Villas Near Town in Monteresi, Italy
Results 81 - 88 of 88
Villa Amadeo
Fabulous property with WIFI, pool, A/C, TV, patio, pets allowed, panoramic view, near San Gimignano
- 12
- 6
- 7
Description
Completely renovated portion of a villa with pool for your vacation in Tuscany: the property is situated in quiet and panoramic location on the hills surrounding the small town of Montaione, 50 km away from Florence..
The owners occasionally live in a portion of the villa (with separate entrance and garden) and they share with the clients the use of the swimming pool.
The pool is heated during the period from April 1st to November 1st and the temperature is maintained between 26 and 28 degrees Celsius.
The property is equipped with a natural insecticide system in the outer perimeter of the property that makes it inhospitable to any insects.
This villa is 50 km from Florence away and 20 km from the charming village of San Gimignano.
The location is ideal to enjoy the peace of the Tuscan countryside and at the same time to visit the most beautiful art cities in Tuscany (Florence, Siena, San Gimignano ) and the charming Chianti villages.
The access to the property is via an unpaved but well-maintained road of approx. 200 m.
At guests’ disposal: large, equipped outdoor areas (sunbeds and umbrellas), panoramic swimming-pool (15 x 5 m – depth from 1,5 m to 2 m) with easy access, 6 air conditioned bedrooms each with private ensuite bathroom and furnished outdoor area; bathroom close to the pool; open-air shower, relax - zones; barbecue and pizza oven; vegetable garden, table tennis, badminton, billiard-table, children playground . Wi-fi Internet connection available, Satellite TV , washing machine; electric charging station; covered parking within the grounds.
Distances: Montaione with all kinds of shops 1 km away, San Miniato 20 km, the medieval town of San Gimignano 20 km away, Volterra 30 km, Florence (airport) approx. 50 km, Siena 60 km away, Pisa (airport) approx. 60 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Amadeo
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.
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
- 7
- 46
- 16
- 12
| Accommodation | |||||
|---|---|---|---|---|---|
| La Valle 1 | 6 | 2 | 2 | ||
| La Valle 2 | 8 | 3 | 2 | ||
| La Valle 3 | 8 | 3 | 2 | ||
| La Valle 4 | 6 | 2 | 2 | ||
| La Valle 5 | 4 | 1 | 1 | ||
| La Valle 6 | 8 | 3 | 2 | ||
| La Valle 7 | 6 | 2 | 1 | ||
| All 7 Accommodations | 46 | 16 | 12 |
Description
The La Valle complex is comprised of seven comfortable apartments situated just a kilometre from the town of Montaione and roughly 45 kilometres from Florence. Each apartment has its own private and furnished outdoor area, perfect for dining alfresco. The complex has a large outdoor space with a swimming pool and tennis court for shared use by the apartments.
The location of this rental allows for easy visiting of Tuscany’s many attractions such as San Gimignano, Volterra, Florence, Siena, the Chianti winemaking area and the beautiful Tuscan coast.
Distances: Montaione offers a variety of shops just 1 km away, while guests can find Gambassi at a distance of 10 km, San Gimignano 22 km, Volterra 30 km, Florence 45 km, Siena 60 km and Cecina mare on the Tuscan coast at a distance of roughly 70 km.
Available to guests: Large outdoor areas, swimming pool (14 x 7 m – minimum depth 1,1 m – maximum depth 2,5m – open from 01/05 to 30/09), children’s pool (14 x 2,5 m – depth 0,5 m – open from 01/05 to 30/09), concrete tennis court, laundry room (free use).
WI-FI connection is available in the apartments.
Onsite parking.
Extra Services: Children’s cots. Housekeeper available upon request. There is a telephone available in each of the apartments, charged for depending on usage. Opportunities to purchase products from agricultural businesses such as wine, oil, grappa etc.
Pets are welcome at no extra charge.
Please carefully check if there are any extra costs to be paid on site! La Valle
Last-Minute Offer for La Valle 1
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
La Valle 2
La Valle 3
La Valle 4
La Valle 5
La Valle 6
La Valle 7
Fontanelle 16
Beautiful independent vacation rental with private pool, WIFI, A/C, TV, patio and panoramic view
- 16
- 8
- 8
Description
Holiday rental Fontanelle 16 is a beautiful stone building (500 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 16 people comfortably in eight bedrooms with eight bathrooms. Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 47 km (29 mi) from Montepulciano.
The Experience
Upon arrival at Fontanelle 16 you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 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 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: Montepulciano 47 km (29 mi), Siena 54 km (34 mi), Cortona 80 km (50 mi), Arezzo 82 km (51 mi) and Greve In Chianti 94 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 230 km (143 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 415 km (258 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 154 km (96 mi), Pisa (psa) 197 km (123 mi), Roma Fiumicino (fco) 221 km (137 mi), Bologna (blq) 239 km (148 mi) and Roma Ciampino (cia) 243 km (151 mi).
More Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Cleaning service is included 15 hours a week. Fontanelle 16
Villa la Cicogna Tuscany
Pretty independent holiday rental with private pool, WIFI, TV, patio and panoramic view
- 10
- 5
- 3
Description
Villa La Cicogna Tuscany is a beautiful stone building (400 sq m) with WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with three bathrooms. Conveniently located , Italy in the tourist area "Arno Valley" and only 30 km (19 mi) from Arezzo.
Your Experience
When you arrive 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 unwind while enjoying a nice cold beverage after a busy day of shopping. Also available outside are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including toaster, stove 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.
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: Arezzo 30 km (19 mi), Greve In Chianti 38 km (24 mi), Siena 57 km (35 mi), Florence 66 km (41 mi) and Montepulciano 75 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (99 mi), Rome 247 km (154 mi), Venice 309 km (192 mi) and Milan 353 km (219 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) 71 km (44 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 158 km (98 mi), Roma Ciampino (cia) 256 km (159 mi) and Roma Fiumicino (fco) 269 km (167 mi).
More Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa La Cicogna Tuscany. Ask for more details, including the extra cost and how to organize this service.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The owners live on the ground floor of the villa but have a separate entrance and do not share any spaces with guests.
Villa Cicogna
Book 15 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
- 10
- 5
- 5
Description
Holiday home Villa Lorian is a lovely stone building (500 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms. Villa Lorian is located 10 km (6 mi) from Montalcino, Italy and only 46 km (29 mi) from Montepulciano in the tourist area "Grosseto - Maremma".
Your Experience
Built in the 1700s as one of the manors of the neighbouring Argiano Castle, the building has a distinctive U-shaped structure and develops around a central patio.The sense of interior space is accentuated by the high vaulted ceilings.
Guests can enjoy seasonal products from the vegetable garden.
The resident maid lives in a separate apartment at the rear of the farmhouse, and will be happy to cook for guests (additional charge).
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a relaxing 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. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the nice 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: Montepulciano 46 km (29 mi), Siena 54 km (34 mi), Cortona 79 km (49 mi), Arezzo 81 km (50 mi) and San Gimignano 91 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 229 km (142 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 194 km (121 mi), Bologna (blq) 221 km (137 mi), Roma Fiumicino (fco) 221 km (137 mi) and Roma Ciampino (cia) 243 km (151 mi).
On the estate there are 2 resident cats and an aged friendly dog and is therefore not possible to accept other pets.
Cleaning service included 3 hours a day, five days a week.Special Services
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service upon arrival.
Villa Lorian
- 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
- 4
- 19
- 10
- 7
| Accommodation | |||||
|---|---|---|---|---|---|
| Vasche 1 | 4 | 2 | 2 | ||
| Vasche 2 | 4 | 2 | 1 | ||
| Vasche 3 | 6 | 3 | 2 | ||
| Vasche 4 | 5 | 3 | 2 | ||
| All 4 Accommodations | 19 | 10 | 7 |
Description
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war between the Florence and Siena republics. Today it is the guesthouse of a 16th century villa, where the property owners reside. The property is in a tranquil location at the center of a 12 hectare farm that produces wine and olive oil. At the same time it is just 350 m from the center of a small, charactaristic village where a bus can take you to Florence in just 20 minutes. Beautiful view of the countryside. Each apartment has its own large, private outdoor space, and the beautiful, enclosed, shared pool sits among olive trees, overlooking the country landscape (85 m from the house). Upon request, it is possible to visit the garden of the main villa, with its ancient interconnecting pools fed by a natural spring and age-old lemon trees. The apartments are furnished in simple, rustic style. Access to the property is via a 250 m unpaved but well-maintained road.
Distances: general stores and bars 300 m away, Cerbaia with all kinds of shops, restaurants and tennis 2 km, San Casciano with all kinds of shops 5,5 km away, Florence (airport) 17 km, San Gimignano 41 km away, Siena 64 km, Castellina in Chianti 72 km away, Pisa (airport) 74 km, Tirrenia (beaches) 85 km, Rome approx. 300 km away.
At guests’ disposal: fenced-in pool (7 x 14 m – depth from 1,4 m to 2,2m – open from 8:00 to 20:00) with outdoor shower (cold water). Each apartment has its own private outdoor space and a barbecue (portable). Laundry with washing machine (€ 3,- / wash), iron and ironing board. WI-FI internet connection available in the apartments as well as in the garden area.
Parking within the grounds.
Extra services to be paid on the spot: Extra single bed available upon request (€ 80,- / week), use of a double sofa-bed in Vasche 1 (€ 120,- / per week), baby bed with linen (€ 50,- / week), high chair (€ 50,- / week). Maid service (€ 12,- / hour). Upon request it is possible to purchase products from the farm.
Please carefully check if there are any extra costs to be paid on site! Le Vasche
