Gaggiano Holiday Rentals
Results 201 - 220 of 522
- 4
- 2
- 1
Description
Property Summary
Nestled in the rolling Tuscan countryside of Siena, Italy, the charming detached house "L'Oliviera" offers a truly peaceful and sun-drenched retreat for those seeking an authentic holiday rental experience. Positioned in a quiet, elevated setting just 5 km from the historic centre of Siena, this beautiful property is surrounded by trees, open fields, and sits only 100 metres from the edge of a forest, creating a natural and serene atmosphere. The house benefits from complimentary Wi-Fi throughout, allowing guests to stay connected while enjoying the tranquillity of the Tuscan landscape. Private parking is conveniently available directly at the property, ensuring effortless arrivals and departures for those exploring the surrounding region by car.
Outdoors
The outdoor spaces of "L'Oliviera" are a true highlight of the property, offering guests a private and immersive connection with the natural Tuscan environment. The grounds feature a well-maintained lawn alongside a wildlife garden, thoughtfully designed to blend harmoniously with the surrounding countryside and its native flora and fauna. The property is enveloped by trees and open fields, providing a sense of seclusion and privacy that makes it an ideal setting for relaxing outdoors, breathing in the fresh country air, and enjoying the unspoiled beauty of the Sienese hills.
Other Information
Guests should be aware that heating at "L'Oliviera" is available and billed on-site, applicable during the period from 10 April to 31 October. Baby equipment is provided and included at no additional charge, making the property a practical and welcoming choice for families travelling with young children. The owner resides on the same property, ensuring a reassuring presence and the opportunity for personalised local assistance throughout the stay. Guests should also be aware that the owner keeps a dog on the premises. As the property is situated in a rural setting, the use of a car is strongly recommended in order to fully enjoy the surrounding area and access nearby services with ease.
Distances and Attractions
"L'Oliviera" enjoys a convenient location with easy access to a wide range of everyday amenities and cultural landmarks. A grocery store is located just 3 km away, while a shopping centre can be reached within 4 km, and a restaurant is a short 2 km drive from the property. Public transport is readily accessible, with a bus stop situated only 100 metres from the house, and the railway station "Siena" reachable within 6 km. For those wishing to explore the wider Tuscan region, the thermal baths of "Rapolano Terme" are approximately 35 km away, offering a wonderful opportunity for relaxation and wellness. The medieval village of Monteriggioni lies just 16 km from the property, while the iconic hilltop town of San Gimignano is 36 km away. The breathtaking landscape of the Crete Senesi can be explored within 30 km, and the celebrated wine town of Montalcino is situated 45 km from the house. The Renaissance gem of Pienza is approximately 50 km away, and Montepulciano, renowned for its Vino Nobile, can be reached within 65 km, making "L'Oliviera" an exceptional base from which to discover the very best of Tuscany. L'Oliviera
Description
Property Summary
This charming 2-family house is situated in the heart of Gaiole In Chianti, Italy, offering an ideal vacation rental for those seeking an authentic Tuscan experience. The property provides essential modern amenities including Internet WiFi connectivity and convenient public parking available on the adjacent road (additional fee applies). The residence features a central heating system, available from November 1st to April 4th, with heating costs payable on-site.
Outdoors
The property's central location in Gaiole in Chianti provides an authentic Italian atmosphere with the charm of local architecture and the surrounding Tuscan landscape. The building's position offers easy access to the city center and local amenities while maintaining a peaceful environment.
Other Information
The property benefits from proximity to essential services, including a shop just 100 meters away and a supermarket within 500 meters. A local restaurant can be found 2 kilometers from the property, and public transportation is accessible via a bus stop 200 meters away. The central heating system operates seasonally from November 1st to April 4th.
Distances and Attractions
The property provides excellent access to numerous renowned destinations: Radda in Chianti (10 km), Castellina in Chianti (22 km), and Florence (65 km). Notable nearby attractions include the historic Castello di Meleto (5 km), Castelnuovo Berardenga (21 km), San Donato in Poggio (28 m), Greve in Chianti (29 km), Siena (40 km), and San Gimignano (55 km). For beach enthusiasts, Castiglione della Pescaia's sandy shores lie 125 km away, while the thermal baths of Rapolano Terme can be reached within 42 km. Gaiole Apartament
- 10
- 30
- 19
- 16
| Accommodation | ||||
|---|---|---|---|---|
| Mulignone 1 | 4 | 2 | 2 | |
| Mulignone 2 | 3 | 2 | 2 | |
| Mulignone 14 | 2 | 1 | 1 | |
| Mulignone 15 | 2 | 1 | 1 | |
| Mulignone 8 | 3 | 2 | 2 | |
| Mulignone 9 | 3 | 2 | 2 | |
| Mulignone 10 | 3 | 2 | 2 | |
| Mulignone 13 | 3 | 2 | 1 | |
| All 8 Accommodations | 23 | 14 | 13 |
Description
Borgo Mulignone is a large property in the Chianti Hills of Tuscany.
Retrieved from the reastauro of an old Farmhouse, the Borgo includes 10 comfortable apartments, suitable for couples families or friends.
Each apartment is equipped with every comfort and an outdoor area equipped for outdoor dining.
The complex is surrounded by the Tuscan Countryside and a large garden that offers 3 private pools to share with other guests, a perfect place to relax and enjoy the panoramic view on hot summer days.
The owners of Borgo Mulignone live on site and are available to guests for any problems or to recommendations for activities and places to visit.
The strategic location of the property allows guests not only to enjoy nature and the Tuscan Countryside, but also to easily reach the most beautiful cities of the Region such as Siena, Arezzo, Florence and the characteristic villages of San Gimignano, Colle Val d'Elsa, Monteriggioni, Casole d'Elsa and the whole Chianti area.
At guests' disposal: large green areas, three swimming pools of which one is very large (20 x 10 m - maximum depth 1.4 m), a smaller one (10 x 5 m - maximum depth 1 m) and a smaller one equipped with a corner with hydromassage (8 x 5 m - maximum depth 1 m), barbecue, outdoor area with children's games, internet connection via wi-fi. Each apartment has a private outdoor area equipped with a gazebo, table and chairs for outdoor dining, access to the property is via a section of unpaved road of about 700 m in good condition. Parking is available inside the property. Shared laundry (payment on the spot). Free Wi-Fi internet connection is available outside the apartments.
Distances: Pievescola with food shops at 3 km, Casole d'Elsa with all kinds of shops at 15 km, the medieval town of San Gimignano approx. at 20 km, Monteriggioni approx. at 10 km, Siena is at about 20 km.
The abbey of San Galgano (roofless church and sword in the rock) can be easily reached in about 30 minutes by car.
Please carefully check if there are any extra costs to be paid on site! Borgo Mulignone
- 2
- 6
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Amazing independent holiday home with WIFI, private pool, A/C and TV
- 8
- 4
- 5
Description
La Dimora del Chianti Dimora: Stunning Tuscan Vill is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings". La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Book now and save 10%. Offer valid until 20 April 2026 and for a minimum stay of 5 nights.
Villa del Mangia, 5Panoramic Pool and Chef Service
Wonderful independent holiday home with private pool, A/C, WIFI, terrace and panoramic view
- 11
- 6
- 6
Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
- 3
- 24
- 10
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the charming hamlet of Rietine, just 4 km from the center of Gaiole In Chianti, Italy. This property features three apartments available for rent, making it an ideal choice for families or groups of friends seeking to experience the beauty of Tuscany. Montechioccioli boasts a range of amenities, including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors
Montechioccioli is a true countryside gem with a terraced garden spanning 1,000 m2, adorned with a variety of plants and trees. It offers a serene setting for guests to relax and take in the stunning views of the Tuscan countryside. The property boasts a seasonal swimming pool, measuring 12 x 6 m with a depth of 170 cm, available from May 2nd to October 3rd. The pool area features a shower/WC and a terrace with a barbecue, perfect for alfresco dining and enjoying the warm Italian evenings.
Other Information
The property provides additional conveniences, such as a washing machine for shared use and parking on the premises. It is worth noting that the owner resides on the same property. Montechioccioli offers a truly unforgettable vacation rental experience in the heart of Tuscany.
Distances and Attractions
Montechioccioli is strategically located just 12 km from the center of Radda in Chianti and 40 km from the historic city of Siena, making it an ideal base for exploring the region's many attractions. Nearby, guests can discover the charming town of Gaiole in Chianti, known for its rich cultural heritage and picturesque surroundings. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
Montelucci Chianti Agrivilla
Wonderful private vacation rental with private pool, A/C, WIFI, TV, patio and panoramic view
- 14
- 7
- 6
Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
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) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
Casa Scopeti
Private Accommodation with A/C, WIFI, private pool, hot tub, TV, panoramic view, near Florence
- 12
- 4
- 3
Description
Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been restored preserving its original architectural features and turned into a comfortable villa with private swimming-pool offering nice interiors furnished in a typical country style.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Falciani with food shops 2 km away, San Casciano with all kinds of shops 5 km, Florence 10 km, Greve in Chianti with a charming central square and nice restaurants 20 km, Siena 60 km away.
At guests’ disposal: nice garden furnished with sun-beds and sun umbrellas, private swimming-pool (6 x 12 m – maximum depth 1,4 m – open from 01/04 to 31/10), heated outdoor Jacuzzi (7 seats), barbecue, veranda, playground for children. All of the bedrooms are provided with air-conditioning. Ironing facilities available. WI-FI internet connection available (free of charge for a usage of 15 hours per week - extra consuption to be paid on site at € 0,90 / per hour).
Parking within the grounds.
Extra services: maid service available by arrangement (€ 10,- / per hour to be paid on the spot). It is possible to arrange cooking classes and cooking service.
Small pets are allowed.
Please carefully check if there are any extra costs to be paid on site! Casa Scopeti
Book 15 days or less before the arrival date and receive a 25 % 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.
Cottage Monti Pet Friendly with Shared Pool
Amazing holiday villa with pool, WIFI, A/C, TV, veranda and pets allowed, near San Gimignano
- 4
- 1
- 1
Description
Conveniently located 1 km (4699 ft) from La Corsina, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano. Cottage Monti Pet Friendly With Shared Pool is a lovely vacation rental (70 sq m) with air conditioning and WiFi internet. The property can accommodate up to four guests comfortably.
The cottage has a large private area with a private veranda equipped for outdoor dining. The property is very large and includes the manor house in front of which there is a swimming pool shared with the owners who occasionally stay in the manor house.
Free parking on the property.
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 splendid vacation in Tuscany. For your enjoyment you will find a shared pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Sharing a meal with friends and family is a big 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Siena 41 km (26 mi), Greve In Chianti 49 km (30 mi), Florence 65 km (41 mi) and Montalcino 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 112 km (69 mi), Forte Dei Marmi 123 km (77 mi), Rome 276 km (171 mi), Venice 314 km (195 mi) and Milan 364 km (226 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Cottage Monti Pet Friendly With Shared Pool. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
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) 78 km (48 mi), Pisa (psa) 84 km (52 mi), Bologna (blq) 167 km (104 mi), Genova (goa) 254 km (158 mi) and Roma Fiumicino (fco) 262 km (163 mi).
Special Services
Tours - Custom tours can be arranged 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 individual tour and number of people.
Cottage Monti Pet Friendly With Shared Pool
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 25% (minimum 10 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 28% (minimum 14 nights).
Alice - Podere Ribatti - Casole D'Elsa, Toscana
Lovely accommodation with WIFI, pool, A/C and terrace, close to San Gimignano
- 2
- 1
- 1
Description
Vacation rental Alice - Podere Ribatti - Casole D'elsa, Toscana is a nice property (100 sq m) that includes air conditioning and WiFi internet. The property can sleep up to two people comfortably in one bedroom with one bathroom. 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.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 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 home with WIFI, pool, TV and terrace, close to San Gimignano
- 2
- 1
- 1
Description
Holiday home Lina - Podere Ribatti - Casole D'elsa, Toscana is a beautiful property (50 sq m) that includes WiFi internet. The property can sleep up to two people comfortably in one bedroom with one bathroom. Lina - Podere Ribatti - Casole D'elsa, Toscana is located 3 km (2 mi) from Casole D'elsa, Italy and only 22 km (14 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
What to Expect
Upon arrival you’ll find a lovely 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 unwind while enjoying a nice cold beverage after a hectic day of shopping. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two 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: 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).
Chianti Hills Apartment, Pool, Ac
Fantastic flat with A/C, WIFI, TV, patio and panoramic view, near Florence
- 5
- 1
- 1
Description
Chianti Hills Apartment, Pool, Ac is located 9 km (5 mi) from San Casciano In Val Di Pesa, Italy and only 16 km (10 mi) from Florence in the tourist area "Florence And Surroundings". Chianti Hills Apartment, Pool, Ac is a nice vacation rental (80 sq m) with air conditioning and WiFi internet. The property can accommodate up to five people comfortably.
The pool and garden are to be shared with the owner, who lives upstairs in the same property.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to five people.
Visit the Area
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: Florence 16 km (10 mi), Greve In Chianti 27 km (17 mi), San Gimignano 50 km (31 mi), Siena 68 km (42 mi) and Pisa 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 16 km (10 mi), Viareggio 99 km (62 mi), Forte Dei Marmi 111 km (69 mi), Rome 288 km (179 mi), Milan 313 km (194 mi) and Naples 478 km (297 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 19 km (12 mi), Pisa (psa) 72 km (45 mi), Bologna (blq) 118 km (73 mi), Genova (goa) 242 km (150 mi) and Venezia (vce) 272 km (169 mi).
Chianti Hills Apartment, Pool, Ac
Book your vacation for the period from 11 April 2026 to 16 May 2026 and save 20% (minimum 4 nights).
- 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
Casa delle Fiabe
Independent Vacation home with private pool, internet, TV, patio, panoramic view, close to Florence
- 12
- 6
- 6
Description
Property Summary
Nestled among the rolling vineyards of Tuscany, the historic country house "Casa delle Fiabe" is an exceptional holiday rental located in the district of Firenze, just 4 km from the centre of San Casciano in Val di Pesa, Italy. This elegant two-story villa dates back to the 17th century and has been thoughtfully renovated to offer guests a refined and comfortable stay, while preserving its remarkable historical character. The property is under the protection of the fine arts authority and features a small chapel that remains active to this day, adding a unique and authentic dimension to the estate. Set within a sprawling 30-hectare estate available for shared use, the villa enjoys a sunny and elevated position that combines the tranquillity of the Tuscan countryside with a surprisingly central location. A private yard of 2,000 m2 surrounds the property, beautifully landscaped with a lush lawn and seasonal flowers, creating a serene and picturesque setting. The magnificent 70 m2 swimming pool with Roman steps serves as the centrepiece of the outdoor experience, available seasonally from 03 April to 16 October. Parking is conveniently available on the premises, and the property is accessible via a 1.3 km private motor access road, ensuring both privacy and ease of arrival.
Outdoors
The outdoor spaces of "Casa delle Fiabe" are thoughtfully designed to invite relaxation and al fresco living in the heart of the Tuscan landscape. The private garden of 2,000 m2, while unfenced, offers an open and natural atmosphere adorned with a well-maintained lawn and colourful flowers that change with the seasons. The impressive 70 m2 swimming pool, featuring elegant Roman steps and an internal staircase, is the focal point of outdoor leisure and is open seasonally from 03 April to 16 October. An outdoor shower is conveniently located adjacent to the pool area, ensuring comfort and practicality for swimmers. The terrace is generously furnished with garden furniture and equipped with a barbecue, making it an ideal setting for outdoor dining, entertaining, and enjoying long summer evenings in the company of family and friends.
Other Information
"Casa delle Fiabe" is equipped with a range of amenities designed to ensure a comfortable and well-appointed stay. The villa offers internet access and a washing machine for guests' convenience. Heating is available and billed on-site for stays falling between 06 November and 08 April. Linen changes, towel changes, and room cleaning services are available upon request at an additional charge, allowing guests to tailor their level of service to their preferences. For those wishing to enjoy a more indulgent experience, a private cook can also be arranged for an extra fee. The property spans 30 hectares and is available for shared use, offering a sense of space and openness that is rare in private rentals.
Distances and Attractions
"Casa delle Fiabe" benefits from an enviable location that places guests within easy reach of a wealth of local amenities and cultural landmarks. A shop and bakery are located 4 km from the property, while a supermarket and a restaurant can both be found just 3 km away, making everyday conveniences readily accessible. For sports enthusiasts, a tennis court is situated 5 km from the villa, and a golf course can be reached within 25 km. The historic city of Firenze, one of Italy's most celebrated cultural destinations, lies just 22 km away, while the magnificent medieval city of Siena is approximately 55 km from the property. Guests are also invited to savour the renowned flavours of the region, with the opportunity to taste Chianti Classico wine, vinsanto, and locally produced oil during their stay, offering a truly immersive Tuscan experience. Casa delle Fiabe
- 12
- 6
- 6
Description
Property Summary
Nestled atop a sun-drenched hill in the heart of the Chianti Classico region, Casa Bulleri is a remarkable holiday rental that invites you to experience the timeless beauty of the Tuscan countryside in San Casciano In Val Di Pesa, Italy. This stunning country house, whose original structure dates back to the 16th century, has been carefully and recently renovated to offer a seamless blend of historical character and modern comfort. From its elevated position, you will be treated to breathtaking panoramic views of the rolling countryside that stretches endlessly in every direction. The property sits within a vast 30-hectare estate to which you have full access, offering an extraordinary sense of space, privacy, and tranquility. A large 2,000 m2 garden with a dedicated wildlife area provides a serene natural setting for those who appreciate the beauty of the outdoors. A private swimming pool measuring 5 x 10 m is available for your enjoyment from April to October, making it an ideal retreat during the warmer months. Parking is conveniently available on the premises, ensuring a smooth and effortless arrival and departure throughout your stay.
Outdoors
The outdoor spaces at Casa Bulleri are as captivating as the property itself, offering a variety of settings in which to relax, dine, and connect with the natural surroundings. The expansive 2,000 m2 garden features a dedicated wildlife garden, creating a haven for nature lovers who wish to observe the local flora and fauna in a peaceful and undisturbed environment. The private swimming pool, measuring 5 x 10 m with a depth of 140 cm throughout, is open from April to October and provides a refreshing retreat during the warm Tuscan months. A spacious terrace offers the perfect vantage point from which to admire the sweeping views of the Chianti countryside, while the garden furniture and barbecue facilities make outdoor dining a genuine pleasure. Whether you choose to spend your afternoons lounging by the pool, sharing a meal under the open sky, or simply wandering through the grounds of this historic estate, the outdoor environment of Casa Bulleri delivers an experience that is both restorative and deeply memorable.
Other Information
Casa Bulleri is equipped with a range of amenities designed to ensure a comfortable and convenient stay. The property offers internet access, central heating, and a washing machine for your use. Please be aware that heating costs are to be settled directly on-site for stays falling between November and April. An additional charge applies for linen and towel changes during your stay. Should you wish to enjoy a more indulgent experience, a private cook can be arranged upon request for an additional fee. The historic character of the property is further enriched by the presence of a rectangular tower and a small chapel, both of which belong to the still-operating farm on the estate. As a guest, you are also welcome to participate in wine-tasting sessions and to purchase locally produced wine, olive oil, and Vinsanto, the celebrated Italian dessert wine, directly from the farm.
Distances and Attractions
Casa Bulleri enjoys a privileged location just 4 km from the center of San Casciano In Val Di Pesa, placing a wide range of local services and amenities within easy reach. The cultural and artistic treasures of Florence are accessible within approximately 22 km, while the magnificent medieval city of Siena lies approximately 55 km away, making both destinations ideal for day trips. The surrounding Chianti Classico region is renowned for its exceptional wines, scenic landscapes, and rich cultural heritage, offering endless opportunities for exploration and discovery. For those who enjoy an active holiday, golf and tennis facilities are available in the area, providing excellent recreational options throughout your stay. Bulleri
- 8
- 4
- 3
Description
Property Summary
"Ambrogetta" is a charming 1800-built cottage located just 1 km from the center of San Casciano In Val Di Pesa, Italy, offering a peaceful and tranquil vacation rental experience with easy access to local amenities. The property boasts a lovely swimming pool (8 x 4 meters, 120 cm deep) available from May 1 to October 22, an outdoor shower, a vast 20,000 square meter garden with a lawn and trees, parking for two cars, and internet WiFi.
Outdoors
Guests can enjoy the property's expansive 20,000 square meter outdoor area, featuring a beautiful garden with a lawn and trees. While the garden is not fenced, it offers a serene and relaxing environment to unwind after exploring the surroundings. Additionally, the property provides a roofed parking area that can accommodate up to two vehicles.
Other Information
"Ambrogetta" offers convenient access to local transportation, with a bus stop located just 300 meters away, making it easy to explore the area even without a personal vehicle.
Distances and Attractions
The vacation rental's strategic location offers easy access to renowned attractions such as Florence, Siena, and San Gimignano, allowing guests to immerse themselves in the rich cultural and historical heritage of Italy while enjoying the comfort and tranquility of "Ambrogetta." Ambrogetta
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
