Vagliagli Villas with Pool
Results 221 - 240 of 441
La Tesa Country House with Pool S. Gimignano
Fabulous independent house with private pool, WIFI, TV, terrace, pets allowed and panoramic view
- 8
- 4
- 4
Description
Holiday rental La Tesa Country House With Pool S. Gimignano is a beautiful property (150 sq m) that includes private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. 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".
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including 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 inquire 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).
More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire 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).
Novellina
Private Villa rental with A/C, WIFI, private pool, TV, patio, panoramic view, near San Gimignano
- 10
- 5
- 6
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
Private House with private pool, A/C, WIFI, TV, patio, panoramic view, close to San Gimignano
- 10
- 5
- 3
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
Le Sodole Farmhouse, San Gimignano
Fabulous private accommodation with private pool, WIFI, TV, pets allowed and panoramic view
- 18
- 9
- 7
Description
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. Vacation rental Le Sodole Farmhouse, San Gimignano is a lovely property (700 sq m) that includes private pool and WiFi internet. The property can sleep up to 18 people comfortably in nine bedrooms with seven bathrooms.
What to Expect
After arriving 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 splendid 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. 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.
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 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 vacation 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 June - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 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 20% (minimum 3 nights).
Castello di Quarate
Fabulous independent villa with WIFI, A/C, private pool, TV, patio, near Greve In Chianti
- 14
- 7
- 7
Description
Vacation rental Castello Di Quarate is a nice property (900 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 14 guests comfortably in seven bedrooms with seven bathrooms. 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.
The Experience
After arriving at Castello Di Quarate you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful 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.
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: 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 holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Baby Sitting - A babysitter can be organized at Castello Di Quarate. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Castello Di Tizzano
- 8
- 4
- 4
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
- 6
- 2
- 2
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
Il Sangiovese
Wonderful property with WIFI, A/C, private pool, TV, patio, pets allowed and panoramic view
- 7
- 4
- 3
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
Le Fonti di Santa Lucia
Unique independent villa with A/C, WIFI, private pool, TV, terrace, pets allowed and panoramic view
- 10
- 5
- 6
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
- 6
- 3
- 2
Description
Property Summary
Nestled in the picturesque Chianti hills of Tuscany, Italy, Villa "Alba" is a beautifully restored former hayloft that has been completely renovated to offer a unique and comfortable holiday rental experience. This detached villa enjoys a quiet and sunny position just 3 kilometers from the iconic medieval town of San Gimignano, renowned for its magnificent tower-filled skyline, allowing you to savour the tranquillity of the Tuscan countryside without sacrificing proximity to the region's most celebrated destinations. The property features a private fenced garden of 500 square meters, providing an intimate and secure outdoor retreat exclusively for your enjoyment. A generously sized swimming pool measuring 11 x 6 meters and 140 centimeters in depth serves as the centrepiece of the outdoor space, available seasonally from May 11th to October 5th. Parking is conveniently available on the premises, and the villa is equipped with internet wifi, ensuring you remain connected throughout your stay.
Outdoors
The outdoor areas of Villa "Alba" invite you to make the most of the Tuscan sunshine and the serene natural surroundings. The private fenced garden of 500 square meters offers ample space for relaxation and leisure, with garden furniture thoughtfully provided for your comfort. The impressive swimming pool, measuring 11 x 6 meters with a depth of 140 centimeters, is the ideal setting for refreshing dips during the warm summer months, with seasonal availability running from May 11th to October 5th. An outdoor shower is conveniently located nearby, allowing you to rinse off after a swim with ease. For those who enjoy al fresco dining, a barbecue is available, making it effortless to host memorable outdoor meals while taking in the beauty of the Chianti landscape. Please note that the villa is accessed via an 800-meter unmade road, which adds to the sense of seclusion and rural authenticity that defines this exceptional property.
Other Information
Villa "Alba" is a fully detached property that combines rustic Tuscan character with modern comforts, making it well suited for a relaxing and immersive countryside retreat. The villa benefits from internet wifi connectivity, allowing you to stay in touch with family and friends or plan your daily excursions across the region with ease. The property is accessed via an 800-meter unmade road, contributing to its peaceful and private setting away from the bustle of everyday life.
Distances and Attractions
Villa "Alba" is ideally positioned for exploring the rich cultural and natural heritage of Tuscany. The medieval town of San Gimignano, famous for its extraordinary towers and vibrant historic centre, is just 3 kilometers away, making it effortlessly accessible for day visits or evening strolls. The elegant city of Volterra lies 31 kilometers from the villa, while the magnificent city of Siena, with its world-renowned Piazza del Campo and Gothic cathedral, is 45 kilometers away. Certaldo, a charming hilltop town with deep literary associations, is 12 kilometers from the property, and Colle Val d'Elsa is reachable within 17 kilometers. Monteriggioni, celebrated for its perfectly preserved medieval walls, is 29 kilometers away. The renowned Chianti wine country is also within easy reach, with Castellina in Chianti, Radda in Chianti, and Greve in Chianti all situated within 44 kilometers of the villa, offering outstanding opportunities for wine tasting and scenic drives through the vineyards. Golf enthusiasts will appreciate the proximity of an 18-hole golf course located just 22 kilometers from the property. Villa Alba
Podere S Giovanni
Wonderful independent villa with WIFI, private pool, TV, terrace, pets allowed, panoramic view
- 12
- 5
- 4
Description
Property Summary
Nestled on top of a hill in the breathtaking Italian countryside of Casole d'Elsa, Italy, "Podere S Giovanni" is a beautifully renovated stone farmhouse offering an exceptional vacation rental experience for families and larger groups seeking both relaxation and authentic rural charm. The property has been thoughtfully divided into 2 independent apartments, though it is let exclusively as a single unit, ensuring complete privacy and comfort for all guests. The farmhouse has preserved its traditional rural character through the use of terracotta flooring and partly exposed wooden beams, while the rustic-style furnishings create a warm and inviting atmosphere throughout. Guests can stay connected with ease thanks to Internet WiFi available on the premises, and the generous private yard spanning 3,000 m2 provides ample space for leisurely walks and outdoor enjoyment. A stunning private swimming pool measuring 6 x 12 m invites you to cool off and unwind while soaking in the panoramic views of the surrounding Tuscan landscape. Convenient private parking is available directly on the premises, ensuring a seamless and stress-free arrival.
Outdoors
The outdoor spaces at "Podere S Giovanni" are truly among the property's most remarkable features, designed to make the most of the spectacular hilltop setting and the natural beauty of the surrounding countryside. The private swimming pool, measuring 6 x 12 m with a depth ranging from 30 to 145 cm, is equipped with an internal staircase and a salt-electrolysis pool-cleaning system, ensuring a clean and comfortable swimming experience throughout your stay. A dedicated outdoor shower is conveniently located nearby for rinsing off after a swim. The furnished terrace provides an ideal setting for open-air dining and socialising, with garden furniture thoughtfully arranged to take full advantage of the panoramic views. A barbecue is also available, making al fresco dinners a genuine pleasure during warm summer evenings. The private park of 3,000 m2 surrounds the property with cultivated grounds, offering a tranquil green space where you can stroll, relax, and immerse yourself in the authentic atmosphere of the Tuscan hills. A sun terrace further extends the outdoor living areas, providing a perfect spot to enjoy the sunshine and the sweeping views of the rolling landscape.
Other Information
"Podere S Giovanni" is equipped with a central heating system, ensuring a comfortable stay during cooler periods. A washing machine is available on the property for guests' convenience during longer stays. A television is provided inside the house for entertainment. Room cleaning is available upon request for an additional fee, allowing you to tailor your stay to your preferred level of service. The owner also offers the option of a private cook upon request for an extra fee, providing a wonderful opportunity to enjoy home-cooked Tuscan cuisine without leaving the property. Please be aware that the owner does not accept youth groups. Motor access to the property is available, and parking is provided directly on the premises.
Distances and Attractions
"Podere S Giovanni" enjoys a privileged location just 3 km from the charming small town of Casole d'Elsa, situated at the edge of the renowned Chianti region, where you will find the nearest shops and restaurants within easy reach. The railway station of "Poggibonsi" is located 25 km from the property, offering convenient connections for those wishing to explore the wider region by train. A panoramic and hilly road running just next to the property leads towards the beautiful beaches and coastlines of Tuscany, which are approximately just over an hour away by car. For the more active guests, a wide range of leisure activities are available in the surrounding area, including a golf course 20 km away, tennis facilities just 3 km from the property, and a riding stable located 10 km away, making it easy to fill your days with memorable experiences amid the stunning Tuscan scenery. Podere S Giovanni
Il Gabbro, Luxury Experience
Beautiful private holiday home with WIFI, private pool, A/C and TV
- 10
- 5
- 6
Description
Il Gabbro, Luxury Experience is located 8 km (5 mi) from Casole D'elsa, Italy and only 31 km (20 mi) from San Gimignano in the tourist area "Central Tuscany". Il Gabbro, Luxury Experience is a lovely holiday home (450 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with six bathrooms.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful 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, shopping, sightseeing 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, 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
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
Podere San Michele
Unique private villa rental with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 10
- 5
- 3
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
- 8
- 3
- 3
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
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
- 6
- 14
- 6
- 6
| 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 La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
Last-Minute Offer for La Castellana
Book 5 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 2 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
- 6
- 24
- 10
- 8
| Accommodation | |||||
|---|---|---|---|---|---|
| 407 | 4 | 2 | 2 | ||
| 406 | 4 | 1 | 1 | ||
| 403 | 5 | 3 | 1 | ||
| 404 | 3 | 1 | 1 | ||
| 402 | 4 | 2 | 2 | ||
| 401 | 4 | 1 | 1 | ||
| All 6 Accommodations | 24 | 10 | 8 |
Description
Vacation rental Agriturismo Paterno is a nice property that includes WiFi internet, shared pool and air conditioning. Agriturismo Paterno is a apartment with a total of six independent apartments. The property can accommodate up to 24 people comfortably. Agriturismo Paterno is located in San Gimignano, Italy and only 51 km (31 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings".
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the city and the hills ideal for a peaceful vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
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 51 km (31 mi), Siena 52 km (32 mi), Florence 57 km (36 mi), Pisa 74 km (46 mi) and Lucca 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 102 km (64 mi), Forte Dei Marmi 114 km (71 mi), Rome 286 km (178 mi), Venice 309 km (192 mi) and Milan 352 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Agriturismo Paterno. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 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) 74 km (46 mi), Pisa (psa) 75 km (47 mi), Bologna (blq) 154 km (95 mi), Genova (goa) 248 km (154 mi) and Roma Ciampino (cia) 295 km (183 mi).
Agriturismo Paterno
| Accommodation | |||||
|---|---|---|---|---|---|
| La Capanna | 2 | 1 | 2 | ||
| Il Cottage | 2 | 1 | 1 | ||
| Ovile | 2 | 1 | 1 | ||
| All 3 Accommodations | 6 | 3 | 4 |
Description
Nice property comprising 3 apartments situated near San Gimignano, only 300 meters away from the main entrance gate to the lovely historical city center.
All of the 3 apartments offer a personal, furnished outdoor area. The property owners (nice and friendly people) live on site and are alway available for their guests.
This property offers all the features of a country-side house (large outdoor area, panoramic views, pool) but at the same time it is a short distance away from San Gimignano city center.
The location is ideal to visit the most beautiful corners of Tuscany.
At guests' disposal: large, fenced-in swimming pool (14 x 7 m - min. depth 1,15 m - max. depth 2,5 m), lighted synthetic tennis court, personal furnished outdoor area for each apartament, barbecue, air-conditioning. Laundry available (payment on the spot). Parking within the grounds. Internet wi-fi available in a common area at the property entrance (only the apartment Capanna has wi-fi).
The property owners have 2 very nice and quiet German shepherds running free in the grounds.
Distances: the beautiful town of San Gimignano with a variaty of shops only 300 m away, Poggibonsi 12 km, Volterra 30 km, Siena 40 km, Florence 50 km away, Pisa and Lucca circa 85 km. The Chianti area is within 20 - 50 km.
Please carefully check if there are any extra costs to be paid on site! Poggiluglio
Last-Minute Offer for La Capanna
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Il Cottage
Ovile
- 5
- 28
- 13
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Casa Rossa 3 | 4 | 1 | 1 | ||
| Casa Rossa 4 | 6 | 3 | 3 | ||
| Casa Rossa 5 | 6 | 3 | 2 | ||
| Casa Rossa 6 | 6 | 3 | 2 | ||
| Casa Rossa 7 | 6 | 3 | 2 | ||
| All 5 Accommodations | 28 | 13 | 10 |
Description
Casa Rossa is a nice property consiting of 3 completely reovated units turned into 6 holiday apartments and a cottage. The holiday facility has maintained its original architectural structure and is located on the Chianti hills in panoramic position.
Every apartment has its independent entrance to guarantee privacy and peace to guests who stay there. A swimming pool is at guests' disposal as well as a wide garden to enjoy a beautiful panoramic view over the countryside of the Chianti Area.
At guests' disposal: equipped garden, swimming-pool (14 x 7 m - maximum depth 1,80 m) set in panoramic location, shared barbecue. WI-FI internet is available. A provincial road passes only a few metres from the villa for rent away. Parking within the grounds.
Distances: Certaldo with all kinds of shops and funicolar leading to the medieval walled town centre 4 km, the renowned medieval town of San Gimignano 11 km, Volterra 35 km, Firenze 35 km, Siena 40 km. A lake with sport-fishing facilities and a riding-stable are approx. 5 km from the property away.
Please carefully check if there are any extra costs to be paid on site! Casa Rossa
Last-Minute Offer for Casa Rossa 3
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Casa Rossa 4
Casa Rossa 5
Casa Rossa 6
Casa Rossa 7
- 4
- 14
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Vittoriana 1 | 4 | 2 | 2 | ||
| Vittoriana 2 | 4 | 2 | 1 | ||
| Vittoriana 3 | 2 | 1 | 1 | ||
| Vittoriana 4 | 4 | 2 | 2 | ||
| All 4 Accommodations | 14 | 7 | 6 |
Description
Beautiful farming estate comprising 9 units quietly situated in the immediate surroundings of the medieval town San Gimignano. This property enjoys extensive panoramic views over the surrounding vineyards and olive groves and over San Gimignano in the background. The estate offers 2 restored farmhouses, a manor house occasionally occupied by the property owners and a nice shared pool (approx. 100 m from the units Vittoriana 1, 2 and 150 m from Vittoriana 3 away).
All of the apartments are nicely furnished in a rustic style and provide a personal furnished outdoor area and a shared barbecue.
The access to the property is via an unpaved but well-maintained road (of approx. 2 km) suitable to any cars.
Distances: San Gimignano with general stores 5,5 km away, Poggibonsi 15 km, Volterra 30 km away, Siena 50 km, Florence (airport) 55 km away, Pisa (airport) 85 km, Lucca 90 km away. The coastline area of Cecina and Castiglioncello (beaches) is within 85 km.
At guests’ disposal: panoramic outdoor areas, shared swimming-pool (14 x 7 m – depth 1,4 m – open from 01/05 to 30/09), open-air shower, changing room with shower by the pool. Laundry with 2 washing-machines (free of charge). WI-FI internet connection (free of charge), telephone available in all of the units (payment on site).
Parking within the grounds.
Extra Services: Baby bed and high-chair upon request (free of charge). Extra bed available at € 10,- / pr day (payment on site). Maid service by arrangement (€11,- / per hour to be paid locally). Small pets are allowed (without any extra charge – to be requested at confirmation).
The products of the estate (wine and olive oil) are available for clients to be purchased.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Vittoriana
Last-Minute Offer for Vittoriana 1
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Vittoriana 2
Vittoriana 3
Vittoriana 4
