Results 1 - 20 of 329
| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Acciaioli | 8 | 4 | 3 | ||
| Montegufoni 11 | 3 | 1 | 1 | ||
| Montegufoni 22 | 2 | 1 | 1 | ||
| Montegufoni 28 | 3 | 1 | 1 | ||
| Montegufoni 29 | 3 | 2 | 1 | ||
| Montegufoni 30 | 4 | 2 | 2 | ||
| Torre | 2 | 1 | 1 | ||
| Torre 2 | 2 | 1 | 1 | ||
| Acciaioli 1Bis | 6 | 3 | 3 | ||
| Acciaioli 4 | 5 | 2 | 2 | ||
| Acciaioli 14 | 6 | 3 | 3 | ||
| Acciaioli 3 | 2 | 1 | 2 | ||
| Tettoia | 4 | 2 | 2 | ||
| Segretario | 5 | 2 | 1 | ||
| Tramonto | 4 | 2 | 2 | ||
| Forno | 4 | 2 | 1 | ||
| Bastione | 2 | 1 | 1 | ||
| All 17 Accommodations | 65 | 31 | 28 |
Castello di Montegufoni is an exclusive location to spend wonderful holidays in the heart of Chianti Region.
Dating back to the 12th century and restored in the 17th century by the noble family of Acciaioli, the Castle has a magnificent tower built on the model of the one of Palazzo Vecchio in Florence.
Montegufoni Castle is part of a large estate comprising vineyards and olive trees and is surrounded by the beautiful Chianti landscape. In the castle there are 39 apartments and a large garden with a nice swimming pool: the perfect spot to relax and have fun with your family and friends.
The Chianti Region is one of the most renowned charming area in Italy for its cultural, historical and enogastronomic traditions. This luxurious Castle offers to our guests incredible holiday experiences (on request) such as cooking lessons, event location, guided tours and more!
Distances from the villa: the small village of Montagnana V.P. with food shops 1 km, Montespertoli with all kinds of shops approx. 5 km, Florence 20 km, Pisa approx. 70 km.
A bus stop with busses to Florence is only a few meters from the castle away. Bikes and scooters for rent are available in Montespertoli.
At guests’ disposal: large and very charming terraced park furnished with garden furniture and table tennis, beautiful Italian gardens (dating back to the 18th century) with lemon trees and swimming-pool (12 x 6 m - open from 01/04 to 31/10). Reception open from 9.00 to 12.30 and from 14.30 to 18.30. The outbuildings of the castle as well were restored and turned into charming apartments. The castle is run by the Posarelli family. A nice restaurant offering nice recipes of the local Chianti tradition is open every night (from April to October except on Tuesdays). Laundry with shared washing-machine (€ 4,- / per washing). WI-FI internet connection available in some apartment, in the reception and restaurant area.
Extra services: on request possibility of renting a baby bed (€ 50,- / per week) and an extra bed (€ 100,- / per week) both payable locally.
Please carefully check if there are any extra costs to be paid on site! Montegufoni
Last-Minute Offer for Villa Acciaioli
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 3 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Montegufoni 11
Montegufoni 22
Montegufoni 28
Montegufoni 29
Montegufoni 30
Torre
Torre 2
Acciaioli 1Bis
Acciaioli 4
Acciaioli 14
Acciaioli 3
Tettoia
Segretario
Tramonto
Forno
Bastione
Holiday rental Villa Albertina is a nice stone building (390 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 14 people comfortably in five bedrooms with six bathrooms. Conveniently located 730 m (2376 ft) from Trecento, Italy in the tourist area "Florence And Surroundings" and only 24 km (15 mi) from San Gimignano.
What to Expect
Upon arrival at Villa Albertina you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Outdoors you will also find a barbecue grill and patio. Dining 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 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
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: San Gimignano 24 km (15 mi), Greve In Chianti 31 km (19 mi), Florence 38 km (24 mi), Siena 53 km (33 mi) and Pisa 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 38 km (24 mi), Viareggio 108 km (67 mi), Forte Dei Marmi 120 km (74 mi), Rome 288 km (179 mi), Venice 283 km (176 mi) and Milan 326 km (202 mi).
Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 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) 39 km (25 mi), Pisa (psa) 81 km (50 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 250 km (156 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Villa Albertina
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 7 nights minimum and can not be combined with any other special offers.
Property Villa Tresanti is a nice property (420 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in five bedrooms with six bathrooms. Villa Tresanti is located 1 km (4276 ft) from Tresanti, Italy and only 21 km (13 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
Your Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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. Also available outdoors are a playground, hot tub and patio. 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 12 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 21 km (13 mi), Florence 37 km (23 mi), Greve In Chianti 39 km (24 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 37 km (23 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 105 km (65 mi), Rome 291 km (181 mi), Venice 279 km (173 mi) and Milan 324 km (201 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 11:00
Pool Open: 1 April - 30 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) 39 km (24 mi), Pisa (psa) 74 km (46 mi), Bologna (blq) 131 km (81 mi), Genova (goa) 236 km (147 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Ask 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 Villa Tresanti. Ask for more details, including the supplemental cost and how to organize this service.
Villa Bellavista
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
Cottage Botinaccio is a nice stone building (100 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to six people comfortably in two bedrooms with two bathrooms. Conveniently located 2 km (1 mi) from Botinaccio, Italy in the tourist area "Florence And Surroundings" and only 27 km (17 mi) from Florence.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Also available outside are a patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places 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: Florence 27 km (17 mi), San Gimignano 36 km (22 mi), Greve In Chianti 38 km (24 mi), Pisa 58 km (36 mi) and Lucca 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 27 km (17 mi), Viareggio 87 km (54 mi), Forte Dei Marmi 99 km (61 mi), Rome 308 km (192 mi), Milan 316 km (196 mi) and Naples 499 km (310 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 29 km (18 mi), Pisa (psa) 60 km (37 mi), Bologna (blq) 121 km (75 mi), Genova (goa) 230 km (143 mi) and Venezia (vce) 274 km (170 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the additional cost and how to organize this service.
The Cooking Lesson includes shopping, preparing the dishes together with the guests, service and tidying up final, a bottle of Chianti for tasting for every 4 participants. Included in the lunch or dinner will also be served a traditional Tuscan side dish, such as Panzanella or Pappa al Pomodoro or a rich salad.
The menus adapt to the season and the dietary needs of the guests and are constructed so that guests can work at their best.
Lessons usually start around 10.00 or 17.00 and last about two hours plus time for lunch or dinner. The times are however flexible to be agreed with the guests. Cottage Il Colle Di Sotto
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.
| 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 |
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
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.
Independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside guests can enjoy use of a large, 1-hectare garden with fenced-in pool. In close proximity there is a small river and a lake offering sport fishing facilities. Horse-back riding facilities approx. 500 meter away.
A secondary road connecting the small towns of Certaldo and Marcialla passes at the back of the house.
The railway station in Certaldo allows easy access to Florence, Siena, Empoli, Pisa…
A pizzeria is 250 m from the house away.
Distances: Certaldo with shops of all kinds 6 km away, San Gimignano 20 km, Empoli 32 km, Florence 36 km, Volterra 44 km away, Siena 54 km, Pisa 90 km, Lucca 105 km away, the coastline area (Cecina) is approx. 90 km away and the Chianti Classico region is within 20/50 km.
At guests’ disposal: large garden, private, entirely fenced-in swimming-pool (4,4 x 8 m – depth 0,90 - 1,80 m – open from 01/05 through 30/09), furnished outdoor area with table, chairs and barbecue.
This property is fenced only on the side of the road.
Parking within the grounds.
Extra Services: Baby bed upon request.
Small pets are allowed by paying an extra charges of € 60,- / per pet (to be paid locally).
Please carefully check if there are any extra costs to be paid on site! Casa Ovile
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.
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).
Property Summary
House "L'Ulivo" is a stunning vacation rental property located just 3 kilometers from the center of Castelfiorentino, Italy. It offers a relaxing and convenient stay with plenty of amenities such as a shared swimming pool, yard, internet WiFi, and parking. The property is set on a sprawling 16,000 square meter area, providing ample space to unwind and enjoy the serene surroundings.
Outdoors
The property boasts a shared terraced garden filled with lush plants and an orchard, creating a peaceful and serene setting for your vacation rental. The highlight is the large swimming pool (14 x 4 meters), also shared, which is available seasonally from March 27th to October 23rd, with depths ranging from 120 to 180 centimeters. Additionally, there is an outdoor shower and a table tennis area for added convenience.
Other Information
Inside the house, you'll find a table tennis table for friendly competition and a washing machine for your convenience (extra charge applies). Please note that heating is available only from November 1st to April 15th. Roofed parking is available on the premises, ensuring you have a secure spot for your car. The property is conveniently situated, with a supermarket just 3 kilometers away, providing easy access to all your daily needs.
Distances and Attractions
House "L'Ulivo" is ideally located for exploring the best of Tuscany. It is just 11 kilometers from San Miniato and 40 kilometers from the renowned city of Florence, offering easy access to nearby attractions and cultural experiences. Whether you're seeking a romantic retreat or a family holiday rental, this property promises a memorable stay with its convenient location and unbeatable amenities. L' Ulivo
Property Summary
Nestled in the picturesque landscape of San Casciano In Val Di Pesa, Italy, the charming cottage known as "Ambrogetta" is an exceptional holiday rental that seamlessly combines historic character with modern comfort. Originally built in 1800, this stunning property sits just 1 km from the centre of San Casciano Val di Pesa, offering guests the rare privilege of enjoying serene countryside surroundings while remaining within easy reach of local amenities and services. The expansive grounds extend across an impressive 20,000 m2, providing an extraordinary sense of space, privacy, and natural beauty that defines the entire stay. A beautiful swimming pool measuring 8 x 4 metres and 120 cm in depth invites you to relax and refresh during the warmer months, while the vast yard, adorned with a garden of lawn and mature trees, creates a tranquil setting ideal for unwinding in the open air. A roofed parking area on the premises accommodates up to 2 cars, ensuring convenience upon arrival and throughout your stay. Internet WiFi is also available, keeping you connected whenever needed without compromising the peaceful atmosphere that makes "Ambrogetta" so special.
Outdoors
The outdoor spaces at "Ambrogetta" are truly among its most captivating features, offering a generous and varied environment in which to spend leisurely days beneath the Tuscan sky. The swimming pool, measuring 8 x 4 metres with a depth of 120 cm, is available for use from 01 May to 22 October each year, providing an extended season during which you can enjoy a refreshing swim or simply bask in the warmth of the Italian sun. An outdoor shower is conveniently located nearby, allowing you to rinse off comfortably after a dip in the pool. The surrounding garden, set within the property's vast 20,000 m2 grounds, features a well-maintained lawn interspersed with trees that offer natural shade and a sense of peaceful seclusion. While the garden is not fenced, it flows naturally into the broader landscape, creating an open and inviting atmosphere that encourages relaxation and exploration in equal measure.
Other Information
The swimming pool at "Ambrogetta" operates seasonally, remaining open from 01 May to 22 October each year. The roofed parking area on the premises is capable of accommodating up to 2 vehicles, offering a practical and sheltered solution for guests travelling by car. For those without a vehicle, a bus stop is conveniently located just 300 metres from the property, making it straightforward to access the surrounding area and nearby towns using public transport.
Distances and Attractions
"Ambrogetta" benefits from an enviable location that places some of Tuscany's most celebrated destinations within comfortable reach. The centre of San Casciano Val di Pesa is just 1 km away, allowing you to explore local shops, restaurants, and services with ease. The magnificent city of Florence, renowned for its world-class art, architecture, and culture, is easily accessible from the property, as are the historic cities of Siena and San Gimignano, each offering a wealth of cultural, gastronomic, and scenic attractions that capture the very essence of the Italian experience. Ambrogetta
Property Summary
Situated in San Casciano In Val Di Pesa, Italy, the "Sole" is a renovated, three-story cozy farmhouse surrounded by trees and vineyards. The property offers a terraced garden with wildlife, an above-ground swimming pool (3 x 8 m, seasonal availability: 31.May - 30.Sep), and outdoor amenities like a shower, terrace, garden furniture, and barbecue. Additionally, you can enjoy Internet Wifi, parking, and a yard during your vacation rental stay.
Outdoors
The property boasts a fenced, 600 m2 private area with a terraced garden featuring a wildlife section and trees. Take advantage of the outdoor shower, terrace, garden furniture, and barbecue facilities. The swimming pool (above ground, 3 x 8 m) is available seasonally from May 31 to September 30, with maintenance provided by the owner/gardener.
Other Information
Convenient services include linen and towel changes (supplemental charges apply), cook upon request (extra cost), and a pre-arrival grocery service. The property can be accessed via an 800m long bumpy, narrow motor access road. On-site parking is available for up to 4 cars. Local sale of farm products is available nearby.
Distances and Attractions
The property is located 2.5 km from the center of San Casciano and offers proximity to various amenities and attractions. Within 2 km, you'll find shops, groceries, supermarkets, restaurants, bakeries, bicycle rentals, and a bus stop. The Florence Santa Maria Novella railway station is 22 km away, while the sandy beach is 90 km from the property. Nearby attractions include Florence (22 km), San Gimignano (40 km), Siena (60 km), and Pisa (74 km). For leisure activities, a golf course (18 holes) is 21 km away, tennis courts are 4 km away, and walking paths start 100 m from the house. An indoor swimming pool is also available 4 km from the property. Sole
Property Summary
Immerse yourself in the rustic charm of "Il Casale," a cozy vacation rental nestled in the picturesque countryside of Tuscany. This charming cottage boasts a private garden with a meadow, providing the perfect setting to relax and unwind. Enjoy a refreshing dip in the seasonal above-ground swimming pool (8 x 4 m) while taking in the breathtaking views of the surrounding landscape. Stay connected with internet wifi access, and take advantage of the provided garden furniture, barbecue facilities, and private parking on the premises.
Outdoors
Embrace the natural beauty that surrounds "Il Casale." Explore the private garden with its lush meadow, offering a tranquil oasis for you to escape the hustle and bustle of everyday life. Indulge in al fresco dining or simply bask in the warm Tuscan sun while enjoying the stunning countryside vistas.
Other Information
For your convenience, "Il Casale" is located just 2.5 km from the center of Badia a Passignano and 5 km from the center of Montefiridolfi. Please note that the property is accessed via a 2 km long bumpy motor access through an unmade road. Additionally, the owner utilizes some rooms within the house. Experience the authentic flavors of Tuscany by purchasing local farm products available for sale on-site.
Distances and Attractions
While "Il Casale" offers a peaceful retreat, it is conveniently situated just 30 km from the vibrant center of Florence and 90 km from the sea. Explore the surrounding area and discover nearby shops, supermarkets, and the Poggibonsi railway station (20 km), providing easy access to other attractions in the region. Immerse yourself in the natural beauty of San Casciano In Val Di Pesa, Italy, and create lasting memories during your vacation rental stay. Il Casale
Villa Agnola is a beautiful stone building (400 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with six bathrooms. Conveniently located in the centre of San Casciano In Val Di Pesa, Italy in the tourist area "Florence And Surroundings" and only 20 km (12 mi) from Greve In Chianti.
The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.
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 vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).
Villa D'agnola
| Accommodation | |||||
|---|---|---|---|---|---|
| Francigena 651.1 | 4 | 1 | 1 | ||
| Francigena 651.2 | 6 | 2 | 2 | ||
| Francigena 651.3 | 6 | 2 | 2 | ||
| Francigena 651.4 | 8 | 3 | 2 | ||
| All 4 Accommodations | 24 | 8 | 7 |
Property Summary
The Country House "Francigena" is a delightful vacation rental nestled in a tranquil setting, surrounded by lush trees and scenic fields. Boasting 9 apartments, it offers a perfect getaway for families and groups. The property is equipped with a stunning swimming pool, lush yard, internet Wifi, ample parking spaces, and an EV charging station. Additionally, an installment plan is available for added convenience. Castelfiorentino, Italy, is a mere 6 km away from this idyllic retreat.
Outdoors
Spanning an impressive 20,000 m2, the property showcases a breathtaking garden with verdant lawns and towering trees. Guests can indulge in a refreshing dip in the large swimming pool, measuring 15 x 9 m with a depth ranging from 100 to 140 cm. The pool is open seasonally from April 1st to October 31st. Enhancing the outdoor experience, the property features an outdoor shower, terrace, garden furniture, and a barbecue area for alfresco dining.
Other Information
For added convenience, the property offers shared access to a washing machine and tumble dryer, subject to an extra cost. Ample parking spaces are available on the premises, accommodating up to 12 cars under a covered area. The nearest shop is situated 3 km away, while a supermarket can be found 6 km from the property. The railway station "Castelfiorentino" is also located 6 km away, providing easy access to explore the region.
Distances and Attractions
The property is conveniently located just 3 km from the center of Castelnuovo d'Elsa and a mere 30 km from the renowned tourist destination of San Gimignano. For beach enthusiasts, the sandy shores of "Cecina Mare" can be reached within a 100 km drive. While a car is recommended to fully explore the picturesque surroundings, guests can stay connected during their holiday rental with the available internet Wifi. Castelfiorentino 651
# Property Summary
Casa Mattei is a dramatically located villa in San Casciano In Val Di Pesa, situated in the heart of Tuscany's Chianti region with expansive views over olive groves, vineyards, woods and country estates. This authentic property welcomes 10 guests plus 4 additional guests and offers a stunning swimming pool with Jacuzzi feature. The spacious and private country house stands just 2 kilometers from Mercatale Val di Pesa and 18 kilometers from Florence, Italy. You will find the location ideal with its private and tranquil hillside position, perfectly positioned for exploring the region. The well-appointed villa has been authentically restored and is surrounded by olive groves, making it perfect for 5 to 6 couples or extended families. Internet Wifi connectivity ensures you stay connected throughout your stay, while convenient parking facilities are provided on the property. The building dates back approximately one thousand years to the Medieval period and was totally restored in 2006, having originally served as a small monastery before evolving into a country house some centuries later. As a member of the Experience Villas Collection, Casa Mattei offers its guests a fun and very Italian experience through a Pizza Cooking Class with a professional Pizzaiolo.
Outdoors
The fenced property extends across 2 hectares and includes the main house of 530 square meters, a swimming pool measuring 15 by 7.50 meters, and a dependence of 40 square meters. The fresh water pool with integrated Jacuzzi is open from May through September and you should note that the Jacuzzi is not a hot tub. The pool area is furnished with sunbeds, tables and chairs with umbrellas for your comfort. Adjacent to the pool you will discover a changing room with a bathroom featuring a shower and a well equipped fitness room. The lawn is beautifully bordered with rose bushes and olive trees, creating a picturesque setting. A stone patio houses a barbecue and provides shaded space for al fresco dining at a long table accommodating 12 people with comfortable chairs. Steps from the patio lead you down to the pool area, allowing easy access between the outdoor living spaces.
Other Information
Access to Casa Mattei is via a typically rough dirt road extending 1200 meters through vineyards and olive groves.
Distances and Attractions
You will appreciate the exceptional location of Casa Mattei, positioned just 15 minutes south from Florence with easy access to the charming Chianti hill towns. The property sits 50 minutes from Siena and 1 hour from Lucca, allowing you to explore some of Tuscany's most celebrated destinations. The nearest village of Mercatale Val di Pesa is only 2 kilometers away, while the cultural treasures of Florence are accessible at 18 kilometers from your accommodation. Mattei Villa
Book your vacation for the period from 01 March 2026 to 30 June 2026 and save 10% (minimum 7 nights). Offer valid until 30 June 2026.
Charming small independent villa with private pool situated on the hills surrounding the small town of Cambiano, approx. 45 km from Florence. This villa offers nice outdoor areas with a beautiful panoramic terrace, gazebo, furnished garden and private pool. The interiors are welcoming and provide air-conditioning.
The access to the property is via an unpaved but well-maintained road.
Distances: Fontanelle with general stores 500 m, a nice restaurant / pizzeria 100 m away, Cambiano 4 km, Castelfiorentino with general stores and railway station 7 km, Empoli 7 km away, Certaldo 17 km, San Gimignano 30 km away, Florence (airport) 45 km, Lucca 55 km, Pisa (airport) 58 km, Siena 65 km away.
At guests’ disposal: furnished garden with private bean-shaped swimming-pool (7 x 3 m circa – depth 1,2 m – open from 01/04 to 30/10), barbecue, large furnished terrace with gazebo ideal for al-fresco dining offering extensive panoramic views over the surrounding landscape.
Parking within the grounds.
Extra Services: Baby bed available upon request (free of charge). Maid service by arrangement (€ 10,- / per hour to be paid on the spot).
Small pets are allowed by paying an extra charge of € 40,- / per pet (the property is not completely fenced).
Please carefully check if there are any extra costs to be paid on site! Villa Roberto
Book your vacation for the period from 09 August 2026 to 22 August 2026 and save 10% (minimum 13 nights).
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.
Villa Botinaccio is located 3 km (2 mi) from Bobolino, Italy and only 27 km (17 mi) from Florence in the tourist area "Florence And Surroundings". Villa Botinaccio is a nice stone building (500 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 11 people comfortably in six bedrooms with six bathrooms.
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 perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Outside you will also find 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 11 people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 27 km (17 mi), San Gimignano 36 km (22 mi), Greve In Chianti 39 km (24 mi), Pisa 60 km (37 mi) and Lucca 65 km (40 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the vacation rental, only 70 m (211 ft).
Some other major tourist destinations you should consider visiting are: Florence 27 km (17 mi), Viareggio 89 km (55 mi), Forte Dei Marmi 101 km (63 mi), Rome 308 km (192 mi), Milan 316 km (196 mi) and Naples 499 km (310 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 29 km (18 mi), Pisa (psa) 62 km (38 mi), Bologna (blq) 121 km (75 mi), Genova (goa) 232 km (144 mi) and Venezia (vce) 274 km (170 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule 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.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Botinaccio. Inquire for more details, including the supplemental 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 when you arrive.
The Cooking Lesson includes shopping, preparing the dishes together with the guests, service and tidying up final, a bottle of Chianti for tasting for every 4 participants. Included in the lunch or dinner will also be served a traditional Tuscan side dish, such as Panzanella or Pappa al Pomodoro or a rich salad.
The menus adapt to the season and the dietary needs of the guests and are constructed so that guests can work at their best.
Lessons usually start around 10.00 or 17.00 and last about two hours plus time for lunch or dinner. The times are however flexible to be agreed with the guests. Villa Colle Di Sotto
Property Summary
La Quercitella is a modern and beautiful house that has been recently renovated in 2021, offering a perfect holiday rental for your stay in Certaldo, Italy. This secluded property sits on a 1,000 m2 fenced property with a garden lawn and trees, providing a private oasis for your vacation. You can enjoy a range of amenities, including a swimming pool, yard, internet WiFi, and parking.
Outdoors
Experience the beauty of the Tuscan countryside at La Quercitella. The outdoor area is perfect for relaxing and enjoying the stunning scenery. You'll have access to an outdoor shower, terrace, garden furniture, and a barbecue area for al fresco dining. The swimming pool (4 x 8 m, depth 140 - 140 cm) is available seasonally from May 1st to October 15th, and the owner/gardener ensures it remains clean and well-maintained throughout your stay.
Other Information
La Quercitella offers additional services to enhance your vacation experience. Massage services are available for an extra fee, and bicycle rentals are on-site for exploring the surrounding area. The property is suitable for families, and baby equipment is included. Groups of teenagers are welcome upon request only. It is also suitable for events, making it an ideal location for weddings or other special occasions. For convenience, several shops and restaurants are located within a few kilometers, including a supermarket, grocery store, and bakery. The bus stop is just 2 km away, and the railway station 'Certaldo' is only 5 km from the property.
Distances and Attractions
La Quercitella is conveniently located near several attractions, including San Gimignano, Firenze, Siena, Volterra, and Pisa. The sandy beach 'Cecina Mare' is 80 km away, and there is an indoor swimming pool just 5 km from the property. For those seeking relaxation, the thermal baths 'Gambassi Terme' are only 14 km away. Tennis courts and riding stables are available within 5 km of the property, offering additional recreational activities during your stay. Quercitella