Simignano Vacation Villa Rentals
Results 441 - 446 of 446
Tassinaia
Amazing private house with WIFI, private pool, TV, terrace, panoramic view, close to San Gimignano
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10
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4
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3
Description
Property Summary
Nestled on top of a sun-drenched hill just 2 km above Castelfiorentino, in the heart of Tuscany, Italy, Tassinaia is a beautifully renovated 19th-century farmhouse surrounded by lush vineyards. This exceptional villa combines historic charm with modern comfort, offering guests a secluded and tranquil retreat while remaining perfectly positioned within easy reach of the region's most celebrated destinations. Set within a fully fenced 2-hectare estate, the property features a magnificent garden ideal for relaxation and leisurely strolls, as well as a private terraced garden adorned with a well-maintained lawn and seasonal flowers. Guests benefit from complimentary WiFi throughout the property, ensuring seamless connectivity during their stay. A dedicated parking area is available on-site for complete convenience. For those who enjoy an active lifestyle, a tennis court is located just 1 km from the property, while the expansive grounds and inviting outdoor spaces provide ample room to unwind and enjoy the Tuscan countryside in absolute privacy.
Outdoors
The outdoor spaces at Tassinaia are thoughtfully designed to make the most of the property's stunning natural surroundings. The centerpiece of the exterior is the private seasonal swimming pool, measuring 12 x 6 metres with a depth ranging from 145 to 300 cm, available for use from 8th May to 16th October. Surrounding the pool, guests will find a well-appointed terrace furnished with garden furniture, perfect for sunbathing or enjoying al fresco meals in the warm Tuscan air. A barbecue area invites convivial outdoor dining, while an outdoor shower adds a practical touch to the poolside experience. The private terraced garden, with its carefully tended lawn and colourful flowers, offers a serene setting for quiet moments of relaxation, and the broader estate grounds, enveloped by vineyards, provide a picturesque backdrop that captures the very essence of the Tuscan landscape.
Other Information
Tassinaia is equipped with a central heating system, which is available from 1st November to 14th April, ensuring a warm and comfortable atmosphere during the cooler months. The property also features a burglar alarm system for added peace of mind throughout your stay. A washing machine is available for guests' use, and linen is changed on a weekly basis. For those who wish to enjoy a more indulgent experience, a private cook can be arranged upon request at an additional cost. Please be aware that the property owner resides on the same estate.
Distances and Attractions
Tassinaia enjoys an enviable location that places guests within easy reach of some of Tuscany's most treasured towns and attractions. The charming town of Castelfiorentino is just 2 km away, offering local shops, restaurants, and everyday conveniences. The Renaissance city of Florence, with its world-renowned museums, galleries, and architecture, is approximately 40 km from the property, making it an ideal destination for a day trip. The medieval hilltop town of Volterra, celebrated for its Etruscan heritage and dramatic scenery, lies around 30 km away, while the iconic city of Siena, famous for its stunning cathedral and the legendary "Palio" horse race, is approximately 55 km distant. Active guests will appreciate the proximity of a riding stable just 2 km away and a golf course approximately 15 km from the property, complementing the tennis facilities available 1 km away. Tassinaia
Aurelia
Independent Villa with WIFI, private pool, TV, patio, panoramic view, close to San Gimignano
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8
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4
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3
Description
Property Summary
Nestled on a hilltop just 2 kilometers from the center of Castelfiorentino, in the heart of Tuscany, Italy, the "Aurelia" rustico cottage offers a truly exceptional holiday rental experience. This recently renovated two-story property combines traditional charm with modern comforts, providing guests with a secluded and peaceful retreat that remains conveniently close to the region's most celebrated destinations. Set within a generous 2-hectare estate, the property is surrounded by a well-maintained, fenced garden featuring a beautiful lawn that enhances the sense of privacy and tranquility. A large swimming pool measuring 12 x 6 meters, with a depth ranging from 145 to 300 centimeters, is available seasonally from May to October, offering a refreshing escape during the warmer months. Guests also benefit from a dedicated tennis court and on-site parking, ensuring both leisure and convenience throughout their stay. Reliable internet Wi-Fi connectivity is provided throughout the property, allowing guests to remain connected whenever needed. The yard surrounding the cottage is thoughtfully landscaped and maintained, creating an inviting outdoor environment that perfectly complements the rustic elegance of the "Aurelia."
Outdoors
The outdoor spaces of the "Aurelia" have been designed to make the most of the property's elevated hillside setting and its expansive natural surroundings. The fenced garden extends across the estate, offering guests ample space to relax and enjoy the Tuscan landscape in complete privacy. The large swimming pool, measuring 12 x 6 meters with a depth of 145 to 300 centimeters, serves as the centerpiece of the outdoor area and is open seasonally from May to October. An outdoor shower is conveniently located nearby for use after a swim. The patio and terrace areas are furnished with garden furniture, providing comfortable spaces for outdoor dining, sunbathing, or simply taking in the surrounding views. A barbecue is also available for guests who wish to enjoy al fresco meals in the open air. The combination of well-kept lawns, shaded terraces, and recreational facilities makes the outdoor environment of the "Aurelia" an ideal setting for relaxation and outdoor living throughout the season.
Other Information
The "Aurelia" cottage is equipped with a full range of modern amenities to ensure a comfortable and worry-free stay. Central heating is installed throughout the property, providing warmth during cooler periods. A burglar alarm system offers guests additional peace of mind and security. A washing machine is available on the premises for guests' convenience during longer stays. Linen is changed on a weekly basis as part of the standard service. For guests who wish to enjoy home-cooked meals without the effort, a cook can be arranged upon request for an additional fee. Check-in and check-out times are not specified in the available information and should be confirmed directly at the time of booking. Pet policies and any additional house rules should also be verified prior to arrival.
Distances and Attractions
The "Aurelia" enjoys a privileged position that places guests within easy reach of some of Tuscany's most celebrated towns and cultural destinations. The center of Castelfiorentino is just 2 kilometers away, while a supermarket, restaurant, and café are accessible within 1.5 kilometers, making everyday conveniences readily available. A railway station and both outdoor and indoor swimming pools can be reached within 8 kilometers of the property. For those wishing to explore the wider region, the historic cities of Firenze, Siena, Lucca, and Pisa are all within driving distance, as are the medieval hilltop towns of Volterra and San Gimignano, each offering a wealth of art, architecture, and gastronomy. Guests with an active lifestyle will also appreciate the proximity of golf courses, tennis facilities, and horseback riding opportunities available in the surrounding area, making the "Aurelia" an ideal base for both cultural exploration and outdoor pursuits. Aurelia
Torre di Meo
Fabulous private holiday villa with private pool, WIFI, terrace and panoramic view
Special Offer-
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3
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Description
Property Summary
Nestled in the heart of Castelnuovo d'Elsa, in the picturesque Tuscan countryside of Italy, the Rustic House "Torre di Meo" is a captivating holiday rental that rises across 4 stories at an elevation of 120 meters above sea level. Surrounded by rolling fields and lush vineyards, this charming property sits just 5 kilometers from the town center of Castelfiorentino, offering guests an authentic rural retreat with breathtaking natural surroundings. The property benefits from a wonderfully sunny position, making it an ideal base for exploring the treasures of Tuscany throughout the seasons. Guests have access to a private yard of 200 square meters, filled with mature trees and natural greenery that create a tranquil and shaded environment. An above-ground swimming pool measuring 5 x 4 meters is available for use from May 15th to October 1st, providing a refreshing escape during the warmer months. Reliable Internet WiFi is available throughout the property, ensuring connectivity for those who need to stay in touch during their stay. Convenient parking is provided directly at the house, offering ease of arrival and peace of mind for guests traveling by car.
Outdoors
The outdoor spaces of the Rustic House "Torre di Meo" are thoughtfully designed to complement the natural beauty of the Tuscan landscape. The private garden, spanning 200 square meters, is a serene haven of trees and natural vegetation, inviting guests to relax and unwind in a genuinely peaceful setting. The 40-square-meter terrace is well-equipped for outdoor living, featuring garden furniture and a barbecue that make it perfectly suited for al fresco dining and leisurely evenings under the Tuscan sky. The above-ground swimming pool, measuring 5 x 4 meters, is maintained by the owner and gardener, ensuring it remains in excellent condition throughout its seasonal availability from May 15th to October 1st. Whether enjoying a morning coffee surrounded by vineyards or hosting an outdoor meal with family and friends, the exterior areas of this property offer a truly memorable experience.
Other Information
The Rustic House "Torre di Meo" is thoughtfully equipped to accommodate families and guests of all needs. Baby equipment is provided at no additional cost for families traveling with young children, ensuring a comfortable and stress-free stay for the youngest guests. Pool maintenance is carried out directly by the owner and gardener, guaranteeing that the outdoor facilities are always well-kept and ready for use. An indoor swimming pool is also available in the surrounding area, located just 5 kilometers from the property, offering an additional leisure option regardless of the weather.
Distances and Attractions
The location of the Rustic House "Torre di Meo" places guests within easy reach of a remarkable array of amenities, services, and cultural destinations. Everyday conveniences are immediately accessible, with a shop and grocery store just 50 meters away, a bakery at 50 meters, and a restaurant only 100 meters from the property. A supermarket is located 5 kilometers away, ensuring that all provisions can be easily sourced. The Castelfiorentino railway station is just 7 kilometers from the property, providing excellent transport connections for those wishing to explore the wider region without a car. For those drawn to the coast, the sandy beach of Calambrone is 70 kilometers away. Golf enthusiasts will appreciate the 18-hole golf course situated 30 kilometers from the property. The surrounding area is steeped in history and culture, with the medieval town of Certaldo reachable in just 16 kilometers, the iconic San Gimignano at 29 kilometers, and the ancient city of Volterra at 44 kilometers. The Renaissance masterpiece of Florence lies just 44 kilometers away, while the historic city of Siena is 65 kilometers from the property, making both destinations perfectly suited for memorable day trips from the Rustic House "Torre di Meo." Torre di Meo
Castelfiorentino 649
Pretty multi-unit villa with pool, WIFI, TV, patio, pets allowed and panoramic view
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4
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24
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5
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
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| Casolare Bretulla 649.1 | 4 | 1 | 1 | 55 m2 | € 75 /Night |
| Casolare Bretulla 649.2 | 6 | 2 | 1 | 75 m2 | € 78 /Night |
| Casolare Bretulla 649.3 | 10 | 3 | 2 | 130 m2 | € 115 /Night |
| Casolare Bretulla 649.4 | 4 | 1 | 1 | 45 m2 | € 68 /Night |
| All 4 Accommodations | 24 | 7 | 5 |
Description
Property Summary
Nestled in the heart of the Tuscan countryside, Casolare Bretulla is a charming country house set within a serene landscape of fields and trees in Montespertoli, Italy. The property comprises 3 separate apartments, each individually designed and furnished to reflect a unique character and style, offering guests an authentic and intimate experience of rural Tuscany. Spread across 10,000 square meters of fully fenced grounds, Casolare Bretulla ensures the utmost privacy throughout your stay. As a holiday rental, it combines the tranquility of the countryside with the convenience of being close to nearby villages and cultural destinations. Guests have access to WiFi, keeping you connected during your time away, while the expansive yard, with its beautiful plants, trees, and open meadow, provides generous space for relaxation and outdoor activities. The magnificent swimming pool, measuring 12 x 6 meters, serves as the centrepiece of the outdoor experience, inviting you to unwind in a truly picturesque setting.
Outdoors
The outdoor spaces at Casolare Bretulla are thoughtfully arranged to make the most of the stunning Tuscan surroundings. The large swimming pool, measuring 12 x 6 meters with a depth ranging from 120 to 150 cm, is available from 10th May to 5th October and is maintained by the owner and gardener, ensuring a clean and hassle-free experience throughout your stay. Sun loungers are positioned around the pool, offering the perfect spot to soak up the warm Italian sunshine. An outdoor shower is conveniently located nearby for use after a swim. The property also features a dedicated barbecue area complete with a barbecue house, making it an ideal setting for outdoor dining and evening gatherings. The beautifully landscaped garden, rich with plants and trees, is complemented by an open meadow that provides ample space for leisure and recreational activities, making the outdoor areas especially well suited for families.
Other Information
Casolare Bretulla is equipped with a washing machine available for shared use at an extra charge. The property is accessible via a 1.2 km motor access road, which is unmade, so guests are advised to plan accordingly when travelling to the property. A roofed parking area is available on the premises, offering convenient and sheltered parking for guests arriving by car. The property is secured with electric gates, adding an additional layer of safety and privacy. The owner resides on the same property and keeps a dog on site. The residence is well suited for families with children, and baby equipment is provided to ensure a comfortable stay for younger guests. Groups of teenagers are accepted only on request. All 3 apartments are individually designed and furnished, each carrying its own distinct character and atmosphere.
Distances and Attractions
Casolare Bretulla enjoys a privileged position in the Tuscan countryside, placing you within easy reach of some of the region's most celebrated destinations. The property is located 6.5 km from Castelfiorentino and 8 km from Certaldo, both offering local amenities, restaurants, and a genuine taste of everyday Tuscan life. The surrounding area is rich with world-renowned cultural and historical attractions, including the medieval hilltop town of San Gimignano, the ancient city of Volterra, the magnificent Siena, and the iconic city of Pisa, all of which are easily reachable and make Casolare Bretulla an ideal base for exploring the very best of Tuscany. Castelfiorentino 649
Castelfiorentino 651
Amazing multi-unit villa rental with WIFI, A/C, pool, TV, terrace and pets allowed
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4
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24
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8
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
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| Francigena 651.1 | 4 | 1 | 1 | 45 m2 | € 91 /Night |
| Francigena 651.2 | 6 | 2 | 2 | 76 m2 | € 120 /Night |
| Francigena 651.3 | 6 | 2 | 2 | 80 m2 | € 120 /Night |
| Francigena 651.4 | 8 | 3 | 2 | 100 m2 | € 139 /Night |
| All 4 Accommodations | 24 | 8 | 7 |
Description
Property Summary
Nestled in the serene Tuscan countryside of Castelfiorentino, Italy, the country house "Francigena" offers an exceptional holiday rental experience for families and large groups seeking tranquillity and natural beauty. Surrounded by lush trees and open fields, this remarkable residence spans over 20,000 m2 and comprises 9 fully appointed apartments, providing generous space and privacy for every guest. The property is equipped with high-speed internet wifi, ensuring you remain connected throughout your stay without compromising the peaceful rural atmosphere. A stunning large swimming pool measuring 15 x 9 m invites you to unwind and refresh during the warmer months, while the expansive yard, with its beautifully maintained green lawns and mature trees, creates an idyllic setting for outdoor relaxation. For guests travelling with electric vehicles, an EV charging station is available on site, adding a modern and practical convenience to this classic Tuscan retreat.
Outdoors
The outdoor spaces at "Francigena" are thoughtfully designed to enhance your enjoyment of the surrounding natural landscape. The swimming pool, available seasonally from 01 April to 31 October, measures 15 x 9 m with a depth ranging from 100 to 140 cm, offering a safe and inviting environment for swimmers of all ages. An outdoor shower is conveniently located nearby for use before and after swimming. The garden, extending across the property's vast grounds, is furnished with comfortable garden furniture, providing the perfect setting for leisurely afternoons in the open air. A barbecue area is also available, allowing you to prepare and enjoy meals outdoors while taking in the peaceful Tuscan scenery. The terrace further complements the outdoor offering, serving as an elegant space for alfresco dining and evening gatherings surrounded by the natural beauty of the estate.
Other Information
A washing machine and tumble dryer are available for shared use among guests, provided at an extra cost, ensuring practicality during longer stays. The property offers ample covered parking for up to 12 cars directly on the premises, making it highly convenient for large groups arriving by vehicle. As the surrounding area is rural in nature, it is recommended that you have access to a car in order to explore the beautiful Tuscan countryside and reach nearby amenities with ease.
Distances and Attractions
The country house "Francigena" enjoys a privileged position that places a wealth of destinations and services within easy reach. The centre of Castelfiorentino is located just 6 km away, while the charming village of Castelnuovo d'Elsa can be reached in only 3 km. The nearest shop is 3 km from the property, and a supermarket is conveniently situated 6 km away. The railway station "Castelfiorentino" is also 6 km from the residence, offering straightforward access to regional rail connections. The world-renowned hilltop town of San Gimignano, celebrated for its medieval towers and rich cultural heritage, is just 30 km away and makes for an unforgettable day trip. For those wishing to combine a countryside retreat with a coastal escape, the sandy beaches of "Cecina Mare" are reachable in approximately 100 km, allowing you to experience the very best of Tuscany's diverse landscapes. Castelfiorentino 651
Montalcino 17
Pretty multi-unit accommodation with WIFI, pool, TV, patio, pets allowed and panoramic view
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| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
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| Torrenieri 17.1 | 6 | 2 | 2 | 100 m2 | € 135 /Night |
| Asciano 17.2 | 6 | 2 | 2 | 90 m2 | € 145 /Night |
| Siena 17.3 | 4 | 2 | 2 | 65 m2 | € 135 /Night |
| Pienza 17.4 | 4 | 2 | 2 | 85 m2 | € 135 /Night |
| Monteroni 17.5 | 4 | 2 | 2 | 70 m2 | € 135 /Night |
| All 5 Accommodations | 24 | 10 | 10 |
Description
Property Summary
Nestled among rolling fields and vineyards in the heart of Tuscany, Italy, Podere San Giuseppe is a beautifully renovated country house offering an authentic and tranquil retreat in the countryside near San Giovanni D'Asso. Positioned on top of a sun-drenched hill, this charming residence comprises 6 individually designed and furnished apartments, each reflecting a unique character and style. Whether you are seeking a peaceful escape or a base from which to explore the rich cultural heritage of the region, this holiday rental delivers an exceptional experience in one of Italy's most celebrated landscapes. The property features a shared swimming pool measuring 8 x 16 metres, with a depth of 140 cm throughout, available seasonally from 1 April to 30 October, offering a refreshing retreat during the warmer months. A dedicated children's pool is also available for younger guests. Connectivity is well catered for with WiFi available throughout the house, ensuring you remain effortlessly connected during your stay. A reception service is on hand to assist with your needs, and a shared washing machine is available for guest use. Linen change is available at a supplementary charge, and room cleaning can be arranged on request at an additional cost. A cook service is also available upon request for an extra fee. Please note that all houses and apartments are individually designed and furnished, and the photographs provided are intended as representative examples only.
Outdoors
The outdoor spaces at Podere San Giuseppe are a true highlight of the property, inviting you to immerse yourself in the serene Tuscan countryside. The shared swimming pool, measuring 8 x 16 metres with a consistent depth of 140 cm, is maintained by the owner and gardener, ensuring impeccable conditions throughout its seasonal availability from 1 April to 30 October. A children's pool provides a safe and enjoyable space for younger guests, while an outdoor shower offers convenient poolside facilities. A spacious terrace completes the outdoor offering, providing an ideal setting for alfresco dining, relaxation, and taking in the sweeping views of the surrounding vineyards and natural landscape. The property sits within a natural state estate, preserving the unspoiled beauty of the environment and enhancing the sense of seclusion and tranquillity that defines this remarkable countryside retreat.
Other Information
Parking is available directly on the premises for your convenience. Please be aware that access to the property involves a 3 km bumpy motor road leading to the grounds, and guests are advised to plan accordingly. Baby equipment is included at no additional cost, making the property well suited for families travelling with young children. Podere San Giuseppe is also suitable for events, offering a distinctive and atmospheric setting for special occasions. Guests are kindly reminded that the wearing of bathing caps is obligatory when using the swimming pool.
Distances and Attractions
Podere San Giuseppe enjoys a well-connected countryside location, with the town of Buonconvento reachable in approximately 7.5 km, where you will find a range of everyday conveniences including shops, a grocery store, a supermarket, and restaurants. The bus stop and railway station of Buonconvento are also located 7.5 km from the property, providing practical transport links for those wishing to explore the wider region without a car. The renowned town of Montalcino, celebrated worldwide for its exceptional Brunello wine, lies 16 km away and is well worth a visit for its medieval architecture and vibrant local culture. The historic city of Siena, a UNESCO World Heritage Site, is situated 35 km from the property, while the enchanting Renaissance town of Pienza can be reached in the same distance. For those wishing to venture further, the elegant hilltop town of Montepulciano is approximately 50 km away, offering outstanding wine, gastronomy, and panoramic views across the Val d'Orcia. Montalcino 17