Monteoliveto Vacation Villa Rentals
Results 181 - 200 of 532
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| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Caggio 647.1 | 2 | 1 | 1 | ||
| Villa Caggio 647.2 | 4 | 2 | 1 | ||
| Villa Caggio 647.3 | 5 | 1 | 1 | ||
| Villa Caggio 647.4 | 5 | 2 | 2 | ||
| All 4 Accommodations | 16 | 6 | 5 |
Description
Property Summary
Nestled on the outskirts of Volterra, in the heart of Tuscany, Italy, Villa Caggio is a beautiful and expansive residence that offers an exceptional vacation rental experience for families and groups of friends. Spread across 1,000 m2, the property comprises 2 houses and 5 apartments, providing ample space and flexibility for a variety of group sizes. The entire estate is fully fenced, ensuring a high level of privacy and security throughout your stay. Lush trees and open meadows surround the property, creating a serene natural setting that perfectly complements the modern comforts available on site. A stunning swimming pool measuring 4 x 9 m takes centre stage among the outdoor amenities, inviting you to relax and unwind in a picturesque environment. Free WiFi is available throughout the property, keeping you connected whenever needed, while the generous yard offers open green spaces where you can enjoy the tranquillity of the Tuscan countryside at your leisure.
Outdoors
The outdoor spaces at Villa Caggio are thoughtfully designed to enhance your enjoyment of the natural surroundings. The swimming pool, measuring 4 x 9 m, is open from 21 May to 02 October and is maintained by the owner and gardener, ensuring it remains in pristine condition throughout the season. A refreshing outdoor shower is conveniently located near the pool area, allowing you to rinse off after a swim. The expansive yard, framed by trees and meadows, provides a peaceful retreat where you can relax, stroll, or simply take in the beauty of the Tuscan landscape. Bicycle rentals are also available on the premises, giving you the freedom to explore the scenic countryside at your own pace. Parking is available directly on site for added convenience.
Other Information
The owner of the property resides on the same premises, ensuring a welcoming and attentive presence throughout your stay. In addition to bicycle rentals, the owner offers e-bike and car rental services at an extra cost, making it easy to venture further into the surrounding region. An indoor swimming pool is located just 4 km from the property, providing an alternative for those who wish to swim outside of the outdoor pool season or in a covered setting.
Distances and Attractions
Villa Caggio enjoys an outstanding location just 3 km from the centre of Volterra, a historic Etruscan city renowned for its remarkable medieval architecture and cultural heritage. Everyday conveniences are close at hand, with a shop situated just 2 km away and a supermarket reachable within 3 km. For nature enthusiasts, Parco Berignone offers scenic hiking trails and is only 12 km from the property. The coast is easily accessible, with the sea approximately 45 km away and the sandy beach of Marina di Cecina just a short drive from the estate. The charming hilltop town of San Gimignano, famous for its iconic towers, lies 30 km away, while Siena can be reached within 50 km. Further afield, the celebrated cities of Pisa and Lucca are approximately 70 km and 75 km away respectively, and Florence, the cradle of the Renaissance, is situated around 80 km from the property, making Villa Caggio an ideal base from which to discover the very best of Tuscany. Volterra 647
Special Offer for Villa Caggio 647.1
Apartment:
Villa Caggio 647.2
Villa Caggio 647.3
Villa Caggio 647.4
Last-Minute Offer for Villa Caggio 647.1
Other apartments with last-minute offers:
Villa Caggio 647.2
Villa Caggio 647.3
Villa Caggio 647.4
Volterra 819
Multi-unit vacation home with WIFI, A/C, pool, TV, patio, panoramic view, near San Gimignano
- 4
- 13
- 6
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Stregaia 819.1 | 5 | 2 | 1 | ||
| Stregaia 819.2 | 4 | 2 | 1 | ||
| Stregaia 819.3 | 2 | 1 | 1 | ||
| Olenadro 819.6 | 2 | 1 | 1 | ||
| All 4 Accommodations | 13 | 6 | 4 |
Description
Property Summary
Nestled atop a sun-drenched hill in the heart of Tuscany, Italy, Stregaia is a captivating historical country house dating back to 1700, situated just 5 km from the enchanting medieval town of Volterra. This remarkable holiday rental is also celebrated for its organic oil production, adding an authentic agricultural character to the estate. Comprising 14 apartments, the residence offers a serene and peaceful atmosphere perfectly suited to those seeking a restorative retreat surrounded by the rolling hills that define this iconic Italian landscape. Guests can enjoy seamless connectivity throughout the property thanks to WiFi available in all areas, while the expansive yard and lush garden surroundings provide ample space to unwind and immerse in the natural beauty of the Tuscan countryside. A generously sized swimming pool measuring 16 x 8 metres completes the outdoor experience, making Stregaia an exceptional destination for those who appreciate both history and comfort.
Outdoors
The outdoor spaces at Stregaia are thoughtfully equipped to ensure a fulfilling and relaxing stay for all guests. The swimming pool, measuring 16 x 8 metres with a depth of 150 cm, is available on a seasonal basis from 30 April to 1 October, offering a refreshing retreat during the warmer months. An outdoor shower is conveniently located nearby for use after a swim. The garden areas are furnished with shared garden furniture, providing comfortable spaces to relax and take in the sweeping views of the surrounding hills. Private garden furniture is also available for those who prefer a more exclusive outdoor setting. A barbecue area invites guests to enjoy al fresco dining in the open air, while a table tennis table offers a fun recreational option for guests of all ages. Families travelling with young children will appreciate the dedicated children's playground, which features a slide and a swing, ensuring that younger guests are well catered for throughout their stay.
Other Information
Stregaia provides a practical and well-considered range of services and facilities to support a comfortable stay. Motor access to the property is available, and parking is provided on site for the convenience of all guests. A washing machine is accessible for shared use and is available at an extra charge, offering a practical solution for longer stays. Guests may also arrange for a housemaid service upon request, available at an additional cost. The property's 14 apartments are set within a residence that combines historical character with functional amenities, ensuring that every guest enjoys a well-rounded and memorable experience in this unique Tuscan estate.
Distances and Attractions
Stregaia enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations and everyday conveniences. The medieval town of Volterra, renowned for its Etruscan heritage and dramatic hilltop setting, is just 5 km from the property. Supermarkets are also available within a 5 km radius, ensuring that daily essentials are never far away. For those who enjoy outdoor pursuits, both tennis facilities and horse riding are available just 5 km from the residence. The iconic town of San Gimignano, famous for its medieval towers, is 25 km away, while Colle Val d'Elsa lies 28 km from the property. The coastal town of Cecina is 40 km away, and the sea itself is also just 40 km from Stregaia, making beach excursions a perfectly achievable day trip. Further afield, the magnificent city of Siena is 45 km away, the historic city of Pisa is 60 km from the property, and the world-renowned city of Florence can be reached in approximately 75 km, offering guests an extraordinary array of cultural, artistic, and culinary experiences throughout their stay. Volterra 819
Last-Minute Offer for Stregaia 819.1
Other apartments with last-minute offers:
Stregaia 819.2
Stregaia 819.3
Villa Albertina
Amazing villa rental with A/C, WIFI, private pool, TV, patio and panoramic view, near San Gimignano
- 14
- 5
- 6
Description
Holiday rental Villa Albertina is a nice stone building (390 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 14 people comfortably in five bedrooms with six bathrooms. Conveniently located 730 m (2376 ft) from Trecento, Italy in the tourist area "Florence And Surroundings" and only 24 km (15 mi) from San Gimignano.
What to Expect
Upon arrival at Villa Albertina you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Outdoors you will also find a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 31 km (19 mi), Florence 38 km (24 mi), Siena 53 km (33 mi) and Pisa 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 38 km (24 mi), Viareggio 108 km (67 mi), Forte Dei Marmi 120 km (74 mi), Rome 288 km (179 mi), Venice 283 km (176 mi) and Milan 326 km (202 mi).
Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 39 km (25 mi), Pisa (psa) 81 km (50 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 250 km (156 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous 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. Ask for more details and the additional costs.
Villa Albertina
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Maggiano
Private House with private pool, A/C, WIFI, TV, patio, panoramic view, close to San Gimignano
- 10
- 5
- 3
Description
Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic country style, the villa offers all amenities and is perfect for a family or group of friends.
Outside, the house is surrounded by a large garden with a beautiful pool and a barbecue area. The garden offers a splendid, panoramic view of the surrounding nature and countryside.
The owners live in an adjacent unit, and are always available to provide any help guests may need, as well as excellent recommendations for a smooth Chianti holiday. They have a separate entrance to their unit and do not share any of the guests’ outdoor spaces.
The property’s location is excellent for visiting the main cities and areas of Chianti and Tuscany, such as San Gimignano, Castelfiorentino, Florence, Siena, Lucca and the Tuscan coast.
At guests’ disposal: 5 bedrooms, all with air conditioning; large, well-tended garden that is completely enclosed; above-ground pool (9 x 4 m; depth: 1,2 m) for guests’ exclusive use; panoramic views; free WIFI internet; parking within the grounds; portico with panoramic views for dining outside; portable barbecue and wood-burning oven.
Distances: Lucardo (restaurant and pizzeria) 2 km, Fiano (small food shops, pharmacy, bar, pizzeria, post office and bank) 2,5 km, Montespertoli (shops of all kinds) 9 km, Certaldo 11 km, San Gimignano 23 km, Florence 40 km, Siena 46 km, Pisa and Lucca about 80 km, the Tuscan coast (Livorno, Tirrenia, Castiglioncello, Cecina) about 100 km.
Please carefully check if there are any extra costs to be paid on site! Maggiano
Mensano Old Town Apartment
Wonderful villa with WIFI, A/C, TV and balcony
- 4
- 2
- 2
Description
Mensano Old Town Apartment is located in Mensano, Italy and only 32 km (20 mi) from San Gimignano in the tourist area "Central Tuscany". Mensano Old Town Apartment is a nice stone building (200 sq m) with WiFi internet and air conditioning. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. 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, 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: San Gimignano 32 km (20 mi), Siena 38 km (24 mi), Greve In Chianti 60 km (37 mi), Montalcino 71 km (44 mi) and Florence 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 166 km (103 mi), Forte Dei Marmi 173 km (108 mi), Rome 274 km (170 mi), Venice 323 km (200 mi) and Milan 369 km (229 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 174 km (108 mi), Roma Fiumicino (fco) 257 km (160 mi) and Roma Ciampino (cia) 283 km (176 mi).
Mensano Old Town Apartment
Book your vacation for the period from 06 January 2026 to 06 January 2027 and save 15% (minimum 7 nights).
Book your vacation for the period from 06 January 2026 to 06 January 2027 and save 20% (minimum 14 nights).
Book your vacation for the period from 06 January 2026 to 06 January 2027 and save 30% (minimum 21 nights).
In the Heart of Chianti, Pool, Wifi, View - Lillia
Fabulous villa with WIFI, private pool, A/C, TV and panoramic view
- 10
- 5
- 5
Description
In the Heart of Chianti, Pool, Wifi, View - Lillia is a lovely vacation rental (400 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms. Conveniently located in the centre of Lilliano, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 33 km (21 mi), Florence 60 km (37 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 162 km (100 mi), Rome 263 km (163 mi), Venice 311 km (193 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 13 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) 73 km (45 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
In the Heart of Chianti, Pool, Wifi, View - Lillia
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- 2
- 2
Description
Podere Vallino is located 8 km (5 mi) from Castelfiorentino, Italy and only 29 km (18 mi) from San Gimignano. Podere Vallino is a beautiful stone building (120 sq m) with private pool and WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with two bathrooms.
The Experience
When you arrive at Podere Vallino you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 toaster, 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: San Gimignano 29 km (18 mi), Florence 42 km (26 mi), Greve In Chianti 54 km (34 mi), Pisa 59 km (37 mi) and Lucca 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 42 km (26 mi), Viareggio 88 km (55 mi), Forte Dei Marmi 100 km (62 mi), Rome 324 km (201 mi), Milan 331 km (206 mi) and Naples 515 km (320 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 44 km (27 mi), Pisa (psa) 61 km (38 mi), Bologna (blq) 136 km (85 mi), Genova (goa) 231 km (143 mi) and Venezia (vce) 290 km (180 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged 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 specific tour and number of people.
Podere Vallino
Villa Belchianti
Wonderful private holiday home with private pool, WIFI, A/C, TV and balcony, near Greve In Chianti
- 12
- 6
- 5
Description
Property Villa Belchianti is a lovely stone building (250 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with five bathrooms. Conveniently located in Madonna Di Pietracupa, Italy in the tourist area "San Gimignano And Surroundings" and only 19 km (11 mi) from Greve In Chianti.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 19 km (11 mi), San Gimignano 30 km (18 mi), Florence 35 km (22 mi), Siena 45 km (28 mi) and Montalcino 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 35 km (22 mi), Viareggio 129 km (80 mi), Forte Dei Marmi 136 km (84 mi), Rome 284 km (176 mi), Venice 290 km (180 mi) and Milan 331 km (206 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 09:30
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) 48 km (30 mi), Pisa (psa) 94 km (58 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 272 km (169 mi) and Venezia (vce) 292 km (181 mi).
Villa Belchianti
Villa Sonia
Private Property with A/C, private pool, WIFI, TV, patio, panoramic view, near Greve In Chianti
- 12
- 6
- 5
Description
Large villa with private swimming pool located in the Chianti area.
The property was recently modernised and has a fantastic garden to offer, with a beautiful view over the Chianti landscape of vineyards, olive groves and luscious woods.
Villa Sonia is 1 km from San Donato in Poggio, a small medieval town full of charm and very good restaurants.
Outside, guests can enjoy a beautiful swimming pool surrounded by perfectly kept grass.
The property is comprised of a main building along with an apartment and 2 units and can sleep up to 12 guests to sleep.
The villa has air-conditioning and Wi-Fi internet connection.
Villa Sonia lies half-way between Florence and Siena – an ideal choice for those interested in a holiday discovering art, wine and good Tuscan food.
Available to guests: swimming pool reserved for the exclusive use of guests (13 x 5 m – depth 1.5 m), outdoor shower near the pool, outside area furnished with table and chairs for outdoor dining, ping pong table, room containing treadmill and exercise bike, wood burning oven. The villa has a Wi-Fi internet connection and parking.
Distances: there is a restaurant 50m from the property, shops of every kind and more restaurants - 1km, Greve in Chianti - 15 km, beautiful San Gimignano - 18 km, Florence - 20 km, Siena - 35 km, Volterra - 50 km, Pisa (airport) - 95 km, Arezzo - 100 km, Cortona - 140 km. The distance to Rome is approx. 300 km.
Note: the villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Sonia
Book 15 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 4 nights minimum and can not be combined with any other special offers.
Villa Campana
Wonderful independent holiday villa with private pool, A/C, WIFI, TV, patio and panoramic view
- 12
- 6
- 6
Description
Villa Campana is an exclusive Tuscany villa rental, in the Valdera area near Volterra.
The villa offers all amenities: inside it is tastefully furnished, with large, bright rooms, including 6 bedrooms and 6 bathrooms. Outside, guests can enjoy a large private pool with sun deck, a barbecue area and an immense garden.
The house is located near the owner’s farm, and the farm products are on the menu at the local restaurant, just 1000 meters from the villa. At the farm there is also a stable if you’d like to learn horse riding.
Villa Campana is surrounded by splendid hill scenery, a setting where you are sure to find tranquility, fun and relaxation.
Access to the villa is via 1 km of unpaved road in good condition.
At guests’ disposal: large private garden; large private pool (20,5 x 8,5 meters; minimum depth: 1,10 meter; maximum depth: 1,40 meters); a section of the pool is perfect for small children (5,5 x 4,5 meters, depth 0,20 meters); barbecue area; fire pit; Wifi internet; air conditioning; 4 bedrooms + 2 double suites, each with large bathtub in the room
Distances: Fabbrica with food shops 3 km away, Volterra with shops of all kinds 18 km away, Pisa 50 km, Florence 50 km, Castelfalfi with golf course 20 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Campana
Book your vacation for the period from 14 February 2026 to 30 May 2026 and save 20% (minimum 3 nights).
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
- 10
- 4
- 3
Description
Property Summary
Nestled on top of a sun-drenched hill just 2 km above Castelfiorentino, in the heart of Tuscany, Italy, Tassinaia is a beautifully renovated 19th-century farmhouse surrounded by lush vineyards. This exceptional villa combines historic charm with modern comfort, offering guests a secluded and tranquil retreat while remaining perfectly positioned within easy reach of the region's most celebrated destinations. Set within a fully fenced 2-hectare estate, the property features a magnificent garden ideal for relaxation and leisurely strolls, as well as a private terraced garden adorned with a well-maintained lawn and seasonal flowers. Guests benefit from complimentary WiFi throughout the property, ensuring seamless connectivity during their stay. A dedicated parking area is available on-site for complete convenience. For those who enjoy an active lifestyle, a tennis court is located just 1 km from the property, while the expansive grounds and inviting outdoor spaces provide ample room to unwind and enjoy the Tuscan countryside in absolute privacy.
Outdoors
The outdoor spaces at Tassinaia are thoughtfully designed to make the most of the property's stunning natural surroundings. The centerpiece of the exterior is the private seasonal swimming pool, measuring 12 x 6 metres with a depth ranging from 145 to 300 cm, available for use from 8th May to 16th October. Surrounding the pool, guests will find a well-appointed terrace furnished with garden furniture, perfect for sunbathing or enjoying al fresco meals in the warm Tuscan air. A barbecue area invites convivial outdoor dining, while an outdoor shower adds a practical touch to the poolside experience. The private terraced garden, with its carefully tended lawn and colourful flowers, offers a serene setting for quiet moments of relaxation, and the broader estate grounds, enveloped by vineyards, provide a picturesque backdrop that captures the very essence of the Tuscan landscape.
Other Information
Tassinaia is equipped with a central heating system, which is available from 1st November to 14th April, ensuring a warm and comfortable atmosphere during the cooler months. The property also features a burglar alarm system for added peace of mind throughout your stay. A washing machine is available for guests' use, and linen is changed on a weekly basis. For those who wish to enjoy a more indulgent experience, a private cook can be arranged upon request at an additional cost. Please be aware that the property owner resides on the same estate.
Distances and Attractions
Tassinaia enjoys an enviable location that places guests within easy reach of some of Tuscany's most treasured towns and attractions. The charming town of Castelfiorentino is just 2 km away, offering local shops, restaurants, and everyday conveniences. The Renaissance city of Florence, with its world-renowned museums, galleries, and architecture, is approximately 40 km from the property, making it an ideal destination for a day trip. The medieval hilltop town of Volterra, celebrated for its Etruscan heritage and dramatic scenery, lies around 30 km away, while the iconic city of Siena, famous for its stunning cathedral and the legendary "Palio" horse race, is approximately 55 km distant. Active guests will appreciate the proximity of a riding stable just 2 km away and a golf course approximately 15 km from the property, complementing the tennis facilities available 1 km away. Tassinaia
- 2
- 14
- 5
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| San Donato 1 | 6 | 2 | 2 | ||
| San Donato 2 | 8 | 3 | 3 | ||
| All 2 Accommodations | 14 | 5 | 5 |
Description
Nice property with pool situated near the beautiful medieval hamlet of San Donato in Poggio, half-way between Florence and Siena. This property comprises 3 comfortable apartments all of which recently restored and tastefully furnished. Beautiful vineyards and olive groves surround the estate and produce excellent Chianti Classico wine and olive oil (available for the clients to be tasted and purchased). This property is situated among green hills but at the same time it is very close to the small town of San Donato (walking distance) offering nice restaurants, pizzerias and all main services.
The access to the property is via an unpaved but well-maintained road suitable for any kind of car.
Distances: San Donato in Poggio with all kinds of shops 500 m away, Greve in Chianti 15 km, the charming medieval town of San Gimignano 18 km, Florence 20 km, Siena 35 km away, Pisa (airport) 95 km away, Arezzo approx. 100 km, Cortona 140 km away. Rome is approx. 300 km away.
At guests’ disposal: large outside areas, garden furnished with tables, chairs and sun-beds, shared swimming-pool (6 x 12 m – min. depth 1,2 m, max. depth 1,4 m), splendid park for walks along nice paths leading to a small lake.
The apartments San Donato 1 and 2 provide WI-FI internet access (free of charge).
Parking within the grounds.
A large common room is available upon request to organize nice dinners as well as tasting of the products of the estate (wine, olive oil, “vin santo”).
The apartments San Donato 1 and 2 can be connected to accommodate 10/14 persons.
Please carefully check if there are any extra costs to be paid on site! San Donato
Aurelia
Independent Holiday villa with private pool, WIFI, TV, patio, panoramic view, near San Gimignano
- 8
- 4
- 3
Description
Property Summary
Nestled on a hilltop just 2 kilometers from the center of Castelfiorentino, in the heart of Tuscany, Italy, the "Aurelia" rustico cottage offers a truly exceptional holiday rental experience. This recently renovated two-story property combines traditional charm with modern comforts, providing guests with a secluded and peaceful retreat that remains conveniently close to the region's most celebrated destinations. Set within a generous 2-hectare estate, the property is surrounded by a well-maintained, fenced garden featuring a beautiful lawn that enhances the sense of privacy and tranquility. A large swimming pool measuring 12 x 6 meters, with a depth ranging from 145 to 300 centimeters, is available seasonally from May to October, offering a refreshing escape during the warmer months. Guests also benefit from a dedicated tennis court and on-site parking, ensuring both leisure and convenience throughout their stay. Reliable internet Wi-Fi connectivity is provided throughout the property, allowing guests to remain connected whenever needed. The yard surrounding the cottage is thoughtfully landscaped and maintained, creating an inviting outdoor environment that perfectly complements the rustic elegance of the "Aurelia."
Outdoors
The outdoor spaces of the "Aurelia" have been designed to make the most of the property's elevated hillside setting and its expansive natural surroundings. The fenced garden extends across the estate, offering guests ample space to relax and enjoy the Tuscan landscape in complete privacy. The large swimming pool, measuring 12 x 6 meters with a depth of 145 to 300 centimeters, serves as the centerpiece of the outdoor area and is open seasonally from May to October. An outdoor shower is conveniently located nearby for use after a swim. The patio and terrace areas are furnished with garden furniture, providing comfortable spaces for outdoor dining, sunbathing, or simply taking in the surrounding views. A barbecue is also available for guests who wish to enjoy al fresco meals in the open air. The combination of well-kept lawns, shaded terraces, and recreational facilities makes the outdoor environment of the "Aurelia" an ideal setting for relaxation and outdoor living throughout the season.
Other Information
The "Aurelia" cottage is equipped with a full range of modern amenities to ensure a comfortable and worry-free stay. Central heating is installed throughout the property, providing warmth during cooler periods. A burglar alarm system offers guests additional peace of mind and security. A washing machine is available on the premises for guests' convenience during longer stays. Linen is changed on a weekly basis as part of the standard service. For guests who wish to enjoy home-cooked meals without the effort, a cook can be arranged upon request for an additional fee. Check-in and check-out times are not specified in the available information and should be confirmed directly at the time of booking. Pet policies and any additional house rules should also be verified prior to arrival.
Distances and Attractions
The "Aurelia" enjoys a privileged position that places guests within easy reach of some of Tuscany's most celebrated towns and cultural destinations. The center of Castelfiorentino is just 2 kilometers away, while a supermarket, restaurant, and café are accessible within 1.5 kilometers, making everyday conveniences readily available. A railway station and both outdoor and indoor swimming pools can be reached within 8 kilometers of the property. For those wishing to explore the wider region, the historic cities of Firenze, Siena, Lucca, and Pisa are all within driving distance, as are the medieval hilltop towns of Volterra and San Gimignano, each offering a wealth of art, architecture, and gastronomy. Guests with an active lifestyle will also appreciate the proximity of golf courses, tennis facilities, and horseback riding opportunities available in the surrounding area, making the "Aurelia" an ideal base for both cultural exploration and outdoor pursuits. Aurelia
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- 2
- 2
Description
Property Summary
House "L'Ulivo" is a stunning vacation rental property located just 3 kilometers from the center of Castelfiorentino, Italy. It offers a relaxing and convenient stay with plenty of amenities such as a shared swimming pool, yard, internet WiFi, and parking. The property is set on a sprawling 16,000 square meter area, providing ample space to unwind and enjoy the serene surroundings.
Outdoors
The property boasts a shared terraced garden filled with lush plants and an orchard, creating a peaceful and serene setting for your vacation rental. The highlight is the large swimming pool (14 x 4 meters), also shared, which is available seasonally from March 27th to October 23rd, with depths ranging from 120 to 180 centimeters. Additionally, there is an outdoor shower and a table tennis area for added convenience.
Other Information
Inside the house, you'll find a table tennis table for friendly competition and a washing machine for your convenience (extra charge applies). Please note that heating is available only from November 1st to April 15th. Roofed parking is available on the premises, ensuring you have a secure spot for your car. The property is conveniently situated, with a supermarket just 3 kilometers away, providing easy access to all your daily needs.
Distances and Attractions
House "L'Ulivo" is ideally located for exploring the best of Tuscany. It is just 11 kilometers from San Miniato and 40 kilometers from the renowned city of Florence, offering easy access to nearby attractions and cultural experiences. Whether you're seeking a romantic retreat or a family holiday rental, this property promises a memorable stay with its convenient location and unbeatable amenities. L' Ulivo
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- 2
- 2
Description
Property Summary
La Vecchia Pieve is a beautifully renovated, semi-detached country house with three stories, situated in a quiet and sunny position atop a hill in the countryside of Castelfiorentino, Italy. It boasts a well-kept terraced garden with wildlife and flowers, a terrace, garden furniture, and a barbecue area. The property offers amenities such as a swimming pool, yard, internet WiFi, and parking facilities, ensuring a comfortable vacation rental experience.
Outdoors
The property offers a shared 15,000 square meter garden, meticulously landscaped with plants and flowers, and an inviting seasonal swimming pool (4 x 14 meters, depth 120 - 180 cm) available from March 27th to October 23rd. Guests can enjoy outdoor leisure activities like table tennis, sunbathing on the terrace, al fresco dining with garden furniture, and grilling on the barbecue. Additionally, there's a slide and swing for children's entertainment.
Other Information
The complex provides shared laundry facilities (washing machine, extra charge) and heating available from November 1st to March 29th. Parking and a carport are available on-site. For your convenience, shops are located 3 km away, a supermarket is 2.5 km away, and a restaurant is 3 km from the property. The owner resides on the same premises. Please note that for security purposes, there are cameras recording any movement between 1:00 AM and 6:00 AM.
Distances and Attractions
The property is conveniently located near several attractions. The railway station "Castelfiorentino" is just 3 km away, while a golf course is within 14 km, and tennis courts and a riding stable are 3 km from the premises. Nearby attractions include the renowned cities of Florence (40 km), Siena (50 km), and the picturesque town of San Gimignano (20 km), offering rich cultural experiences and historical exploration opportunities. La Vecchia Pieve
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- 3
- 2
Description
Property Summary
The Rustic House "Torre di Meo" is a charming vacation rental situated 120 meters above sea level, boasting four stories. Surrounded by fields and vineyards in the center of Castelnuovo d'Elsa, it offers a private garden with trees and natural garden spanning 200 square meters. Enjoy amenities like an above-ground swimming pool measuring 5 x 4 meters, a 40 square meter terrace with garden furniture and a barbecue, and on-site parking.
Outdoors
Immerse yourself in the idyllic setting of this holiday rental, with its private garden encompassing 200 square meters of lush greenery. Bask in the sun on the 40 square meter terrace, complete with garden furniture and a barbecue, while the owner/gardener takes care of the pool maintenance. The above-ground swimming pool, measuring 5 x 4 meters, is open from May 15th to October 1st, providing a refreshing retreat during the warmer months.
Other Information
Conveniently located near essential amenities, this vacation rental offers easy access to a shop, grocery store (50 meters), supermarket (5 kilometers), restaurant (100 meters), and bakery (50 meters). For families traveling with young children, baby equipment is provided at no additional cost, ensuring a comfortable stay for all.
Distances and Attractions
While staying at the Rustic House "Torre di Meo" in Castelfiorentino, Italy, you'll be just 5 kilometers from the town center of Castelfiorentino and 10 kilometers from San Miniato. Explore nearby towns like Certaldo (16 kilometers), San Gimignano (29 kilometers), and Volterra (44 kilometers), or venture to the iconic cities of Florence (44 kilometers) and Siena (65 kilometers). The sandy beach of Calambrone is 70 kilometers away, and an indoor swimming pool is just 5 kilometers from the property. Golf enthusiasts can enjoy an 18-hole golf course within a 30-kilometer radius. Torre di Meo
Agriturismo la Papessa
Home with pool, A/C, WIFI, TV, patio, pets allowed, panoramic view, near Greve In Chianti
- 11
- 60
- 19
- 13
| Accommodation | |||||
|---|---|---|---|---|---|
| Melograno Ap.1 | 2 | 1 | 1 | ||
| Ibisco Ap. 2 | 4 | 1 | 1 | ||
| Iride Ap. 3 | 6 | 2 | 1 | ||
| Azalea Ap. 4 | 6 | 2 | 1 | ||
| Gardenia Ap. 5 | 4 | 1 | 1 | ||
| Rododendro Ap. 6 | 6 | 2 | 1 | ||
| Verbena Ap. 7 | 6 | 1 | 1 | ||
| Camelia Ap. 8 | 4 | 1 | 1 | ||
| Oleandro Ap. 9 | 6 | 2 | 1 | ||
| Robinia Ap. 10 | 8 | 3 | 2 | ||
| Mirtus Ap. 11 | 8 | 3 | 2 | ||
| All 11 Accommodations | 60 | 19 | 13 |
Description
Holiday rental Agriturismo La Papessa is a beautiful stone building that includes air conditioning, WiFi internet and shared pool. The country resort has been designed with a total of 11 independent units. The property can accommodate up to 60 guests comfortably. Conveniently located 1 km (3643 ft) from San Donato, Italy in the tourist area "San Gimignano And Surroundings" and only 19 km (12 mi) from Greve In Chianti.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are 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. A lot of people traveling with friends prefer a multi-unit holiday rental 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 nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 19 km (12 mi), San Gimignano 31 km (19 mi), Florence 34 km (21 mi), Siena 49 km (31 mi) and Montalcino 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 34 km (21 mi), Viareggio 129 km (80 mi), Forte Dei Marmi 136 km (84 mi), Rome 284 km (176 mi), Venice 285 km (177 mi) and Milan 328 km (204 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Agriturismo La Papessa. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 18:00
Check-Out Time: 09:00 - 10:30
Pool Open: 1 April - 13 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) 49 km (31 mi), Pisa (psa) 94 km (58 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 270 km (167 mi) and Venezia (vce) 287 km (179 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Agriturismo La Papessa
Special Offer for Melograno Ap.1
Book your vacation for the period from 07 April 2026 to 05 June 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 22 August 2026 to 12 September 2026 and save 12% (minimum 5 nights).
Book your vacation for the period from 12 September 2026 to 30 September 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 06 October 2026 to 12 October 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 14 June 2026 to 22 June 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 30 June 2026 to 09 July 2026 and save 12% (minimum 3 nights).
Book your vacation for the period from 14 July 2026 to 01 August 2026 and save 12% (minimum 3 nights).
Apartment:
Ibisco Ap. 2
Iride Ap. 3
Azalea Ap. 4
Gardenia Ap. 5
Rododendro Ap. 6
Verbena Ap. 7
Camelia Ap. 8
Oleandro Ap. 9
Robinia Ap. 10
Mirtus Ap. 11
Castelfiorentino 651
Wonderful multi-unit holiday villa with WIFI, A/C, pool, TV, terrace and pets allowed
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- 24
- 8
- 7
| Accommodation | |||||
|---|---|---|---|---|---|
| Francigena 651.1 | 4 | 1 | 1 | ||
| Francigena 651.2 | 6 | 2 | 2 | ||
| Francigena 651.3 | 6 | 2 | 2 | ||
| Francigena 651.4 | 8 | 3 | 2 | ||
| All 4 Accommodations | 24 | 8 | 7 |
Description
Property Summary
The Country House "Francigena" is a delightful vacation rental nestled in a tranquil setting, surrounded by lush trees and scenic fields. Boasting 9 apartments, it offers a perfect getaway for families and groups. The property is equipped with a stunning swimming pool, lush yard, internet Wifi, ample parking spaces, and an EV charging station. Additionally, an installment plan is available for added convenience. Castelfiorentino, Italy, is a mere 6 km away from this idyllic retreat.
Outdoors
Spanning an impressive 20,000 m2, the property showcases a breathtaking garden with verdant lawns and towering trees. Guests can indulge in a refreshing dip in the large swimming pool, measuring 15 x 9 m with a depth ranging from 100 to 140 cm. The pool is open seasonally from April 1st to October 31st. Enhancing the outdoor experience, the property features an outdoor shower, terrace, garden furniture, and a barbecue area for alfresco dining.
Other Information
For added convenience, the property offers shared access to a washing machine and tumble dryer, subject to an extra cost. Ample parking spaces are available on the premises, accommodating up to 12 cars under a covered area. The nearest shop is situated 3 km away, while a supermarket can be found 6 km from the property. The railway station "Castelfiorentino" is also located 6 km away, providing easy access to explore the region.
Distances and Attractions
The property is conveniently located just 3 km from the center of Castelnuovo d'Elsa and a mere 30 km from the renowned tourist destination of San Gimignano. For beach enthusiasts, the sandy shores of "Cecina Mare" can be reached within a 100 km drive. While a car is recommended to fully explore the picturesque surroundings, guests can stay connected during their holiday rental with the available internet Wifi. Castelfiorentino 651
Casa la Cedrina, Pool, Lornano
Fabulous private villa rental with private pool, WIFI and TV, near Siena
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- 4
- 3
Description
Holiday home Casa La Cedrina, Pool, Lornano is a nice property (200 sq m) that includes private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. Conveniently located 770 m (2481 ft) from Lornano, Italy in the tourist area "Siena And Surroundings" and only 13 km (8 mi) from Siena.
What to Expect
After arriving at Casa La Cedrina, Pool, Lornano you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 13 km (8 mi), Greve In Chianti 32 km (20 mi), San Gimignano 32 km (20 mi), Montalcino 54 km (33 mi) and Florence 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (39 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (102 mi), Rome 252 km (157 mi), Venice 309 km (192 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 75 km (47 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 162 km (100 mi), Roma Ciampino (cia) 261 km (162 mi) and Roma Fiumicino (fco) 274 km (170 mi).
Casa La Cedrina, Pool, Lornano
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 25% (minimum 7 nights).
Villa Dell'Abate
Fabulous independent property with A/C, private pool, WIFI and TV, near Greve In Chianti
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- 7
- 6
Description
Holiday home Villa Dell'abate is a beautiful property that includes air conditioning, private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Villa Dell'abate is located 3 km (2 mi) from Sambuca, Italy and only 13 km (8 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings".
What to Expect
Upon arrival you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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: Greve In Chianti 13 km (8 mi), Florence 31 km (19 mi), San Gimignano 31 km (19 mi), Siena 45 km (28 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 31 km (19 mi), Viareggio 125 km (78 mi), Forte Dei Marmi 132 km (82 mi), Rome 284 km (177 mi), Venice 282 km (175 mi) and Milan 327 km (203 mi).
Additional Information
Pool Open: 1 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 44 km (27 mi), Pisa (psa) 90 km (56 mi), Bologna (blq) 133 km (83 mi), Genova (goa) 263 km (163 mi) and Venezia (vce) 286 km (178 mi).
Additional Services
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. Inquire for more details and the supplemental costs.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
Villa Antico Mulino
