San Regolo Villas with Pool
Results 421 - 429 of 429
Il Sorriso
Independent Property with A/C, private pool, WIFI, terrace, pets allowed, panoramic view
Special Offer-
6
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2
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2
Description
Property Summary
Nestled amidst lush meadows, fields, and vineyards in the heart of Tuscany, Il Sorriso is a charming farmhouse that has recently been renovated, offering a secluded and sunny retreat in an elevated position just 3 km from the center of Certaldo, Italy. This delightful vacation rental accommodates guests in a tranquil countryside setting, combining rustic character with modern comforts. The property benefits from reliable internet WiFi throughout, ensuring you remain connected during your stay. A private parking area is available directly on the property, offering convenience and peace of mind upon arrival. The expansive yard, spanning an impressive 3,000 square meters of beautifully maintained garden filled with plants and trees, provides a serene natural environment to unwind and explore. A swimming pool is available on the property, offering a refreshing escape during the warmer months. Whether you are seeking a peaceful rural escape or a base from which to explore the iconic landscapes of Tuscany, Il Sorriso presents an exceptional blend of comfort, nature, and authentic Italian countryside living.
Outdoors
The outdoor spaces at Il Sorriso are truly exceptional, inviting you to immerse yourself in the natural beauty of the Tuscan countryside. The property sits within a natural estate of 16 hectares, offering a remarkable sense of space and privacy rarely found in holiday rentals. The private terraced garden features a delightful wildlife garden adorned with flowers, creating a peaceful and picturesque setting ideal for relaxation. A lovely terrace furnished with garden furniture and a barbecue provides the perfect setting for al fresco dining and leisurely evenings under the Tuscan sky. The above-ground swimming pool, measuring 3 x 5 meters with a depth of 125 cm, is available for use from April 29th to October 2nd, making it an ideal spot to cool off during the warm summer months.
Other Information
Il Sorriso is fully equipped to ensure a comfortable and convenient stay throughout your time in Tuscany. The farmhouse features air conditioning, allowing you to maintain a pleasant indoor temperature during the warmer seasons, and a washing machine is also available for your convenience. The owner resides on-site and is readily available should you require any assistance or guidance during your stay, ensuring a reassuring and attentive level of hospitality throughout your visit.
Distances and Attractions
Il Sorriso enjoys a privileged location that places you within easy reach of a wide range of local amenities and renowned Tuscan destinations. The center of Certaldo is just 3 km away, where you will find the railway station at a distance of 4 km, making regional travel straightforward and accessible. A bus stop is conveniently located 2 km from the property, while a shop and restaurant can be reached within just 3 km, ensuring that everyday needs are easily met. For those with a passion for outdoor activities, the surrounding area offers a wealth of options, including tennis courts 5 km away, horseback riding facilities 4 km from the property, and a golf course 25 km away. The celebrated city of Florence lies 42 km from Il Sorriso, while the historic city of Siena is situated 48 km away, both offering world-class art, architecture, and gastronomy within comfortable driving distance. Il Sorriso
Podere Galieni
Unique private house with A/C, WIFI, private pool, TV, patio and panoramic view
Special Offer-
16
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6
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8
Description
Property Summary
Nestled among rolling fields and vineyards in the heart of Tuscany, Agriturismo "Podere Galieni" is a beautifully renovated holiday rental located in Certaldo, Italy. Fully updated in 2025, this charming property consists of a main house and a separate outbuilding, positioned approximately 4 km from the centre of Certaldo in a peaceful, sunny, and elevated setting. The residence is enclosed within a private fenced perimeter, offering guests a genuine sense of seclusion and tranquillity. A generously sized swimming pool measuring 10 x 15 metres is available for guests to enjoy seasonally from 1 April through 31 October, complete with an internal staircase and maintained regularly by the owner and gardener. The surrounding yard features a terraced garden and a wildlife garden adorned with flowers, creating a lush and natural environment that perfectly complements the rural Tuscan landscape. Connectivity is fully supported with internet access and WiFi available throughout the property, ensuring guests remain connected during their stay. Private parking is conveniently available directly at the house, making arrival and departure straightforward for those travelling by car.
Outdoors
The outdoor spaces at Agriturismo "Podere Galieni" are thoughtfully designed to invite relaxation and enjoyment of the surrounding natural environment. The private terraced garden and wildlife garden, rich with flowering plants, offer a serene setting for leisurely walks or quiet moments in nature. The swimming pool, measuring 10 x 15 metres and accessible via an internal staircase, serves as the centrepiece of the outdoor area and is open seasonally from 1 April through 31 October, with pool maintenance carried out by the owner and gardener to ensure impeccable conditions throughout the season. A dedicated shower and WC facility is located in the pool area, complemented by an outdoor shower for added convenience. A patio furnished with garden furniture provides an ideal space for outdoor dining, relaxing in the sun, or simply taking in the panoramic views of the Tuscan countryside that surrounds the property. Walking paths are accessible directly from the house, beginning just 100 metres away, making it easy to explore the natural landscape on foot.
Other Information
Agriturismo "Podere Galieni" is equipped with a full range of amenities to ensure a comfortable and convenient stay. The lounge features a television, and the property benefits from a central heating system as well as air conditioning, ensuring a pleasant atmosphere throughout the seasons. A washing machine is available for guest use. Linen changes and towel changes are available at a supplementary charge. Room cleaning and housemaid services are available on request, as is the option to hire a private cook for those wishing to enjoy home-prepared meals during their stay. Baby equipment is included for families travelling with young children. An airport transfer to the property can be arranged on request. Please be aware that the motor access road leading to the house extends approximately 2 km and is bumpy in nature, making the use of a car strongly recommended for reaching the property. The residence is secured with electric gates, and the owner resides in a separate semi-detached house on the property. Part of the main house is closed and unoccupied. Groups of teenagers are accommodated on request only. Local farm products are available for purchase directly on site.
Distances and Attractions
Agriturismo "Podere Galieni" enjoys a privileged position that places guests within easy reach of some of Tuscany's most celebrated destinations and everyday conveniences. The centre of Certaldo is located 4 km from the property, where guests will find shops, a grocery store, a supermarket, a bicycle rental service, and the "Certaldo" railway station, all within the same distance. A restaurant is situated just 2 km away, and a bus stop is also accessible at 2 km. Tennis facilities are available 4 km from the property, while a marina can be reached within 20 km. Golf enthusiasts will appreciate the proximity of an 18-hole golf course in the surrounding area. For those wishing to visit the coast, the sandy beach of "Cecina Mare" is approximately 80 km away. The property is ideally positioned for cultural excursions, with the medieval town of San Gimignano just 15 km away, the historic city of Volterra at 30 km, Siena reachable within 35 km, and the magnificent city of Florence located 40 km from the property, making Agriturismo "Podere Galieni" an exceptional base from which to explore the very best of Tuscany. Podere Galieni
Policleto
Stunning private house with A/C, private pool, WIFI, TV and panoramic view
Special Offer-
12
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6
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6
Description
Property Summary
Nestled in the rolling hills of Tuscany, Italy, the Fienile di Policleto is a charming single-family holiday rental that offers an authentic and secluded retreat in the heart of one of the most celebrated regions in the world. Located in Bagno A Ripoli, this beautifully positioned property consists of a main house and a separate outbuilding, set within a generous 10,000 square meter plot of land that ensures complete privacy and tranquility. The estate features a terraced garden filled with mature trees and a courtyard, creating a lush and peaceful environment ideal for families or groups of friends seeking a memorable Tuscan escape. Guests benefit from reliable internet wifi throughout their stay, allowing them to remain connected while enjoying the serenity of the countryside. A private swimming pool measuring 17 x 4 meters is one of the most distinctive features of the property, offering a refreshing retreat during the warmer months. Ample parking is available directly on the premises, providing convenience for those arriving by car and planning to explore the surrounding region. The expansive yard surrounding the property further enhances the sense of space and seclusion that defines this exceptional Tuscan residence.
Outdoors
The outdoor spaces of the Fienile di Policleto are thoughtfully arranged to make the most of the stunning Tuscan landscape. The private swimming pool, measuring 17 x 4 meters with a depth ranging from 120 to 220 centimeters, is available for use from May 1st to October 15th and is equipped with a salt-electrolysis pool-cleaning system that ensures clean and well-maintained water throughout the season. Pool maintenance is carried out regularly by the owner and gardener, so guests can enjoy the pool without any concern. An outdoor shower is conveniently located nearby for rinsing off after a swim. The terraced garden, rich with trees and natural vegetation, provides shaded areas perfect for relaxing and unwinding in the open air. The courtyard adds an additional outdoor living space that lends itself to al fresco dining and leisurely gatherings, allowing guests to fully embrace the warmth and beauty of the Italian countryside.
Other Information
Guests should be aware that the motor access road leading to the property is unpaved and approximately 30 meters long, so a vehicle with adequate ground clearance is advisable. The owner resides on the same property and keeps a dog, and guests may also encounter animals in the surrounding neighborhood. A car is strongly recommended for exploring the area comfortably and for accessing nearby towns and attractions. The property is well-suited for families or groups of friends looking for a private and self-contained stay in the Tuscan countryside.
Distances and Attractions
The Fienile di Policleto enjoys an excellent location that places guests within easy reach of some of Tuscany's most celebrated destinations. The towns of San Polo in Chianti and Grassina are both situated just 6 kilometers from the property, offering local dining, shops, and a taste of authentic Tuscan village life. A small shop can be found just 2 kilometers away, while a supermarket is located 6 kilometers from the property, making everyday provisions straightforward to obtain. The cultural and artistic treasures of Florence are accessible within just 15 kilometers, making day trips to the city entirely effortless. Wine enthusiasts will appreciate the proximity to Greve in Chianti, located 15 kilometers away, while the medieval town of San Gimignano lies 55 kilometers from the property and the iconic city of Siena is approximately 70 kilometers distant. The surrounding area offers a wealth of experiences, from vineyard tours and wine tasting to scenic drives through the Chianti countryside, ensuring that guests have an abundance of activities to enjoy throughout their stay. Policleto
Private Villa with WIFI, private pool, pets allowed, panoramic view, close to Florence
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14
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7
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4
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700 m2
Description
Conveniently located 9 km (6 mi) from Bagno A Ripoli, Italy in the tourist area "Florence And Surroundings" and only 17 km (10 mi) from Florence. Villa Il Casalino, Florentine Hills with Pool is a beautiful vacation rental (700 sq m) with private pool and WiFi internet. The property can sleep up to 14 guests comfortably in seven bedrooms with four bathrooms.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 17 km (10 mi), Greve In Chianti 23 km (14 mi), San Gimignano 61 km (38 mi), Arezzo 78 km (48 mi) and Siena 80 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 17 km (10 mi), Viareggio 117 km (72 mi), Forte Dei Marmi 124 km (77 mi), Rome 281 km (175 mi), Venice 269 km (167 mi) and Milan 319 km (198 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Il Casalino, Florentine Hills with Pool. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 35 km (22 mi), Pisa (psa) 98 km (61 mi), Bologna (blq) 122 km (76 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 275 km (171 mi).
Villa Il Casalino, Florentine Hills with Pool
Brunello
Nice home with A/C, pool, TV, pets allowed and panoramic view
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3
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14
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8
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Brunello 1 | 3 | 2 | 2 | 80 m2 | € 257 /Night |
| Brunello 2 | 4 | 2 | 2 | 90 m2 | € 268 /Night |
| Brunello 3 | 7 | 4 | 3 | 160 m2 | € 342 /Night |
| All 3 Accommodations | 14 | 8 | 7 |
Description
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away.
This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features preserved and has been nicely furnished in a rustic style.
The property is part of a large and renowned farming estate producing an excellent Brunello wine. Access via dirt road (1km).
Distances: Montalcino with all kinds of shops 4 km away, Pienza 20 km, Siena 38 km, Montepulciano 50 km away, Grosseto 55 km away.
At guests’ disposal: large garden (3 hectares) with charming panoramic terrace and swimming-pool (5 x 14 m – maximum depth 1,6 m – open from 01/05 to 30/09), open-air shower (cold water), dressing room with bathroom with shower (warm water), ancient bread oven, laundry (free use). All of the apartments provide alarm system.
Extra services included in the rental price: linen change on Wednesdays.
Extra Services: Baby bed available upon request at € 70,- / per week (payable on site).The produce of the estate is available for clients to be purchased.
Arrivals must be within 19.00.
Please carefully check if there are any extra costs to be paid on site! Brunello
La Casina del Bosco
Beautiful independent holiday villa with WIFI, A/C, private pool and TV, close to Arezzo
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2
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1
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1
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40 m2
Description
You will find La Casina del Bosco in an extremely panoramic position, nestled among silver olive trees in the beautiful, green Alpe di Catenaia. The little house is located not far from the mountain pass that joins the two valleys of Casentino and Valtiberina and will allow you easy day trips in both valleys, in search of monasteries and castles and small, ancient villages carved in stone and unknown to most people. The splendid view that you will see every morning from your windows overlooks the surrounding luxuriant woods, thickets of ancient chestnut and oak trees, where wildlife still reigns supreme. All this makes the place extremely peaceful and almost enchanted.
The house is reached by a small unpaved road (approx. 2 km), which we do not recommend taking with sports cars. About 8 km away is Subbiano, an industrious village with supermarkets, restaurants and shops of all kinds, whose origins can be traced back to Roman times. In the small village of Falciano, just 3 km away, there is a typical Tuscan restaurant where you can enjoy pasta, meat and traditional dishes that we are sure you will not easily forget.
18 km away is the ancient city of Arezzo, to which we recommend you dedicate at least one day, strolling through its paved alleys and beautiful squares.
The little house that you will rent is the result of a recent restoration, built with ancient local stone but above all a depository of very distant origins, it was in fact once used by shepherds who stopped there during the transhumance.
For your days of complete relaxation, there is a panoramic swimming pool surrounded by olive trees ( size m. 6 x 2.70, depth m. 1.30 - open from 01st May to 30th September), a hydro-massage tub (5 seats, size m. 2.20 x 2.20 - available with extra charge), a pergola furnished with table and chairs to enjoy your meals in the open air, a barbecue and a fully equipped garden. The outdoor area (approx. 1200 sqm) is fully fenced and your small four-legged friends are very welcome. You will find the house decorated with antique furniture that perfectly matches its features, giving it a cosy and warm atmosphere.
At the Casina del Bosco you will experience your ideal holiday with your partner, in absolute relaxation, in a romantic and magical place. La Casina del Bosco
Casale Lorenzo
Superb independent holiday rental with A/C, WIFI, private pool and TV, near Arezzo
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10
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5
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6
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250 m2
Description
An original stone farmhouse at the gateway to the green Casentino valley and north of the city of Arezzo. The villa Casale Lorenzo with its beautiful fenced park, the large private swimming pool (size 15 x 8 m - depth 1,00 - 2,40 m - open from 01st May to 30th September) with changing room, bathroom with shower and equipped solarium, the relaxing Jacuzzi (Extra payment required) offers wide space for everyone to enjoy an unforgettable holiday with family or friends. You won't be able to give up a dip in the pool, a barbecue on the cool furnished porch or an afternoon in the Jacuzzi with a good glass of wine. Also your small size four-legged friends are welcome here (extra charge could be required).
3 km away from the villa is the small village of Subbiano, where you will find shops, supermarkets and restaurants. Absolutely not to be missed, on hot summer days, is a trip to the nearby Park of the Casentino Forests, among ancient castles and remote monasteries, which will give you moments of true wonder.
The villa Casale Lorenzo is luxuriously equipped with air-conditioning, a billiard room, a large, well-equipped kitchen and an indoor barbecue. A décor composed of local antiques offers countless nooks and crannies for you to relax while reading your favourite book. For you and your children, there is an infinite, safe green space and a billiard table where you can play tournaments and games.
An extra touch comes from the extremely cordial welcome of Massimo and Nadia, the owners, who are always attentive to make you feel welcome and at home. Casale Lorenzo
Certaldo 56
Multi-unit property with WIFI, pool, TV, patio, pets allowed, panoramic view, close to San Gimignano
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3
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13
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4
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Podere la Torre 56.2 | 5 | 2 | 1 | 55 m2 | € 93 /Night |
| Podere la Torre 56.1 | 4 | 1 | 1 | 50 m2 | € 85 /Night |
| Podere la Torre 56.4 | 4 | 1 | 1 | 46 m2 | € 85 /Night |
| All 3 Accommodations | 13 | 4 | 3 |
Description
Property Summary
Nestled on a secluded, sunny hilltop in the heart of the Tuscan countryside near Certaldo, Italy, Podere La Torre is a beautifully renovated working farm that offers an authentic and refined holiday rental experience. Surrounded by meadows, fields, and vineyards, this expansive property combines rustic charm with modern comforts, making it an ideal retreat for those seeking tranquillity and natural beauty. The estate features a generous yard in its natural state, complete with a well-maintained lawn and lush plants that enhance the serene atmosphere of the surroundings. Guests have access to a 5 x 10 metre swimming pool, available seasonally from April 24th to October 2nd, providing a refreshing escape during the warmer months. Staying connected is effortless thanks to internet WiFi access available throughout the property, while the on-site EV charging station ensures that guests travelling with electric vehicles are well catered for.
Outdoors
The outdoor spaces at Podere La Torre are thoughtfully designed to complement the natural landscape and invite guests to make the most of the Tuscan climate. The 5 x 10 metre swimming pool, open seasonally from April 24th to October 2nd, serves as the centrepiece of the exterior, offering a refreshing setting framed by the rolling countryside. A dedicated outdoor shower provides convenient access after a swim. The terrace is furnished with garden furniture, creating a comfortable space for outdoor dining, relaxation, and taking in the panoramic views of the surrounding meadows and vineyards. A barbecue is also available, allowing guests to enjoy al fresco meals in a truly picturesque setting. The natural state garden, with its open lawn and established plants, adds to the sense of space and seclusion that defines this remarkable property.
Other Information
Podere La Torre offers a range of practical amenities to ensure a comfortable and self-sufficient stay. Inside the complex, guests have access to a washing machine, tumble dryer, and bicycles, supporting both everyday convenience and active exploration of the surrounding area. Linen changes are carried out on a weekly basis. Heating is available at the property and is charged as an additional cost to be paid on site. Parking is available directly on the premises. It is worth noting that the owner resides on the same property. The farm also sells local farm products, offering guests a genuine taste of the Tuscan agricultural tradition.
Distances and Attractions
Podere La Torre enjoys an enviable location just outside Certaldo Alto, with the historic centre of the town reachable on foot in approximately 20 minutes. A general store and supermarket are situated 2 kilometres from the property, while a shopping centre and bakery are conveniently located just 1 kilometre away. An outdoor swimming pool can also be found 2 kilometres from the estate. The surrounding area offers a wealth of leisure activities, including golf, tennis, riding stables, and a children's playground, ensuring there is something for guests of all ages. Beyond the immediate vicinity, the cultural treasures of Florence and Siena are both within a reasonable driving distance, making Podere La Torre an ideal base from which to explore some of Tuscany's most celebrated destinations. Certaldo 56
Certaldo 653
Stunning multi-unit house with pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
Special Offer-
5
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28
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10
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Villetta Aia (Cet120) 653.1 | 4 | 1 | 1 | 30 m2 | € 62 /Night |
| Archi (Cet121) 653.2 | 6 | 2 | 2 | 70 m2 | € 72 /Night |
| Belvedere (Cet122) 653.3 | 8 | 3 | 2 | 80 m2 | € 90 /Night |
| Giuggiolo (Cet124) 653.5 | 6 | 3 | 1 | 61 m2 | € 80 /Night |
| Panorama (Cet125) 653.6 | 4 | 1 | 1 | 35 m2 | € 56 /Night |
| All 5 Accommodations | 28 | 10 | 7 |
Description
Property Summary
Nestled on the sun-drenched slopes of Certaldo, in the heart of Tuscany, Italy, Cameli is a charming agricultural estate that offers an authentic and immersive experience in the Tuscan countryside. Spread across an expansive 150,000 m2 of land, this remarkable vacation rental comprises 6 individually designed and furnished apartments distributed over 3 storeys, ensuring that each guest enjoys a unique and personal sense of space. The estate is enveloped by rolling fields and vineyards, creating a tranquil setting that perfectly captures the timeless beauty of rural Italy. Guests benefit from complimentary internet Wi-Fi throughout their stay, allowing them to remain connected while fully embracing the peaceful surroundings. The property features a generous yard adorned with a variety of trees, an orchard, and a scenic pond, offering ample space for leisurely strolls and quiet moments in nature. A large swimming pool is also available to guests, providing a refreshing retreat during the warmer months. Whether you are travelling as a couple, a family, or a group, Cameli delivers a harmonious blend of modern comfort and traditional Tuscan character.
Outdoors
The outdoor spaces at Cameli are thoughtfully arranged to invite relaxation and enjoyment throughout the seasons. The centrepiece of the exterior is the impressive swimming pool, measuring 14 x 8 metres with a depth ranging from 110 to 250 cm, offering a safe and enjoyable environment for swimmers of all abilities. The pool is available to guests from 11th April to 31st October, making it an ideal feature for spring and summer stays. Surrounding the pool and spread across the estate's extensive grounds, guests will find comfortable garden furniture that encourages outdoor lounging and socialising. A pergola provides a shaded retreat for those seeking respite from the Tuscan sun, while a barbecue facility allows guests to prepare and enjoy al fresco meals in a convivial atmosphere. The estate's grounds are further enriched by a diverse collection of trees, a productive orchard, and a picturesque pond, all of which contribute to the serene and natural ambiance that defines the Cameli experience.
Other Information
Cameli offers a number of additional services and practical features that enhance the overall guest experience. An on-site restaurant and breakfast room are available, with breakfast offered to guests at an additional cost. The restaurant is open to the public and occasionally hosts events, adding a lively and social dimension to the estate. Baby equipment is available on the property, making Cameli a particularly welcoming destination for families travelling with young children. Guests also have the opportunity to purchase locally produced farm products directly from the estate, providing a genuine connection to the agricultural heritage of the region. On-site parking is available for those arriving by car, though guests should be aware that the motor access road is approximately 600 metres long and has an uneven surface. The owner of the estate resides on the property, ensuring a personal and attentive level of hospitality throughout your stay.
Distances and Attractions
Cameli benefits from a convenient location that places a wealth of cultural, historical, and gastronomic attractions within easy reach. The centre of Certaldo, a charming medieval town celebrated for its historic upper village and its connection to the renowned Italian author Giovanni Boccaccio, is located just 5 km from the estate. The iconic hilltop town of San Gimignano, famous worldwide for its striking medieval towers and its designation as a UNESCO World Heritage Site, is situated approximately 13 km away, making it an effortless destination for a day trip. The magnificent city of Florence, one of the world's foremost centres of Renaissance art and architecture, is reachable within approximately 35 km, offering guests access to world-class museums, galleries, and cuisine. The surrounding Tuscan landscape itself presents countless opportunities for exploration, from scenic vineyard walks to visits to local wineries and traditional markets, ensuring that every guest finds inspiration and enjoyment beyond the estate's welcoming grounds. Certaldo 653