Armaiolo Vacation Villa Rentals
Results 281 - 300 of 502
La Gropina di Loro Ciuffenna
Pretty private vacation rental with private pool, WIFI, TV, pets allowed and panoramic view
- 11
- 4
- 2
Description
Conveniently located 2 km (1 mi) from Loro Ciuffenna, Italy in the tourist area "Arno Valley" and only 42 km (26 mi) from Greve In Chianti. La Gropina Di Loro Ciuffenna is a nice vacation rental (200 sq m) with WiFi internet and private pool. The property can accommodate up to 11 people comfortably in four bedrooms with two bathrooms.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 42 km (26 mi), Arezzo 44 km (27 mi), Florence 60 km (37 mi), Siena 64 km (40 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at La Gropina Di Loro Ciuffenna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 17:00
Check-Out Time: 09:00 - 09:30
Pool Open: 12 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) 73 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets vital to prepare delicious Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Ask for more details about the extra cost.
Baby Sitting - A babysitter can be scheduled at La Gropina Di Loro Ciuffenna. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
We accept a maximum of 2 dogs. Villa Gropina
Mulino Morandi
Superb independent holiday rental with WIFI, A/C, private pool, TV and patio
- 12
- 6
- 6
Description
Welcome to Mulino Morandi: A Restored Ancient Water Mill
Nestled in a very authentic and beautiful area of central Tuscany, stands Mulino Morandi, a lovingly restored water mill steeped in over a thousand years of history.
Mulino Morandi boasts 6 beautifully appointed bedrooms and 6 full bathrooms, each blending rustic charm with modern comforts.
Private hydrolysis pool with sunshades and loungers, BBQ and outdoor sitting area, river side private sitting area.
Beyond the stay itself, I offer personal support to help you make sense of your time in the area.
Based on the season and on what you’re actually curious about, I can suggest local experiences, places to eat, and simple, meaningful ways to spend your days — including day trips and self-guided itineraries that fit your rhythm, not a checklist.
If you’d like to talk things through and see if and how I can help, you can book a free introductory call. Mulino Morandi
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Villa Mira
Private Villa with A/C, WIFI, private pool, TV, pets allowed, panoramic view, close to Cortona
- 6
- 3
- 2
Description
Conveniently located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona. Villa Mira is a nice vacation rental (90 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms.
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 peaceful 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 visiting museums.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 15 km (9 mi), Montepulciano 19 km (12 mi), Perugia 50 km (31 mi), Arezzo 53 km (33 mi) and Montalcino 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (128 mi), Venice 368 km (229 mi) and Milan 411 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Mira. If you have a large dog or multiple pets, please ask 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) 132 km (82 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 228 km (142 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service when you arrive.
Villa Mira
Casa Fioraie
Private Holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Greve In Chianti
- 6
- 2
- 2
Description
Holiday home in a strategic position in Castellina in Chianti.
Casa Fioraie is the ideal place to spend a relaxing and fun holiday.
The house offers two bedrooms (with air conditioning) as well as a large outdoor area, perfect for organizing barbecues and enjoying the wonderful panoramic view of the surrounding hills. In the garden there is a beautiful private pool that allows guests to relax and cool off in the summer season.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
The Chianti Classico area in which Casa Fioraie is located is one of the most renowned places in Italy and in the world for its characteristic villages, food and wine culture, splendid cities of art and breathtaking scenery.
You reach the house through a gravel road of about 500 meters in good condition but not suitable for particularly sporty vehicles.
At guests' disposal: 2 air-conditioned bedrooms, double sofa bed for 2 people, possibility of accommodating 4/6 people, panoramic private pool (10 x 4.5 meters, maximum depth: 1.60 meters, minimum depth: 1, 20 meters), barbecue, outdoor area equipped with sofas and table with chairs for outdoor dining, Wi-Fi internet connection.
Distances: a Restaurant / Bar is located at 850 meters from the house, Castellina in Chianti (all kinds of shops) at 6 km, Poggibonsi at 14 km, Radda at 18 km, San Gimignano at 25 km, Siena at 30 km, Florence at 50 km, Pienza at 85 km, Montepulciano at 95 km, Cortona at 105 km, the Tuscan coast (Cecina or Castiglioncello) is at 100 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Fioraie
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Anita - Castellina in Chianti - Granaio, Tosc
Private Holiday home with pool, WIFI, A/C, TV, veranda, panoramic view, close to San Gimignano
- 4
- 2
- 1
Description
Casa Anita - Castellina In Chianti - Granaio, Tosc is a nice stone building (70 sq m) with air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with one bathroom. Casa Anita - Castellina In Chianti - Granaio, Tosc is located 14 km (9 mi) from Castellina In Chianti, Italy and only 24 km (15 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 27 km (17 mi), Siena 45 km (28 mi), Florence 52 km (32 mi) and Montalcino 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 153 km (95 mi), Rome 280 km (174 mi), Venice 299 km (186 mi) and Milan 346 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 18 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 65 km (40 mi), Pisa (psa) 99 km (61 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 284 km (176 mi) and Roma Ciampino (cia) 289 km (179 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Casa Anita - Castellina In Chianti - Granaio, Tosc
Villa San Pietro
Private Property with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view, near Cortona
- 14
- 7
- 5
Description
Conveniently located 770 m (2481 ft) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 5 km (3 mi) from Cortona. Property Villa San Pietro is a lovely property (300 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with five bathrooms.
The Villa is composed of 3 apartments: 2 in the main Villa and 1 in the annex.
Your Experience
After arriving you’ll find a beautiful 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 unwind 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Cortona 5 km (3 mi), Arezzo 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 59 km (37 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 204 km (126 mi), Forte Dei Marmi 211 km (131 mi), Rome 213 km (132 mi), Venice 360 km (224 mi) and Milan 403 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa San Pietro. 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: 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) 123 km (76 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa San Pietro. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Villa San Pietro
Podere Sangiovese, Pool and View in Chianti
Unique independent house with private pool, WIFI, pets allowed and panoramic view
- 9
- 5
- 3
Description
Conveniently located 6 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti. Podere Sangiovese, Pool and View in Chianti is a nice vacation rental (200 sq m) with private pool and WiFi internet. The property can sleep up to nine people comfortably in five bedrooms with three bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 30 km (18 mi), Florence 61 km (38 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 263 km (163 mi), Venice 307 km (191 mi) and Milan 357 km (222 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Podere Sangiovese, Pool and View in Chianti. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 13 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (45 mi), Pisa (psa) 108 km (67 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Podere Sangiovese, Pool and View in Chianti
Medieval Castle Living: Vineyards, Swimming Pool &
Fantastic holiday home with private pool, WIFI, A/C, balcony and panoramic view, close to Siena
- 12
- 6
- 6
Description
Vacation rental Medieval Castle Living: Vineyards, Swimming Pool & is a beautiful stone building (800 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms. Conveniently located 4 km (2 mi) from Sovicille, Italy in the tourist area "Siena And Surroundings" and only 14 km (8 mi) from Siena.
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
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful 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 playground. 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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
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 arranged at the property. It's a pleasant way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the additional 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 organize 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 additional 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 additional costs.
Tours - The owner can arrange 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 individual 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.
Medieval Castle Living: Vineyards, Swimming Pool &
Book now and save 10%. Offer valid until 10 May 2026 and for a minimum stay of 2 nights.
Villa le Caggia
Independent Villa with private pool, WIFI, hot tub, A/C, TV, patio, panoramic view, near Siena
- 16
- 7
- 7
Description
Property Villa Le Caggia is a nice stone building (500 sq m) that includes WiFi internet, hot tub and private pool. The property can sleep up to 16 people comfortably in seven bedrooms with seven bathrooms. Villa Le Caggia is located 6 km (4 mi) from Arnano, Italy and only 19 km (12 mi) from Siena in the tourist area "Siena And Surroundings".
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation 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. For your pleasure, on the grounds there is a patio, hot tub, playground and barbecue grill. There is a kitchen including coffee machine, microwave, toaster, stove 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 19 km (12 mi), San Gimignano 33 km (20 mi), Greve In Chianti 53 km (33 mi), Montalcino 55 km (34 mi) and Florence 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (43 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 170 km (106 mi), Rome 254 km (158 mi), Venice 319 km (198 mi) and Milan 362 km (225 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Caggia. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 22:00
Check-Out Time: 00:00 - 10:00
Pool Open: 15 March - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 83 km (52 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 168 km (104 mi), Roma Fiumicino (fco) 250 km (155 mi) and Roma Ciampino (cia) 264 km (164 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital 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 required to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Le Caggia. Inquire for more details, including the supplemental cost and how to arrange this service.
The villa is equipped with an electric fence that is activated at night to protect the outdoor areas from wild animals.
Pets are welcome (even more than one), but we cannot guarantee that dogs will not wander off. Villa Le Caggia
- 4
- 2
- 2
Description
Property Summary
Nestled in the picturesque rolling landscape of Castellina in Chianti, Italy, Villa Elisa is a beautiful and comfortable holiday rental set in a sunny, elevated residential area surrounded by other villas and the serene Tuscan countryside. Located approximately 2 kilometres from the centre of Castellina in Chianti, this charming property offers a peaceful retreat with easy access to the region's most celebrated destinations. The villa benefits from reliable WiFi connectivity, keeping you effortlessly connected throughout your stay. Parking is conveniently available directly at the property, accommodating up to 2 cars, making it ideal for guests arriving by road. The shared fenced garden, adorned with flowers and mature trees, provides a welcoming outdoor setting where you can fully appreciate the tranquillity of the Chianti countryside.
Outdoors
The outdoor spaces at Villa Elisa are designed to complement the natural beauty of the surrounding Tuscan landscape. The shared garden, enclosed by a fence for added privacy and security, is thoughtfully landscaped with a variety of flowers and trees that create a colourful and relaxing atmosphere throughout the seasons. For a more indulgent outdoor experience, the property features a private hot tub, offering you the perfect opportunity to unwind and enjoy the warmth of the Italian sun or the stillness of a quiet evening under the Chianti sky. The elevated position of the property ensures exceptional light and pleasant breezes, enhancing every moment spent outdoors.
Other Information
Villa Elisa is equipped with air conditioning, ensuring your comfort during the warmer months of the Tuscan summer. Baby equipment is included as part of your stay, making the property a convenient and welcoming choice for families travelling with young children. Please be aware that groups of teenagers are accommodated on request only. It is also worth noting that part of the house remains closed and unoccupied during your stay, and the owner resides in a separate semi-detached house on the property.
Distances and Attractions
Villa Elisa enjoys a privileged location that places you within easy reach of some of Tuscany's most iconic towns and attractions. A bus stop named "Chiantigiana" is situated just 100 metres from the property, offering a convenient public transport option for those wishing to explore the region without a car. Everyday essentials are readily accessible, with a shop, grocery store, and supermarket all located 2 kilometres away. The charming hilltop town of Radda in Chianti is just 10 kilometres from the villa, while the medieval village of Greve in Chianti and the lively town of Gaiole in Chianti are both approximately 15 kilometres away. The magnificent city of Siena, with its world-renowned Piazza del Campo and Gothic cathedral, lies 20 kilometres from the property, and the extraordinary art city of Florence can be reached in approximately 65 kilometres, making Villa Elisa an ideal base for discovering the very best of Tuscany. Villa Elisa
- 12
- 6
- 5
Description
Property Summary
Antico Mulino is a beautifully restored 17th century listed building surrounded by stunning countryside and overlooking a river with a waterfall. The vacation rental offers a covered heated swimming pool measuring 30 square meters with a fantastic view of the mill wheel. Amenities include a yard, Internet WiFi, and parking.
Outdoors
Guests can enjoy a pleasant walk through the woods, approximately 1 km, to reach the charming village of Loro Ciuffenna, Italy. The property is private, fenced, and features a garden and an indoor heated pool with an unconventional shape, accessible via an internal staircase with a depth ranging from 50 to 135 cm. The pool is available seasonally, from January 1st until December 31st. Garden furniture and a barbecue are available for guests during their stay.
Other Information
Three apartments are available for rent, all managed by the property owners. Antico Mulino is an ideal location for trekking and mountain biking enthusiasts. An archery instructor and relaxation techniques instructor are available upon request. Group breakfast service is available for up to 14 guests. A cook can be requested for an extra fee. The property provides WiFi, central heating, a washing machine, linen change weekly, and room cleaning upon request for an additional fee.
Distances and Attractions
Windmill "Il Mulinaccio" is located 1 km away from the center of Loro Ciuffenna, 28 km from Arezzo, and 30 km from Siena. A grocery store is 1.5 km away, and a restaurant is 2 km away. The Montevarchi railway station is 12 km away, and tennis courts are located 12 km from the property. Nearby attractions include Castelfranco di Sopra, Reggello, Arezzo, Abbazia di Vallombrosa, Bibbiena, Greve in Chianti, and Monte San Savino, making Antico Mulino a perfect holiday rental for a peaceful and relaxing getaway with access to nearby attractions. Il Mulinaccio
Casale Valentina
Unique multi-unit vacation home with hot tub, WIFI, A/C, pool, TV and panoramic view, near Cortona
- 2
- 5
- 2
- 2
| Accommodation | |||||
|---|---|---|---|---|---|
| Appartamento Valentina | 3 | 1 | 1 | ||
| Appartamento Valentino | 2 | 1 | 1 | ||
| All 2 Accommodations | 5 | 2 | 2 |
Description
Casale Valentina is a nice stone building with air conditioning, pool and WiFi internet. The villa / farmhouse / home has a total of two private apartments. The property can accommodate up to five guests comfortably in two bedrooms with two bathrooms. Casale Valentina is located 2 km (1 mi) from Cegliolo, Italy and only 8 km (5 mi) from Cortona in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive at Casale Valentina you’ll find a nice clean well-maintained property with views of the mountains perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a barbecue grill and hot tub. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
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: Cortona 8 km (5 mi), Arezzo 24 km (15 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 213 km (132 mi), Venice 358 km (222 mi) and Milan 401 km (249 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) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental 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 sumptuous meal using local produce? The chef will arrange 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 additional 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.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service when you arrive.
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.
Casale Valentina
- 4
- 2
- 1
Description
Property Summary
Nestled in a secluded and quiet area, the newly renovated Country house "Olivo" is a charming and detached vacation rental located just 500m from the center of Castellina In Chianti, Italy. The property boasts a beautifully maintained 500m2 garden that is fully fenced, providing a safe and secure place for guests to relax and unwind. It offers amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking, making it an ideal holiday rental for those seeking a comfortable and convenient stay in the stunning Tuscan countryside.
Outdoors
The property's outdoor area is a true highlight, featuring a refreshing swimming pool (8 x 3 m, depth 130cm) available for use during the seasonal months from 01.Apr. to 31.Oct. Guests can enjoy an outdoor shower, pergola, garden furniture, and barbecue, creating the perfect setting for alfresco dining and socializing in the beautifully maintained 500m2 fully fenced garden.
Other Information
Heating is available from 01.11. to 07.04. and must be paid for on-site. The property is conveniently located within walking distance of grocery stores and supermarkets, allowing guests to easily stock up on essentials. For those seeking relaxation and rejuvenation, the thermal baths "Rapolano Terme" are just 52km away.
Distances and Attractions
Strategically positioned just 26km from the center of Siena and 48km from the center of Florence, Country house "Olivo" serves as an excellent base for exploring the breathtaking Tuscan countryside. Nearby attractions within a short driving distance include San Donato in Poggio, Radda in Chianti, Panzano in Chianti, Greve in Chianti, Monteriggioni, San Gimignano, Siena, and Volterra, offering a range of activities such as hiking, cycling, and exploring the picturesque towns and villages. Olivo
- 6
- 3
- 3
Description
Property Summary
"Capanna" is a charming "rustico" cottage situated 650 meters above sea level in the small hamlet of Poggio di Loro, just 4 kilometers from the center of Loro Ciuffenna, Italy. The private property spans 1,500 square meters and is fenced, offering a terraced garden with a lawn, trees, and a meadow. It boasts a beautiful swimming pool (8 by 4 meters), available seasonally from May 1st to September 30th, along with an outdoor shower, a pool house with a cooking stove, a terrace measuring 18 square meters, garden furniture, and a barbecue. Parking is available on the premises for up to 2 cars, making this vacation rental an ideal retreat for those seeking tranquility and seclusion.
Outdoors
The property's outdoor space is truly remarkable. The terraced garden features a well-maintained lawn, trees, and a meadow, creating a serene and natural environment. The highlight is the stunning swimming pool, measuring 8 by 4 meters, which is available for use during the warm season from May 1st to September 30th. Guests can enjoy refreshing dips in the pool and soak up the sun on the adjacent terrace, which spans 18 square meters and is equipped with comfortable garden furniture. Additionally, an outdoor shower and a pool house with a cooking stove provide convenience and versatility for alfresco dining and entertainment. A barbecue area completes the outdoor experience, allowing you to savor delicious grilled meals surrounded by the beautiful natural scenery.
Other Information
While the property offers a secluded and private atmosphere, it is important to note that access is via a narrow, 50-meter-long unmade road. The nearest supermarket is located 6 kilometers away, catering to your grocery needs, and the Montevarchi railway station is 20 kilometers away, providing convenient transportation options. A car is recommended to fully explore and enjoy the surrounding area, which boasts several nearby attractions and points of interest.
Distances and Attractions
The property's location in Loro Ciuffenna, Italy, offers easy access to various fascinating attractions. The historic city of Arezzo, renowned for its architectural wonders and cultural heritage, is just 35 kilometers away. Florence, the breathtaking Renaissance city famous for its art, history, and stunning landmarks like the Duomo and the Uffizi Gallery, is within a 60-kilometer radius. Additionally, the picturesque town of Siena, known for its medieval charm and the iconic Piazza del Campo, is 65 kilometers from the property. These nearby destinations offer a wealth of opportunities for sightseeing, cultural immersion, and discovering the rich history and beauty of the Tuscan region. Capanna
Cerretino Group House 14 Sleeps
Fabulous independent house with WIFI, A/C, private pool, TV, patio and panoramic view
- 14
- 7
- 6
Description
Property Summary
This historical country house "Cerretino + Tettoia" in Castellina In Chianti, Italy offers a cozy and serene vacation rental experience. Surrounded by meadows, fields, and vineyards, the property comprises a main house and an outbuilding just 1 km from the center of Castellina in Chianti. Enjoy the convenience of a swimming pool, Internet WiFi, and parking on-site.
Outdoors
Immerse yourself in the natural splendor of this private property. Relax by the seasonal swimming pool (6 x 12 m, depth 100 - 180 cm, available from May 15th to October 15th), complete with an outdoor shower, terrace, garden furniture, and a barbecue area. The pool maintenance is taken care of by the owner/gardener. Embrace the tranquil surroundings and explore the walking paths just 200 m away from the house.
Other Information
Please note that the property features a 300 m long, very bumpy, and narrow motor access road. Parking is available on-site. Amenities such as shops, groceries, supermarkets, restaurants, bars, bakeries, and a pedestrian zone are conveniently located within 1 km of the property. The bus stop "SR 222" is 500 m away, while the railway station "Castellina Scalo" is 11 km from the house. Baby equipment is included, and groups of teenagers are welcome upon request.
Distances and Attractions
Nearby attractions include the charming towns of Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), the historic city of Siena (26 km), the picturesque San Gimignano (42 km), and the vibrant Florence (Firenze) located 50 km away. "Cecina Mare," a sandy beach, is 88 km from the property, while the thermal baths of "Rapolano Terme" are 50 km away, offering a chance to relax and rejuvenate. Just an example. Cerretino Group House 14 Sleeps
- 14
- 7
- 6
Description
Property Summary
Nestled amidst serene surroundings at an altitude of 500 meters, the cozy and comfortable farmhouse estate "La Malva" offers a tranquil retreat. Originally built in 1700 and renovated, this detached property boasts a main house and an outbuilding, ensuring ample space for your holiday rental. The estate features a delightful swimming pool, a lush yard, internet Wi-Fi connectivity, and convenient on-site parking facilities. Immerse yourself in the rustic charm of this charming estate while enjoying modern amenities.
Outdoors
Escape to the idyllic outdoor spaces that "La Malva" has to offer. Bask in the sun or enjoy alfresco dining on the furnished patio, surrounded by a 1,000 square meter private park. Take a refreshing dip in the seasonal swimming pool, measuring 13 x 5 meters with a depth of 130 cm, available from May 1st to September 30th. Relish the convenience of an outdoor shower and savor delectable meals prepared on the barbecue grill. The estate also offers the option of hiring a cook for an additional fee (just an example).
Other Information
Nestled in an elevated position, "La Malva" is a 9-kilometer drive from the picturesque town of Loro Ciuffenna, Italy. While the property is accessible by a 400-meter-long unmade road, a car is highly recommended for your convenience. Nearby amenities include a grocery store, supermarket, restaurant, and bar within a 5-kilometer radius, a bus stop 15 kilometers away, and a railway station 10 kilometers from the estate.
Distances and Attractions
Situated in a prime location, "La Malva" offers easy access to various nearby attractions. Explore the charming towns of San Giovanni Valdarno (9 km), Laterina (24 km), San Polo In Chianti (26 km), Radda In Chianti (30 km), and Gaiole In Chianti (30 km). Additionally, the historic city of Florence (Firenze) is just 44 kilometers away, providing an opportunity to immerse yourself in the rich cultural heritage of the region. For those seeking relaxation, the thermal baths of Rapolano Terme are conveniently located 47 kilometers from the property. La Malva
- 4
- 2
- 1
Description
Property Summary
Welcome to "Casa Chiara," a modern two-story vacation rental built in 2009 and conveniently located just 300 meters from the center of the charming town of Castellina In Chianti, Italy. This property boasts a private, terraced yard spanning 40 square meters, providing a peaceful outdoor space to relax and unwind. Enjoy the convenience of on-site parking, including a single garage, as well as seamless internet Wi-Fi connectivity throughout your stay.
Outdoors
Embrace the tranquility of "Casa Chiara's" private, terraced yard spanning 40 square meters, offering a serene outdoor oasis for your enjoyment. While the yard is not fenced, its sunny and quiet location ensures a peaceful retreat during your holiday rental in Castellina In Chianti. Explore the charming town center, just a 3-minute walk away, and discover the nearby walking paths that stretch for 500 meters, inviting you to immerse yourself in the picturesque surroundings.
Other Information
Castellina In Chianti offers a plethora of amenities and attractions within close proximity to "Casa Chiara." A shop, grocery store, and supermarket are all conveniently located within walking distance, ensuring you have everything you need for a comfortable stay. The pedestrian zone, restaurant, and bar are also just 300 meters away, providing ample opportunities to experience the local cuisine and lively atmosphere. For those seeking recreational activities, an outdoor swimming pool is located just 3 kilometers away, while an indoor pool is 12 kilometers from the property.
Distances and Attractions
Strategically located in the heart of Tuscany, "Casa Chiara" offers easy access to some of the region's most celebrated destinations. Radda in Chianti is just 12 kilometers away, while Greve in Chianti is a 20-kilometer drive. The historic cities of Siena and San Gimignano are within reach at 26 and 34 kilometers, respectively. For those seeking cultural immersion, Florence and Pisa are within a day trip's distance, at 50 and 100 kilometers away. Closer to home, the thermal baths at "Rapolano Terme" offer a rejuvenating experience just 50 kilometers from your holiday rental, and golf enthusiasts can enjoy an 18-hole course a mere 35 kilometers away. Casa Chiara
- 10
- 4
- 4
Description
Property Summary
'Terrazza sul Chianti' is a large, modern two-story house renovated in 2025, situated in Castellina In Chianti, Italy. It offers amenities such as a yard, internet WiFi, and parking on the premises, ideal for your vacation rental. The property is part of a residential complex with two houses, providing a secluded and elevated position on a slope with a west-facing view.
Outdoors
The property boasts a natural state, fenced outdoor area shared among the residences, allowing you to enjoy the surroundings. Additionally, it offers convenient parking facilities right at the house.
Other Information
Nearby conveniences include shops, groceries, supermarkets, restaurants, bakeries, and a bus stop just 30 meters away. The "Castellina Scalo" railway station is 7 km away, and there's an outdoor swimming pool within 1 km distance. Baby equipment is included, making it family-friendly. Please note that part of the house is closed and unoccupied, and the owner resides on the same property. The main road is in close proximity.
Distances and Attractions
The property is 1.2 km from the center of Castellina in Chianti. Nearby attractions include Siena (20 km), Greve in Chianti (20 km), Radda in Chianti (12 km), Gaiole in Chianti (22 km), San Gimignano (27 km), and Firenze (44 km). The sandy beach "Cecina Mare" is 95 km away, offering a perfect opportunity to combine your holiday rental with a beach getaway. Terrazza sul Chianti
- 4
- 2
- 1
Description
Property Summary
"Tenuzta di Vignole" is a beautiful semi-detached cottage situated in the heart of the Tuscan countryside, Castellina In Chianti, Italy. This renovated vacation rental offers peace and tranquility with its secluded, elevated position on top of a hill, providing unparalleled views of the surrounding countryside. The property covers a vast 210,000 m2 area and features a large, fenced yard filled with plants and trees. You can enjoy amenities like Internet Wifi and parking on-site.
Outdoors
The property boasts a spacious, fenced garden filled with plants and trees, allowing you to immerse yourself in the natural beauty of the Tuscan countryside. With an expansive area of 210,000 m2, you can explore the stunning surroundings and take in the breathtaking views from the elevated position atop a hill.
Other Information
The owner of "Tenuzta di Vignole" resides on the same property and is happy to provide baby equipment and local farm products for your convenience. Access to the property is via a 2.4 km long bumpy motor road, ensuring a secluded and peaceful stay. While a car is recommended for getting around, the cottage offers a tranquil retreat while being conveniently located near charming villages and bustling city centers.
Distances and Attractions
"Tenuzta di Vignole" is strategically located just 3 km from the center of Panzano and 7 km from the center of Greve in Chianti, offering easy access to nearby attractions. Explore the charming villages and bustling city centers in the region, including Radda in Chianti, San Gimignano, and the famous Siena, all within a comfortable driving distance from the vacation rental. Vignole
Casa Francesca
Unique independent holiday villa with WIFI, TV, terrace, pets allowed and panoramic view
- 6
- 3
- 3
Description
Property Summary
Casa Francesca, a cozy 18th-century home in the district of Rosia Alta, Sovicille, Italy, offers a unique and charming vacation rental experience. This three-story house provides ample space for families to relax, featuring a yard, internet WiFi, and parking on the premises. Enjoy the convenience of nearby shops, restaurants, and cafes within a 5-minute walk, while the bus stop "Rosia" is just 300m away.
Outdoors
The property boasts a quiet, sunny, and elevated position in the residential district, offering a peaceful escape from the hustle and bustle of daily life. Nearby attractions include San Galgano, San Gimignano, Montalcino, and Massa Marittima, catering to outdoor enthusiasts. For beach lovers, the sandy beaches of Follonica are just 70km away.
Other Information
Casa Francesca is equipped with a central heating system and burglar alarm system, ensuring your comfort and security. The rental comes with baby equipment, making it an ideal choice for families with young children. Stay connected with internet WiFi near the village while you unwind in this beautiful home.
Distances and Attractions
The property is conveniently located just 6km from the center of Sovicille and 13km from the center of Siena. For easy exploration, the railway station "Siena" is a short 13km drive away. Nearby attractions include the thermal baths of Rapolano Terme, only 40km away, offering a relaxing experience during your stay. Casa Francesca
