Vagliagli Vacation Villa Rentals
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Alice - Podere Ribatti - Casole D'Elsa, Toscana
Lovely accommodation with pool, WIFI, 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. Alice - Podere Ribatti - Casole D'elsa, Toscana is a beautiful holiday home (100 sq m) with WiFi internet and air conditioning. The property can sleep up to two people comfortably in one bedroom with one bathroom.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation 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. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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).
Lina - Podere Ribatti - Casole D'Elsa, Toscana
Comfortable accommodation with pool, WIFI, TV 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. Holiday rental Lina - Podere Ribatti - Casole D'elsa, Toscana is a nice property (50 sq m) that includes WiFi internet. The property can sleep up to two people comfortably in one bedroom with one bathroom.
The Experience
After arriving at Lina - Podere Ribatti - Casole D'elsa, Toscana you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. There is a kitchen including 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 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 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).
The swimming-pool is to be shared with 4 further apartments, one of which is where the owners live. Lina - Podere Ribatti - Casole D'elsa, Toscana
Book your vacation for the period from 17 June 2025 to 02 November 2026 and save 15% (minimum 10 nights).
Book your vacation for the period from 17 June 2025 to 02 November 2026 and save 18% (minimum 14 nights).
Book your vacation for the period from 17 June 2025 to 02 November 2026 and save 20% (minimum 21 nights).
Casa Ovile
Private Vacation rental with A/C, private pool, WIFI, TV, patio, panoramic view, near San Gimignano
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Description
Independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside guests can enjoy use of a large, 1-hectare garden with fenced-in pool. In close proximity there is a small river and a lake offering sport fishing facilities. Horse-back riding facilities approx. 500 meter away.
A secondary road connecting the small towns of Certaldo and Marcialla passes at the back of the house.
The railway station in Certaldo allows easy access to Florence, Siena, Empoli, Pisa…
A pizzeria is 250 m from the house away.
Distances: Certaldo with shops of all kinds 6 km away, San Gimignano 20 km, Empoli 32 km, Florence 36 km, Volterra 44 km away, Siena 54 km, Pisa 90 km, Lucca 105 km away, the coastline area (Cecina) is approx. 90 km away and the Chianti Classico region is within 20/50 km.
At guests’ disposal: large garden, private, entirely fenced-in swimming-pool (4,4 x 8 m – depth 0,90 - 1,80 m – open from 01/05 through 30/09), furnished outdoor area with table, chairs and barbecue.
This property is fenced only on the side of the road.
Parking within the grounds.
Extra Services: Baby bed upon request.
Small pets are allowed by paying an extra charges of € 60,- / per pet (to be paid locally).
Please carefully check if there are any extra costs to be paid on site! Casa Ovile
Novellina
Independent House with WIFI, private pool, A/C, TV, patio, panoramic view, near San Gimignano
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Description
Property Summary
La Novellina is a luxury villa set on a 30-hectare organic estate in the heart of the Chianti hills near Fiano, Italy. Originally an 11th-century watchtower along the historic Via Francigena, this distinguished property has been fully restored to combine authentic Tuscan charm with modern comfort. The villa features 5 bedrooms and accommodates up to 10 guests, offering panoramic views and complete privacy throughout its elegant interiors. You will enjoy access to a private swimming pool surrounded by the peaceful countryside. The estate provides reliable internet wifi connectivity to keep you connected during your stay. Ample parking is available on the property grounds. The villa is set within beautifully maintained grounds that include a spacious yard encompassing organic olive groves, vegetable gardens, fruit orchards, and medicinal herbs. This exceptional residence serves as an ideal base for families or groups seeking to explore Tuscany's most iconic destinations while experiencing the tranquility of authentic rural Italian living.
Outdoors
You will find the outdoor spaces at La Novellina designed to immerse you in the natural beauty of the Chianti landscape. The private swimming pool provides a refreshing retreat with sweeping views across the rolling hills and valleys that define this celebrated wine region. The surrounding yard extends across 30 hectares of certified organic farmland, featuring 2,000 olive trees that produce estate olive oil, along with productive vegetable gardens and fruit orchards that supply seasonal produce throughout the year. You can explore the medicinal herb gardens and discover the estate's saffron cultivation, a historic Tuscan specialty that has been grown locally since the Middle Ages. The outdoor areas offer numerous spaces for relaxation and al fresco dining, where you can enjoy the panoramic vistas and experience the sustainable, low-impact tourism philosophy that guides the estate's agricultural practices.
Other Information
The estate operates as a fully certified organic farm, emphasizing sustainable agricultural methods and environmental stewardship. You will have the opportunity to experience zero-meter food through access to seasonal farm produce grown directly on the property. The saffron production represents a continuation of medieval Tuscan agricultural traditions, highlighting the estate's commitment to preserving regional heritage. The property's location along the historic Via Francigena pilgrimage route adds historical significance to your stay, connecting you to centuries of travelers who passed through this same landscape.
Distances and Attractions
La Novellina offers exceptional proximity to Tuscany's most celebrated destinations. The medieval towers of San Gimignano are just 20 minutes away, while the ancient Etruscan city of Volterra can be reached in 40 minutes. Florence, with its Renaissance masterpieces and world-class museums, lies 45 minutes from the property, and the Gothic splendor of Siena is 50 minutes distant. The Leaning Tower of Pisa and the sandy beaches of Versilia are both approximately 1 hour away. The charming village of Fiano sits within walking distance, offering convenient access to local cafes and shops for your daily needs. Both Florence and Pisa airports are easily reachable, providing convenient international connections for your arrival and departure. Novellina
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Maggiano
Independent House with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
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Description
Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic country style, the villa offers all amenities and is perfect for a family or group of friends.
Outside, the house is surrounded by a large garden with a beautiful pool and a barbecue area. The garden offers a splendid, panoramic view of the surrounding nature and countryside.
The owners live in an adjacent unit, and are always available to provide any help guests may need, as well as excellent recommendations for a smooth Chianti holiday. They have a separate entrance to their unit and do not share any of the guests’ outdoor spaces.
The property’s location is excellent for visiting the main cities and areas of Chianti and Tuscany, such as San Gimignano, Castelfiorentino, Florence, Siena, Lucca and the Tuscan coast.
At guests’ disposal: 5 bedrooms, all with air conditioning; large, well-tended garden that is completely enclosed; above-ground pool (9 x 4 m; depth: 1,2 m) for guests’ exclusive use; panoramic views; free WIFI internet; parking within the grounds; portico with panoramic views for dining outside; portable barbecue and wood-burning oven.
Distances: Lucardo (restaurant and pizzeria) 2 km, Fiano (small food shops, pharmacy, bar, pizzeria, post office and bank) 2,5 km, Montespertoli (shops of all kinds) 9 km, Certaldo 11 km, San Gimignano 23 km, Florence 40 km, Siena 46 km, Pisa and Lucca about 80 km, the Tuscan coast (Livorno, Tirrenia, Castiglioncello, Cecina) about 100 km.
Please carefully check if there are any extra costs to be paid on site! Maggiano
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Description
Casa Andrea, beautiful country house near San Gimignano with panoramic views of the Chianti hills.
The interiors are tastefully furnished with traditional Tuscan materials. Outside, there is a private area furnished with a dining area where you can enjoy beautiful views of the surrounding landscape. Guests have an outdoor hot tub at their disposal.
The culinary and cultural traditions of the area have made it world famous. The house is a perfect base for exploring the Chianti and Tuscany’s most charming hamlets and art cities, such as Certaldo, Volterra, San Gimignano, Florence, and Siena.
At guests’ disposal: 2 bedrooms and 2 bathrooms; air conditioning in the bedrooms and living room; outdoor hot tub for 4 people, heatable up to 30-34°; washing machine and dryer; fenced-in garden; parking spots for 2 cars inside the grounds; electric vehicle charging station (for a fee); Wifi internet
Distances: San Gimignano (shops of all kinds) 3 km, Poggibonsi (shops of all kinds) 8 km, Volterra 33 km, Siena 38 km, Florence 50 km, Pisa 80 km, Lucca 80 km, Montalcino 80 km, Pienza 90 km, Arezzo 115 km.
Please check carefully for any extras that must be paid at the property! Casa Andrea
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Le Sodole Farmhouse, San Gimignano
Wonderful private holiday villa with pool, WIFI, TV, pets allowed and panoramic view
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Description
Property Le Sodole Farmhouse, San Gimignano is a beautiful property (700 sq m) that includes WiFi internet. The property can accommodate up to 18 people comfortably in nine bedrooms with seven bathrooms. Conveniently located 2 km (1 mi) from San Gimignano, Italy in the tourist area "San Gimignano And Surroundings" and only 43 km (27 mi) from Greve In Chianti.
Your Experience
When you arrive at Le Sodole Farmhouse, San Gimignano you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid 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 relax at the end the day. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 18 people. If you prefer to dine 'al fresco', there is a fully furnished 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 43 km (27 mi), Siena 47 km (29 mi), Florence 58 km (36 mi), Pisa 72 km (45 mi) and Montalcino 83 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 101 km (63 mi), Forte Dei Marmi 112 km (70 mi), Rome 281 km (175 mi), Venice 305 km (189 mi) and Milan 354 km (220 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Le Sodole Farmhouse, San Gimignano. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:30 - 19:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 May - 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) 71 km (44 mi), Pisa (psa) 73 km (46 mi), Bologna (blq) 157 km (98 mi), Genova (goa) 250 km (155 mi) and Roma Ciampino (cia) 290 km (180 mi).
Le Sodole Farmhouse, San Gimignano
Book your vacation for the period from 25 April 2026 to 02 November 2026 and save 10% (minimum 14 nights).
Book your vacation for the period from 25 April 2026 to 02 November 2026 and save 15% (minimum 21 nights).
La Tesa Country House with Pool S. Gimignano
Unique private vacation rental with private pool, WIFI, TV, terrace, pets allowed and panoramic view
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Description
La Tesa Country House With Pool S. Gimignano is located 3 km (2 mi) from San Gimignano, Italy and only 42 km (26 mi) from Siena in the tourist area "San Gimignano And Surroundings". La Tesa Country House With Pool S. Gimignano is a lovely vacation rental (150 sq m) with WiFi internet and private pool. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
The Experience
Upon arrival at La Tesa Country House With Pool S. Gimignano you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, shopping, 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. Sharing a meal 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 vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 42 km (26 mi), Greve In Chianti 46 km (29 mi), Florence 54 km (33 mi), Pisa 75 km (47 mi) and Montalcino 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 104 km (65 mi), Forte Dei Marmi 116 km (72 mi), Rome 277 km (172 mi), Milan 348 km (216 mi) and Naples 468 km (291 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at La Tesa Country House With Pool S. Gimignano. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 67 km (41 mi), Pisa (psa) 77 km (48 mi), Bologna (blq) 153 km (95 mi), Genova (goa) 249 km (155 mi) and Roma Ciampino (cia) 286 km (178 mi).
Special Services
Tours - The owner can schedule custom tours for your group. To learn 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.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
La Tesa Country House With Pool S. Gimignano
Book your vacation for the period from 16 May 2026 to 30 May 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 06 June 2026 to 20 June 2026 and save 15% (minimum 7 nights).
Casa Martina, Piazza delle Erbe, San Gimignano
Great home with WIFI, TV and balcony
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Description
Casa Martina, Piazza Delle Erbe, San Gimignano is located 2 km (1 mi) from San Gimignano, Italy and only 43 km (27 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings". Casa Martina, Piazza Delle Erbe, San Gimignano is a beautiful vacation rental (70 sq m) with WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with one bathroom.
What to Expect
Upon arrival at Casa Martina, Piazza Delle Erbe, San Gimignano you’ll find a beautiful clean well-maintained property ideal for a splendid 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 relax with your family and friends 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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: Greve In Chianti 43 km (27 mi), Siena 43 km (27 mi), Florence 55 km (34 mi), Pisa 74 km (46 mi) and Montalcino 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 103 km (64 mi), Forte Dei Marmi 115 km (72 mi), Rome 278 km (173 mi), Milan 349 km (217 mi) and Naples 469 km (291 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 76 km (47 mi), Bologna (blq) 154 km (96 mi), Genova (goa) 246 km (153 mi) and Roma Ciampino (cia) 287 km (178 mi).
Casa Martina, Piazza Delle Erbe, San Gimignano
Castello di Quarate
Beautiful independent house with A/C, WIFI, private pool, TV, patio, close to Greve In Chianti
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Description
Conveniently located 3 km (2 mi) from San Polo In Chianti, Italy in the tourist area "Florence And Surroundings" and only 15 km (9 mi) from Greve In Chianti. Castello Di Quarate is a nice holiday home (900 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing 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 relax at the end the day.
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: Greve In Chianti 15 km (9 mi), Florence 19 km (11 mi), San Gimignano 58 km (36 mi), Arezzo 69 km (43 mi) and Siena 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 19 km (11 mi), Viareggio 119 km (74 mi), Forte Dei Marmi 127 km (79 mi), Rome 273 km (170 mi), Venice 272 km (169 mi) and Milan 320 km (199 mi).
Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 38 km (24 mi), Pisa (psa) 100 km (62 mi), Bologna (blq) 125 km (77 mi), Genova (goa) 258 km (160 mi) and Venezia (vce) 278 km (173 mi).
Special Services
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Ask for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
Castello Di Tizzano
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Description
Property Summary
At "Il Fienile," a recently renovated two-story vacation rental near Casole D'elsa, Italy, you can find comfort and delight amidst the surrounding meadows and vineyards. The property offers a private, fenced area of 3,000 square meters with trees, a meadow, and amenities like a seasonal above-ground swimming pool (8x4 meters), an outdoor shower, garden furniture, and a barbecue. It also features Internet WiFi, parking, and a yard, ensuring a convenient and enjoyable stay.
Outdoors
The property boasts a beautiful outdoor space with a private and fenced area of 3,000 square meters, complete with trees and a meadow. Guests can enjoy a refreshing swim in the above-ground swimming pool, measuring 8 meters by 4 meters, which is available seasonally from May 1st to October 15th. The pool maintenance is taken care of by the owner/gardener. Additionally, the outdoor area features an outdoor shower, garden furniture, and a barbecue, allowing you to make the most of the pleasant Tuscan weather.
Other Information
This vacation rental is suitable for families and comes equipped with baby equipment included, accommodating up to 4 adults and 2 children comfortably. The property is ideal for those seeking a peaceful retreat away from the hustle and bustle of city life, providing a tranquil and rejuvenating experience.
Distances and Attractions
The property is conveniently located just 3 kilometers from the charming village of Casole d'Elsa, where you can find various amenities such as grocery stores, restaurants, bars, and bakeries. The Colle di Val d'Elsa railway station is also within a short 11-kilometer distance. For those interested in exploring the surrounding area, popular attractions like San Gimignano, Volterra, Siena, and Florence are accessible by car, offering ample opportunities for sightseeing and cultural immersion. Il Fienile
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Description
Property Summary
Poggio all'Aia is a large and comfortable vacation rental located in the charming hamlet of Lucciana, just 3 kilometers from the center of Casole d'Elsa, Italy. This renovated two-story house offers a tranquil and secluded retreat for up to 8 adults. It features a terraced garden, a 5,000 square meter fenced area with a wildlife garden, trees, and a natural garden. Enjoy the seasonal availability of an above ground swimming pool (12 x 5 meters, depth 140 cm), an outdoor shower, a terrace, garden furniture, a barbecue, and parking for up to 4 cars on the premises. The property also includes Internet Wifi and a yard.
Outdoors
Perched on a sunny slope with an elevated position, Poggio all'Aia boasts breathtaking views of the countryside. The property offers a terraced garden and a 5,000 square meter fenced area with a wildlife garden, trees, and a natural garden. Guests can enjoy the seasonal availability of an above ground swimming pool (12 x 5 meters, depth 140 cm) and an outdoor shower. The garden is also equipped with a terrace, garden furniture, a barbecue, and parking for up to 4 cars on the premises.
Other Information
Poggio all'Aia is suitable for groups of up to 8 adults or groups of teenagers upon request only. Baby equipment is included in the rental for families with young children.
Distances and Attractions
Although Poggio all'Aia offers a peaceful retreat, it is conveniently located near many amenities and attractions. A grocery store, bakery, bar, and restaurant are just 3 kilometers away in Casole d'Elsa. A supermarket is 11 kilometers away, and the Colle Val d'Elsa railway station is also 11 kilometers away. Nearby attractions include an outdoor swimming pool and an indoor swimming pool (11 kilometers), a sandy beach (62 kilometers), Volterra (23 kilometers), Siena (38 kilometers), and Florence (64 kilometers). Poggio All'Aia
Le Fonti di Santa Lucia
Superb private villa with private pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view
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Description
Property Summary
Le Fonti di Santa Lucia is a stunning detached villa located in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. This vacation rental offers a secluded and elevated position on a slope, surrounded by meadows and vineyards, making it the perfect countryside retreat. The villa boasts a spacious and fenced garden of 3,000 m2, complete with colorful flowers, trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. Guests can enjoy an outdoor shower, terrace, and parking for up to 4 cars under the roofed area. The villa offers internet WiFi access and linen changes once a week.
Outdoors
The property features a spacious and fenced garden of 3,000 m2, complete with an array of colorful flowers and trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. For added convenience, an outdoor shower and terrace are also available, and the pool maintenance is taken care of by the owner/gardener. Guests can park up to 4 cars under the roofed parking area located at the house.
Other Information
The villa can only be accessed through a 300 m long steep motor road via an unmade road. Linen changes are provided once a week.
Distances and Attractions
The villa is ideally located just 47 km from the center of Siena and 68 km from the sandy beach of Cecina Mare. The nearest bus stop is 2.5 km away, while the railway station ''Poggibonsi'' is 10 km away. The villa is situated in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. Le Fonti di Santa Lucia
Podere S Giovanni
Fabulous independent house with WIFI, private pool, TV, terrace, pets allowed and panoramic view
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Description
Property Summary
Nestled in the picturesque Italian countryside, the recently renovated farmhouse "Podere S Giovanni" offers a serene vacation rental experience. Boasting a private park of 3,000 m2, a stunning 6 x 12 m swimming pool with internal stairs and salt-electrolysis cleaning system, a furnished outdoor area ideal for alfresco dining and barbecues, and rustic stone architecture with terracotta flooring and exposed wooden beams, this property promises a quintessential Italian retreat. Enjoy modern amenities like Internet WiFi, a TV, central heating, and parking while immersing yourself in the rural charm of the Chianti region.
Outdoors
Embrace the beauty of nature at this vacation rental with its meticulously landscaped yard and outdoor spaces. Soak up the Tuscan sun by the private swimming pool, which features a terrace, outdoor shower, and garden furniture, creating the perfect oasis for relaxation. Explore the expansive 3,000 m2 private park with its scenic walking paths, offering a tranquil escape from the hustle of daily life. Gather around the barbecue area and savor delectable meals al fresco while taking in the breathtaking panoramic views of the surrounding countryside.
Other Information
This charming farmhouse offers the convenience of being just 3 km away from the quaint town of Casole d'Elsa, allowing easy access to local shops and restaurants. For those seeking additional services, the owner offers room cleaning and a private cook for an additional fee. Please note that the property does not accept youth groups, ensuring a peaceful environment for all guests. With ample parking on the premises and motor access, you can arrive and depart with ease.
Distances and Attractions
Ideally situated in the heart of the Chianti region, this vacation rental provides a prime location for exploring the surrounding area's rich cultural heritage and natural beauty. Casole d'Elsa, a charming small town, is just 3 km away, offering a taste of authentic Italian life. For those seeking outdoor adventures, a panoramic and hilly road nearby leads to stunning beaches and coasts, reachable within a little over an hour's drive. Additionally, you'll find a golf course within 20 km, tennis courts just 3 km away, and a riding stable 10 km from the property, catering to a variety of interests. The nearest railway station, "Poggibonsi," is conveniently located 25 km away, making it easy to explore the region further. Podere S Giovanni
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Description
Property Summary
Villa "Alba" is a former hayloft that has been renovated into a stunning vacation rental nestled in the picturesque Chianti hills. This detached villa offers a private and fenced garden spanning 500 square meters, complete with a large swimming pool measuring 11 x 6 meters and a depth of 140 centimeters. The pool is available seasonally from May 11th to October 5th, providing a refreshing respite from the summer heat. Additionally, the villa boasts amenities such as an outdoor shower, garden furniture, a barbecue area, and parking on the premises. With its Internet WiFi connectivity, you can stay connected while enjoying the tranquil surroundings.
Outdoors
The outdoor space is a true highlight of this vacation rental. Embrace the peaceful atmosphere of the 500-square-meter private and fenced garden, where you can lounge on comfortable garden furniture or fire up the barbecue for alfresco dining. Take a refreshing dip in the large swimming pool, measuring 11 x 6 meters with a depth of 140 centimeters, available from May 11th to October 5th. Enhance your relaxation with the convenient outdoor shower and soak in the sun-drenched Tuscan countryside.
Other Information
This vacation rental is conveniently located just 3 kilometers from the medieval tower-filled town of San Gimignano, Italy, allowing you to experience the tranquility of the countryside while being in close proximity to the charm and amenities of this historic town. With an 800-meter unmade road leading to the property, you can enjoy a secluded getaway while still being within reach of the region's attractions.
Distances and Attractions
Situated in the heart of Tuscany, this vacation rental offers convenient access to numerous nearby attractions. Explore the charming town of Certaldo, just 12 kilometers away, or venture to Colle Val d'Elsa, a mere 17-kilometer drive. Monteriggioni, a medieval walled town, is a short 29-kilometer journey. Immerse yourself in the renowned Chianti region by visiting Castellina in Chianti, Radda in Chianti, and Greve in Chianti, all within a 44-kilometer radius. For golf enthusiasts, an 18-hole course awaits just 22 kilometers from the villa. Additionally, the historic cities of Volterra and Siena are within easy reach, at 31 and 45 kilometers, respectively, offering a wealth of cultural experiences. Villa Alba
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Description
Property Summary
Il Sangiovese is a beautiful and rustic country house that serves as an ideal vacation rental for those seeking an immersive experience in the serene countryside of San Gimignano, Italy. This semi-detached property enjoys a sunny slope location, offering breathtaking views of the surrounding meadows and vineyards. The house is equipped with modern amenities such as a swimming pool, a well-kept terraced garden, internet WiFi, and private parking, ensuring a comfortable and convenient stay.
Outdoors
The property boasts a well-maintained terraced garden shared among guests, adorned with a variety of flowers and trees that enhance the natural beauty of the surroundings. Additionally, a private swimming pool (9 x 4 m) is available for guests from May 1st to September 30th, meticulously maintained by the owner/gardener to ensure optimal conditions. The house also features a private entrance with electric gates, providing privacy and security for your vacation rental experience.
Other Information
Il Sangiovese offers a harmonious blend of rural tranquility and modern conveniences. The house is conveniently located near the village, granting easy access to restaurants and supermarkets. Guests can also purchase local farm products from nearby stores, allowing them to indulge in the authentic local cuisine. The owner resides on the same property, ensuring that assistance or recommendations are readily available if needed. A car is recommended to fully explore the surrounding area and its attractions.
Distances and Attractions
Il Sangiovese is strategically located near several renowned attractions, providing ample opportunities for exploration during your stay. The historic cities of Siena, renowned for its medieval cityscape, and Volterra, famous for its Etruscan history and alabaster workshops, are within a 55 km and 35 km distance, respectively. Florence, a cultural hub celebrated for its art and architecture, is just 65 km away. Additionally, the railway station "Poggibonsi" is only 20 km away, while the sandy beach "Castiglioncello" is 75 km from the property. Golf enthusiasts can enjoy a 27-hole golf course located 30 km away. Il Sangiovese
Description
Property Summary
Borgo Roccaia is a residence surrounded by trees and vineyards, renovated in 2020, and located just 6 km from the picturesque town of San Gimignano, Italy. This vacation rental offers 20 houses within the property, making it an ideal choice for families or groups seeking a peaceful retreat in the Tuscan countryside. You can enjoy the shared amenities, including a fenced swimming pool (available seasonally from June 1 to September 30), an outdoor shower, a terrace, and a garden with furniture. Additionally, the property provides internet WiFi, parking facilities, and baby equipment for your convenience.
Outdoors
The natural state of the property allows you to immerse yourself in the serene surroundings of trees and vineyards. The highlight is the fenced swimming pool measuring 9 x 18 meters, open from 9:00 AM to 8:00 PM during the seasonal period of June 1 to September 30. Relax on the terrace or in the garden, where you can enjoy the provided furniture while taking in the picturesque views. An outdoor shower is also available for your convenience.
Other Information
The property is situated on top of a hill, offering a secluded and tranquil environment. Please note that the access to the grounds involves a 1 km bumpy and narrow motor access road, followed by a 50-meter footpath leading to the holiday rental houses. While a car is recommended, loading and unloading of baggage is possible at the rental units. The property is maintained by the owner and a gardener who ensures the upkeep of the pool and surroundings.
Distances and Attractions
Borgo Roccaia is conveniently located just 6 km from the center of San Gimignano, a UNESCO World Heritage Site known for its medieval architecture, towers, and historic charm. This proximity allows you to easily explore the town's attractions, including the famous Piazza della Cisterna, the Duomo di San Gimignano, and the iconic medieval towers that have made San Gimignano a popular tourist destination. Additionally, the property's location in the Tuscan countryside provides easy access to other nearby attractions and points of interest in the region. Casa Tibesa
Podere San Michele
Stunning private holiday villa with private pool, WIFI, TV, patio, pets allowed, panoramic view
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Description
Property Summary
"Podere San Michele" is a detached country house nestled in a secluded, sunny position amidst vineyards and meadows near San Gimignano, Italy. It offers a peaceful retreat with amenities such as a private fenced swimming pool with an internal staircase (available seasonally from May 20th to September 30th), an outdoor shower, pergola, terrace, garden furniture, and a barbecue. The property spans 20,000 sq.m. with a shared meadow, and parking is available on-site. Enjoy a vacation rental with amenities like Internet WiFi, a yard, and a swimming pool.
Outdoors
The property boasts ample outdoor spaces, including a meadow for shared use, a private fenced swimming pool with an internal staircase (seasonal from May 20th to September 30th), an outdoor shower, pergola, terrace, garden furniture, and a barbecue area. Nature enthusiasts will appreciate the walking paths that start just 100 meters from the house, providing opportunities for scenic strolls.
Other Information
The owner/gardener maintains the pool, ensuring its pristine condition during your stay. Part of the house is closed and unoccupied, while the owner resides on the same property. Access to the house is via a 200-meter narrow motorway, and parking is available on the premises. Baby equipment is included, and groups of teenagers are welcome upon request. A car is recommended for getting around the area.
Distances and Attractions
"Podere San Michele" is conveniently located near several attractions and amenities. It is 6 km from the center of San Gimignano, 14 km from Poggibonsi (where the nearest railway station is), 45 km from Siena, 36 km from Volterra, 56 km from Florence, and 80 km from Pisa. The nearest shop, grocery, and supermarket are 5 km away, while the nearest restaurant is 3 km away. Outdoor enthusiasts can enjoy tennis, indoor tennis, horseback riding, and walking paths starting just 100 meters from the property. Podere San Michele
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| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for Canto al Sole
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 7 nights.
Last-Minute Offer for Lilla
Book 10 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
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Description
Property Summary
Situated in the charming hamlet of Ranza, just 6 km from the center of San Gimignano, Italy, "Sissi" is a delightful cottage offering a comfortable and peaceful holiday rental surrounded by picturesque trees and fields. The property features a spacious 900 m2 fenced garden, complete with lush trees, an orchard, a manicured lawn perfect for sunbathing, and a private swimming pool. The pool (8 x 4 m, depth 120 - 180 cm) is available seasonally from May 1st to September 30th, providing a refreshing escape during your stay. Additionally, the cottage boasts a lovely terrace with garden furniture and a barbecue, creating an idyllic setting for al fresco dining. Offering internet WiFi and parking on the premises, "Sissi" ensures your comfort and convenience while enjoying the tranquil surroundings.
Outdoors
Embrace the beauty of nature at "Sissi" with its stunning outdoor spaces. The large, 900 m2 fenced garden surrounds the cottage, offering a serene oasis filled with lush trees, an orchard, and a well-maintained lawn perfect for sunbathing. Take advantage of the private swimming pool (8 x 4 m, depth 120 - 180 cm), available seasonally from May 1st to September 30th, providing a refreshing respite from the warm Italian sun. The lovely terrace, complete with garden furniture and a barbecue, creates an idyllic setting for al fresco dining and entertaining with family and friends.
Other Information
While "Sissi" offers a peaceful retreat, it is important to note that a main road is located approximately 30 meters from the property. However, with internet WiFi available on-site, you can stay connected seamlessly while enjoying the tranquil surroundings of your holiday rental. Additionally, parking is available on the premises, ensuring convenient access to the cottage and nearby attractions.
Distances and Attractions
Nestled in the heart of the countryside, "Sissi" offers a prime location for exploring the renowned attractions of the region. Siena, a UNESCO World Heritage Site known for its stunning medieval architecture, is just 60 km away. The historical town of Volterra, with its rich Etruscan heritage, is a mere 30 km from the cottage. Florence, the birthplace of the Renaissance and home to iconic masterpieces like Michelangelo's David, is a 70 km drive, making it an accessible day trip destination. With its convenient location, "Sissi" provides the perfect base for discovering the cultural wonders and natural beauty of the surrounding areas. Sissi
