Torricella Villas with Pool
Results 281 - 300 of 407
Villa Ulivacci
Superb private holiday rental with WIFI, private pool, A/C, TV, patio and panoramic view
- 9
- 5
- 2
Description
Villa with private pool, close to Montevarchi, just a few kilometres away from some of the most important farms and wine producers of Tuscany.
The villa is a spacious country house and is perfect for guests who want to relax surrounded by nature and explore little villages and art cities in Tuscany such as Gaiole in Chianti, Castellina in Chianti, Radda in Chianti, Panzano, and also Florence, Siena, Arezzo.
The house has a private garden with swimming pool at the guests' exclusive use, there is also a covered patio equipped with tables and chairs and barbecue.
At the guest disposal: private swimming pool, private garden, covered veranda equipped with table and chairs for al fresco dining, internet wi-fi (free wi-fi), with PC and printer, barbecue, private parking; air contioned bedrooms.
Distances: Cavriglia (all kind of shops) 1,5 km, Gaiole in Chianti 11 km, Arezzo 40 km, Siena 40 km, San Gimignano a 60 km, Florence 60 km, Montepulciano 80 km, Montalcino 85 km, Pienza 85 km, Orvieto 135 km.
Please carefully check if there are any extra costs to be paid on site! Villa Ulivacci
Castello D'Ombrone
Superb independent villa with private pool, A/C, WIFI, TV and panoramic view, near Montalcino
- 18
- 9
- 8
Description
Castello D'Ombrone is a lovely holiday rental with private pool, WiFi internet and air conditioning. The property can sleep up to 18 people comfortably in nine bedrooms with eight bathrooms. Conveniently located 6 km (3 mi) from Buonconvento, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
The property is located within a wildlife reserve, which is why wild animals can sometimes be seen on the grounds. However, they usually do not come close to the houses.
What to Expect
When you arrive at Castello D'Ombrone you’ll find a beautiful clean well-maintained property perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 18 km (11 mi), Siena 35 km (21 mi), Montepulciano 45 km (28 mi), Arezzo 68 km (42 mi) and Cortona 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 196 km (122 mi), Forte Dei Marmi 203 km (126 mi), Rome 221 km (137 mi), Venice 353 km (219 mi) and Milan 394 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 29 April - 30 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) 117 km (72 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 201 km (125 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
Special 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 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. Inquire for more details and the additional 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.
Borgo Castelrotto
- 6
- 3
- 1
Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
- 8
- 4
- 2
Description
Property Summary
Nestled 750 meters above sea level in the heart of Tuscany, Italy, Caiano is a charming and rustic holiday rental that invites you to slow down and reconnect with the natural world. Surrounded by trees, rolling fields, and vineyards, this distinctive property offers a genuine sense of seclusion without sacrificing access to the region's most celebrated destinations. Located just 7 kilometers from the center of Cavriglia, Caiano strikes an ideal balance between peaceful countryside living and everyday convenience. The property features a private fenced terraced garden of 1,000 square meters, a seasonally available swimming pool, and ample parking for up to 3 cars directly on the premises. Wireless internet connection is available throughout, ensuring you remain connected whenever needed, while the generous yard and surrounding natural landscape provide an exceptional setting for a truly restorative stay.
Outdoors
The outdoor spaces at Caiano are among its most defining and memorable features. The private terraced garden, spanning 1,000 square meters, is fully fenced to ensure your privacy and security, creating an intimate and sheltered environment in which to relax and unwind. Within the garden, you will find a wildlife garden with mature trees, a natural garden area, and an open meadow, all contributing to the property's rich and unspoiled natural character. The swimming pool, available seasonally from May 1st to September 30th, features an unconventional shape that adds a distinctive charm to the outdoor setting. An outdoor shower is conveniently located nearby for use after a swim. A terrace completes the exterior offering, providing an ideal space for outdoor dining, relaxing in the fresh Tuscan air, or simply taking in the surrounding landscape of vineyards and countryside.
Other Information
A car is recommended to fully enjoy everything that Caiano and its surrounding area have to offer, given the property's elevated and rural position. The nearest shop is located 4 kilometers from the property, while a supermarket can be found 8 kilometers away, making it easy to stock up on local produce and essentials during your stay. Guests should be aware that the swimming pool is available on a seasonal basis, operating from May 1st through September 30th.
Distances and Attractions
Caiano enjoys a privileged position that places some of Tuscany's most celebrated towns and attractions within easy reach. The center of Cavriglia is just 7 kilometers away, while the renowned wine town of Radda in Chianti lies 8 kilometers from the property, offering excellent opportunities to explore the Chianti Classico wine region, its historic villages, and its outstanding local gastronomy. The iconic city of Siena, with its world-famous Piazza del Campo, Gothic cathedral, and vibrant cultural scene, is located 38 kilometers away, making it an ideal destination for a day trip. For those traveling by train, the nearest railway station is San Giovanni Valdarno, situated 12 kilometers from the property, providing convenient rail connections to Florence and other major Tuscan cities. Caiano
Podere
Pretty private holiday villa with WIFI, private pool, TV, terrace, pets allowed and panoramic view
- 14
- 7
- 4
Description
Property Summary
Podere Filicaia is a tranquil vacation rental located in the heart of Tuscany's countryside. This manor house sits 150 meters above sea level and features 5 apartments, making it perfect for families or groups of friends traveling together. The property boasts a private swimming pool, a yard, internet WiFi, and ample parking spaces.
Outdoors
One of the highlights of Podere Filicaia is its private swimming pool, measuring 12 x 6 meters with a depth of 120 - 200 cm. The pool is available seasonally from May 7th to September 24th and comes complete with an outdoor shower, garden furniture, and a barbecue.
Other Information
The owner lives on the same property, ensuring that someone is always available to answer any questions or address any concerns you may have during your stay. Heating is available from November 1st to April 7th for an additional fee.
Distances and Attractions
Podere Filicaia is conveniently located 3.8 kilometers from the center of San Giovanni Valdarno, 18 kilometers from the center of Gaiole in Chianti, and 26 kilometers from the center of Radda in Chianti. Nearby attractions include Castello di Meleto, Greve in Chianti, Castellina in Chianti, Panzano in Chianti, Firenze, and Siena, allowing you to explore the rich cultural heritage of Cavriglia, Italy. Podere
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
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).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
- 6
- 3
- 2
Description
It is a semi-detached house, the ground floor part is this holiday home and upstairs lives the owner's brother (with a completely separate entrance).
The private pool is 800 mt distant from the villa, and is located on the owners' property. It is better reachable by car.
The pool will be for the guests' exclusive use. In the pool area, you will also have access to a gazebo with dining table and refrigerator, as well as a bathroom with shower.
There are golf, padel courts and e-bike rental in the vicinity of the villa (about 2 km away).
Il Campanile is a nice stone building (120 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms. Il Campanile is located in the centre of Cavriglia, Italy and only 32 km (20 mi) from Greve In Chianti in the tourist area "Chianti". There is a golf course nearby if you'd like to get in a round or two while on vacation.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors 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 six people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 32 km (20 mi), Siena 42 km (26 mi), Arezzo 46 km (28 mi), San Gimignano 55 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 155 km (96 mi), Forte Dei Marmi 162 km (100 mi), Rome 249 km (155 mi), Milan 355 km (220 mi) and Naples 440 km (273 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Campanile. 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 - 11:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (45 mi), Pisa (psa) 136 km (84 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 258 km (160 mi) and Roma Fiumicino (fco) 271 km (168 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask 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 vital 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 needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra 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.
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Inquire for more details about the additional 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 extra cost and how to schedule this service.
Baby Sitting - A babysitter can be arranged at Il Campanile. If you're traveling with kids and would like some alone time, talk to the owner directly about this option 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.
Il Campanile
Book 10 days or less before the arrival date and receive a 8 % 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.
- 3
- 15
- 7
- 7
Description
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units (one is occupied by the owners) and offers a well-groomed garden, a private furnished area for all of the 3 apartments and a nice pool.
This property is in easy access to charming little villages and small towns such as Pienza, San Quirico d’Orcia and Bagni Vignone (with nice spas). A secondary road passes nearby the property.
Distances: Pienza with general stores 5 km away, Bagni Vignone (spa) 5 km, Montepulciano 20 km, Montalcino (renowned for the production of Brunello wine) 25 km away, Chiusi (railway station with trains for Florence and Rome) 35 km, Siena 50 km away, Florence (airport) 120 km away, Rome 200 km away.
At guests’ disposal: private furnished outdoor area for all of the 3 apartments, garden with shared swimming-pool (12 x 6 m – depth 1,4 m – open from 01/05 to 30/09), barbecue. Shared laundry.
Extra Services: Baby bed available upon request € 26,- / per week (to be paid on the spot). Maid service by arrangement (€ 10,- / per hour payable locally).
Please carefully check if there are any extra costs to be paid on site! Pienza
Last-Minute Offer for Pienza a
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.
Other apartments with last-minute offers:
Pienza B
Pienza C
Case Sant'Anna 14
Amazing private vacation home with hot tub, WIFI, private pool, A/C, TV, patio, close to Cortona
- 14
- 7
- 6
Description
Holiday rental Case Sant'anna 14 is a beautiful property (230 sq m) that includes hot tub, air conditioning and WiFi internet. The property can accommodate up to 14 guests comfortably in seven bedrooms with six bathrooms. Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
After arriving you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a patio, barbecue grill and hot tub. 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.
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: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna 14
- 2
- 6
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
- 3
- 24
- 10
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.
Outdoors
The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.
Other Information
The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.
Distances and Attractions
Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
- 4
- 21
- 8
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Girasole 801.1 | 4 | 1 | 1 | ||
| Lavanda 801.2 | 6 | 3 | 1 | ||
| Rosmarino 801.3 | 5 | 2 | 1 | ||
| Corbezzolo 801.4 | 6 | 2 | 1 | ||
| All 4 Accommodations | 21 | 8 | 4 |
Description
Property Summary
Manor House "Filicaia" is a beautiful vacation rental located in Cavriglia, Italy, situated at an elevation of 150 meters above sea level. The property comprises five apartments and offers a range of amenities, including a swimming pool, yard, internet WiFi, parking, and the option for an installment plan. Guests can enjoy a comfortable stay with the shared use of a washing machine and heating (charges apply from 01.11 to 07.04). The owner of the property resides on the premises.
Outdoors
The vacation rental boasts a shared swimming pool that measures 12 x 6 meters with a depth of 120-200 cm, available for seasonal use from 07.May to 24.Sep. Guests can unwind in the garden area, complete with outdoor shower facilities, garden furniture, and a barbecue area.
Other Information
The property is conveniently located just 3.8 km from the center of San Giovanni Valdarno, 18 km from the center of Gaiole in Chianti, and 26 km from the center of Radda in Chianti.
Distances and Attractions
Surrounding attractions within driving distance include the Castello di Meleto, Greve in Chianti, Castellina in Chianti, Panzano in Chianti, Firenze, and Siena. With its prime location and proximity to nearby villages and attractions, Manor House "Filicaia" offers the perfect holiday rental for exploring the Tuscan countryside. San Giovanni 801
Villa Cincinelli
Superb independent property with WIFI, private pool, TV and pets allowed, near Arezzo
- 18
- 8
- 5
Description
Villa Cincinelli is a lovely holiday home with WiFi internet and private pool. The property can accommodate up to 18 guests comfortably in eight bedrooms with five bathrooms. Villa Cincinelli is located 5 km (3 mi) from Capolona, Italy and only 18 km (11 mi) from Arezzo in the tourist area "Arezzo And Surroundings".
The Experience
The villa is internally composed by five independent apartments, each with its own entrance and not communicating internally; in spite of this one offers a large dining area with a table suitable to seat the entire group (ground floor, in front of the pool).
Outside, dining together is possible by joining some tables - in the part of the garden facing the swimming-pool.
in case the clients are less than the villa can sleep and the relative discount is applied, one or two apartments with 1 bedroom each will not be available.
After arriving you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 18 km (11 mi), Cortona 45 km (28 mi), Montepulciano 66 km (41 mi), Greve In Chianti 86 km (53 mi) and Siena 88 km (55 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 238 km (148 mi), Venice 345 km (214 mi) and Milan 387 km (240 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Cincinelli. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 15 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 109 km (68 mi), Pisa (psa) 170 km (105 mi), Bologna (blq) 194 km (120 mi), Roma Ciampino (cia) 247 km (154 mi) and Roma Fiumicino (fco) 260 km (161 mi).
Villa Cincinelli
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.
Agriturismo Cincinelli
Comfortable home with pool, WIFI, TV, patio, pets allowed and panoramic view, close to Arezzo
- 5
- 19
- 8
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Capanno | 2 | 1 | 1 | ||
| Forno | 2 | 1 | 1 | ||
| Bottegaccia | 4 | 2 | 1 | ||
| Borgo | 6 | 2 | 1 | ||
| Caratello | 5 | 2 | 1 | ||
| All 5 Accommodations | 19 | 8 | 5 |
Description
Agriturismo Cincinelli is a nice stone building with WiFi internet and shared pool. Agriturismo Cincinelli is a apartment / condo having a total of five separate units. The property can accommodate up to 19 people comfortably in eight bedrooms with five bathrooms. Conveniently located 5 km (3 mi) from Capolona, Italy in the tourist area "Arezzo And Surroundings" and only 18 km (11 mi) from Arezzo.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a barbecue grill and patio. This vacation rental is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
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: Arezzo 18 km (11 mi), Cortona 48 km (30 mi), Montepulciano 66 km (41 mi), Siena 79 km (49 mi) and Greve In Chianti 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 238 km (148 mi), Venice 345 km (214 mi) and Milan 388 km (241 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Agriturismo Cincinelli. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 15 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 109 km (68 mi), Pisa (psa) 170 km (105 mi), Bologna (blq) 194 km (120 mi), Roma Ciampino (cia) 247 km (154 mi) and Roma Fiumicino (fco) 260 km (161 mi).
Agriturismo Cincinelli
Last-Minute Offer for Capanno
Book 15 days or less before the arrival date and receive a 30 % 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.
Other apartments with last-minute offers:
Forno
Bottegaccia
Borgo
Caratello
Casa Rossa
Wonderful private house with WIFI, private pool, veranda and pets allowed, close to Arezzo
- 7
- 3
- 2
Description
Casa Rossa is a suggestive farmhouse of very remote origins. It stands in a very panoramic and peaceful position, overlooking vineyards and olive groves. It can be reached by following an unpaved road (1,5 km) that winds its way through rows of vineyards, and even before you get there you will feel you have been catapulted into another era. The origins of this house are in fact very old and date back at least to 1500, as documented in the register of souls of the parish of Pieve San Giovanni.
The owners, Leone and Giuseppe, have intentionally maintained its rustic, almost medieval appearance in order to preserve its noble origins. The wooden and brick ceilings, the original terracotta floors and the simple and essential furnishings are a rare example of the rural tradition in Tuscany. The farmhouse is particularly suitable for couples or families who love nature and simplicity and want to get away from modern life for a while.
Pets are welcome (extra charge could be required).
You will find yourself facing an incomparable view on summer evenings, sitting by the pool (size 5 x 9 m, depth 1.20 m, private for guests - open from 16 May to 12 September) or dining in the furnished pergola in front of the house. And if you feel like leaving the quiet of the place for a while, the city of Arezzo is reachable in 15 minutes by car, and throughout the year it offers countless folkloristic and cultural events, including the Giostra del Saracino and the Antique Fair.
For horse lovers, there is a riding school less than 500 m from the house that organises rides through the vineyards and hills. Casa Rossa
La Gropina di Loro Ciuffenna
Pretty private vacation rental with private pool, WIFI, TV, pets allowed and panoramic view
- 11
- 4
- 2
Description
La Gropina Di Loro Ciuffenna is located 2 km (1 mi) from Loro Ciuffenna, Italy and only 42 km (26 mi) from Greve In Chianti in the tourist area "Arno Valley". Holiday home La Gropina Di Loro Ciuffenna is a beautiful property (200 sq m) that includes WiFi internet and private pool. The property can sleep up to 11 people comfortably in four bedrooms with two bathrooms.
Your Experience
Upon arrival at La Gropina Di Loro Ciuffenna you’ll find a lovely clean well-maintained property ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
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: 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).
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 needed 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 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 suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Ask for more details about the additional 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 after arriving.
We accept a maximum of 2 dogs. Villa Gropina
Mulino Morandi
Amazing private holiday home with private pool, A/C, WIFI, 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 30 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 60 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 3 nights minimum and can not be combined with any other special offers.
Casale Montanare
Unique independent holiday home with private pool, WIFI, TV, patio and panoramic view, near Cortona
- 10
- 5
- 6
Description
Conveniently located 2 km (1 mi) from Montanare, Italy in the tourist area "Cortona And Surroundings" and only 9 km (6 mi) from Cortona. Casale Montanare is a lovely stone building (220 sq m) with WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms.
The swimming pool site is a short walk up a beautiful garden path, 70 mt distant from the villa.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors 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 ten 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: Cortona 9 km (6 mi), Arezzo 37 km (23 mi), Montepulciano 37 km (23 mi), Perugia 55 km (34 mi) and Gubbio 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (84 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (143 mi), Rome 217 km (135 mi), Venice 375 km (233 mi) and Milan 420 km (261 mi).
Additional Information
Check-In Time: 15:00 - 17:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 141 km (88 mi), Pisa (psa) 203 km (126 mi), Roma Ciampino (cia) 226 km (141 mi), Bologna (blq) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (148 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques needed 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 pleasant way to spend time with friends and family while learning the secrets needed to prepare sumptuous 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 vacation? 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 needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Il Rifugio
Villa Rosmarino
Private Vacation home with WIFI, A/C, private pool, TV, terrace, panoramic view, close to Cortona
- 12
- 6
- 6
Description
Villa Rosmarino is a beautiful stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Villa Rosmarino is located 6 km (3 mi) from Montanare, Italy and only 13 km (8 mi) from Cortona.
The property consists of a main villa (170 square meters) and a cottage (130 square meters) which can accommodate up to 12 people (6 bedrooms and 6 bathrooms); the two buildings are situated just a few meters away from each other.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect 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 relax at the end the day. 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 12 people. If you prefer to dine 'al fresco', there is a fully furnished terrace 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: Cortona 13 km (8 mi), Arezzo 40 km (25 mi), Montepulciano 41 km (25 mi), Gubbio 58 km (36 mi) and Perugia 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 135 km (84 mi), Viareggio 228 km (142 mi), Forte Dei Marmi 235 km (146 mi), Rome 223 km (139 mi), Venice 384 km (239 mi) and Milan 428 km (266 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Pisa (psa) 209 km (130 mi), Bologna (blq) 229 km (142 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Special 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 pleasant way to spend time with friends and family while learning the techniques vital 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 delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Rosmarino. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Villa Rosmarino
- 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
