Top 20 Luxury Villas in Siena and Surroundings, Italy
Results 1 - 14 of 14
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Description
Holiday rental Villa Di Gaiole is a beautiful 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
Upon arrival at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 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 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 Ida
Fabulous independent house with A/C, WIFI, pool, TV, patio and pets allowed, near Greve In Chianti
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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
La Corte di Campalli
Superb private vacation rental with WIFI, private pool, TV, patio and panoramic view, near Siena
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- 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
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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.
Relais la Costa
Cosy flat with hot tub, WIFI, private pool, sauna, A/C, TV, patio and panoramic view, close to Siena
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Someone else is looking at this property right now!
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
Villa Felciai
Unique private villa rental with WIFI, private pool, A/C, TV, patio and panoramic view
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- 11
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In high demand!
Description
Conveniently located 4 km (3 mi) from Montebenichi, Italy in the tourist area "Siena And Surroundings" and only 32 km (20 mi) from Siena. Vacation rental Villa Felciai is a nice stone building (545 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 24 guests comfortably in 11 bedrooms with 11 bathrooms.
What to Expect
Upon arrival at Villa Felciai you’ll find a nice clean well-maintained property with views of the hills ideal 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 hectic day of sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 24 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 32 km (20 mi), Arezzo 38 km (23 mi), Montepulciano 48 km (30 mi), Greve In Chianti 59 km (37 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 83 km (52 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 225 km (139 mi), Venice 327 km (203 mi) and Milan 370 km (230 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:30 - 10:00
Pool Open: 1 May - 3 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) 91 km (56 mi), Pisa (psa) 151 km (94 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 234 km (145 mi) and Roma Fiumicino (fco) 246 km (153 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 pleasant way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to arrange 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 when you arrive.
Villa Felciai
Villa Fabbri
Amazing independent vacation home with private pool, WIFI, A/C, TV, patio and panoramic view
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Description
Villa Fabbri is a beautiful stone building (565 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 22 people comfortably in nine bedrooms with nine bathrooms. Villa Fabbri is located 4 km (3 mi) from Montebenichi, Italy and only 33 km (20 mi) from Siena in the tourist area "Siena And Surroundings".
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills 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. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 22 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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 33 km (20 mi), Arezzo 37 km (23 mi), Montepulciano 48 km (30 mi), Cortona 58 km (36 mi) and Greve In Chianti 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 83 km (52 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 224 km (139 mi), Milan 371 km (230 mi) and Naples 415 km (258 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:30 - 10:00
Pool Open: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 89 km (55 mi), Pisa (psa) 151 km (94 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 233 km (145 mi) and Roma Fiumicino (fco) 246 km (153 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets needed 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 delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your stay 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 Villa Fabbri. Inquire for more details, including the additional cost and how to organize this service.
Baby Sitting - A babysitter can be arranged at Villa Fabbri. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Fabbri
Secluded Wine Rustic Estate: 1300S Castle Suite &
Beautiful apartment with WIFI, private pool, balcony and panoramic view, close to Siena
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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).
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Someone else is looking at this property right now!
Description
Conveniently located 3 km (2 mi) from Rapale, Italy in the tourist area "Siena And Surroundings" and only 30 km (18 mi) from Siena. Holiday home Borgo Gerlino is a lovely stone building (650 sq m) that includes private pool and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with nine bathrooms.
What to Expect
When you arrive at Borgo Gerlino you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Siena 30 km (18 mi), Arezzo 40 km (25 mi), Montepulciano 46 km (29 mi), Greve In Chianti 57 km (36 mi) and Montalcino 59 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 86 km (53 mi), Viareggio 172 km (107 mi), Forte Dei Marmi 180 km (111 mi), Rome 223 km (138 mi), Venice 329 km (204 mi) and Milan 372 km (231 mi).
Additional Information
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) 93 km (58 mi), Pisa (psa) 153 km (95 mi), Bologna (blq) 178 km (110 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 244 km (152 mi).
More Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
VILLA + ANNEX (650 sqm)
The structure is equipped with underfloor heating/cooling, both in the main body and in the annex.
Maid service is included in the price for 4 hours per week.
Borgo Gerlino
Villa Pianvecchio
Wonderful independent holiday rental with A/C, private pool, WIFI, close to Greve In Chianti
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Someone else is looking at this property right now!
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
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In high demand!
Description
La Maccinaia 14 is a nice stone building (650 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 16 people comfortably in seven bedrooms with seven bathrooms. La Maccinaia 14 is located 980 m (3168 ft) from San Vincenti, Italy and only 38 km (24 mi) from Siena in the tourist area "Siena And Surroundings".
Your Experience
The property is equipped with the highest standard of modern comforts, including air-conditioning on the ground floor & second floor, wi-fi technology, a large flat screen television with satellite tv, and an especially well equipped kitchen.
Just across from the main villa there is a guest house built of stone that can sleep up to 6 people. This part of the property is of more recent construction, but maintains the same high level of the main villa.
The English speaking caretaker lives on the premises in an apartment with a separate entrance.
Upon arrival at La Maccinaia 14 you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outside you will also find a barbecue grill, playground and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. If you prefer to dine 'al fresco', there is a fully furnished veranda 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 38 km (24 mi), Greve In Chianti 44 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 82 km (51 mi), Viareggio 169 km (105 mi), Forte Dei Marmi 176 km (109 mi), Rome 232 km (144 mi), Venice 325 km (202 mi) and Milan 368 km (229 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) 89 km (55 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 174 km (108 mi), Roma Ciampino (cia) 241 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
Additional Services
Maid Service - If you'd like maid service during your stay that can be arranged by the owner. Inquire for more details about the supplemental cost.
Cleaning service is included 3 hours a day, 5 days a week. La Maccinaia 14
Villa del Poggio
Private Holiday rental with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
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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
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Superb independent accommodation with WIFI, A/C, private pool and TV
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Someone just enquired about this property!
Description
Vacation rental La Dimora del Chianti Dimora: Stunning Tuscan Vill is a nice property (200 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with five bathrooms. Conveniently located 5 km (3 mi) from Rietine, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Siena.
What to Expect
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 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 hectic day of visiting museums. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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: 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.
Villa del Mangia, 5Panoramic Pool and Chef Service
Beautiful independent holiday home with A/C, WIFI, private pool, terrace and panoramic view
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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).
