Vacation Rentals with Air Conditioning in Monsanto i, Italy
Results 121 - 140 of 328
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Description
Property Summary
Nestled in the picturesque landscape of San Casciano In Val Di Pesa, Italy, the charming cottage known as "Ambrogetta" is an exceptional holiday rental that seamlessly combines historic character with modern comfort. Originally built in 1800, this stunning property sits just 1 km from the centre of San Casciano Val di Pesa, offering guests the rare privilege of enjoying serene countryside surroundings while remaining within easy reach of local amenities and services. The expansive grounds extend across an impressive 20,000 m2, providing an extraordinary sense of space, privacy, and natural beauty that defines the entire stay. A beautiful swimming pool measuring 8 x 4 metres and 120 cm in depth invites you to relax and refresh during the warmer months, while the vast yard, adorned with a garden of lawn and mature trees, creates a tranquil setting ideal for unwinding in the open air. A roofed parking area on the premises accommodates up to 2 cars, ensuring convenience upon arrival and throughout your stay. Internet WiFi is also available, keeping you connected whenever needed without compromising the peaceful atmosphere that makes "Ambrogetta" so special.
Outdoors
The outdoor spaces at "Ambrogetta" are truly among its most captivating features, offering a generous and varied environment in which to spend leisurely days beneath the Tuscan sky. The swimming pool, measuring 8 x 4 metres with a depth of 120 cm, is available for use from 01 May to 22 October each year, providing an extended season during which you can enjoy a refreshing swim or simply bask in the warmth of the Italian sun. An outdoor shower is conveniently located nearby, allowing you to rinse off comfortably after a dip in the pool. The surrounding garden, set within the property's vast 20,000 m2 grounds, features a well-maintained lawn interspersed with trees that offer natural shade and a sense of peaceful seclusion. While the garden is not fenced, it flows naturally into the broader landscape, creating an open and inviting atmosphere that encourages relaxation and exploration in equal measure.
Other Information
The swimming pool at "Ambrogetta" operates seasonally, remaining open from 01 May to 22 October each year. The roofed parking area on the premises is capable of accommodating up to 2 vehicles, offering a practical and sheltered solution for guests travelling by car. For those without a vehicle, a bus stop is conveniently located just 300 metres from the property, making it straightforward to access the surrounding area and nearby towns using public transport.
Distances and Attractions
"Ambrogetta" benefits from an enviable location that places some of Tuscany's most celebrated destinations within comfortable reach. The centre of San Casciano Val di Pesa is just 1 km away, allowing you to explore local shops, restaurants, and services with ease. The magnificent city of Florence, renowned for its world-class art, architecture, and culture, is easily accessible from the property, as are the historic cities of Siena and San Gimignano, each offering a wealth of cultural, gastronomic, and scenic attractions that capture the very essence of the Italian experience. Ambrogetta
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Description
Property Summary
Situated in San Casciano In Val Di Pesa, Italy, the "Sole" is a renovated, three-story cozy farmhouse surrounded by trees and vineyards. The property offers a terraced garden with wildlife, an above-ground swimming pool (3 x 8 m, seasonal availability: 31.May - 30.Sep), and outdoor amenities like a shower, terrace, garden furniture, and barbecue. Additionally, you can enjoy Internet Wifi, parking, and a yard during your vacation rental stay.
Outdoors
The property boasts a fenced, 600 m2 private area with a terraced garden featuring a wildlife section and trees. Take advantage of the outdoor shower, terrace, garden furniture, and barbecue facilities. The swimming pool (above ground, 3 x 8 m) is available seasonally from May 31 to September 30, with maintenance provided by the owner/gardener.
Other Information
Convenient services include linen and towel changes (supplemental charges apply), cook upon request (extra cost), and a pre-arrival grocery service. The property can be accessed via an 800m long bumpy, narrow motor access road. On-site parking is available for up to 4 cars. Local sale of farm products is available nearby.
Distances and Attractions
The property is located 2.5 km from the center of San Casciano and offers proximity to various amenities and attractions. Within 2 km, you'll find shops, groceries, supermarkets, restaurants, bakeries, bicycle rentals, and a bus stop. The Florence Santa Maria Novella railway station is 22 km away, while the sandy beach is 90 km from the property. Nearby attractions include Florence (22 km), San Gimignano (40 km), Siena (60 km), and Pisa (74 km). For leisure activities, a golf course (18 holes) is 21 km away, tennis courts are 4 km away, and walking paths start 100 m from the house. An indoor swimming pool is also available 4 km from the property. Sole
Il Casale
Private Vacation rental with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view
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Description
Property Summary
Immerse yourself in the rustic charm of "Il Casale," a cozy vacation rental nestled in the picturesque countryside of Tuscany. This charming cottage boasts a private garden with a meadow, providing the perfect setting to relax and unwind. Enjoy a refreshing dip in the seasonal above-ground swimming pool (8 x 4 m) while taking in the breathtaking views of the surrounding landscape. Stay connected with internet wifi access, and take advantage of the provided garden furniture, barbecue facilities, and private parking on the premises.
Outdoors
Embrace the natural beauty that surrounds "Il Casale." Explore the private garden with its lush meadow, offering a tranquil oasis for you to escape the hustle and bustle of everyday life. Indulge in al fresco dining or simply bask in the warm Tuscan sun while enjoying the stunning countryside vistas.
Other Information
For your convenience, "Il Casale" is located just 2.5 km from the center of Badia a Passignano and 5 km from the center of Montefiridolfi. Please note that the property is accessed via a 2 km long bumpy motor access through an unmade road. Additionally, the owner utilizes some rooms within the house. Experience the authentic flavors of Tuscany by purchasing local farm products available for sale on-site.
Distances and Attractions
While "Il Casale" offers a peaceful retreat, it is conveniently situated just 30 km from the vibrant center of Florence and 90 km from the sea. Explore the surrounding area and discover nearby shops, supermarkets, and the Poggibonsi railway station (20 km), providing easy access to other attractions in the region. Immerse yourself in the natural beauty of San Casciano In Val Di Pesa, Italy, and create lasting memories during your vacation rental stay. Il Casale
Villa Agnola
Unique private villa rental with WIFI, private pool, A/C, TV and patio, close to Greve In Chianti
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Description
Villa Agnola is located in the centre of San Casciano In Val Di Pesa, Italy and only 20 km (12 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Property Villa Agnola is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with six bathrooms.
The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 mi).
Additional Information
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) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).
Villa D'agnola
Mattei Villa
Superb independent holiday home with A/C, private pool, WIFI, hot tub, TV, close to Greve In Chianti
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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.
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Description
Conveniently located 740 m (2376 ft) from Varna, Italy and only 19 km (12 mi) from San Gimignano. Villa Varna is a lovely stone building (400 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 30 people comfortably in 14 bedrooms with eight bathrooms.
The property consists of a main building and an annex. The interiors of the two buildings have been divided into 8 apartments, each with its own independent entrance.
What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 30 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 19 km (12 mi), Greve In Chianti 51 km (32 mi), Florence 51 km (32 mi), Siena 56 km (35 mi) and Pisa 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 51 km (32 mi), Viareggio 97 km (60 mi), Forte Dei Marmi 101 km (63 mi), Rome 291 km (181 mi), Venice 296 km (184 mi) and Milan 338 km (210 mi).
Additional Information
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 53 km (33 mi), Pisa (psa) 70 km (43 mi), Bologna (blq) 145 km (90 mi), Genova (goa) 234 km (145 mi) and Venezia (vce) 298 km (185 mi).
Villa Boscone
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Description
Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena. Property Villa Di Gaiole is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.
The Experience
When you arrive at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
Alice - Podere Ribatti - Casole D'Elsa, Toscana
Lovely accommodation with WIFI, pool, A/C and terrace, close to San Gimignano
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Description
Conveniently located 3 km (2 mi) from Casole D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 22 km (14 mi) from San Gimignano. Property Alice - Podere Ribatti - Casole D'elsa, Toscana is a nice property (100 sq m) that includes air conditioning and WiFi internet. The property can sleep up to two guests comfortably in one bedroom with one bathroom.
What to Expect
Upon arrival at Alice - Podere Ribatti - Casole D'elsa, Toscana you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful 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. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two people.
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 22 km (14 mi), Siena 38 km (23 mi), Greve In Chianti 56 km (35 mi), Florence 63 km (39 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 165 km (102 mi), Rome 272 km (169 mi), Venice 310 km (193 mi) and Milan 358 km (222 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 163 km (101 mi), Roma Ciampino (cia) 281 km (175 mi) and Roma Fiumicino (fco) 294 km (183 mi).
Alice - Podere Ribatti - Casole D'elsa, Toscana
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 15% (minimum 10 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 18% (minimum 14 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 20% (minimum 21 nights).
Book your vacation for the period from 07 April 2026 to 03 May 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 03 May 2026 to 31 May 2026 and save 15% (minimum 4 nights).
Villa le Caggia
Private Villa rental with WIFI, A/C, hot tub, private pool, TV, patio, panoramic view, near Siena
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Description
Conveniently located 6 km (4 mi) from Arnano, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Siena. Villa Le Caggia is a beautiful stone building (500 sq m) with hot tub, WiFi internet and private pool. The property can accommodate up to 16 guests comfortably in seven bedrooms with seven bathrooms.
The Experience
When you arrive at Villa Le Caggia you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a hot tub, playground, barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 19 km (12 mi), San Gimignano 33 km (20 mi), Greve In Chianti 53 km (33 mi), Montalcino 55 km (34 mi) and Florence 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (43 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 170 km (106 mi), Rome 254 km (158 mi), Venice 319 km (198 mi) and Milan 362 km (225 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Caggia. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 22:00
Check-Out Time: 00:00 - 10:00
Pool Open: 15 March - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 83 km (52 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 168 km (104 mi), Roma Fiumicino (fco) 250 km (155 mi) and Roma Ciampino (cia) 264 km (164 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets required to prepare delicious Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the additional cost and how to schedule this service.
The villa is equipped with an electric fence that is activated at night to protect the outdoor areas from wild animals.
Pets are welcome (even more than one), but we cannot guarantee that dogs will not wander off. Villa Le Caggia
Il Gabbro, Luxury Experience
Pretty private house with A/C, WIFI, private pool, TV and pets allowed
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Description
Il Gabbro, Luxury Experience is a beautiful holiday rental (450 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Conveniently located 8 km (5 mi) from Casole D'elsa, Italy in the tourist area "Central Tuscany" and only 31 km (20 mi) from San Gimignano.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 31 km (20 mi), Siena 46 km (29 mi), Greve In Chianti 57 km (35 mi), Florence 72 km (45 mi) and Montalcino 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 121 km (75 mi), Forte Dei Marmi 133 km (82 mi), Rome 281 km (174 mi), Venice 319 km (198 mi) and Milan 369 km (229 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Gabbro, Luxury Experience. 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 April - 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) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 171 km (106 mi), Roma Fiumicino (fco) 262 km (163 mi) and Genova (goa) 263 km (163 mi).
Il Gabbro, Luxury Experience
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Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
Agriturismo Agresto Apartments and Cottage, Pool,
Beautiful apartment with WIFI, pool, A/C, TV and panoramic view, close to San Gimignano
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| Noce Cottage with Pool, Casole D'Elsa | 2 | 1 | 1 |
Description
Conveniently located in Casole D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano. Agriturismo Agresto Apartments And Cottage, Pool, is a beautiful holiday home with air conditioning, WiFi internet and shared pool. The apartment has a total of four private units. The property can accommodate up to 15 people comfortably.
Your Experience
Upon arrival at Agriturismo Agresto Apartments And Cottage, Pool, you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Siena 39 km (25 mi), Greve In Chianti 53 km (33 mi), Florence 65 km (40 mi) and Montalcino 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (40 mi), Viareggio 114 km (71 mi), Forte Dei Marmi 126 km (78 mi), Rome 274 km (170 mi), Milan 359 km (223 mi) and Naples 465 km (289 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 20 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) 78 km (48 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 164 km (102 mi), Genova (goa) 257 km (159 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Agriturismo Agresto Apartments And Cottage, Pool,
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| Accommodation | |||||
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| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
Gaiole in Chianti 649
Multi-unit villa with WIFI, A/C, private pool, TV, terrace, pets allowed, panoramic view
- 3
- 24
- 10
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.
Outdoors
The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.
Other Information
The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.
Distances and Attractions
Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
Villa Belvedere
Superb independent vacation home with A/C, WIFI, private pool, TV and patio, close to San Gimignano
- 8
- 4
- 3
Description
Villa Belvedere is located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano. Villa Belvedere is a beautiful stone building (250 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival at Villa Belvedere you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 13 km (8 mi), Siena 57 km (36 mi), Pisa 61 km (38 mi), Greve In Chianti 61 km (38 mi) and Florence 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (41 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 292 km (181 mi), Milan 355 km (221 mi) and Naples 483 km (300 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 62 km (39 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 232 km (144 mi) and Roma Ciampino (cia) 301 km (187 mi).
Special Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Belvedere
Villa Melinda
Superb private house with A/C, WIFI, private pool, TV, terrace, pets allowed, close to San Gimignano
- 6
- 3
- 3
Description
Beautiful villa located in the countryside between Siena and Florence, renovated in 2015 maintaining and enhancing the rustic style and at the same time equipping it with all comforts to ensure a relaxing and welcoming environment. The house is arranged over three floors and has an attractive design with a taste of modern combined with some antique furniture. The property also has a small fenced garden of 1,000 sq m. equipped with pool for exclusive use of the guests (11m. x 5m. prof. 150cm.), there is also a nice loggia equipped for outdoor dining with barbecue.
Possibility to arrange chef service and cooking classes (upon request and to be paid on the spot); possibility of massages by professionals (to be arranged directly on the spot).
Free Wi-Fi internet. Air conditioning throughout. Parking near the property (30 meters). Access to the house with 150m. of unpaved road. The property is located at 8km. from the center of "Certaldo", at 19km. from "San Gimignano", at 20km. from the golf course, at 55km. from Siena and 59km. from Florence. Villa Della Meletta
Book 42 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
- 6
- 3
- 3
Description
Property Casa Meletta is a beautiful stone building (140 sq m) that includes hot tub, air conditioning and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Casa Meletta is located 2 km (1 mi) from Gambassi Terme, Italy and only 19 km (12 mi) from San Gimignano.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills and the city ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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. Outside you will also find a hot tub, barbecue grill and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 19 km (12 mi), Greve In Chianti 50 km (31 mi), Siena 55 km (34 mi), Florence 57 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 301 km (187 mi) and Milan 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 58 km (36 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 162 km (100 mi), Genova (goa) 247 km (154 mi) and Roma Ciampino (cia) 299 km (186 mi).
L'antica Meletta
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 14 nights.
Villa Luana
Superb private vacation home with WIFI, A/C, private pool, TV, panoramic view, near San Gimignano
- 9
- 4
- 2
Description
Villa Luana is a nice stone building (220 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to nine guests comfortably in four bedrooms with two bathrooms. Villa Luana is located in Gambassi Terme, Italy and only 16 km (10 mi) from San Gimignano.
What to Expect
When you arrive at Villa Luana you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 16 km (10 mi), Florence 57 km (35 mi), Greve In Chianti 57 km (35 mi), Siena 58 km (36 mi) and Pisa 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 103 km (64 mi), Forte Dei Marmi 114 km (71 mi), Rome 292 km (182 mi), Venice 302 km (188 mi) and Milan 345 km (214 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 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) 60 km (37 mi), Pisa (psa) 75 km (47 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 245 km (152 mi) and Roma Ciampino (cia) 301 km (187 mi).
Villa Edi
Villa di Pillo
Pretty private villa with private pool, WIFI, A/C, TV, balcony, close to San Gimignano
- 8
- 3
- 3
Description
Villa Di Pillo is a nice holiday home (140 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight people comfortably in three bedrooms with three bathrooms. Conveniently located 4 km (2 mi) from Gambassi Terme, Italy and only 20 km (13 mi) from San Gimignano.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 20 km (13 mi), Greve In Chianti 51 km (31 mi), Florence 52 km (32 mi), Siena 59 km (37 mi) and Pisa 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 98 km (61 mi), Forte Dei Marmi 110 km (68 mi), Rome 294 km (182 mi), Venice 293 km (182 mi) and Milan 338 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Di Pillo. 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) 54 km (33 mi), Pisa (psa) 70 km (44 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 243 km (151 mi) and Venezia (vce) 299 km (186 mi).
More Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
La Capannina Di Pillo
Chianti Resort
Fantastic apartment with A/C, pool, WIFI, TV, patio and panoramic view, near San Gimignano
- 2
- 12
- 6
- 4
| Accommodation | |||
|---|---|---|---|
| Casa Ginestra | 6 | 3 | 2 |
Description
The Chianti Resort offers 3 independent apartments and we manage only 2 of them and 2 exclusive villas for rent.
Each apartment has a private garden with an area equipped for dining out and the 3 apartments together share the swimming pool.
Property Chianti Resort is a nice stone building that includes pool, WiFi internet and air conditioning. Chianti Resort is a country resort that has a total of two independent units. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio, playground and barbecue grill. This vacation rental 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, such as the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 13 km (8 mi), Siena 53 km (33 mi), Greve In Chianti 63 km (39 mi), Pisa 64 km (40 mi) and Florence 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (41 mi), Viareggio 93 km (58 mi), Forte Dei Marmi 108 km (67 mi), Rome 292 km (181 mi), Venice 312 km (194 mi) and Milan 353 km (219 mi).
Additional Information
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): Pisa (psa) 66 km (41 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 241 km (149 mi) and Roma Ciampino (cia) 301 km (187 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Chianti Resort
