Top 20 Luxury Villas in Monteriggioni, Italy
Results 1 - 20 of 66
Relais la Costa
Cosy flat with hot tub, WIFI, private pool, sauna, A/C, TV, patio and 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. Holiday rental Relais la Costa is a lovely stone building (800 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 30 people 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 you’ll find a lovely clean well-maintained property with views of the city and the hills perfect for a splendid holiday 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 visiting museums. Also available outside are a barbecue grill and patio.
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 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).
Additional Services
Cooking Lessons - Learn from a local chef the techniques needed 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 enjoyable way to spend time with friends and family while learning the secrets vital to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering 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. Ask for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Relais la Costa
La Corte di Campalli
Superb private vacation rental with WIFI, private pool, TV, patio and panoramic view, near Siena
- 12
- 6
- 5
In high demand!
Description
Holiday rental La Corte Di Campalli is a lovely property (600 sq m) that includes WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. La Corte Di Campalli is located 4 km (2 mi) from San Leonino, Italy and only 17 km (11 mi) from Siena in the tourist area "Siena And Surroundings". There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
This beautiful property belongs to the Campalli estate, a huge farm of 750 acres that produces Chianti Classico wine, and includes the Castle of Campalli. The 360° view from each point on the estate ranges over endless rolling hills, vineyards and olive groves. Guided tours of the estate and the castle, including Tuscan wine tasting, can also be arranged.
Upon arrival 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 relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a patio and barbecue grill. 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 holiday. 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 beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 17 km (11 mi), Greve In Chianti 31 km (19 mi), San Gimignano 41 km (26 mi), Montalcino 57 km (36 mi) and Florence 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 167 km (104 mi), Rome 256 km (159 mi), Venice 316 km (196 mi) and Milan 360 km (223 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 81 km (50 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 265 km (164 mi) and Roma Fiumicino (fco) 277 km (172 mi).
Special Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Cleaning service is included 9 hours a week. La Corte Di Campalli
Villa L'Elsa Beautiful Country Home with View
Independent Villa rental with hot tub, A/C, sauna, private pool, WIFI, terrace, near San Gimignano
- 14
- 7
- 6
Someone just enquired about this property!
Description
Villa L'elsa Beautiful Country Home With View is located 4 km (3 mi) from Colle Di Val D’elsa, Italy and only 10 km (6 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Property Villa L'elsa Beautiful Country Home With View is a lovely property (350 sq m) that includes air conditioning, WiFi internet and hot tub. The property can sleep up to 14 guests comfortably in seven bedrooms with six bathrooms.
The Experience
After arriving at Villa L'elsa Beautiful Country Home With View you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a hot tub and barbecue grill. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely 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: San Gimignano 10 km (6 mi), Siena 32 km (20 mi), Greve In Chianti 40 km (25 mi), Florence 52 km (32 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 146 km (91 mi), Forte Dei Marmi 153 km (95 mi), Rome 266 km (165 mi), Venice 303 km (188 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: 1 March - 1 March (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) 92 km (57 mi), Bologna (blq) 151 km (94 mi), Roma Ciampino (cia) 275 km (171 mi) and Genova (goa) 284 km (176 mi).
Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa L'elsa Beautiful Country Home With View. Inquire for more details, including the extra cost and how to organize this service.
Villa L'elsa Beautiful Country Home With View
Colle Val D'Elsa 620
Wonderful multi-unit holiday villa with A/C, private pool, WIFI, TV, patio and panoramic view
- 2
- 28
- 14
- 16
In high demand!
| Accommodation | |||||
|---|---|---|---|---|---|
| Podere San Giuseppe 620.1 | 16 | 8 | 9 | ||
| Podere San Giuseppe 620.2 | 12 | 6 | 7 | ||
| All 2 Accommodations | 28 | 14 | 16 |
Description
Property Summary
Podere San Giuseppe is a spacious and comfortable cottage situated in a tranquil location near Colle Di Val D'elsa, Italy. This vacation rental consists of a main house and an outbuilding, offering guests a private retreat surrounded by natural beauty. The property features a fenced swimming pool (6 x 12 m), available from May 15 to October 15, well-maintained grounds, convenient parking on the premises, and complimentary internet WiFi access.
Outdoors
The natural state property encompasses a serene garden setting positioned 100 meters from the forest edge. The outdoor amenities include a pool house with shower facilities, a dedicated area for table tennis, and a welcoming patio with terrace. Guests can enjoy the provided garden furniture and make use of the barbecue facilities. The pool and grounds are regularly maintained by the owner/gardener, ensuring a pristine environment throughout your stay.
Other Information
The property is particularly suitable for hosting events and comes equipped with baby equipment at no additional cost. Groups of teenagers are welcome but must make special arrangements prior to booking. Access to the property is via a 1-kilometer unpaved road, making a car essential for your stay.
Distances and Attractions
The property is situated 7 kilometers from the center of Colle di Val d'Elsa, where you'll also find the nearest bus stop. The secluded location offers both privacy and convenience, with easy access to the historic town center and local attractions. The positioning provides an ideal base for exploring the broader Tuscan region while maintaining a peaceful countryside retreat. Colle Val D'Elsa 620
Villa Ida
Fabulous independent house with A/C, WIFI, pool, TV, patio and pets allowed, near Greve In Chianti
- 6
- 2
- 2
Description
Villa Ida is a beautiful stone building (120 sq m) with WiFi internet and air conditioning. The property can sleep up to six guests comfortably in two bedrooms with two bathrooms. Conveniently located 4 km (3 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Greve In Chianti.
The pool is shared with another villa for 5 people, which is only used occasionally.
What to Expect
Upon arrival at Villa Ida you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill.
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 (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
- 2
- 1
- 1
Description
Ancient barn situated right outside Siena city center (only 3,5 km away). This property has been recently restored and turned into a modern and bright accommodation ideal for a couple or a family of 4 people. Outside guests can enjoy use of a large, well-groomed garden and of a nice furnished pergola ideal for al-fresco dining.
The house interiors are welcoming and tastefully furnished with modern-design pieces. The property in fenced-in.
A bus stop (with busses to Siena city center) is approx. 150 meters away.
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.).
A secondary road connecting Siena to the Chianti region passes a short distance away.
Distances: Siena with all kinds of shops and railway station 3,5 km away, the Chianti region (with its characteristic villages of Castellina, Gaiole, Radda, Greve ecc…) is within 30 km, San Gimignano 40 km away, Rapolano Terme (spas) 40 km, Montalcino 45 km away, Volterra 54 km, Pienza (Val d’Orcia) 70 km away, Florence 70 km away.
At guests’ disposal: private furnished outdoor area with sun-umbrellas, sun-beds, table and chairs, barbecue.
WI-FI internet is provided (free of charge).
Extra Services: Baby bed available upon request. Maid service by arrangement (€ 15,- / per hour to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Capannino
Book 14 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 Ferdinando
Private Vacation rental with hot tub, A/C, WIFI, private pool, TV, patio, near San Gimignano
- 12
- 6
- 7
Description
Beautiful independent villa with pool, strategically located halfway between Florence and Siena. The property has been furnished with exceptional taste and attention to detail. Outside there is a large, well-tended garden with a beautiful pool with panoramic views.
The villa, equipped with all comforts, is composed of a main house and guest house, sleeping a total of up to 12 people. The property is surrounded by vineyards and olive groves, from which the owners produce wine and olive oil (guests will be offered a tasting in the estate's cellars).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.).
Access to the house is via an unpaved road in good condition.
At guests disposal: large, well-tended garden with round pool reserved for guests' exclusive use (about 16 x 11 m- minimum depth 50 cm- maximum depth 1,4 m- open from 01/04 to 30/10), outdoor shower (hot water), changing room and wc in the pool area, barbecue, gazebo and wood-burning oven. The villa offers WI-FI internet connection (free of charge). All of the bedrooms are equipped with air conditioning.
Parking within the grounds.
Distances: Poggibonsi with shops of all kinds 6 km away, Barberino Val D'Elsa 11 km, San Gimignano 18 km away, Siena 40 km, Volterra 41 km away, villages of the Chianti area are within a 25- 50 km radius, Florence (airport) 42 km, Pisa (airport) 95 km away, Arezzo 110, Lucca 115 km away.
Extra services to be paid on the spot: Baby bed (available upon request). Laundry service (with fee).
Pets are allowed at a fee of € 100/animal.
Please carefully check if there are any extra costs to be paid on site! Villa Ferdinando
Podere San Lorenzo
Unique private vacation rental with WIFI, private pool, TV, terrace and panoramic view
- 8
- 4
- 4
Someone just enquired about this property!
Description
Property Summary
"Podere San Lorenzo" is an idyllic holiday rental located in the charming hamlet of Casaglia, just 8 kilometers from San Gimignano and Poggibonsi, and 30 kilometers from Siena. This semi-detached house was fully renovated in 2005 and offers a serene, sunny, and elevated position on a slope. With a beautifully landscaped, terraced garden spanning 2,000 square meters, an above-ground swimming pool, and amenities like Internet Wifi and Parking, you can enjoy a peaceful retreat in the heart of Tuscany.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside with the property's stunning outdoor spaces. The 2,000 square meter terraced garden is enclosed by a fence, natural garden, and orchard. Soak up the sun while taking a dip in the above-ground swimming pool, measuring 6 x 3 meters with a depth of 140 centimeters, available seasonally from May 1st to October 10th. The pool area is surrounded by a shower, terrace, garden furniture, and a barbecue, providing the perfect setting for relaxation and al fresco dining.
Other Information
For your convenience, the nearest shop, grocery store, shopping center, or supermarket is just 5 kilometers away, while a restaurant is located a mere 500 meters from the property. Additionally, bicycle rentals are available 8 kilometers away, and the Poggibonsi railway station is just 5 kilometers from the vacation rental. Please note that a car is recommended for this property, and it is suitable for families but not recommended for groups of teenagers unless on request.
Distances and Attractions
The charming "Podere San Lorenzo" is ideally situated for exploring the beautiful surroundings of Tuscany. Nearby attractions include Certaldo (16 km), Volterra (40 km), Florence (60km), and Pisa (94 km). For those looking to enjoy the coastline, the beach is a mere 80 kilometers away. With its prime location and proximity to these renowned destinations, this holiday rental is the perfect base for your Tuscan adventure. Podere San Lorenzo
Villa del Mangia, 5Panoramic Pool and Chef Service
Beautiful independent holiday home with A/C, WIFI, private pool, terrace and panoramic view
- 11
- 6
- 6
Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Villa Paneretta
Unique private villa with private pool, A/C, WIFI, patio, panoramic view, near San Gimignano
- 11
- 5
- 5
Someone else is looking at this property right now!
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.
Secluded Wine Rustic Estate: 1300S Castle Suite &
Beautiful apartment with WIFI, private pool, balcony and panoramic view, close to Siena
- 12
- 6
- 6
In high demand!
Description
Secluded Wine Rustic Estate: 1300S Castle Suite & is located 4 km (2 mi) from Sovicille, Italy and only 14 km (8 mi) from Siena in the tourist area "Siena And Surroundings". Holiday rental Secluded Wine Rustic Estate: 1300S Castle Suite & is a nice stone building (800 sq m) that includes private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms.
Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.
The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.
Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.
This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).
The Experience
When you arrive at Secluded Wine Rustic Estate: 1300S Castle Suite & you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday 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 visiting museums. Outdoors you will also find a playground and barbecue grill. 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 balcony is the perfect 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: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be scheduled as well. Inquire about the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:
- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.
- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.
Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:
- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.
Secluded Wine Rustic Estate: 1300S Castle Suite &
Book your vacation for the period from 15 May 2026 to 31 May 2026 and save 20% (minimum 3 nights).
Book now and save 15%. Offer valid until 31 March 2026 and for a minimum stay of 3 nights.
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 15% (minimum 5 nights).
Book your vacation for the period from 30 June 2026 to 01 July 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 31 July 2026 to 31 August 2026 and save 10% (minimum 4 nights).
Villa Zambra
Unique independent property with private pool, A/C, WIFI and TV, close to San Gimignano
- 8
- 3
- 2
Someone else is looking at this property right now!
Description
Holiday home Villa Zambra is a lovely stone building (200 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to eight people comfortably in three bedrooms with two bathrooms. Conveniently located in the centre of Torri, Italy in the tourist area "San Gimignano And Surroundings" and only 14 km (9 mi) from San Gimignano.
The Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing 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. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 14 km (9 mi), Greve In Chianti 35 km (22 mi), Siena 40 km (25 mi), Florence 47 km (29 mi) and Montalcino 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 47 km (29 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 126 km (78 mi), Rome 275 km (171 mi), Milan 341 km (212 mi) and Naples 466 km (289 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) 60 km (37 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 147 km (91 mi), Genova (goa) 257 km (160 mi) and Roma Ciampino (cia) 284 km (176 mi).
Villa Zambra
Villa Belchianti
Pretty independent accommodation with private pool, A/C, WIFI, TV, balcony, near Greve In Chianti
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- 6
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Description
Conveniently located in Madonna Di Pietracupa, Italy in the tourist area "San Gimignano And Surroundings" and only 19 km (11 mi) from Greve In Chianti. Villa Belchianti is a lovely stone building (250 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms.
What to Expect
After arriving 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 - shopping, visiting museums, sightseeing 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. 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.
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 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 House with WIFI, private pool, A/C, TV, patio, panoramic view, near Greve In Chianti
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- 6
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In high demand!
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.
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Description
Property Summary
Poggio all'Aia is a large and comfortable vacation rental located in the charming hamlet of Lucciana, just 3 kilometers from the center of Casole d'Elsa, Italy. This renovated two-story house offers a tranquil and secluded retreat for up to 8 adults. It features a terraced garden, a 5,000 square meter fenced area with a wildlife garden, trees, and a natural garden. Enjoy the seasonal availability of an above ground swimming pool (12 x 5 meters, depth 140 cm), an outdoor shower, a terrace, garden furniture, a barbecue, and parking for up to 4 cars on the premises. The property also includes Internet Wifi and a yard.
Outdoors
Perched on a sunny slope with an elevated position, Poggio all'Aia boasts breathtaking views of the countryside. The property offers a terraced garden and a 5,000 square meter fenced area with a wildlife garden, trees, and a natural garden. Guests can enjoy the seasonal availability of an above ground swimming pool (12 x 5 meters, depth 140 cm) and an outdoor shower. The garden is also equipped with a terrace, garden furniture, a barbecue, and parking for up to 4 cars on the premises.
Other Information
Poggio all'Aia is suitable for groups of up to 8 adults or groups of teenagers upon request only. Baby equipment is included in the rental for families with young children.
Distances and Attractions
Although Poggio all'Aia offers a peaceful retreat, it is conveniently located near many amenities and attractions. A grocery store, bakery, bar, and restaurant are just 3 kilometers away in Casole d'Elsa. A supermarket is 11 kilometers away, and the Colle Val d'Elsa railway station is also 11 kilometers away. Nearby attractions include an outdoor swimming pool and an indoor swimming pool (11 kilometers), a sandy beach (62 kilometers), Volterra (23 kilometers), Siena (38 kilometers), and Florence (64 kilometers). Poggio All'Aia
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Description
Property Summary
At "Il Fienile," a recently renovated two-story vacation rental near Casole D'elsa, Italy, you can find comfort and delight amidst the surrounding meadows and vineyards. The property offers a private, fenced area of 3,000 square meters with trees, a meadow, and amenities like a seasonal above-ground swimming pool (8x4 meters), an outdoor shower, garden furniture, and a barbecue. It also features Internet WiFi, parking, and a yard, ensuring a convenient and enjoyable stay.
Outdoors
The property boasts a beautiful outdoor space with a private and fenced area of 3,000 square meters, complete with trees and a meadow. Guests can enjoy a refreshing swim in the above-ground swimming pool, measuring 8 meters by 4 meters, which is available seasonally from May 1st to October 15th. The pool maintenance is taken care of by the owner/gardener. Additionally, the outdoor area features an outdoor shower, garden furniture, and a barbecue, allowing you to make the most of the pleasant Tuscan weather.
Other Information
This vacation rental is suitable for families and comes equipped with baby equipment included, accommodating up to 4 adults and 2 children comfortably. The property is ideal for those seeking a peaceful retreat away from the hustle and bustle of city life, providing a tranquil and rejuvenating experience.
Distances and Attractions
The property is conveniently located just 3 kilometers from the charming village of Casole d'Elsa, where you can find various amenities such as grocery stores, restaurants, bars, and bakeries. The Colle di Val d'Elsa railway station is also within a short 11-kilometer distance. For those interested in exploring the surrounding area, popular attractions like San Gimignano, Volterra, Siena, and Florence are accessible by car, offering ample opportunities for sightseeing and cultural immersion. Il Fienile
Camporempoli
Independent Vacation rental with hot tub, private pool, WIFI, TV, patio, close to Greve In Chianti
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- 6
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Description
Conveniently located 3 km (2 mi) from Lucarelli, Italy in the tourist area "Chianti" and only 16 km (10 mi) from Greve In Chianti. Camporempoli is a nice stone building (400 sq m) with private pool and WiFi internet. The property can sleep up to ten people comfortably in six bedrooms with five bathrooms.
What to Expect
From its secluded position the views are absolutely stunning, with all the windows framing a picture of the lovely Chianti countryside at its best. There is a pathway leading to the beautiful swimming pool with overflow effect, in a particularly panoramic position. The pool has a large shallow end for children. To the rear of the property, is a converted barn where the housekeeper lives.
There is a 1 km unmade driveway leading to Camporempoli. It was partially cemented at the end of 2013 in order to make it more easily accessible.
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Outdoors you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 16 km (10 mi), Siena 32 km (20 mi), San Gimignano 44 km (27 mi), Florence 47 km (29 mi) and Arezzo 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 47 km (29 mi), Viareggio 142 km (88 mi), Forte Dei Marmi 149 km (93 mi), Rome 258 km (160 mi), Venice 298 km (185 mi) and Milan 342 km (212 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 62 km (39 mi), Pisa (psa) 107 km (66 mi), Bologna (blq) 147 km (91 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 283 km (176 mi).
Additional Services
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Ask for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Camporempoli
Villa Pianvecchio
Wonderful independent holiday rental with A/C, private pool, WIFI, close to Greve In Chianti
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- 6
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Description
Villa Pianvecchio is located 2 km (1 mi) from Radda In Chianti, Italy and only 22 km (14 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Villa Pianvecchio is a nice holiday home with WiFi internet, air conditioning and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, stove 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 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 22 km (14 mi), Siena 37 km (23 mi), San Gimignano 42 km (26 mi), Florence 54 km (33 mi) and Arezzo 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 145 km (90 mi), Forte Dei Marmi 155 km (96 mi), Rome 258 km (160 mi), Venice 305 km (189 mi) and Milan 348 km (216 mi).
Additional Information
Pool: it can be heated and the water is not treated with chlorine, but salt.
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) 69 km (43 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 153 km (95 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Wine cellar: on the lower floor of the Villa, there is also a Wine cellar with a selection of wines for sale. The cellar remains locked unless you wish to buy wine and you ask to the housekeeper. Villa Pianvecchio
Villa del Poggio
Private Holiday rental with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
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- 3
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Someone else is looking at this property right now!
Description
Property Summary
Villa del Poggio is a rustic single-family house located in the peaceful countryside just 2 km from the charming village of Radda in Chianti, Italy. It offers a beautiful, well-kept garden spanning 5,000 m2, complete with a Swimming Pool, Yard, Internet Wifi, and Parking for up to three cars. With three bedrooms, two bathrooms, and a fully equipped kitchen, this vacation rental provides a comfortable stay amidst the stunning Tuscan surroundings.
Outdoors
Guests can enjoy a variety of outdoor activities, including swimming in the 12 x 5 m pool (available seasonally from May to October), sunbathing on the lawn, relaxing in the orchard or arbour, playing table tennis, and cycling with the provided bicycles. Guided bike and mountain bike tours are available upon request. The terrace and garden furniture offer a delightful setting for al fresco dining and relaxation.
Other Information
The owner lives on the same property and is available for any questions or requests during your stay. Cooking courses can be booked on request, providing an opportunity to immerse yourself in the local culinary traditions.
Distances and Attractions
Villa del Poggio is ideally situated for exploring the beautiful villages of Radda in Chianti and Castellina in Chianti, both located just a short drive away. Its prime location allows guests to experience the charm and beauty of the Tuscan countryside while enjoying the comforts of a well-appointed vacation rental. Villa del Poggio
Villa Petrognano
Pretty private house with WIFI, A/C, hot tub, private pool, TV, patio, near San Gimignano
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Someone else is looking at this property right now!
Description
Beautiful private villa with swimming-pool situated in panoramic location on the Tuscan hills, between Florence and Siena. This splendid property has been recently restored preserving its original architectural features and has been turned into an elegant villa sleeping up to 16 people and an adjoining outbuilding for 8 people (rentable upon request only together with the main villa) allowing a total number of 24 guests. Both the villa and the outbuilding are tastefully furnished and offer spacious and extremely comfortable interiors.
This property provides all comforts and is an ideal destination for those who wish to spend a relaxing holiday in close contact with the surrounding landscape.
Distances: the charming small town of Barberino val D’Elsa with all kinds of shops 3 km away, Poggibonsi (railway station) 7 km, Florence (airport) 38 km away, Siena approx. 40 km, San Gimignano 19 km away, Volterra 47 km, Pisa (airport) 85 km away.
At guests’ disposal: large panoramic garden offering beautiful furnished terraces and pergolas, private swimming-pool (8 x 16 m – maximum depth 2,3 m – open from 01/05 to 30/09) with Jacuzzi area and swimming-pool for children (diameter 8 m - ), dress-room with sauna and toilet, table tennis. Laundry with ironing facilities. The villa is provided with fast internet connection (ADSL) and air-conditioning.
Large covered parking space (garage for 8 cars).
Extra services: Baby bed available upon request (free of charge). By arrangement: cooking classes, breakfast, lunch and dinner service. Baby-sitting available upon request.
The rental price includes 3 hours maid service every day.
Please carefully check if there are any extra costs to be paid on site! Villa Petrognano
