Pian Grande Villas with Pool
Results 141 - 160 of 456
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- 27
- 14
- 11
| Accommodation | |||||
|---|---|---|---|---|---|
| Pesa | 4 | 2 | 2 | ||
| Carro | 3 | 2 | 1 | ||
| Camino | 4 | 2 | 1 | ||
| Torri | 2 | 1 | 1 | ||
| Cipressi | 2 | 1 | 1 | ||
| Villa | 10 | 5 | 4 | ||
| Capanna | 2 | 1 | 1 | ||
| All 7 Accommodations | 27 | 14 | 11 |
Description
Large property on the top of a hill just a few kilometers from San Gimignano, nestled among vineyards and olive groves.
It is made up of a villa for 10 people, 5 recently-renovated apartments and one studio apartment ( 650 m away). On the property there is also the church of San Lorenzo a Montauto, and the owner’s house, which is completely independent.
The pool is located next to the apartments, but is shared by all property guests. This exquisite property nestled in nature is perfect for a quiet vacation in the countryside. Since it sits along the famous Via Francigena, and in an area rich in wine and food, it is perfect for a quiet vacation in nature.
The property’s excellent location is within easy reach of area attractions.
At guests' disposal: shared pool with all guests of the Montauto property (5,50 X 11 meters, 1,20 meters to 1,60 meters deep); Wifi internet; parking; washing machine, iron and ironing board;air conditioning, moveable barbecue.
Distances: San Gimignano with shops of all kinds 4 km away, Pieve di Cellole (monastery) 8 km, Poggibonsi 15 km, Casole d’Elsa 24 km, Castelfalfi (golf course) 25 km, Volterra 30 km, Siena 44 km, Florence (airport) 60 km, Pisa (airport) 83 km.
Please carefully check if there are any extra costs to be paid on site! Montauto
Castellina in Chianti 865
Superb multi-unit holiday villa with WIFI, pool, TV, terrace and pets allowed, near San Gimignano
- 3
- 12
- 6
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Capanna di Sotto 865.1 | 4 | 2 | 2 | ||
| Capanna di Sopra 865.2 | 4 | 2 | 2 | ||
| La Tinaia 865.3 | 4 | 2 | 2 | ||
| All 3 Accommodations | 12 | 6 | 6 |
Description
Property Summary
Nestled in the serene Tuscan countryside of Poggibonsi, Italy, "La Mirandola" is a beautifully renovated stone farmhouse that offers an authentic and deeply relaxing holiday rental experience. This charming property is an old farmhouse that has been tastefully renovated, blending rustic character with modern comfort. Surrounded by rolling vineyards and commanding stunning views of the hills of Chianti Classico, the property consists of a stone house divided into 2 parts alongside the owner's farmhouse. The interiors are furnished with rustic Tuscan pieces that enhance the property's timeless appeal, while an automatic gate provides an added layer of security for guests. The expansive yard surrounding the property is beautifully maintained, featuring a lush lawn and a variety of plants that create a tranquil and picturesque setting. A large swimming pool measuring 14 x 7 metres is available for seasonal use, inviting guests to cool off and unwind in a stunning natural backdrop. Internet Wi-Fi access is available on the property, keeping guests connected throughout their stay.
Outdoors
The outdoor spaces at "La Mirandola" are thoughtfully designed to make the most of the property's exceptional natural surroundings. Guests have shared use of a large, well-kept garden complete with a lawn and an array of plants, offering a peaceful environment in which to relax and enjoy the Tuscan landscape. The swimming pool, measuring 14 x 7 metres with a depth ranging from 140 to 200 cm, is available for seasonal use from April 24th to October 16th, providing ample space for swimming and leisure during the warmer months. For those seeking greater privacy, a private terrace is available and is furnished with garden furniture, along with a barbecue ideal for outdoor dining and entertaining. A shared terrace also forms part of the outdoor offering, further complemented by garden furniture and a table tennis table, ensuring that guests of all ages have plenty of options for outdoor recreation and relaxation.
Other Information
"La Mirandola" offers a range of practical amenities designed to ensure a comfortable and convenient stay. The property is equipped with a central heating system, making it suitable for visits during cooler periods. A washing machine is available for shared use for an additional fee, and room cleaning can be arranged upon request at an extra charge. Guests can enjoy breakfast on-site, with a dedicated breakfast room available within the farmhouse. Internet access is provided for an additional fee. Parking is available directly on the property. Guests should be aware that the owner resides on the same property, which contributes to the attentive and welcoming atmosphere of "La Mirandola."
Distances and Attractions
"La Mirandola" enjoys a privileged position in the Tuscan countryside, offering both tranquillity and convenient access to some of the region's most celebrated destinations. The property is situated just 10 km from the centre of Castellina in Chianti, a charming medieval village renowned for its wine production and historic character. The magnificent city of Siena, with its iconic Piazza del Campo and rich cultural heritage, is located 15 km away, making it an effortless destination for a day trip. Florence, one of Italy's most celebrated artistic and cultural capitals, is approximately 45 km from the property, offering world-class museums, galleries, and architecture within easy reach. The surrounding area of Chianti Classico is itself a destination of great distinction, with its rolling hills, vineyards, and traditional Tuscan villages providing an inspiring backdrop for exploration, wine tasting, and leisurely drives through the countryside. Castellina in Chianti 865
Special Offer for Capanna di Sopra 865.2
Apartment:
La Tinaia 865.3
Last-Minute Offer for Capanna di Sotto 865.1
Other apartments with last-minute offers:
La Tinaia 865.3
- 3
- 18
- 6
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Tipologia Trilo 975.1 | 6 | 2 | 1 | ||
| Tipologia Bilo 975.2 | 4 | 1 | 1 | ||
| Tipologia Quadrilocale 975.3 | 8 | 3 | 1 | ||
| All 3 Accommodations | 18 | 6 | 3 |
Description
Property Summary
Nestled among rolling olive groves and vineyards in the heart of the Chianti region of Italy, La Moraia is a beautifully renovated large working farm that offers an exceptional vacation rental experience for those seeking both tranquillity and cultural richness. The property comprises 12 apartments distributed between the main house and a former barn, each thoughtfully arranged to provide guests with a sense of space and comfort in a truly authentic rural setting. Elevated above the surrounding countryside, La Moraia commands stunning panoramic views that change beautifully with the seasons, creating an atmosphere of timeless serenity. Guests have shared access to a generous swimming pool measuring 7 x 14 metres, with a depth ranging from 120 to 160 cm, available seasonally from 23rd May to 30th September and open daily from 09:00 to 19:00. The property also features a shared yard and garden where guests can unwind and take in the natural beauty of the landscape. Conveniently situated near the town of Poggibonsi, La Moraia offers an ideal base from which to explore the natural and cultural treasures of this celebrated region of Tuscany.
Outdoors
The outdoor spaces at La Moraia are thoughtfully designed to complement the farm's natural surroundings and provide guests with ample opportunity to enjoy the open air. The former barn benefits from its own dedicated outside area, while terraces surrounding the main building are furnished with tables, offering pleasant spots for al fresco dining and relaxation. The shared patio provides an additional gathering space where guests can socialise or simply enjoy the views across the Chianti hills. A barbecue is available for shared use, making outdoor meals a convivial and memorable part of any stay. The garden, shared among all guests, is a peaceful retreat that reflects the working farm's deep connection to the land, with the surrounding olive groves and vineyards forming a picturesque natural backdrop throughout the property.
Other Information
La Moraia is equipped with a central heating system, which is available exclusively from 1st November to 15th April, ensuring comfort during the cooler months of the year. A washing machine is available for shared use at an additional cost. Motor access to the farm is via an unmade road stretching 1 km in length, and ample parking is available on site for all guests. Bicycles can be rented upon request at the time of booking, offering a wonderful way to explore the surrounding countryside at a leisurely pace. It is worth noting that photographs of the property show a typical example of the accommodations available, and additional apartments can be booked to suit larger groups or extended families.
Distances and Attractions
La Moraia enjoys a remarkably central location that places a wealth of Tuscan destinations within easy reach. The nearest supermarket, restaurant, and railway station are all located 5 km from the farm, with the railway station serving the town of Poggibonsi. Tennis courts can also be found just 5 km away. The medieval walled village of Castellina in Chianti lies 14 km from the property, while the iconic hilltop town of San Gimignano, renowned for its historic towers, is 18 km away. The charming fortress town of Monteriggioni is 14 km distant, and Barberino Val d'Elsa can be reached in approximately 16 km. Further afield, San Donato is 21 km away, while Radda in Chianti and the historic abbey of Badia a Passignano are both 25 km from the farm. The magnificent city of Siena, a UNESCO World Heritage Site, is 30 km away, and the ancient Etruscan city of Volterra is 38 km distant. The celebrated city of Florence lies 50 km from La Moraia, making it an entirely feasible destination for a day trip. For those seeking wellness and relaxation, the thermal baths at Rapolano Terme are located 55 km from the property. Castellina in Chianti 975
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- 29
- 11
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Giuggiolo 4 618.1 | 6 | 3 | 2 | ||
| Giuggiolo - Giuggiolo 5 618.2 | 6 | 3 | 3 | ||
| Giuggiolo - Giuggioli 1 618.3 | 4 | 1 | 1 | ||
| Giuggiolo - Giuggiolo 2 618.4 | 4 | 1 | 1 | ||
| Giuggiolo - Giuggiolo 3 618.5 | 4 | 1 | 1 | ||
| Giuggiolo 6 618.6 | 5 | 2 | 2 | ||
| All 6 Accommodations | 29 | 11 | 10 |
Description
Property Summary
Nestled among lush trees and sprawling vineyards in the hamlet of Casaglia, just 4 kilometres from the centre of Poggibonsi, Italy, "Giuggiolo" is a charming country house that offers an authentic and immersive Tuscan experience. This exceptional vacation rental comprises 3 separate houses, each featuring 4 apartments, for a total of 12 individual units set within a picturesque, sun-drenched corner of the Tuscan countryside. The property is enveloped by a beautifully maintained yard spanning 5,000 square metres, fully fenced and adorned with a rich variety of plants and trees, providing guests with a sense of privacy and natural serenity. A generously sized swimming pool measuring 14 metres by 7 metres, with a depth ranging from 120 to 160 centimetres, invites guests to unwind and refresh during their stay. The pool is available seasonally, from 2 May to 3 October, and is carefully maintained by the owner and gardener to ensure it remains in pristine condition throughout the season. Seamless connectivity is ensured through internet Wi-Fi available on the property, allowing guests to remain in touch with the world while enjoying the tranquillity of the Tuscan hills.
Outdoors
The outdoor spaces at "Giuggiolo" are a true highlight of the property, offering guests a harmonious blend of natural beauty and relaxed comfort. The expansive garden of 5,000 square metres is fully fenced and thoughtfully landscaped with a diverse array of plants and trees, creating a lush and peaceful environment ideal for leisurely strolls or quiet moments of reflection. The terrace serves as an inviting sun-drenched retreat where guests can relax and soak in the serene surroundings, making it the perfect setting for morning coffees or evening gatherings. The swimming pool, measuring 14 metres by 7 metres with a depth of 120 to 160 centimetres, provides a refreshing escape during the warmer months and is open seasonally from 2 May to 3 October. The pool area is diligently maintained by the resident owner and gardener, ensuring an impeccably clean and welcoming space for all guests throughout the season.
Other Information
Access to "Giuggiolo" is via an unmade road stretching 800 metres, leading guests through the natural landscape to the property. Upon arrival, parking is available directly on the premises, offering added convenience for those travelling by car. The property is equipped with electric gates, ensuring a secure and private environment for all guests. The owner resides on the premises, providing a reassuring presence and the opportunity for personalised assistance throughout the stay. Guests are invited to enjoy a complimentary wine tasting experience, included once per stay, at a wine cellar located near San Gimignano, approximately 17 kilometres from the property. This exclusive service can be arranged upon arrival, offering a memorable introduction to the renowned wines of the Tuscan region.
Distances and Attractions
"Giuggiolo" enjoys a privileged location within easy reach of some of Tuscany's most celebrated destinations. The centre of Poggibonsi is just 4 kilometres away, while the iconic medieval town of San Gimignano, famous for its distinctive towers and world-class wines, is 11 kilometres from the property. The historic city of Siena, a UNESCO World Heritage Site renowned for its Gothic architecture and the legendary Palio horse race, lies approximately 30 kilometres away. A supermarket is conveniently located just 2 kilometres from the property, ensuring that everyday essentials are always within easy reach. The "Poggibonsi" railway station is situated 4 kilometres away, providing straightforward access to the wider Tuscan rail network and making it simple to explore the region's many treasures without a car. Poggibonsi 618
Special Offer for Giuggiolo 4 618.1
Apartment:
Giuggiolo - Giuggiolo 5 618.2
Giuggiolo 6 618.6
Last-Minute Offer for Giuggiolo 4 618.1
Other apartments with last-minute offers:
Giuggiolo - Giuggiolo 5 618.2
Giuggiolo - Giuggioli 1 618.3
Giuggiolo - Giuggiolo 2 618.4
Giuggiolo - Giuggiolo 3 618.5
Giuggiolo 6 618.6
Castellina in Chianti 890
Multi-unit vacation home with WIFI, pool, patio, pets allowed, panoramic view, near San Gimignano
- 5
- 30
- 12
- 8
| Accommodation | |||||
|---|---|---|---|---|---|
| Le Buche 890.1 | 8 | 3 | 2 | ||
| Il Forno 890.2 | 9 | 4 | 3 | ||
| Ciliegio 890.3 | 5 | 2 | 1 | ||
| Le Buche 890.4 | 4 | 1 | 1 | ||
| Le Buche 890.5 | 4 | 2 | 1 | ||
| All 5 Accommodations | 30 | 12 | 8 |
Description
Property Summary
Nestled in the heart of the Tuscan countryside, Le Buche is a captivating vacation rental that traces its origins back to the 1600s, offering an authentic and timeless retreat surrounded by rolling vineyards and fragrant olive groves. Located just 6 km from Poggibonsi, in the Tuscany region of Italy, this rustic and charming property is set on a small working farm, where the original main house and barn have been thoughtfully divided into 3 independent units, each featuring its own private entrance and dedicated outdoor area. The estate seamlessly blends historic character with modern comforts, providing guests with a genuinely immersive experience in the Italian countryside. A shared swimming pool is available for use during the seasonal period from 15 May to 15 October, offering a refreshing retreat within the beautifully maintained grounds. The expansive yard surrounding the property invites guests to unwind and connect with the natural landscape, while internet wifi ensures that those who need to stay connected can do so with ease throughout their stay.
Outdoors
The outdoor spaces at Le Buche are a true highlight of the property, perfectly complementing the serene rural setting. The shared swimming pool, which is fully fenced for safety and measures 6 x 12 m with a depth ranging from 130 to 230 cm, is available seasonally from 15 May to 15 October and provides an ideal spot for relaxation on warm Tuscan afternoons. Each independent unit benefits from its own private outdoor area, offering a sense of seclusion and intimacy within the broader estate. Guests can also enjoy a game of table tennis or make use of the barbecue facilities, perfect for alfresco dining and leisurely evenings under the open sky. The property is accessible via a 600 m unpaved road, which adds to the sense of rural seclusion, and on-premises parking is available for the convenience of all guests.
Other Information
Le Buche offers a welcoming and well-equipped environment designed to ensure a comfortable stay throughout the seasons. Heating is available at the property, provided during the period from 01 November to 15 April, with associated fees payable directly on-site. Guests are also invited to explore and purchase a selection of local farm products available on the premises, offering a genuine taste of the Tuscan agricultural tradition. The property is reached via a 600 m unpaved road, and guests are encouraged to plan their arrival accordingly.
Distances and Attractions
Le Buche enjoys a privileged location that places guests within easy reach of some of Tuscany's most celebrated destinations and leisure activities. The town of Poggibonsi, situated just 6 km away, provides convenient access to everyday amenities including shops, restaurants, and the Poggibonsi railway station, making it straightforward to explore the wider region. Castellina in Chianti is located 14 km from the property, while the medieval gem of San Gimignano can be reached within 21 km. Barberino Val d'Elsa lies 16 km away, and the historic fortified village of Monteriggioni and San Donato are approximately 22 km from Le Buche. Radda in Chianti is 24 km distant, the renowned Badia a Passignano is 25 km away, and the ancient Etruscan city of Volterra can be reached within 40 km. For those who enjoy outdoor pursuits, tennis facilities are available 6 km from the property, while golf courses and horseback riding can both be found within 10 km, ensuring that active guests have plenty of options to fill their days in this extraordinary corner of Italy. Castellina in Chianti 890
Special Offer for Le Buche 890.1
Apartment:
Il Forno 890.2
Ciliegio 890.3
Le Buche 890.4
Le Buche 890.5
Last-Minute Offer for Le Buche 890.1
Other apartments with last-minute offers:
Il Forno 890.2
Ciliegio 890.3
Le Buche 890.4
Le Buche 890.5
Mattei Villa
Superb independent holiday home with A/C, private pool, WIFI, hot tub, TV, close to Greve In Chianti
- 12
- 6
- 6
Description
# Property Summary
Casa Mattei is a dramatically located villa in San Casciano In Val Di Pesa, situated in the heart of Tuscany's Chianti region with expansive views over olive groves, vineyards, woods and country estates. This authentic property welcomes 10 guests plus 4 additional guests and offers a stunning swimming pool with Jacuzzi feature. The spacious and private country house stands just 2 kilometers from Mercatale Val di Pesa and 18 kilometers from Florence, Italy. You will find the location ideal with its private and tranquil hillside position, perfectly positioned for exploring the region. The well-appointed villa has been authentically restored and is surrounded by olive groves, making it perfect for 5 to 6 couples or extended families. Internet Wifi connectivity ensures you stay connected throughout your stay, while convenient parking facilities are provided on the property. The building dates back approximately one thousand years to the Medieval period and was totally restored in 2006, having originally served as a small monastery before evolving into a country house some centuries later. As a member of the Experience Villas Collection, Casa Mattei offers its guests a fun and very Italian experience through a Pizza Cooking Class with a professional Pizzaiolo.
Outdoors
The fenced property extends across 2 hectares and includes the main house of 530 square meters, a swimming pool measuring 15 by 7.50 meters, and a dependence of 40 square meters. The fresh water pool with integrated Jacuzzi is open from May through September and you should note that the Jacuzzi is not a hot tub. The pool area is furnished with sunbeds, tables and chairs with umbrellas for your comfort. Adjacent to the pool you will discover a changing room with a bathroom featuring a shower and a well equipped fitness room. The lawn is beautifully bordered with rose bushes and olive trees, creating a picturesque setting. A stone patio houses a barbecue and provides shaded space for al fresco dining at a long table accommodating 12 people with comfortable chairs. Steps from the patio lead you down to the pool area, allowing easy access between the outdoor living spaces.
Other Information
Access to Casa Mattei is via a typically rough dirt road extending 1200 meters through vineyards and olive groves.
Distances and Attractions
You will appreciate the exceptional location of Casa Mattei, positioned just 15 minutes south from Florence with easy access to the charming Chianti hill towns. The property sits 50 minutes from Siena and 1 hour from Lucca, allowing you to explore some of Tuscany's most celebrated destinations. The nearest village of Mercatale Val di Pesa is only 2 kilometers away, while the cultural treasures of Florence are accessible at 18 kilometers from your accommodation. Mattei Villa
Book your vacation for the period from 01 March 2026 to 30 June 2026 and save 10% (minimum 7 nights). Offer valid until 30 June 2026.
- 5
- 2
- 2
Description
Appartamento Beatrice is located in an old hamlet on a hilltop in the heart of the Chianti region.
This property offers visitors the beauty of the local area, known worldwide for its history, natural resources, and delicious food and wine.
Appartamento Beatrice has a pool, perfect for relaxing with friends, and a large garden with a barbecue area. Surrounded by vineyards, olive groves, and oak forests, it gives a true feel of the countryside.
Guests are greeted by the stunning views of the landscape all around. From the hill, you can see the different sides of the Chianti region, both natural and artistic, including the Romanesque church of St. Peter in Cedda and the valley of the Elsa River.
The house is located on the border of Siena and Florence, which adds to its charm, recalling the historical rivalry between these two cities.
The hilltop location offers great views over the surrounding landscape. Cities like Siena, San Gimignano, Florence, and Volterra are just a short drive away.
The small villages and Romanesque country churches nearby can be easily reached by relaxing walks through the Chianti hills.
At guests' disposal:
The pool (10x5 m) is shared with other 3 apartments and it is situated at about 30 meters from the apartment. Private garden, fully furnished terrace, barbecue facilities, dishwasher, hair dryer, toaster, washing machine, sat TV, cot and high chair on request (free), iron and ironing board, CD player, American coffee machine, Parking on the grounds.
Distances:
San Donato in Poggio 8 km; Siena 25 km; San Gimignano 30 km; Florence 45 km; Pisa 100 km. Rome 250 km.
Access to the house by car: 3 km via an unpaved road, not suitable for sports cars.
Please carefully check if there are any extra costs to be paid on site! Appartamento Beatrice
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Paneretta
Private Villa rental with WIFI, A/C, private pool, patio, panoramic view, near San Gimignano
- 11
- 5
- 5
Description
Villa Paneretta is a beautiful villa with private pool in Tuscany in the heart of the Chianti Classico.
Surrounded by 309 hectares (woods, vineyards and olive groves) it is part of a magnificent historic venue dating back to the thirteenth century and also a farming estate producing wine and oil. Villa Paneretta is next to the ancient Castello della Paneretta and its cellars: the production of Chianti Classico wine represents the main activity and guests of Villa Paneretta will have the privilege of tasting the unique flavor of its bottles of wine directly on the spot. The castle is open (at fixed times) for tastings and visits but the guests of Villa Paneretta will always enjoy the exclusivity of their outdoor spaces and swimming pool.
The private swimming pool is located about 50 meters away from the villa and can be reached by walking under the historic castle walls. The location of Villa Paneretta is very strategic: you are halfway between Florence and Siena and in the heart of the Chianti Classico region.
At guests' disposal: air conditioning in 4 bedrooms, private garden, equipped outdoor areas, private swimming pool (above ground) located about 50 meters from the villa (9 x 4 meters; depth: 1.20 meters; usable from 8:30 to 19:00), small barbecue, wi-fi internet connection, parking area. On request it is possible to rent an outbuilding with 2 additional bedrooms (sleeps 3) located in front of the villa. The dependance is rented only together with the villa.
Distances: Poggibonsi (all kinds of shops) at 6 km, Castellina in Chianti at 14 km, San Gimignano at 20 km, Siena at 33 km, Florence at 45 km, Volterra at 40 km, Montalcino at 75 km, sea (Tuscan coast ) at 85 km, Cortona at 105 km; Pisa at 100 km, Lucca at 115 km, Arezzo at 110 km.
Please carefully check if there are any extra costs to be paid on site! Villa Paneretta
Book 14 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Il Frantoio
Private Vacation rental with private pool, WIFI, TV, patio, panoramic view, close to Florence
- 18
- 8
- 8
Description
Big independent farmhouse with private swimming-pool created by the restoration of an ancient oil mill situated approx. 18 km from Florence away. This property nestling deep among vineyards and olive groves is very large and offer nicely furnished rustic interiors. The villa is part of a farming estate producing wine and olive oil and offering an ideal terrain for beautiful walks in close contact with the Tuscan landscape.
The owners run a nice restaurant on the premises where it is possible to taste excellent local recipes .
On the property live a couple of helpful keyholders.
The access to the property is via an unpaved but well-maintained road.
Distances: Malmantile with food shops 4 km away, Lastra a Signa with all kinds of shops 5 km, Florence (airport) 18 km away, the charming medieval town of San Gimignano 45 km, Pisa (airport) 65 km away, Siena approx. 75 km.
At guests disposal: large outdoor areas, private swimming-pool (4 x 11 m – maximum depth 1,8 m). Parking within the grounds. All of the bedrooms provide safe, ceiling fans and hairdryer. WI-FI internet connection available (free of charge).
Upon request it is possible to arrange guided tours, visit of the property wine cellars, wine tasting and beautiful walks.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Il Frantoio
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 3 nights minimum and can not be combined with any other special offers.
- 8
- 4
- 2
Description
Independent villa with a private pool in the Florentine hills near the cities of Montelupo Fiorentino and Florence.
The villa has two floors and 4 bedrooms to comfortably accommodate up to 8 people.
On the grounds there is a private pool with panoramic views, a multi-purpose court for tennis and five-a-side soccer, and a lovely veranda with a barbecue where you can dine outside.
Villa Adriana is within easy reach of Tuscany’s major art cities, such as Florence, Siena, San Gimignano, Pisa and Lucca.
At guests’ disposal:4 bedrooms, 2 bathrooms; sleeps 8; private pool with panoramic views (15 x 7,5 meters; minimum depth: 1,50 meters; maximum depth: 3 meters); outdoor shower; changing room with showers next to the pool area; multi-use court for tennis and five-a-side soccer with night lighting; veranda with outdoor dining area; sunbathing area; private garden; barbecue; parking; stationary bike; Wifi internet; air conditioning in 2 bedrooms and the living room
Distances: Montelupo Fiorentino (shops of all kinds) 3 km, Empoli 8 km, Vinci 21 km, Florence (airport) 24 km, San Gimignano 38 km, Lucca 54 km, Pisa (airport) 57 km, Tyrrhenian coast with beach facilities 65-71 km, Siena 76 km.
Please check carefully for any extras that must be paid at the property! Villa Adriana
Book your vacation for the period from 01 April 2026 to 30 April 2026 and save 10% (minimum 4 nights). Offer valid until 30 April 2026.
Book your vacation for the period from 01 May 2026 to 30 June 2026 and save 5% (minimum 4 nights). Offer valid until 30 April 2026.
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 4 nights minimum and can not be combined with any other special offers.
Villa Belvedere
Stunning private villa rental with WIFI, private pool, TV and panoramic view, near San Gimignano
- 8
- 4
- 3
Description
Villa Belvedere, 240 square meters on two floors, comfortably accommodates up to eight people and offers a marvelous view that sweeps from the valley of the Cecina mountains to the soffioni of Lardarello and the Chianti hills.
The entrance of the vacation villa, where a stone inscription testifies to the ancient origins of the building, dating back to the late 16th century, leads on one side to a large and bright fully equipped kitchen with adjoining dining room, and on the other to a double bedroom with en suite bathroom equipped with shower, sink, toilet and bidet.
From outside there is access to a laundry room.
On the second floor are two living areas with a large fireplace, a double bedroom, two twin bedrooms, and two bathrooms with washbasin, toilet, and bidet, one of which has a bathtub/shower and the other a shower only.
Next to the holiday villa in Tuscany is a private swimming pool with umbrella and deck chairs, surrounded by a green area equipped with table, chairs and barbecue.
The pool, for the exclusive use of villa guests, measures 11.5 x 5.5 meters and is 1.5 meters deep. Open from May to October (depending on the Weather). Filtration with chlorine. Villa Belvedere
La Rosa
Vacation rental with WIFI, A/C, private pool, hot tub, TV, terrace, pets allowed, panoramic view
- 17
- 8
- 8
Description
Property Summary
Villa "La Rosa" is a captivating semi-detached holiday rental nestled in the picturesque Tuscan countryside of Montelupo Fiorentino, Italy, positioned at 250 meters above sea level. Built in 2005, this beautifully appointed villa enjoys a sunny aspect on a gentle slope, surrounded by an enchanting landscape of trees, meadows, and vineyards that creates a truly serene and immersive retreat. The property is available in 2 configurations, accommodating a group of 13 people (ref. IT5492.901.1) or a group of 17 people (ref. IT5492.900.3), making it an ideal choice for large families or groups seeking a memorable Tuscan getaway. Guests benefit from a comprehensive range of amenities designed to ensure maximum comfort and convenience throughout their stay. A magnificent swimming pool invites relaxation and leisure, while the expansive private yard, spanning 2,000 square meters of terraced, fenced garden, offers ample space to unwind in complete privacy. Reliable internet Wi-Fi connectivity is available throughout the property, keeping guests seamlessly connected during their stay. Parking is conveniently provided on the premises, and an EV charging station is also available, catering to guests travelling with electric vehicles.
Outdoors
The outdoor spaces of Villa "La Rosa" are truly exceptional, offering a wealth of recreational and relaxation opportunities within a beautifully landscaped setting. The centrepiece of the exterior is the magnificent swimming pool, measuring an impressive 12 x 6 meters with a depth of 150 cm, available seasonally from 04 May to 21 September and open daily from 10:00 to 19:00. Pool maintenance is professionally managed by the owner and gardener, ensuring the water remains in pristine condition throughout the season. The pool area is thoughtfully equipped with garden furniture, a barbecue, an outdoor shower, a table tennis table, and a basketball hoop, providing a diverse range of leisure activities for guests of all ages. The surrounding terraced garden extends across 2,000 square meters of fully fenced and private grounds, offering a safe and tranquil environment where guests can enjoy the stunning natural scenery of vineyards, meadows, and trees that frame the property on all sides.
Other Information
Villa "La Rosa" is designed to provide a comfortable and well-equipped stay for all guests. Heating is available seasonally, from 01 November to 15 April, ensuring warmth and comfort during the cooler months. As a thoughtful welcome gesture, each adult guest is provided with 1 pool towel free of charge during their stay.
Distances and Attractions
Villa "La Rosa" enjoys an exceptionally convenient location, placing guests within easy reach of a wide array of services, destinations, and cultural attractions. Essential everyday amenities are close at hand, with a nearby shop and grocery store both situated just 1 kilometer from the villa, and a supermarket located 1.8 kilometers away. The railway station "Montelupo Fiorentino" is just 2 kilometers from the property, providing straightforward access to the wider region by public transport. The vibrant centre of Montelupo Fiorentino itself is only 2 kilometers away, while the magnificent city of Florence can be reached in approximately 22 kilometers, offering world-renowned museums, galleries, and architectural landmarks. The historic city of Pisa, home to its iconic leaning tower, lies 60 kilometers from the villa, and the nearest coastline is accessible within approximately 70 kilometers, perfect for a day trip to the sea. Culture enthusiasts will also appreciate the proximity of several celebrated Tuscan destinations, including San Miniato at 18 kilometers, San Casciano in Val di Pesa at 20 kilometers, Certaldo at 26 kilometers, and the medieval gem of San Gimignano at 38 kilometers. La Rosa
La Rosa
Holiday villa with hot tub, private pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view
- 13
- 6
- 6
Description
Property Summary
Villa "La Rosa" offers a serene and peaceful escape surrounded by trees, meadows, and vineyards. Located 250 meters above sea level, this stunning semi-detached vacation rental boasts a private terraced garden spanning 2,000 square meters, complete with a 12 x 6-meter swimming pool, outdoor shower, table tennis, basketball court, garden furniture, and a barbecue area. Enjoy the convenience of on-site parking and high-speed Internet WiFi throughout your stay.
Outdoors
Immerse yourself in the villa's outdoor paradise, featuring a fenced 2,000 square meter terraced garden and a stunning 12 x 6-meter swimming pool, open seasonally from May 4th to September 21st, with pool hours from 10:00 am to 7:00 pm. Soak up the sun on the garden furniture or challenge your travel companions to a game of table tennis or basketball. The outdoor area also includes a barbecue area, perfect for al fresco dining.
Other Information
Villa "La Rosa" offers modern amenities to enhance your vacation rental stay. The villa is equipped with heating available from November 1st to April 15th, ensuring your comfort throughout the cooler months. Additionally, guests have access to a machine providing filtered drinking water at room temperature, cold, or sparkling. For your convenience, one pool towel per person is provided free of charge.
Distances and Attractions
Situated just 2 kilometers from the center of Montelupo Fiorentino, Italy, the villa offers convenient access to local amenities, with shopping areas, a grocery store, and a supermarket located within a 1.8-kilometer radius. The Montelupo Fiorentino railway station is conveniently situated just 2 kilometers away. Nearby attractions include San Miniato, San Casciano in Val di Pesa, Certaldo, and San Gimignano. Explore the Gambassi Terme thermal baths 30 kilometers away or indulge in a round of golf at the 10-hole course situated 4 kilometers from the villa. Florence is 22 kilometers away, while Pisa is 60 kilometers away, providing ample opportunities for day trips and sightseeing. La Rosa
La Rosa
Stunning vacation home with private pool, WIFI, A/C, TV, terrace, pets allowed and panoramic view
- 9
- 4
- 5
Description
Property Summary: At Villa "La Rosa", you can enjoy a semi-detached property built in 2005, surrounded by trees, meadows, and vineyards, situated at an elevation of 250 meters above sea level. The villa provides amenities such as a swimming pool, Internet WiFi, and parking on the premises. The terraced garden spans 2,000 square meters and is fenced, offering an idyllic setting for your vacation rental.
Outdoors: The property boasts a private terraced garden of 2,000 square meters, complete with a fenced enclosure. Indulge in the refreshing 12 x 6 meter swimming pool with a depth of 150 cm, which is available seasonally from May 3 to September 20, with pool opening hours from 10:00 to 19:00. Enjoy outdoor activities like table tennis, basketball, and alfresco dining with the provided garden furniture and barbecue. An outdoor shower adds to the convenience.
Other Information: The villa features a central heating system available from November 1 to April 15. Guests have access to a machine providing filtered drinking water at room temperature or filtered cold and sparkling water. One pool towel per person is provided free of charge. The property is just 1 km from a shop, 1 km from a grocery store, and 1.8 km from a supermarket. The nearest railway station, "Montelupo Fiorentino," is 2 km away, and the thermal baths "Gambassi Terme" are 30 km away. A 10-hole golf course is located just 4 km from the villa.
Distances and Attractions: The villa is conveniently situated 2 km from the center of Montelupo Fiorentino, Italy. It's also within proximity to several notable attractions, including San Miniato (18 km), San Casciano in Val di Pesa (20 km), Certaldo (26 km), and the famous San Gimignano (38 km). Additionally, the centers of Firenze and Pisa are 22 km and 60 km away, respectively, while the sea is 70 km from the property. Just an example. La Rosa
Tenuta Borgo al Sole
Wonderful multi-unit property with A/C, pool, WIFI, TV, pets allowed and panoramic view
- 4
- 20
- 6
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Maioliche | 4 | 1 | 1 | ||
| Maniscalco | 6 | 2 | 2 | ||
| Soli | 4 | 1 | 1 | ||
| Rosa | 6 | 2 | 2 | ||
| All 4 Accommodations | 20 | 6 | 6 |
Description
Property Tenuta Borgo al Sole is a beautiful property that includes air conditioning, WiFi internet and pool. The villa / farmhouse / home has a total of four private units. The property can sleep up to 20 people comfortably. Conveniently located 1 km (4118 ft) from Cusignano, Italy and only 35 km (22 mi) from San Gimignano.
The 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 relax while enjoying a nice cold beverage after a busy day of shopping. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each unit is equipped with its own fully-equipped kitchen for meal preparation.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 35 km (22 mi), Florence 44 km (27 mi), Pisa 50 km (31 mi), Lucca 53 km (33 mi) and Greve In Chianti 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 44 km (27 mi), Viareggio 79 km (49 mi), Forte Dei Marmi 91 km (56 mi), Rome 324 km (201 mi), Venice 284 km (177 mi) and Milan 334 km (207 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Tenuta Borgo al Sole. If you have a large dog or multiple pets, please ask for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 15:00 - 18:00
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) 44 km (28 mi), Pisa (psa) 52 km (32 mi), Bologna (blq) 137 km (85 mi), Genova (goa) 222 km (138 mi) and Venezia (vce) 290 km (180 mi).
The property comprises four rental flats and one occupied by the owner.
The property also includes a restaurant, which is open to the public from Thursday to Sunday. Tenuta Borgo al Sole
Podere Oliveta
Multi-unit accommodation with A/C, WIFI, pool, TV, patio, panoramic view, close to San Gimignano
- 4
- 10
- 5
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Sparrow | 4 | 2 | 1 | ||
| Owl | 2 | 1 | 1 | ||
| Robin | 2 | 1 | 1 | ||
| Swallow | 2 | 1 | 1 | ||
| All 4 Accommodations | 10 | 5 | 4 |
Description
Vacation rental Podere Oliveta is a beautiful property that includes air conditioning, shared pool and WiFi internet. The villa / farmhouse / home has been divided into a total of four private units. The property can sleep up to ten people comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano.
What to Expect
After arriving at Podere Oliveta you’ll find a nice 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. Outdoors you will also find a patio and barbecue grill. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.
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: San Gimignano 17 km (11 mi), Greve In Chianti 32 km (20 mi), Siena 37 km (23 mi), Florence 44 km (27 mi) and Montalcino 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 44 km (27 mi), Viareggio 138 km (86 mi), Forte Dei Marmi 146 km (90 mi), Rome 272 km (169 mi), Milan 341 km (212 mi) and Naples 463 km (287 mi).
Additional Information
Check-In Time: 13:00 - 19:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 June - 1 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) 57 km (35 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 280 km (174 mi) and Roma Ciampino (cia) 281 km (174 mi).
Podere Oliveta
Villa Linchiano
Private Property with private pool, WIFI, TV, terrace, panoramic view, close to San Gimignano
- 14
- 8
- 6
Description
This holiday villa for rent forms a single complex with the adjoining medieval Tower. The two buildings are in a position of extraordinary beauty and can accommodate up to 14 people.
On the ground floor, the holiday villa in Tuscany, offers a large living-room, a dining room, a perfectly equipped kitchen, a single bedroom and two double bedrooms, one with en suite bathroom. All three bathrooms have a shower, sink, WC and bidet.
On the upper floor are two living rooms – one with a large fireplace – a small study, a double bedroom, two rooms with twin beds and a laundry room. The two bathrooms, one with bath/shower and the other with shower only, have a sink, WC and bidet.
Next to the villa for vacation, which has an overall area of 240 sq.m,, is the fascinating 12th century Tower, 95 sq.m on five levels. The Tower was inhabited in the 15th century by the cartographer Paolo Toscanelli dal Pozzo, who had a decisive influence on Christopher Columbus’ decision to sail west in search of the East Indies.
Inside is an equipped kitchen with fireplace, a single bedroom, a living room, a double bedroom and a bathroom with shower, sink, WC and bidet.
Outside is a splendid private swimming pool with sunshade and deckchairs, surrounded by a superb green area equipped with table, chairs and barbecue.
The swimming pool, which is for exclusive use of the guests of the villa, measure 11.5 x 5.5 metres and is 1.5 deep. Open from May till October (depending on the weather). Filtration with chlorine. Villa Linchiano
San Donato
Beautiful accommodation with pool, WIFI, pets allowed and panoramic view, close to Greve In Chianti
- 2
- 14
- 5
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| San Donato 1 | 6 | 2 | 2 | ||
| San Donato 2 | 8 | 3 | 3 | ||
| All 2 Accommodations | 14 | 5 | 5 |
Description
Nice property with pool situated near the beautiful medieval hamlet of San Donato in Poggio, half-way between Florence and Siena. This property comprises 3 comfortable apartments all of which recently restored and tastefully furnished. Beautiful vineyards and olive groves surround the estate and produce excellent Chianti Classico wine and olive oil (available for the clients to be tasted and purchased). This property is situated among green hills but at the same time it is very close to the small town of San Donato (walking distance) offering nice restaurants, pizzerias and all main services.
The access to the property is via an unpaved but well-maintained road suitable for any kind of car.
Distances: San Donato in Poggio with all kinds of shops 500 m away, Greve in Chianti 15 km, the charming medieval town of San Gimignano 18 km, Florence 20 km, Siena 35 km away, Pisa (airport) 95 km away, Arezzo approx. 100 km, Cortona 140 km away. Rome is approx. 300 km away.
At guests’ disposal: large outside areas, garden furnished with tables, chairs and sun-beds, shared swimming-pool (6 x 12 m – min. depth 1,2 m, max. depth 1,4 m), splendid park for walks along nice paths leading to a small lake.
The apartments San Donato 1 and 2 provide WI-FI internet access (free of charge).
Parking within the grounds.
A large common room is available upon request to organize nice dinners as well as tasting of the products of the estate (wine, olive oil, “vin santo”).
The apartments San Donato 1 and 2 can be connected to accommodate 10/14 persons.
Please carefully check if there are any extra costs to be paid on site! San Donato
Pozzo dei Desideri
Beautiful accommodation with pool, A/C, WIFI, TV, terrace, panoramic view, close to Greve In Chianti
- 2
- 10
- 4
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Pozzo dei Desideri 1 | 4 | 1 | 1 | ||
| Pozzo dei Desideri 2 | 6 | 3 | 3 | ||
| All 2 Accommodations | 10 | 4 | 4 |
Description
One of the most charming villas in the Chianti region, this beautifully restored farmhouse is set in a peaceful and panoramic location, offering sweeping views over the Chianti Classico hills.
The villa is divided into 3 spacious and comfortable apartments, each featuring tastefully decorated interiors. Please note that one of the apartments is occupied by the owners.
Distances:
The small town of San Casciano, located in the heart of the Chianti region and offering all types of shops and amenities, is just 1 km away. Florence is 20 km away, and Siena is approximately 60 km from the property.
At guests’ disposal:
Furnished garden, swimming pool (12 x 6 m – maximum depth 1.8 m – open from 01/05 to 30/09) shared with the owners, shared barbecue, and air conditioning. The villa is accessible via an unpaved yet well-maintained road. Parking is available within the grounds. Small pets are welcome. All windows are fitted with mosquito nets.
Extra services:
Maid service available upon request (to be paid locally). Extra bed available on demand (payment on site). Baby bed available free of charge.
Please make sure to check in advance for any additional costs to be paid on site! Pozzo Dei Desideri
- 4
- 19
- 10
- 7
| Accommodation | |||||
|---|---|---|---|---|---|
| Vasche 1 | 4 | 2 | 2 | ||
| Vasche 2 | 4 | 2 | 1 | ||
| Vasche 3 | 6 | 3 | 2 | ||
| Vasche 4 | 5 | 3 | 2 | ||
| All 4 Accommodations | 19 | 10 | 7 |
Description
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war between the Florence and Siena republics. Today it is the guesthouse of a 16th century villa, where the property owners reside. The property is in a tranquil location at the center of a 12 hectare farm that produces wine and olive oil. At the same time it is just 350 m from the center of a small, charactaristic village where a bus can take you to Florence in just 20 minutes. Beautiful view of the countryside. Each apartment has its own large, private outdoor space, and the beautiful, enclosed, shared pool sits among olive trees, overlooking the country landscape (85 m from the house). Upon request, it is possible to visit the garden of the main villa, with its ancient interconnecting pools fed by a natural spring and age-old lemon trees. The apartments are furnished in simple, rustic style. Access to the property is via a 250 m unpaved but well-maintained road.
Distances: general stores and bars 300 m away, Cerbaia with all kinds of shops, restaurants and tennis 2 km, San Casciano with all kinds of shops 5,5 km away, Florence (airport) 17 km, San Gimignano 41 km away, Siena 64 km, Castellina in Chianti 72 km away, Pisa (airport) 74 km, Tirrenia (beaches) 85 km, Rome approx. 300 km away.
At guests’ disposal: fenced-in pool (7 x 14 m – depth from 1,4 m to 2,2m – open from 8:00 to 20:00) with outdoor shower (cold water). Each apartment has its own private outdoor space and a barbecue (portable). Laundry with washing machine (€ 3,- / wash), iron and ironing board. WI-FI internet connection available in the apartments as well as in the garden area.
Parking within the grounds.
Extra services to be paid on the spot: Extra single bed available upon request (€ 80,- / week), use of a double sofa-bed in Vasche 1 (€ 120,- / per week), baby bed with linen (€ 50,- / week), high chair (€ 50,- / week). Maid service (€ 12,- / hour). Upon request it is possible to purchase products from the farm.
Please carefully check if there are any extra costs to be paid on site! Le Vasche
