18 km (11 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Holiday home Agriturismo Cincinelli is a lovely stone building that includes shared pool and WiFi internet. The apartment / condo has a total of five private apartments. The property can sleep up to 19 people comfortably in eight bedrooms with five bathrooms.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outdoors you will also find a barbecue grill and patio. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
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: Arezzo 18 km (11 mi), Cortona 48 km (30 mi), Montepulciano 66 km (41 mi), Siena 79 km (49 mi) and Greve In Chianti 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 238 km (148 mi), Venice 345 km (214 mi) and Milan 388 km (241 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Agriturismo Cincinelli. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 15 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 109 km (68 mi), Pisa (psa) 170 km (105 mi), Bologna (blq) 194 km (120 mi), Roma Ciampino (cia) 247 km (154 mi) and Roma Fiumicino (fco) 260 km (161 mi).
Agriturismo Cincinelli
- 4
- 2
- 2
Description
Appartamento Il Nido Di Giulia is a lovely stone building (70 sq m) with WiFi internet and air conditioning. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Appartamento Il Nido Di Giulia is located 7 km (5 mi) from Asciano, Italy and only 29 km (18 mi) from Siena in the tourist area "Orcia Valley". There is a golf course nearby if you'd like to get in a round or two while on vacation.
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing 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. Outdoors you will also find a barbecue grill and patio. There is a kitchen including microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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 29 km (18 mi), Montalcino 36 km (23 mi), Montepulciano 43 km (27 mi), Arezzo 52 km (33 mi) and Cortona 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 220 km (136 mi), Venice 348 km (216 mi) and Milan 392 km (243 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 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) 113 km (70 mi), Pisa (psa) 145 km (90 mi), Bologna (blq) 197 km (122 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).
Swimming-pool
'Il Nido di Giulia' shares the pool with further seven apartments.
Il Nido Di Giulia
- 4
- 2
- 1
Description
The Pieve di Sant'Ippolito is a small outbuilding in the heart of the Crete Senesi. You will find it on the outskirts of the village of Asciano, in a panoramic and sunny position. The property is composed of the manor house where the owners' family lives, an annexe and the very ancient Church of "Sant'Ippolito e Cassiano", whose origins date back to the 3rd-4th century AD. Inside the church you can admire a beautiful fresco painted by several renowned artists of the Umbrian school, such as Pinturicchio and Raphael, but erroneously attributed to the Sienese painter Giacomo Pacchiarotti a minor artist of the Sienese school. On 13 August, for the feast of Saints Ippolito and Cassiano, the church will be open to the public and a Holy Mass will be celebrated there. During the rest of the year, being part of private property, the owners allow it to be opened only on rare occasions, while guests of the house will be able to visit it freely.
You will reach the village of Asciano, with shops and services of all kinds, by a pleasant walk of just a few minutes.
All around the house you will find a large, fully fenced garden equipped with children's games, a table tennis table, barbecue and tables and chairs for your outdoor meals. The beautiful round swimming pool (dimensions 13 x 8 m, depth 1.20 - 2.10 m) with water geyser, infinity edge with waterfall and 3-seater whirlpool bath will be at your disposal during the whole year. Near the pool there are two gazebos furnished with relaxing armchairs, table, deckchairs and sun loungers for your days of rest in the company of your favourite book. Some outdoor spaces and the swimming pool are in common use with the owners.
At Sant'Ippolito you will find well-kept furnishings and the many facilities inside the house (air conditioning, satellite TV, barbecue, microwave, washing machine, dishwasher, iron, mosquito nets, alarm system and Wi-Fi connection) will guarantee a comfortable and relaxing holiday.
The owners are very helpful for any needs during your stay and particularly sensitive to energy saving, in fact the house is equipped with solar panels for the production of hot water. Pieve di Sant Ippolito
- 7
- 3
- 2
Description
Casa Rossa is a suggestive farmhouse of very remote origins. It stands in a very panoramic and peaceful position, overlooking vineyards and olive groves. It can be reached by following an unpaved road (1,5 km) that winds its way through rows of vineyards, and even before you get there you will feel you have been catapulted into another era. The origins of this house are in fact very old and date back at least to 1500, as documented in the register of souls of the parish of Pieve San Giovanni.
The owners, Leone and Giuseppe, have intentionally maintained its rustic, almost medieval appearance in order to preserve its noble origins. The wooden and brick ceilings, the original terracotta floors and the simple and essential furnishings are a rare example of the rural tradition in Tuscany. The farmhouse is particularly suitable for couples or families who love nature and simplicity and want to get away from modern life for a while.
Pets are welcome (extra charge could be required).
You will find yourself facing an incomparable view on summer evenings, sitting by the pool (size 5 x 9 m, depth 1.20 m, private for guests - open from 16 May to 12 September) or dining in the furnished pergola in front of the house. And if you feel like leaving the quiet of the place for a while, the city of Arezzo is reachable in 15 minutes by car, and throughout the year it offers countless folkloristic and cultural events, including the Giostra del Saracino and the Antique Fair.
For horse lovers, there is a riding school less than 500 m from the house that organises rides through the vineyards and hills. Casa Rossa
