Castelfiorentino Vacation Villa Rentals
Results 81 - 100 of 839
Casa Cipressi
Private Holiday home with WIFI, private pool, TV, patio, panoramic view, near San Gimignano
- 6
- 3
- 3
Description
Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa provides nice, tastefully furnished interiors. The outside offers a large garden with lawn, private pool and a nice small pond.
On the premises there is a small outbuilding adjoining the villa offering a double bedroom with bathroom (rented only together with the villa to accommodate up to 6 people).
The location of this property is ideal to enjoy the Tuscan country-side and at the same time to visit the beautiful art cities of the region.
The access to the property is via an unpaved but well-maintained road.
Distances: Sciano with a bar and a pizzeria 1,5 km away, Certaldo with general stores and railway station 5 km, San Gimignano 18 km away, Siena 42 km, Volterra 45 km away, Florence (airport) 45 km away, Pisa (airport) 80 km.
At guests’ disposal: large furnished garden, equipped covered terrace, private swimming-pool (8 x 4 m – depth 1,5 m – open from 01/05 to 30/09), open-air shower (cold water only), barbecue. Fans are provided in all of the bedrooms.
The villa provides internet connection (WI-FI, free of charge).
Parking within the grounds.
Extra Services: Baby bed available free of charge. Maid service by arrangement € 10,- / per hour (to be paid on site).
Please carefully check if there are any extra costs to be paid on site! Casa Cipressi
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.
Novellina
Independent House with WIFI, private pool, A/C, TV, patio, panoramic view, near San Gimignano
- 10
- 5
- 6
Description
Property Summary
La Novellina is a luxury villa set on a 30-hectare organic estate in the heart of the Chianti hills near Fiano, Italy. Originally an 11th-century watchtower along the historic Via Francigena, this distinguished property has been fully restored to combine authentic Tuscan charm with modern comfort. The villa features 5 bedrooms and accommodates up to 10 guests, offering panoramic views and complete privacy throughout its elegant interiors. You will enjoy access to a private swimming pool surrounded by the peaceful countryside. The estate provides reliable internet wifi connectivity to keep you connected during your stay. Ample parking is available on the property grounds. The villa is set within beautifully maintained grounds that include a spacious yard encompassing organic olive groves, vegetable gardens, fruit orchards, and medicinal herbs. This exceptional residence serves as an ideal base for families or groups seeking to explore Tuscany's most iconic destinations while experiencing the tranquility of authentic rural Italian living.
Outdoors
You will find the outdoor spaces at La Novellina designed to immerse you in the natural beauty of the Chianti landscape. The private swimming pool provides a refreshing retreat with sweeping views across the rolling hills and valleys that define this celebrated wine region. The surrounding yard extends across 30 hectares of certified organic farmland, featuring 2,000 olive trees that produce estate olive oil, along with productive vegetable gardens and fruit orchards that supply seasonal produce throughout the year. You can explore the medicinal herb gardens and discover the estate's saffron cultivation, a historic Tuscan specialty that has been grown locally since the Middle Ages. The outdoor areas offer numerous spaces for relaxation and al fresco dining, where you can enjoy the panoramic vistas and experience the sustainable, low-impact tourism philosophy that guides the estate's agricultural practices.
Other Information
The estate operates as a fully certified organic farm, emphasizing sustainable agricultural methods and environmental stewardship. You will have the opportunity to experience zero-meter food through access to seasonal farm produce grown directly on the property. The saffron production represents a continuation of medieval Tuscan agricultural traditions, highlighting the estate's commitment to preserving regional heritage. The property's location along the historic Via Francigena pilgrimage route adds historical significance to your stay, connecting you to centuries of travelers who passed through this same landscape.
Distances and Attractions
La Novellina offers exceptional proximity to Tuscany's most celebrated destinations. The medieval towers of San Gimignano are just 20 minutes away, while the ancient Etruscan city of Volterra can be reached in 40 minutes. Florence, with its Renaissance masterpieces and world-class museums, lies 45 minutes from the property, and the Gothic splendor of Siena is 50 minutes distant. The Leaning Tower of Pisa and the sandy beaches of Versilia are both approximately 1 hour away. The charming village of Fiano sits within walking distance, offering convenient access to local cafes and shops for your daily needs. Both Florence and Pisa airports are easily reachable, providing convenient international connections for your arrival and departure. Novellina
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Vasco
Beautiful private property with WIFI, private pool, terrace, panoramic view, near San Gimignano
- 8
- 4
- 3
Description
Beautiful property available for rent with a private swimming pool, located just a short distance from the town of Certaldo.
The structure in subdivided into 3 apartments, (there is no internal access between apartments) which come rented to one single party as a single rental villa. The largest apartment holds a dining room large enough for 8 guests to dine together.
The owners (who are very friendly but not intrusive) manage a family agricultural business from the same location and live a few meters away but do not share any of the outdoor areas with the guests – they do reserve access to a passage which runs below the largest apartment for use only when truly necessary. They will be available should guests require help or advice for what to visit and where to go to enjoy the best of Tuscany.
The property available for rent and the property where the owners live are separated by a border of flowers which gives the guests the most privacy possible.
This beautiful Tuscan property with a swimming pool is strategically located, this makes it easy for guests to see this region’s fantastic well-known towns and cities such as Certaldo, San Gimignano, Volterra, Florence, Siena and the Tuscan countryside.
The small town of Sciano is found just 450m from the house (easily reached on foot).
Available to guests: swimming pool reserved for the exclusive use of guests 12 x 6 m – maximum depth 1.7 m – minimum depth 1.2 m) open from 8am until 8pm and surrounded by beautiful garden, fenced and furnished with a gazebo, sunbeds and an outdoor shower, furnished area in front of the apartments with table and chairs for outdoor dining, Ping-Pong table. The rental has a safe (one in each of the apartments) and children’s cot (available upon request). Parking at the property. Pets are not allowed.
Distances: Sciano - 450m, Certaldo with a wide variety of shops and a train station - 5 km, San Gimignano - 18 km, Siena - 42 km, Volterra - 45 km, Florence (airport) - 45 km, Pisa (airport) - 80 km.
Please carefully check if there are any extra costs to be paid on site! Casa Vasco
Maggiano
Independent House with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
- 10
- 5
- 3
Description
Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic country style, the villa offers all amenities and is perfect for a family or group of friends.
Outside, the house is surrounded by a large garden with a beautiful pool and a barbecue area. The garden offers a splendid, panoramic view of the surrounding nature and countryside.
The owners live in an adjacent unit, and are always available to provide any help guests may need, as well as excellent recommendations for a smooth Chianti holiday. They have a separate entrance to their unit and do not share any of the guests’ outdoor spaces.
The property’s location is excellent for visiting the main cities and areas of Chianti and Tuscany, such as San Gimignano, Castelfiorentino, Florence, Siena, Lucca and the Tuscan coast.
At guests’ disposal: 5 bedrooms, all with air conditioning; large, well-tended garden that is completely enclosed; above-ground pool (9 x 4 m; depth: 1,2 m) for guests’ exclusive use; panoramic views; free WIFI internet; parking within the grounds; portico with panoramic views for dining outside; portable barbecue and wood-burning oven.
Distances: Lucardo (restaurant and pizzeria) 2 km, Fiano (small food shops, pharmacy, bar, pizzeria, post office and bank) 2,5 km, Montespertoli (shops of all kinds) 9 km, Certaldo 11 km, San Gimignano 23 km, Florence 40 km, Siena 46 km, Pisa and Lucca about 80 km, the Tuscan coast (Livorno, Tirrenia, Castiglioncello, Cecina) about 100 km.
Please carefully check if there are any extra costs to be paid on site! Maggiano
- 39
- 159
- 68
- 56
| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Acciaioli | 8 | 4 | 3 | ||
| Montegufoni 3 | 5 | 2 | 1 | ||
| Montegufoni 10 | 2 | 1 | 1 | ||
| Montegufoni 11 | 3 | 1 | 1 | ||
| Montegufoni 13 | 4 | 1 | 1 | ||
| Montegufoni 17 | 4 | 1 | 1 | ||
| Montegufoni 18 | 5 | 2 | 1 | ||
| Montegufoni 22 | 2 | 1 | 1 | ||
| Montegufoni 23 | 6 | 3 | 1 | ||
| Montegufoni 27 | 5 | 2 | 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 | ||
| Tiglio | 5 | 2 | 2 | ||
| Tettoia | 4 | 2 | 2 | ||
| Guardiano | 3 | 1 | 1 | ||
| Bellavista | 2 | 1 | 1 | ||
| Giardino | 4 | 1 | 1 | ||
| Fattoressa | 4 | 1 | 1 | ||
| Camino | 2 | 1 | 1 | ||
| Segretario | 5 | 2 | 1 | ||
| Tramonto | 4 | 2 | 2 | ||
| Archi | 4 | 1 | 1 | ||
| Forno | 4 | 2 | 1 | ||
| Montegufoni 19B | 5 | 3 | 2 | ||
| Cappella | 3 | 1 | 1 | ||
| Bastione | 2 | 1 | 1 | ||
| Galleria | 9 | 4 | 3 | ||
| La Grotta | 5 | 2 | 2 | ||
| Cardinale | 6 | 3 | 2 | ||
| Teatro | 3 | 1 | 1 | ||
| Montegufoni 7 | 4 | 1 | 1 | ||
| Cupola | 4 | 2 | 1 | ||
| All 39 Accommodations | 159 | 68 | 56 |
Description
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 3
Montegufoni 10
Montegufoni 11
Montegufoni 13
Montegufoni 17
Montegufoni 18
Montegufoni 22
Montegufoni 23
Montegufoni 27
Montegufoni 28
Montegufoni 29
Montegufoni 30
Torre
Torre 2
Acciaioli 1Bis
Acciaioli 4
Acciaioli 14
Acciaioli 3
Tiglio
Tettoia
Guardiano
Bellavista
Giardino
Fattoressa
Camino
Segretario
Tramonto
Archi
Forno
Montegufoni 19B
Cappella
Bastione
Galleria
La Grotta
Cardinale
Teatro
Montegufoni 7
Cupola
Villa Manuela
Independent House with private pool, A/C, WIFI, TV, patio, panoramic view, close to San Gimignano
- 8
- 4
- 4
Description
Conveniently located in Iano, Italy and only 18 km (11 mi) from San Gimignano. Vacation rental Villa Manuela is a beautiful property (220 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the lovely 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 18 km (11 mi), Pisa 61 km (38 mi), Florence 63 km (39 mi), Siena 64 km (40 mi) and Greve In Chianti 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 102 km (63 mi), Rome 303 km (188 mi), Venice 309 km (192 mi) and Milan 345 km (214 mi).
Additional Information
Pool Open: 20 April - 26 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): Pisa (psa) 62 km (39 mi), Firenze Peretola (flr) 67 km (42 mi), Bologna (blq) 157 km (98 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 311 km (193 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the 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 needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Baby Sitting - A babysitter can be scheduled at Villa Manuela. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
La Sassolina
Book 15 days or less before the arrival date and receive a 30 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
Il Frantoio
Private House with WIFI, private pool, TV, patio, pets allowed, panoramic view, close to Florence
- 18
- 8
- 8
Description
Big independent farmhouse with private swimming-pool created by the restoration of an ancient oil mill situated approx. 18 km from Florence away. This property nestling deep among vineyards and olive groves is very large and offer nicely furnished rustic interiors. The villa is part of a farming estate producing wine and olive oil and offering an ideal terrain for beautiful walks in close contact with the Tuscan landscape.
The owners run a nice restaurant on the premises where it is possible to taste excellent local recipes .
On the property live a couple of helpful keyholders.
The access to the property is via an unpaved but well-maintained road.
Distances: Malmantile with food shops 4 km away, Lastra a Signa with all kinds of shops 5 km, Florence (airport) 18 km away, the charming medieval town of San Gimignano 45 km, Pisa (airport) 65 km away, Siena approx. 75 km.
At guests disposal: large outdoor areas, private swimming-pool (4 x 11 m – maximum depth 1,8 m). Parking within the grounds. All of the bedrooms provide safe, ceiling fans and hairdryer. WI-FI internet connection available (free of charge).
Upon request it is possible to arrange guided tours, visit of the property wine cellars, wine tasting and beautiful walks.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Il Frantoio
Villa Botinaccio
Stunning independent property with private pool, A/C, WIFI, TV, patio and panoramic view
- 11
- 6
- 6
Description
Vacation rental Villa Botinaccio is a beautiful stone building (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 11 people comfortably in six bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Bobolino, Italy in the tourist area "Florence And Surroundings" and only 27 km (17 mi) from Florence.
What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. 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 11 people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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 holiday home, 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 - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable 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 holiday? 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. Ask for more details and the additional costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the extra 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 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.
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
- 8
- 4
- 2
Description
Independent villa with a private pool in the Florentine hills near the cities of Montelupo Fiorentino and Florence.
The villa has two floors and 4 bedrooms to comfortably accommodate up to 8 people.
On the grounds there is a private pool with panoramic views, a multi-purpose court for tennis and five-a-side soccer, and a lovely veranda with a barbecue where you can dine outside.
Villa Adriana is within easy reach of Tuscany’s major art cities, such as Florence, Siena, San Gimignano, Pisa and Lucca.
At guests’ disposal:4 bedrooms, 2 bathrooms; sleeps 8; private pool with panoramic views (15 x 7,5 meters; minimum depth: 1,50 meters; maximum depth: 3 meters); outdoor shower; changing room with showers next to the pool area; multi-use court for tennis and five-a-side soccer with night lighting; veranda with outdoor dining area; sunbathing area; private garden; barbecue; parking; stationary bike; Wifi internet; air conditioning in 2 bedrooms and the living room
Distances: Montelupo Fiorentino (shops of all kinds) 3 km, Empoli 8 km, Vinci 21 km, Florence (airport) 24 km, San Gimignano 38 km, Lucca 54 km, Pisa (airport) 57 km, Tyrrhenian coast with beach facilities 65-71 km, Siena 76 km.
Please check carefully for any extras that must be paid at the property! Villa Adriana
Book your vacation for the period from 01 April 2026 to 30 April 2026 and save 10% (minimum 4 nights). Offer valid until 31 March 2026.
Book your vacation for the period from 01 May 2026 to 30 June 2026 and save 5% (minimum 4 nights). Offer valid until 31 March 2026.
- 17
- 8
- 8
Description
Property Summary
Nestled in the picturesque surroundings of Montelupo Fiorentino, Italy, Villa "La Rosa" is a breathtaking semi-detached vacation rental that promises an unforgettable stay. This magnificent property, constructed in 2005, is perched 250 meters above sea level, providing stunning vistas of trees, meadows, and vineyards. With a range of amenities including a Swimming Pool, Yard, Internet Wifi, and Parking, you are guaranteed a comfortable and convenient holiday experience.
Outdoors
Step outside and immerse yourself in the villa's terraced garden, spanning an impressive 2,000 square meters of fenced and private space. The true highlight, however, is the magnificent swimming pool, measuring 12 x 6 meters with a depth of 150 cm. This oasis is open seasonally from 04.May. to 21.Sep., operating from 10:00 to 19:00. Enhancing the outdoor experience, you'll find an outdoor shower, table tennis, basketball hoop, garden furniture, and a barbecue area, ensuring endless entertainment for all ages.
Other Information
The villa is meticulously maintained, with pool maintenance taken care of by the owner/gardener. For your convenience, a nearby shop and grocery are located just 1 kilometer away, while a supermarket is 1.8 kilometers from the villa. Heating is available from 01.11. to 15.04. to ensure your comfort during cooler months. Additionally, the "Montelupo Fiorentino" railway station is a mere 2 kilometers away, providing easy access to explore the region.
Distances and Attractions
Strategically situated, Villa "La Rosa" offers proximity to numerous captivating destinations. The city center of Montelupo Fiorentino is just 2 kilometers away, while Firenze and Pisa are within reach at 22 and 60 kilometers, respectively. The coastal allure is also within easy reach, with the sea merely 70 kilometers from the villa. Nearby attractions include the charming towns of San Miniato (18 km), San Casciano in Val di Pesa (20 km), Certaldo (26 km), and the iconic San Gimignano (38 km), offering a wealth of cultural and historical experiences. La Rosa
La Rosa
Holiday rental with A/C, hot tub, WIFI, private pool, TV, terrace, pets allowed, panoramic view
- 13
- 6
- 6
Description
Property Summary
Villa "La Rosa" offers a serene and peaceful escape surrounded by trees, meadows, and vineyards. Located 250 meters above sea level, this stunning semi-detached vacation rental boasts a private terraced garden spanning 2,000 square meters, complete with a 12 x 6-meter swimming pool, outdoor shower, table tennis, basketball court, garden furniture, and a barbecue area. Enjoy the convenience of on-site parking and high-speed Internet WiFi throughout your stay.
Outdoors
Immerse yourself in the villa's outdoor paradise, featuring a fenced 2,000 square meter terraced garden and a stunning 12 x 6-meter swimming pool, open seasonally from May 4th to September 21st, with pool hours from 10:00 am to 7:00 pm. Soak up the sun on the garden furniture or challenge your travel companions to a game of table tennis or basketball. The outdoor area also includes a barbecue area, perfect for al fresco dining.
Other Information
Villa "La Rosa" offers modern amenities to enhance your vacation rental stay. The villa is equipped with heating available from November 1st to April 15th, ensuring your comfort throughout the cooler months. Additionally, guests have access to a machine providing filtered drinking water at room temperature, cold, or sparkling. For your convenience, one pool towel per person is provided free of charge.
Distances and Attractions
Situated just 2 kilometers from the center of Montelupo Fiorentino, Italy, the villa offers convenient access to local amenities, with shopping areas, a grocery store, and a supermarket located within a 1.8-kilometer radius. The Montelupo Fiorentino railway station is conveniently situated just 2 kilometers away. Nearby attractions include San Miniato, San Casciano in Val di Pesa, Certaldo, and San Gimignano. Explore the Gambassi Terme thermal baths 30 kilometers away or indulge in a round of golf at the 10-hole course situated 4 kilometers from the villa. Florence is 22 kilometers away, while Pisa is 60 kilometers away, providing ample opportunities for day trips and sightseeing. La Rosa
La Rosa
Unique accommodation with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
- 9
- 4
- 5
Description
Property Summary: At Villa "La Rosa", you can enjoy a semi-detached property built in 2005, surrounded by trees, meadows, and vineyards, situated at an elevation of 250 meters above sea level. The villa provides amenities such as a swimming pool, Internet WiFi, and parking on the premises. The terraced garden spans 2,000 square meters and is fenced, offering an idyllic setting for your vacation rental.
Outdoors: The property boasts a private terraced garden of 2,000 square meters, complete with a fenced enclosure. Indulge in the refreshing 12 x 6 meter swimming pool with a depth of 150 cm, which is available seasonally from May 3 to September 20, with pool opening hours from 10:00 to 19:00. Enjoy outdoor activities like table tennis, basketball, and alfresco dining with the provided garden furniture and barbecue. An outdoor shower adds to the convenience.
Other Information: The villa features a central heating system available from November 1 to April 15. Guests have access to a machine providing filtered drinking water at room temperature or filtered cold and sparkling water. One pool towel per person is provided free of charge. The property is just 1 km from a shop, 1 km from a grocery store, and 1.8 km from a supermarket. The nearest railway station, "Montelupo Fiorentino," is 2 km away, and the thermal baths "Gambassi Terme" are 30 km away. A 10-hole golf course is located just 4 km from the villa.
Distances and Attractions: The villa is conveniently situated 2 km from the center of Montelupo Fiorentino, Italy. It's also within proximity to several notable attractions, including San Miniato (18 km), San Casciano in Val di Pesa (20 km), Certaldo (26 km), and the famous San Gimignano (38 km). Additionally, the centers of Firenze and Pisa are 22 km and 60 km away, respectively, while the sea is 70 km from the property. Just an example. La Rosa
Villa Belvedere
Beautiful private vacation rental with private pool, WIFI, TV and panoramic view, near San Gimignano
- 8
- 4
- 3
Description
Villa Belvedere, 240 square meters on two floors, comfortably accommodates up to eight people and offers a marvelous view that sweeps from the valley of the Cecina mountains to the soffioni of Lardarello and the Chianti hills.
The entrance of the vacation villa, where a stone inscription testifies to the ancient origins of the building, dating back to the late 16th century, leads on one side to a large and bright fully equipped kitchen with adjoining dining room, and on the other to a double bedroom with en suite bathroom equipped with shower, sink, toilet and bidet.
From outside there is access to a laundry room.
On the second floor are two living areas with a large fireplace, a double bedroom, two twin bedrooms, and two bathrooms with washbasin, toilet, and bidet, one of which has a bathtub/shower and the other a shower only.
Next to the holiday villa in Tuscany is a private swimming pool with umbrella and deck chairs, surrounded by a green area equipped with table, chairs and barbecue.
The pool, for the exclusive use of villa guests, measures 11.5 x 5.5 meters and is 1.5 meters deep. Open from May to October (depending on the Weather). Filtration with chlorine. Villa Belvedere
Casale la Canigiana, House, Pool, San Miniato
Stunning private accommodation with WIFI, A/C, private pool, TV, patio and pets allowed
- 10
- 4
- 3
Description
Holiday home Casale La Canigiana, House, Pool, San Miniato is a nice property (150 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to ten people comfortably in four bedrooms with three bathrooms. Casale La Canigiana, House, Pool, San Miniato is located 7 km (5 mi) from San Miniato Basso, Italy and only 40 km (25 mi) from San Gimignano.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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 40 km (25 mi), Florence 47 km (29 mi), Pisa 48 km (30 mi), Lucca 50 km (31 mi) and Greve In Chianti 59 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 47 km (29 mi), Viareggio 77 km (48 mi), Forte Dei Marmi 89 km (55 mi), Rome 328 km (204 mi), Venice 292 km (181 mi) and Milan 335 km (208 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Casale La Canigiana, House, Pool, San Miniato. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 9 May - 3 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) 48 km (30 mi), Pisa (psa) 50 km (31 mi), Bologna (blq) 141 km (87 mi), Genova (goa) 220 km (137 mi) and Venezia (vce) 294 km (183 mi).
Casale La Canigiana, House, Pool, San Miniato
Book your vacation for the period from 18 April 2026 to 03 October 2026 and save 10% (minimum 14 nights).
Villa Linchiano
Unique private villa with WIFI, private pool, TV, terrace and panoramic view, near San Gimignano
- 14
- 8
- 6
Description
This holiday villa for rent forms a single complex with the adjoining medieval Tower. The two buildings are in a position of extraordinary beauty and can accommodate up to 14 people.
On the ground floor, the holiday villa in Tuscany, offers a large living-room, a dining room, a perfectly equipped kitchen, a single bedroom and two double bedrooms, one with en suite bathroom. All three bathrooms have a shower, sink, WC and bidet.
On the upper floor are two living rooms – one with a large fireplace – a small study, a double bedroom, two rooms with twin beds and a laundry room. The two bathrooms, one with bath/shower and the other with shower only, have a sink, WC and bidet.
Next to the villa for vacation, which has an overall area of 240 sq.m,, is the fascinating 12th century Tower, 95 sq.m on five levels. The Tower was inhabited in the 15th century by the cartographer Paolo Toscanelli dal Pozzo, who had a decisive influence on Christopher Columbus’ decision to sail west in search of the East Indies.
Inside is an equipped kitchen with fireplace, a single bedroom, a living room, a double bedroom and a bathroom with shower, sink, WC and bidet.
Outside is a splendid private swimming pool with sunshade and deckchairs, surrounded by a superb green area equipped with table, chairs and barbecue.
The swimming pool, which is for exclusive use of the guests of the villa, measure 11.5 x 5.5 metres and is 1.5 deep. Open from May till October (depending on the weather). Filtration with chlorine. Villa Linchiano
Villa Pancole
Pretty private holiday rental with WIFI, A/C, private pool, TV and patio, near San Gimignano
- 10
- 5
- 4
Description
Conveniently located 7 km (4 mi) from Strada, Italy in the tourist area "San Gimignano And Surroundings" and only 6 km (4 mi) from San Gimignano. Villa Pancole is a nice stone building (300 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms.
Your Experience
After arriving at Villa Pancole you’ll find a nice clean well-maintained property ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill, patio and tennis court. 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 ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 6 km (4 mi), Greve In Chianti 39 km (24 mi), Siena 43 km (27 mi), Florence 54 km (34 mi) and Pisa 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (34 mi), Viareggio 111 km (69 mi), Forte Dei Marmi 114 km (71 mi), Rome 282 km (175 mi), Venice 305 km (190 mi) and Milan 347 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 154 km (96 mi), Genova (goa) 246 km (153 mi) and Roma Ciampino (cia) 291 km (181 mi).
There is a private restaurant with a dedicated private chef located about 100 meters from the villa. The service is exclusively reserved for villa guests and requires advance reservation. It is available for dinner service and for private cooking classes.
Villa San Gimignano View
Casa Legoli
Amazing private property with WIFI, private pool, TV, terrace, pets allowed and panoramic view
- 8
- 3
- 2
Description
Beautiful detached house with private swimming pool located on a hill just 5km from the famous 18-hole Castelfalfi golf course. The dominating position of the property means it enjoys a fantastic view over the surrounding landscape.
The surrounding area offers many places to visit such as visit like Volterra, San Gimignano, Pisa and Lucca. The Tuscan coast with famous beaches like Versilia, Cecina, Tirrenia and Castiglioncello, is also easily reached.
Available to guests: Private swimming pool for the exclusive use of guests with a panoramic view, private and fenced garden, Wi-Fi internet, satellite TV. Parking onsite.
Distances: Legoli (food shops) - 2 km, Montefoscoli - 3 km, Forcoli or Peccioli (shops of every kind) - 9 km, Pontedera - 20 km, Volterra - 30 km, San Gimignano - 33 km, Pisa - 46 km, Lucca - 60 km, Florence - 70 km, Siena - 75 km, the Cinque Terre are located about 140 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Legoli
- 10
- 5
- 4
Description
Conveniently located in Legoli, Italy and only 27 km (17 mi) from San Gimignano. Property Villa Elisa is a beautiful property (300 sq m) that includes private pool, hot tub and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a patio, barbecue grill and hot tub.
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 27 km (17 mi), Pisa 46 km (29 mi), Greve In Chianti 69 km (43 mi), Siena 71 km (44 mi) and Viareggio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 75 km (47 mi), Forte Dei Marmi 87 km (54 mi), Rome 306 km (190 mi), Venice 317 km (197 mi) and Milan 333 km (207 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): Pisa (psa) 48 km (30 mi), Firenze Peretola (flr) 77 km (48 mi), Bologna (blq) 169 km (105 mi), Genova (goa) 218 km (135 mi) and Roma Ciampino (cia) 315 km (196 mi).
Additional Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Elisa. Inquire for more details, including the extra cost and how to organize this service.
Villa Elisa
- 23
- 8
- 6
Description
Conveniently located in La Chiesa Collegozzi, Italy in the tourist area "Florence And Surroundings" and only 34 km (21 mi) from Florence. Le Due Ville is a lovely property (550 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 23 people comfortably in eight bedrooms with six bathrooms.
The property is made up of two separate villas that are close to each other and share a single pool.
The Experience
Upon arrival 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 holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 23 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting 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 34 km (21 mi), Greve In Chianti 46 km (28 mi), San Gimignano 47 km (29 mi), Lucca 55 km (34 mi) and Pisa 56 km (35 mi).
Some other major tourist destinations you should consider visiting are: Florence 34 km (21 mi), Viareggio 85 km (53 mi), Forte Dei Marmi 83 km (51 mi), Rome 315 km (196 mi), Venice 279 km (173 mi) and Milan 320 km (199 mi).
Additional Information
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) 36 km (22 mi), Pisa (psa) 58 km (36 mi), Bologna (blq) 128 km (79 mi), Genova (goa) 216 km (134 mi) and Venezia (vce) 281 km (175 mi).
Villa Del Granduca
- 8
- 3
- 2
Description
Property Summary
Casa Bensa offers a beautiful and comfortable country house vacation rental in Capraia E Limite, Italy. The property boasts a private fenced yard of 2,500 square meters, complete with a beautiful lawn and wildlife garden for your relaxation. Enjoy amenities such as a swimming pool, outdoor shower, garden furniture, and internet WiFi during your stay. The house also features a billiard table and parking for up to three cars.
Outdoors
Immerse yourself in the beautiful outdoor spaces at Casa Bensa. Take a refreshing dip in the 8 x 4 meter swimming pool, available seasonally from May 15th to October 15th, with a depth of 140 centimeters. Soak up the sun while lounging on the garden furniture or rinsing off in the outdoor shower. Explore the stunning wildlife garden and enjoy the peace and tranquility of the private fenced yard spanning 2,500 square meters.
Other Information
Casa Bensa offers convenient access to nearby amenities and attractions. The nearest supermarket is 4.5 kilometers away, while the railway station in Montelupo Fiorentino is just 5.6 kilometers from the property. For those seeking outdoor recreational activities, a 9-hole golf course is located 8 kilometers away, and the sandy shores of Tirrenia beach are within a 70-kilometer distance.
Distances and Attractions
Casa Bensa is ideally situated near several notable destinations. The historic city of Firenze is just 30 kilometers away, offering a wealth of cultural and architectural treasures to explore. Pisa, renowned for its iconic Leaning Tower, is within a 65-kilometer radius. Additionally, the property is conveniently located 6 kilometers from the center of Montelupo Fiorentino and 4.5 kilometers from the center of Capraia e Limite, providing easy access to local amenities and attractions. Casa Bensa
