Tregole Holiday Rentals
Results 41 - 60 of 541
Relais la Costa
Lovely home with hot tub, WIFI, sauna, private pool, A/C, TV, patio, panoramic view, close to Siena
- 30
- 8
- 10
Description
Conveniently located 11 km (7 mi) from Monteriggioni, Italy in the tourist area "Siena And Surroundings" and only 13 km (8 mi) from Siena. Relais la Costa is a nice stone building (800 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 30 guests comfortably.
What to Expect
IMPORTANT, here the renters do not have access to a kitchen. The meals are always prepared by the staff in charge, and are to be paid extra.
After arriving at Relais la Costa you’ll find a lovely clean well-maintained property with views of the city and the hills perfect for a peaceful vacation 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. For your pleasure, on the grounds there is a patio and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 13 km (8 mi), San Gimignano 40 km (25 mi), Greve In Chianti 45 km (28 mi), Montalcino 54 km (34 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 162 km (100 mi), Forte Dei Marmi 169 km (105 mi), Rome 252 km (157 mi), Venice 318 km (198 mi) and Milan 361 km (224 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 11:00
Pool Open: 27 March - 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) 80 km (50 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 262 km (162 mi) and Roma Fiumicino (fco) 274 km (170 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange 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 discovering the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
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.
Relais la Costa
Il Palazzetto Francigena, Monteriggioni
Nice holiday home with WIFI, TV, pets allowed and panoramic view, near San Gimignano
- 4
- 2
- 2
Someone just enquired about this property!
Description
Il Palazzetto Francigena, Monteriggioni is located 6 km (4 mi) from Monteriggioni, Italy and only 22 km (14 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Property Il Palazzetto Francigena, Monteriggioni is a beautiful property (240 sq m) that includes WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a relaxing 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 unwind with your family and friends 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 coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 22 km (14 mi), Siena 24 km (15 mi), Greve In Chianti 45 km (28 mi), Florence 53 km (33 mi) and Montalcino 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 147 km (91 mi), Forte Dei Marmi 154 km (96 mi), Rome 259 km (161 mi), Milan 347 km (216 mi) and Naples 450 km (279 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Palazzetto Francigena, Monteriggioni. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 66 km (41 mi), Pisa (psa) 101 km (63 mi), Bologna (blq) 152 km (95 mi), Roma Ciampino (cia) 268 km (166 mi) and Roma Fiumicino (fco) 281 km (174 mi).
Il Palazzetto Francigena, Monteriggioni
- 12
- 6
- 4
Someone else is looking at this property right now!
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
Villa Monteresi
Unique independent villa with WIFI, hot tub, A/C, private pool, TV and patio, near Siena
- 12
- 6
- 7
In high demand!
Description
Villa Monteresi is a nice stone building (800 sq m) with hot tub, private pool and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with seven bathrooms. Villa Monteresi is located in Monteresi, Italy and only 9 km (5 mi) from Siena in the tourist area "Siena And Surroundings".
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 perfect for a relaxing 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. Outdoors you will also find a barbecue grill, patio and hot tub. There is a kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 9 km (5 mi), San Gimignano 34 km (21 mi), Greve In Chianti 42 km (26 mi), Montalcino 50 km (31 mi) and Florence 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 159 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 248 km (154 mi), Venice 315 km (196 mi) and Milan 356 km (221 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 77 km (48 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 164 km (102 mi), Roma Fiumicino (fco) 252 km (157 mi) and Roma Ciampino (cia) 260 km (161 mi).
Villa la Quercia
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
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 Lory, Monteriggioni, Siena
Wonderful holiday villa with A/C, WIFI, TV and balcony, close to Siena
- 8
- 4
- 4
Description
Conveniently located in the centre of Castellina Scalo, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena. Holiday home Casa Lory, Monteriggioni, Siena is a beautiful stone building (250 sq m) that includes air conditioning and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive at Casa Lory, Monteriggioni, Siena you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 21 km (13 mi), San Gimignano 28 km (17 mi), Greve In Chianti 33 km (20 mi), Montalcino 58 km (36 mi) and Florence 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 151 km (94 mi), Forte Dei Marmi 159 km (99 mi), Rome 256 km (159 mi), Venice 304 km (189 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 70 km (44 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 157 km (97 mi), Roma Ciampino (cia) 265 km (165 mi) and Roma Fiumicino (fco) 278 km (172 mi).
Casa Lory, Monteriggioni, Siena
Book your vacation for the period from 06 January 2026 to 06 January 2027 and save 10% (minimum 10 nights).
- 3
- 9
- 4
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Crisalide | 4 | 2 | 1 | ||
| Granaio | 3 | 1 | 1 | ||
| Mangiatoia | 2 | 1 | 1 | ||
| All 3 Accommodations | 9 | 4 | 3 |
Description
Conveniently located 2 km (1 mi) from Castellina Scalo, Italy in the tourist area "San Gimignano And Surroundings" and only 23 km (14 mi) from Siena. La Fiumara is a nice holiday rental with pool and air conditioning. The villa / farmhouse / home has a total of three separate units. The property can accommodate up to nine people comfortably in four bedrooms with three bathrooms.
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property perfect for a peaceful vacation in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. This vacation rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
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: Siena 23 km (14 mi), San Gimignano 26 km (16 mi), Greve In Chianti 31 km (19 mi), Florence 55 km (34 mi) and Montalcino 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 157 km (97 mi), Rome 258 km (160 mi), Milan 350 km (217 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 09:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 15 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 279 km (174 mi).
La Fiumara
- 6
- 3
- 1
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
- 2
- 1
- 1
In high demand!
Description
Property Summary
This charming 2-family house is situated in the heart of Gaiole In Chianti, Italy, offering an ideal vacation rental for those seeking an authentic Tuscan experience. The property provides essential modern amenities including Internet WiFi connectivity and convenient public parking available on the adjacent road (additional fee applies). The residence features a central heating system, available from November 1st to April 4th, with heating costs payable on-site.
Outdoors
The property's central location in Gaiole in Chianti provides an authentic Italian atmosphere with the charm of local architecture and the surrounding Tuscan landscape. The building's position offers easy access to the city center and local amenities while maintaining a peaceful environment.
Other Information
The property benefits from proximity to essential services, including a shop just 100 meters away and a supermarket within 500 meters. A local restaurant can be found 2 kilometers from the property, and public transportation is accessible via a bus stop 200 meters away. The central heating system operates seasonally from November 1st to April 4th.
Distances and Attractions
The property provides excellent access to numerous renowned destinations: Radda in Chianti (10 km), Castellina in Chianti (22 km), and Florence (65 km). Notable nearby attractions include the historic Castello di Meleto (5 km), Castelnuovo Berardenga (21 km), San Donato in Poggio (28 m), Greve in Chianti (29 km), Siena (40 km), and San Gimignano (55 km). For beach enthusiasts, Castiglione della Pescaia's sandy shores lie 125 km away, while the thermal baths of Rapolano Terme can be reached within 42 km. Gaiole Apartament
- 2
- 6
- 3
- 3
| 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
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Amazing independent holiday home with WIFI, private pool, A/C and TV
- 8
- 4
- 5
Description
La Dimora del Chianti Dimora: Stunning Tuscan Vill is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings". La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Book now and save 10%. Offer valid until 20 April 2026 and for a minimum stay of 5 nights.
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
- 5
- 2
- 2
Description
Appartamento Beatrice is located in an old hamlet on a hilltop in the heart of the Chianti region.
This property offers visitors the beauty of the local area, known worldwide for its history, natural resources, and delicious food and wine.
Appartamento Beatrice has a pool, perfect for relaxing with friends, and a large garden with a barbecue area. Surrounded by vineyards, olive groves, and oak forests, it gives a true feel of the countryside.
Guests are greeted by the stunning views of the landscape all around. From the hill, you can see the different sides of the Chianti region, both natural and artistic, including the Romanesque church of St. Peter in Cedda and the valley of the Elsa River.
The house is located on the border of Siena and Florence, which adds to its charm, recalling the historical rivalry between these two cities.
The hilltop location offers great views over the surrounding landscape. Cities like Siena, San Gimignano, Florence, and Volterra are just a short drive away.
The small villages and Romanesque country churches nearby can be easily reached by relaxing walks through the Chianti hills.
At guests' disposal:
The pool (10x5 m) is shared with other 3 apartments and it is situated at about 30 meters from the apartment. Private garden, fully furnished terrace, barbecue facilities, dishwasher, hair dryer, toaster, washing machine, sat TV, cot and high chair on request (free), iron and ironing board, CD player, American coffee machine, Parking on the grounds.
Distances:
San Donato in Poggio 8 km; Siena 25 km; San Gimignano 30 km; Florence 45 km; Pisa 100 km. Rome 250 km.
Access to the house by car: 3 km via an unpaved road, not suitable for sports cars.
Please carefully check if there are any extra costs to be paid on site! Appartamento Beatrice
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.
Villa Paneretta
Private Villa rental with WIFI, A/C, private pool, patio, panoramic view, near San Gimignano
- 11
- 5
- 5
Description
Villa Paneretta is a beautiful villa with private pool in Tuscany in the heart of the Chianti Classico.
Surrounded by 309 hectares (woods, vineyards and olive groves) it is part of a magnificent historic venue dating back to the thirteenth century and also a farming estate producing wine and oil. Villa Paneretta is next to the ancient Castello della Paneretta and its cellars: the production of Chianti Classico wine represents the main activity and guests of Villa Paneretta will have the privilege of tasting the unique flavor of its bottles of wine directly on the spot. The castle is open (at fixed times) for tastings and visits but the guests of Villa Paneretta will always enjoy the exclusivity of their outdoor spaces and swimming pool.
The private swimming pool is located about 50 meters away from the villa and can be reached by walking under the historic castle walls. The location of Villa Paneretta is very strategic: you are halfway between Florence and Siena and in the heart of the Chianti Classico region.
At guests' disposal: air conditioning in 4 bedrooms, private garden, equipped outdoor areas, private swimming pool (above ground) located about 50 meters from the villa (9 x 4 meters; depth: 1.20 meters; usable from 8:30 to 19:00), small barbecue, wi-fi internet connection, parking area. On request it is possible to rent an outbuilding with 2 additional bedrooms (sleeps 3) located in front of the villa. The dependance is rented only together with the villa.
Distances: Poggibonsi (all kinds of shops) at 6 km, Castellina in Chianti at 14 km, San Gimignano at 20 km, Siena at 33 km, Florence at 45 km, Volterra at 40 km, Montalcino at 75 km, sea (Tuscan coast ) at 85 km, Cortona at 105 km; Pisa at 100 km, Lucca at 115 km, Arezzo at 110 km.
Please carefully check if there are any extra costs to be paid on site! Villa Paneretta
Book 14 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 7 nights minimum and can not be combined with any other special offers.
Villa Belchianti
Fabulous independent villa with private pool, A/C, WIFI, TV and balcony, near Greve In Chianti
- 12
- 6
- 5
Description
Villa Belchianti is located in Madonna Di Pietracupa, Italy and only 19 km (11 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings". Villa Belchianti is a lovely stone building (250 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 12 people comfortably in six bedrooms with five bathrooms.
Your Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. 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 perfect setting to enjoy food, family and the lovely Tuscan weather.
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: 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.
Villetta Cafaggio, Ac, Wifi, Panzano in Chianti
Unique private villa with WIFI, A/C, TV and panoramic view, close to Greve In Chianti
- 4
- 2
- 1
Description
Villetta Cafaggio, Ac, Wifi, Panzano In Chianti is located 6 km (4 mi) from Panzano In Chianti, Italy and only 13 km (8 mi) from Greve In Chianti in the tourist area "Chianti". Villetta Cafaggio, Ac, Wifi, Panzano In Chianti is a nice stone building (110 sq m) with air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with one bathroom.
The Experience
After arriving at Villetta Cafaggio, Ac, Wifi, Panzano In Chianti you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private garden where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 13 km (8 mi), Siena 30 km (18 mi), San Gimignano 37 km (23 mi), Florence 42 km (26 mi) and Montalcino 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 42 km (26 mi), Viareggio 136 km (84 mi), Forte Dei Marmi 143 km (89 mi), Rome 270 km (168 mi), Venice 292 km (182 mi) and Milan 335 km (208 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) 55 km (34 mi), Pisa (psa) 101 km (63 mi), Bologna (blq) 141 km (88 mi), Genova (goa) 274 km (170 mi) and Roma Ciampino (cia) 279 km (174 mi).
Villetta Cafaggio, Ac, Wifi, Panzano In Chianti
Book your vacation for the period from 25 April 2026 to 15 May 2026 and save 15% (minimum 3 nights).
La Torre di Panzano
Private House with A/C, private pool, hot tub, WIFI, TV, patio, close to Greve In Chianti
- 14
- 7
- 7
Description
Conveniently located in Panzano In Chianti, Italy in the tourist area "Chianti" and only 11 km (7 mi) from Greve In Chianti. La Torre Di Panzano is a lovely stone building with WiFi internet, private pool and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with seven 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 relaxing vacation 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. Also available outside are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting 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 11 km (7 mi), Siena 37 km (23 mi), Florence 40 km (25 mi), San Gimignano 40 km (25 mi) and Arezzo 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 40 km (25 mi), Viareggio 135 km (84 mi), Forte Dei Marmi 142 km (88 mi), Rome 269 km (167 mi), Venice 287 km (179 mi) and Milan 332 km (206 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) 54 km (33 mi), Pisa (psa) 96 km (59 mi), Bologna (blq) 140 km (87 mi), Genova (goa) 273 km (169 mi) and Roma Ciampino (cia) 278 km (173 mi).
Villa Delle Donne
Bella di Panzano
Private Holiday villa with WIFI, hot tub, private pool, A/C, TV, patio, near Greve In Chianti
- 14
- 7
- 7
Description
Conveniently located in Panzano In Chianti, Italy in the tourist area "Chianti" and only 11 km (7 mi) from Greve In Chianti. Bella Di Panzano is a beautiful vacation rental (400 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a big 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, 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 patio is the ideal setting to enjoy food, family and the beautiful 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 11 km (7 mi), Siena 37 km (23 mi), Florence 40 km (25 mi), San Gimignano 40 km (25 mi) and Arezzo 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 40 km (25 mi), Viareggio 135 km (84 mi), Forte Dei Marmi 142 km (88 mi), Rome 269 km (167 mi), Venice 287 km (179 mi) and Milan 332 km (206 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) 54 km (33 mi), Pisa (psa) 96 km (59 mi), Bologna (blq) 140 km (87 mi), Genova (goa) 273 km (169 mi) and Roma Ciampino (cia) 278 km (173 mi).
Villa Il Tinaio
Montelucci Chianti Agrivilla
Wonderful private vacation rental with private pool, A/C, WIFI, TV, patio and panoramic view
- 14
- 7
- 6
Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
