Case Poggio Villas with Pool
Results 41 - 60 of 439
Passignano
Fabulous multi-unit holiday villa with pool, WIFI, TV, patio, panoramic view, near Greve In Chianti
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- 51
- 25
- 20
Description
Conveniently located 4 km (2 mi) from Badia A Passignano, Italy in the tourist area "Chianti" and only 11 km (7 mi) from Greve In Chianti. Passignano is a lovely property with WiFi internet and pool. Passignano is a villa having a total of 17 independent apartments. The property can accommodate up to 51 guests comfortably in 25 bedrooms with 20 bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
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: Greve In Chianti 11 km (7 mi), Florence 29 km (18 mi), San Gimignano 31 km (19 mi), Siena 50 km (31 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 29 km (18 mi), Viareggio 123 km (77 mi), Forte Dei Marmi 131 km (81 mi), Rome 285 km (177 mi), Venice 280 km (174 mi) and Milan 323 km (200 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 42 km (26 mi), Pisa (psa) 89 km (55 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 264 km (164 mi) and Venezia (vce) 282 km (175 mi).
The property has two splendid swimming pools and a large panoramic terrace, perfect for sunset aperitifs.
There is an electric vehicle charging station on the property, Pay-per-use. Relais Badia a Passignano
Villa Pietrafitta
Wonderful private holiday rental with WIFI, private pool, TV and patio, near Greve In Chianti
- 12
- 6
- 6
Description
Conveniently located 5 km (3 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 17 km (11 mi) from Greve In Chianti. Holiday home Villa Pietrafitta is a nice stone building (200 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a barbecue grill and patio. 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect 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: Greve In Chianti 17 km (11 mi), Siena 26 km (16 mi), San Gimignano 33 km (20 mi), Florence 46 km (28 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 46 km (28 mi), Viareggio 140 km (87 mi), Forte Dei Marmi 147 km (91 mi), Rome 267 km (166 mi), Milan 340 km (211 mi) and Naples 458 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 3 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) 59 km (36 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 145 km (90 mi), Roma Ciampino (cia) 276 km (171 mi) and Genova (goa) 278 km (173 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange 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 supplemental costs.
Villa Pietrafitta
Book your vacation for the period from 02 May 2026 to 30 May 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 01 August 2026 to 31 August 2026 and save 15% (minimum 7 nights).
Villa Ida
Private Vacation home with WIFI, A/C, pool, TV, patio, pets allowed, near Greve In Chianti
- 6
- 2
- 2
Description
Villa Ida is located 4 km (3 mi) from Castellina In Chianti, Italy and only 19 km (12 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Vacation rental Villa Ida is a beautiful stone building (120 sq m) that includes air conditioning and WiFi internet. The property can sleep up to six people comfortably in two bedrooms with two bathrooms.
The pool is shared with another villa for 5 people, which is only used occasionally.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax 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.
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 19 km (12 mi), Siena 26 km (16 mi), San Gimignano 32 km (20 mi), Florence 48 km (30 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 48 km (30 mi), Viareggio 142 km (88 mi), Forte Dei Marmi 149 km (93 mi), Rome 266 km (165 mi), Milan 342 km (212 mi) and Naples 457 km (284 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Ida. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 61 km (38 mi), Pisa (psa) 107 km (66 mi), Bologna (blq) 147 km (91 mi), Roma Ciampino (cia) 275 km (171 mi) and Genova (goa) 280 km (174 mi).
A Casa Dell'ida
- 12
- 6
- 4
Description
Holiday rental Villa Di Gaiole is a nice stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena.
What to Expect
After arriving at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 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) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
Chiara House in Galenda, Chianti, Pool and Nature
Wonderful house with pool, WIFI, TV, terrace and panoramic view, close to Greve In Chianti
- 6
- 2
- 1
Someone else is looking at this property right now!
Description
Holiday home Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.
Your Experience
When you arrive 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 peaceful holiday in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 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) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 15% (minimum 5 nights).
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 25% (minimum 7 nights).
Casa Fioraie
Private Holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Greve In Chianti
- 6
- 2
- 2
Description
Holiday home in a strategic position in Castellina in Chianti.
Casa Fioraie is the ideal place to spend a relaxing and fun holiday.
The house offers two bedrooms (with air conditioning) as well as a large outdoor area, perfect for organizing barbecues and enjoying the wonderful panoramic view of the surrounding hills. In the garden there is a beautiful private pool that allows guests to relax and cool off in the summer season.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
The Chianti Classico area in which Casa Fioraie is located is one of the most renowned places in Italy and in the world for its characteristic villages, food and wine culture, splendid cities of art and breathtaking scenery.
You reach the house through a gravel road of about 500 meters in good condition but not suitable for particularly sporty vehicles.
At guests' disposal: 2 air-conditioned bedrooms, double sofa bed for 2 people, possibility of accommodating 4/6 people, panoramic private pool (10 x 4.5 meters, maximum depth: 1.60 meters, minimum depth: 1, 20 meters), barbecue, outdoor area equipped with sofas and table with chairs for outdoor dining, Wi-Fi internet connection.
Distances: a Restaurant / Bar is located at 850 meters from the house, Castellina in Chianti (all kinds of shops) at 6 km, Poggibonsi at 14 km, Radda at 18 km, San Gimignano at 25 km, Siena at 30 km, Florence at 50 km, Pienza at 85 km, Montepulciano at 95 km, Cortona at 105 km, the Tuscan coast (Cecina or Castiglioncello) is at 100 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Fioraie
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.
Casa Anita - Castellina in Chianti - Granaio, Tosc
Private Holiday home with pool, WIFI, A/C, TV, veranda, panoramic view, close to San Gimignano
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- 2
- 1
Description
Casa Anita - Castellina In Chianti - Granaio, Tosc is a nice stone building (70 sq m) with air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with one bathroom. Casa Anita - Castellina In Chianti - Granaio, Tosc is located 14 km (9 mi) from Castellina In Chianti, Italy and only 24 km (15 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal 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 sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 27 km (17 mi), Siena 45 km (28 mi), Florence 52 km (32 mi) and Montalcino 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 153 km (95 mi), Rome 280 km (174 mi), Venice 299 km (186 mi) and Milan 346 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 18 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) 65 km (40 mi), Pisa (psa) 99 km (61 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 284 km (176 mi) and Roma Ciampino (cia) 289 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 after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Casa Anita - Castellina In Chianti - Granaio, Tosc
Podere Sangiovese, Pool and View in Chianti
Unique independent house with private pool, WIFI, pets allowed and panoramic view
- 9
- 5
- 3
Description
Conveniently located 6 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti. Podere Sangiovese, Pool and View in Chianti is a nice vacation rental (200 sq m) with private pool and WiFi internet. The property can sleep up to nine people comfortably in five bedrooms with three bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to nine 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 holiday, 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 30 km (18 mi), Florence 61 km (38 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 263 km (163 mi), Venice 307 km (191 mi) and Milan 357 km (222 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Podere Sangiovese, Pool and View in Chianti. If you have a large dog or multiple pets, please ask for permission prior to booking.
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) 108 km (67 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Podere Sangiovese, Pool and View in Chianti
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- 5
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Someone just enquired about this property!
| 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
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- 2
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Description
Property Summary
Nestled in the picturesque rolling landscape of Castellina in Chianti, Italy, Villa Elisa is a beautiful and comfortable holiday rental set in a sunny, elevated residential area surrounded by other villas and the serene Tuscan countryside. Located approximately 2 kilometres from the centre of Castellina in Chianti, this charming property offers a peaceful retreat with easy access to the region's most celebrated destinations. The villa benefits from reliable WiFi connectivity, keeping you effortlessly connected throughout your stay. Parking is conveniently available directly at the property, accommodating up to 2 cars, making it ideal for guests arriving by road. The shared fenced garden, adorned with flowers and mature trees, provides a welcoming outdoor setting where you can fully appreciate the tranquillity of the Chianti countryside.
Outdoors
The outdoor spaces at Villa Elisa are designed to complement the natural beauty of the surrounding Tuscan landscape. The shared garden, enclosed by a fence for added privacy and security, is thoughtfully landscaped with a variety of flowers and trees that create a colourful and relaxing atmosphere throughout the seasons. For a more indulgent outdoor experience, the property features a private hot tub, offering you the perfect opportunity to unwind and enjoy the warmth of the Italian sun or the stillness of a quiet evening under the Chianti sky. The elevated position of the property ensures exceptional light and pleasant breezes, enhancing every moment spent outdoors.
Other Information
Villa Elisa is equipped with air conditioning, ensuring your comfort during the warmer months of the Tuscan summer. Baby equipment is included as part of your stay, making the property a convenient and welcoming choice for families travelling with young children. Please be aware that groups of teenagers are accommodated on request only. It is also worth noting that part of the house remains closed and unoccupied during your stay, and the owner resides in a separate semi-detached house on the property.
Distances and Attractions
Villa Elisa enjoys a privileged location that places you within easy reach of some of Tuscany's most iconic towns and attractions. A bus stop named "Chiantigiana" is situated just 100 metres from the property, offering a convenient public transport option for those wishing to explore the region without a car. Everyday essentials are readily accessible, with a shop, grocery store, and supermarket all located 2 kilometres away. The charming hilltop town of Radda in Chianti is just 10 kilometres from the villa, while the medieval village of Greve in Chianti and the lively town of Gaiole in Chianti are both approximately 15 kilometres away. The magnificent city of Siena, with its world-renowned Piazza del Campo and Gothic cathedral, lies 20 kilometres from the property, and the extraordinary art city of Florence can be reached in approximately 65 kilometres, making Villa Elisa an ideal base for discovering the very best of Tuscany. Villa Elisa
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Description
Property Summary
Nestled in a secluded and quiet area, the newly renovated Country house "Olivo" is a charming and detached vacation rental located just 500m from the center of Castellina In Chianti, Italy. The property boasts a beautifully maintained 500m2 garden that is fully fenced, providing a safe and secure place for guests to relax and unwind. It offers amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking, making it an ideal holiday rental for those seeking a comfortable and convenient stay in the stunning Tuscan countryside.
Outdoors
The property's outdoor area is a true highlight, featuring a refreshing swimming pool (8 x 3 m, depth 130cm) available for use during the seasonal months from 01.Apr. to 31.Oct. Guests can enjoy an outdoor shower, pergola, garden furniture, and barbecue, creating the perfect setting for alfresco dining and socializing in the beautifully maintained 500m2 fully fenced garden.
Other Information
Heating is available from 01.11. to 07.04. and must be paid for on-site. The property is conveniently located within walking distance of grocery stores and supermarkets, allowing guests to easily stock up on essentials. For those seeking relaxation and rejuvenation, the thermal baths "Rapolano Terme" are just 52km away.
Distances and Attractions
Strategically positioned just 26km from the center of Siena and 48km from the center of Florence, Country house "Olivo" serves as an excellent base for exploring the breathtaking Tuscan countryside. Nearby attractions within a short driving distance include San Donato in Poggio, Radda in Chianti, Panzano in Chianti, Greve in Chianti, Monteriggioni, San Gimignano, Siena, and Volterra, offering a range of activities such as hiking, cycling, and exploring the picturesque towns and villages. Olivo
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Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
Cerretino Group House 14 Sleeps
Fabulous independent house with WIFI, A/C, private pool, TV, patio and panoramic view
- 14
- 7
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In high demand!
Description
Property Summary
This historical country house "Cerretino + Tettoia" in Castellina In Chianti, Italy offers a cozy and serene vacation rental experience. Surrounded by meadows, fields, and vineyards, the property comprises a main house and an outbuilding just 1 km from the center of Castellina in Chianti. Enjoy the convenience of a swimming pool, Internet WiFi, and parking on-site.
Outdoors
Immerse yourself in the natural splendor of this private property. Relax by the seasonal swimming pool (6 x 12 m, depth 100 - 180 cm, available from May 15th to October 15th), complete with an outdoor shower, terrace, garden furniture, and a barbecue area. The pool maintenance is taken care of by the owner/gardener. Embrace the tranquil surroundings and explore the walking paths just 200 m away from the house.
Other Information
Please note that the property features a 300 m long, very bumpy, and narrow motor access road. Parking is available on-site. Amenities such as shops, groceries, supermarkets, restaurants, bars, bakeries, and a pedestrian zone are conveniently located within 1 km of the property. The bus stop "SR 222" is 500 m away, while the railway station "Castellina Scalo" is 11 km from the house. Baby equipment is included, and groups of teenagers are welcome upon request.
Distances and Attractions
Nearby attractions include the charming towns of Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), the historic city of Siena (26 km), the picturesque San Gimignano (42 km), and the vibrant Florence (Firenze) located 50 km away. "Cecina Mare," a sandy beach, is 88 km from the property, while the thermal baths of "Rapolano Terme" are 50 km away, offering a chance to relax and rejuvenate. Just an example. Cerretino Group House 14 Sleeps
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| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
Agriturismo la Papessa
Apartment with pool, WIFI, A/C, 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
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. Agriturismo La Papessa is a nice stone building with air conditioning, pool and WiFi internet. Agriturismo La Papessa is a country resort having a total of 11 separate units. The property can sleep up to 60 people comfortably.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill. 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 with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
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: 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 vacation that is not a problem at Agriturismo La Papessa. If you have a large dog or multiple pets, please ask 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).
Special Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual 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
Castellina in Chianti 647
Wonderful multi-unit villa with pool, WIFI, A/C, TV, patio and panoramic view
- 3
- 14
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Cerretino Tettoia 647.1 | 4 | 2 | 1 | ||
| Cerretino Vigna 647.2 | 4 | 2 | 2 | ||
| Cerretino Oliveto 647.3 | 6 | 3 | 3 | ||
| All 3 Accommodations | 14 | 7 | 6 |
Description
Property Summary
Cerretino is a cozy, rustic country house surrounded by fields and vineyards in Castellina In Chianti, Italy. It offers amenities including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan. The property comprises three houses in a residence, situated just 1 km from the center of Castellina in Chianti, in a sunny position, 200 m from the forest edge, and amidst the countryside.
Outdoors
The property boasts a shared natural state area, a swimming pool (6 x 12 m, depth 100 - 180 cm, seasonal availability: 15th May - 15th October), an outdoor shower, patio, terrace, and garden furniture. The pool maintenance is handled by the owner or gardener. Access to the house is via a 300 m long, very bumpy, and narrow motor road, with parking available at the house.
Other Information
Nearby amenities include a shop, grocery, supermarket, restaurant, bar, bakery, and pedestrian zone within 1 km. The bus stop "SR 222" is 200 m away, while the railway station "Castellina Scalo" is 11 km away. The sandy beach "Cecina Mare" is 88 km away, and the thermal baths "Rapolano Terme" are 50 km from the property. Walking paths are accessible from the house at a distance of 200 m. Baby equipment is included in the holiday rental.
Distances and Attractions
Nearby attractions include Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), Siena (26 km), San Gimignano (42 km), and Firenze (50 km). Castellina in Chianti 647
Special Offer for Cerretino Tettoia 647.1
Apartment:
Cerretino Vigna 647.2
Last-Minute Offer for Cerretino Tettoia 647.1
Other apartments with last-minute offers:
Cerretino Vigna 647.2
Cerretino Oliveto 647.3
- 3
- 24
- 12
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Reggine 604.1 | 4 | 2 | 1 | ||
| Reggine 604.2 | 8 | 4 | 2 | ||
| Reggine 604.3 | 12 | 6 | 3 | ||
| All 3 Accommodations | 24 | 12 | 6 |
Description
Property Summary: The Reggine vinyard is a renovated 18th-century property that offers a cozy vacation rental surrounded by meadows and fields. Located just 3 kilometers from the center of Panzano and 10 kilometers from the center of Greve in Chianti, this secluded property boasts an elevated position with stunning views of the countryside. You can enjoy amenities such as a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors: The Reggine vinyard features a shared property with a lawn, orchard, and a seasonal swimming pool measuring 12 x 6 meters. Outdoor amenities include a shower, pergola, terrace, garden furniture, and a barbecue. Pool maintenance is provided by the owner/gardener.
Other Information: Access to the property is via motor (2.4 kilometers via unmade road), and parking is available on the premises. The owner uses some rooms in the house, and all houses/apartments on the property are individually designed and furnished. Baby equipment is included, and groups of teenagers are allowed on request only. Don't forget to inquire about the local sale of farm products during your stay!
Distances and Attractions: The property is conveniently situated 40 kilometers from the center of Florence. Nearby amenities include a shop, grocery, and restaurant (3 kilometers away), a supermarket (10 kilometers away), and an indoor swimming pool (21 kilometers away). For golf enthusiasts, an 18-hole course is located 25 kilometers away. Nearby attractions include Radda in Chianti (15 kilometers), Siena (40 kilometers), and San Gimignano (40 kilometers). A car is recommended for this property. Panzano 604
Special Offer for Reggine 604.3
Last-Minute Offer for Reggine 604.1
Other apartments with last-minute offers:
Reggine 604.2
Reggine 604.3
Castellina in Chianti 618
Stunning multi-unit villa with A/C, WIFI, pool, TV, patio, pets allowed and panoramic view
- 3
- 18
- 10
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Cignanbianco - Alba e Tramonto 618.1 | 9 | 5 | 3 | ||
| Cignanbianco - Alba 618.2 | 3 | 2 | 1 | ||
| Cignanbianco - Tramonto 618.3 | 6 | 3 | 2 | ||
| All 3 Accommodations | 18 | 10 | 6 |
Description
Property Summary
Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castellina In Chianti, Italy. Offering a serene and tranquil environment, it comprises three houses and seven apartments, making it an ideal vacation rental for families and friends seeking a rejuvenating getaway. The property boasts an extensive 30-hectare area adorned with lush plants, trees, and natural gardens, creating a harmonious blend of nature and comfort. Guests can indulge in the luxurious amenities provided, including a stunning 12 x 6-meter swimming pool, available seasonally from May 2nd to October 3rd, meticulously maintained by the owner and gardener. Additionally, a yard, internet Wifi, parking facilities, and an installment plan option are available for your convenience.
Outdoors
Country House "Cignanbianco" offers an idyllic outdoor experience for its guests. The property features a stunning 12 x 6-meter swimming pool, available seasonally from May 2nd to October 3rd, meticulously maintained by the owner and gardener. Surrounded by lush greenery and a tranquil atmosphere, the pool area beckons you to relax and soak up the Tuscan sun while enjoying a refreshing swim. Embrace the true essence of outdoor living by indulging in a delightful barbecue session while basking in the beauty of the natural gardens and picturesque landscapes.
Other Information
Country House "Cignanbianco" provides a range of conveniences to ensure a comfortable and hassle-free holiday rental experience. Shared facilities include a washing machine and ample parking spaces on the premises. The owner, who resides on the same property, offers the opportunity to purchase locally sourced farm products, allowing you to savor the authentic flavors of the region. Additionally, baby equipment is included in the rental, catering to families traveling with young children. Groups of teenagers are welcome upon request, making it an ideal destination for multi-generational gatherings.
Distances and Attractions
Strategically located in Castellina In Chianti, Italy, Country House "Cignanbianco" provides easy access to a wealth of local attractions and amenities. The charming town center of Castellina in Chianti is just 5 km away, while Castellina Scalo is a mere 6 km distance. Siena, a renowned tourist destination renowned for its rich history and cultural heritage, is conveniently situated 27 km from the property. Nearby attractions for day trips include the picturesque towns of Moneriggioni (10 km), San Gimignano (29 km), San Galgano (50 km), Volterra (52 km), and Montalcino (65 km). Additionally, the property is in close proximity to bicycle rentals, bus stops, and a railway station, ensuring seamless mobility. For those seeking a beach getaway, Cecina Mare is located 83 km away, while an indoor swimming pool is just 15 km from the property. Castellina in Chianti 618
Special Offer for Cignanbianco - Alba 618.2
Apartment:
Cignanbianco - Tramonto 618.3
Last-Minute Offer for Cignanbianco - Alba e Tramonto 618.1
Other apartments with last-minute offers:
Cignanbianco - Alba 618.2
Cignanbianco - Tramonto 618.3
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
- 3
- 24
- 10
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the charming hamlet of Rietine, just 4 km from the center of Gaiole In Chianti, Italy. This property features three apartments available for rent, making it an ideal choice for families or groups of friends seeking to experience the beauty of Tuscany. Montechioccioli boasts a range of amenities, including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors
Montechioccioli is a true countryside gem with a terraced garden spanning 1,000 m2, adorned with a variety of plants and trees. It offers a serene setting for guests to relax and take in the stunning views of the Tuscan countryside. The property boasts a seasonal swimming pool, measuring 12 x 6 m with a depth of 170 cm, available from May 2nd to October 3rd. The pool area features a shower/WC and a terrace with a barbecue, perfect for alfresco dining and enjoying the warm Italian evenings.
Other Information
The property provides additional conveniences, such as a washing machine for shared use and parking on the premises. It is worth noting that the owner resides on the same property. Montechioccioli offers a truly unforgettable vacation rental experience in the heart of Tuscany.
Distances and Attractions
Montechioccioli is strategically located just 12 km from the center of Radda in Chianti and 40 km from the historic city of Siena, making it an ideal base for exploring the region's many attractions. Nearby, guests can discover the charming town of Gaiole in Chianti, known for its rich cultural heritage and picturesque surroundings. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
Castellina in Chianti 625
Cosy apartment with WIFI, A/C, pool, TV, patio, pets allowed and panoramic view
- 4
- 14
- 7
- 5
In high demand!
| Accommodation | |||||
|---|---|---|---|---|---|
| La Foresta 625.1 | 2 | 1 | 1 | ||
| La Foresta 625.2 | 2 | 1 | 1 | ||
| La Foresta 625.3 | 6 | 3 | 2 | ||
| La Foresta 625.4 | 4 | 2 | 1 | ||
| All 4 Accommodations | 14 | 7 | 5 |
Description
Property Summary
Agriturismo "La Foresta" is a charming vacation rental situated in the picturesque region of Castellina In Chianti, Italy, surrounded by fields and vineyards. The property comprises 4 apartments in the residence, located 10 km from the centre of Castellina in Chianti and 12 km from the centre of Siena, offering a quiet, sunny position in the countryside. You will enjoy access to a fenced swimming pool measuring 6 x 14 m with seasonal availability from 01.May. - 15.Oct., maintained by the owner/gardener. The property features a spacious yard with plants and trees, meadow areas, and outdoor amenities including an outdoor shower, patio, terrace, and garden furniture. Internet Wifi connectivity ensures you remain connected during your stay. Roofed parking is conveniently available at the house, and the property is accessed via a 2 km long bumpy motor access road. An installment plan may be available for your booking convenience. The residence includes a reception area and a washing machine for shared use among guests. Baby equipment is included, and you may purchase farm products locally. Please note that all houses/apartments are individually designed and furnished.
Outdoors
The outdoor spaces at La Foresta provide excellent opportunities for relaxation and recreation in the Tuscan countryside. For shared use, you will find an extensive property featuring plants and trees throughout the meadow areas. The fenced swimming pool, measuring 6 x 14 m, offers refreshing enjoyment with seasonal availability from 01.May. - 15.Oct., with regular pool maintenance performed by the owner/gardener. An outdoor shower is conveniently located near the pool area. The terrace and patio spaces are equipped with garden furniture, creating ideal settings for outdoor dining and relaxation. A barbecue is available for preparing meals while enjoying the surrounding views of fields and vineyards that characterize this quiet, sunny position in the countryside.
Other Information
Access to the property requires traveling along a 2 km long bumpy motor access, and a car is recommended for your stay. Roofed parking is provided at the house for your convenience. Within the residence, you will find a reception area and a washing machine available for shared use. Baby equipment is included with your accommodation. The property offers local sale of farm products, allowing you to experience authentic Tuscan agricultural offerings. Please note that all houses/apartments within the residence are individually designed and furnished, ensuring each unit has its own unique character and style.
Distances and Attractions
The location provides convenient access to essential services and fascinating nearby attractions in the Chianti region. A shop, grocery, and supermarket are all located 6 km from the property, while a restaurant can be found just 2 km away. The bus stop "Via Chiantigiana" is situated 2 km from La Foresta, and the railway station "Siena" is 12 km away. Among the nearby attractions, you will find Siena at 12 km, Greve in Chianti at 20 km, San Gimignano at 25 km, and Firenze at 65 km, offering numerous opportunities for cultural exploration and sightseeing throughout your stay in Castellina In Chianti, Italy. Castellina in Chianti 625
Special Offer for La Foresta 625.1
Apartment:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
Last-Minute Offer for La Foresta 625.1
Other apartments with last-minute offers:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
