Skip to main content

Results 41 - 60 of 278

View on Map

Amazing independent holiday rental with hot tub, A/C, WIFI, TV, patio and panoramic view

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    150 m2
From € 1069per Night

Description

Villa with private private outdoor Jacuzzi in the town of Montalcino, just opposite the famous fortress dating back to the year 1300, in the heart of Orcia Valley.

The property is located just a few steps away from the traditional shops of the village, known all over the world for its excellent “Brunello" wine.

The owner of this villa for rent in Montalcino runs a nearby wine-bar (breakfast, lunch or dinner or wine tastings at discounted rates). The lovers of the fantastic Tuscan wines will also have the chance to book private wine tasting lessons (with local sommeliers) within the next door fortress (the fortress houses the largest selection of Brunello di Montalcino of the whole region).

This villa has been carefully restored and furnished, perfectly mixing traditional details with modern elements of contemporary art. Additionally the villa, despite being located within a village, is provided with a private parking, a garden, a private outdoor Jacuzzi and a large furnished terrace ideal for al-fresco dining while enjoying the panoramic views.

The property is equipped with wi-fi internet connection (free of charge) and with electrical bicycles perfect for exploring the surrounding areas.

Villa Piazza della Fortezza is provided with a pleasant, private outdoor Jacuzzi (4 persons; 2,1 x 2,1 meters), ideal for a refreshing dip during the summer months.

Distances: the square and historical center of Montalcino (shops of any kind) are a few steps away, Abbazia di Sant'Antimo 10 km away, Bagno Vignoni 18 km away, Pienza 23 km away, Montepulciano 39 km away, Siena 45 km away, Orvieto 100 km away, Florence 110 km away, Rome 200 km away.

Please carefully check if there are any extra costs to be paid on site! Villa Piazza Della Fortezza

View on Map

Superb private villa rental with A/C, private pool, WIFI and TV, close to Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 141per Night

Description

La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.

In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.

In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino

View on Map

Wonderful independent vacation rental with private pool, A/C, WIFI and TV

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Floor Area
    130 m2
  • Private Pool
From € 113per Night

Description

Podere Capanne is a portion of an old farmhouse set in the hills overlooking the charming medieval village of Rigomagno and much of the wide Chiana Valley. You will find the house in a landscape covered mostly by olive trees, interrupted here and there by small vineyards and lush oak woods. Ancient farmhouses, always in privileged positions, emerge from the vegetation, completing a natural landscape of rare beauty. A delight for your eyes, an enchanting place for your holidays.
You will find the house on the edge of a large olive grove of about 3 hectares, tended like a meadow that, from the top of the hill, with a harmonious succession of natural terraces, slowly slopes down towards a wooded gully.
A few steps from the house and immersed among the olive trees is the completely fenced swimming pool for your exclusive use (size 5x10 m - depth 1.10-1.50 m - open from 01st May to 30th September), a green oasis for your summer days. In front of the house you will have a large fenced-in courtyard equipped with a table and chairs on the nice porch, where you can enjoy grills and good local wine. Deck chairs, sun loungers, table tennis table, barbecue, 2 bicycles and shaded parking space are also available. Your pets are welcome at Podere Capanne.
Podere Capanne is an old residence that has retained the characteristics and atmosphere of times gone by. It is well furnished and equipped, and we are confident that you will spend a comfortable holiday in a warm and welcoming environment. You will also have the opportunity to taste and buy excellent extra virgin olive oil produced by the owners, who still follow ancient traditions in the production of the famous local oil.
The house is located just a few kilometres from Siena and Arezzo, and we certainly recommend a visit to both. The former, admired all over the world, will welcome you with its ancient cobbled streets and the majesty of Piazza del Campo, while Arezzo, on the other hand, more reserved and less well-known, will surprise you with a delightful and rich historic centre, typical cafés and excellent trattorias. Podere Capanne

View on Map

Lovely accommodation with WIFI, A/C, pool and TV

  • Accommodation
    4
  • Sleeps
    25
  • Bedrooms
    9
  • Bathrooms
    6
  • Swimming Pool
€ 92 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  La Turata 4 2 1 70 m2 € 92 /Night
  La Gabolina 6 2 1 80 m2 € 106 /Night
  Sofya 6 2 2 75 m2 € 106 /Night
  Selene 9 3 2 120 m2 € 127 /Night
25 9 6

Description

La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small houses for guests. It is the ideal place if you wish to spend a relaxing holiday in the midst of the Valdichiana countryside, which offers an infinity of gentle, variable landscapes, and at the same time visit Tuscany and neighbouring Umbria.
You will find the farm at the foot of the rugged hill where the ancient Etruscan town of Cortona rises majestically and will instantly win you over with its old-world atmosphere. In Cortona you can stroll around, enjoy splendid views and visit countless ancient churches, museums and works of art. Don't forget to taste the local cuisine in the typical restaurants in the centre - you won't regret it!
A skilful and careful renovation, carried out with painstaking patience directly by the owner, and a decor in authentic period furniture give the houses a very special charm. You will feel welcomed in a very homely atmosphere that will make you feel at home from the very first moment.
Apartments Sofya and Selene are located in the same building and can be especially recommended for 2 families travelling together. La Gabola, La Gabolina and La Turata, on the other hand, are individual and independent houses, perfect for those who like a little extra privacy.
All around the farm a large green space where each house has its own private corner with a gazebo equipped with table and chairs. This will be your favourite place on warm summer evenings, chatting with friends and a good bottle of red wine. Even your small pets will be more than welcome at Fattoria La Gabola (extra charge could be required).

The beautiful swimming pool measuring mt. 5x10 (depth mt. 1,40 - open from 10 May to 27 September), used together with the owners is situated in a panoramic and sunny position and will be a pleasant pastime for adults and children during the hot summer days. Fattoria la Gabola

View on Map

Casa Felice

: EAS48413

Pretty independent villa with private pool, WIFI, TV and balcony, near Montepulciano

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    4
  • Floor Area
    320 m2
  • Private Pool
From € 245per Night

Description

Casa Felice overlooks from a "hillock" in the hilly territory between the towns of Lucignano and Rigomagno, characteristic medieval villages between the provinces of Arezzo and Siena. Lucignano, one of the most characteristic village in the Valdichiana, with shops and services of all kinds, is easily reached on foot. The walk to the imposing elliptical walls of the small town is one of the things that our customers always tell us with enthusiasm. The olive trees, the small road on the hill that goes up and once in the village the characteristic cafés among the paved alleys, where you can always taste an ice cream or a glass of good Tuscan wine.

Casa Felice is the ideal place for families and groups of friends. In the large garden shaded by a huge centuries-old oak and olive trees there are the swimming pool (size 9x4 m. - depth 1,50 m. - open from 01st May to 30th September) the barbecue, tables, chairs and umbrellas. Here you will really escape from everyday life, to spend an uninterrupted time with family or friends. Your small four-legged friends are also welcome (extra charge could be required).
Casa Felice offers all the necessary features for a relaxing holiday tanks to the nice furniture and the many amenities inside the house. On the ground floor there is a rustic and cozy kitchen, with old pots and pans hanging on the wall, which contributes to make the rustic atmosphere of the villa even more authentic. Near the house there is a secondary road connecting the villages of Lucignano and Rigomagno. Casa Felice

View on Map

Villa Ardene

: EAS124656

Amazing independent house with WIFI, A/C, hot tub, private pool, TV, patio, panoramic view

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Private Pool
From € 547per Night

Description

Villa Ardene is located 3 km (2 mi) from Montepulciano, Italy and only 34 km (21 mi) from Cortona in the tourist area "Orcia Valley". Villa Ardene is a nice stone building with private pool, WiFi internet and air conditioning. The property can accommodate up to 14 guests comfortably in seven bedrooms with seven bathrooms.

The Villa staff can organize various customized services such as: guided tours of wineries in Montepulciano, tasting tours, E-bike rental or tour, airport shuttle services and much more.

The Villa consists of a main building and a dependance surrounded by a beautiful garden, each one offering several apartments and bedrooms with bathrooms. A communal dining-room with kitchen is available, accessible only from the outside and not connected with the rest of the property from the inside.

There is also an external barbecue, equipped with wood oven and pick-nick area .

Montepulciano can be reached on foot by the villa if you like walking.
It is part of a working farm, the owners breed animals and grow fruit trees and vegetables. Some cats are present on site.

Your Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect 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 busy day of shopping. Also available outside are 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.

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: Cortona 34 km (21 mi), Montalcino 37 km (23 mi), Arezzo 53 km (33 mi), Siena 69 km (43 mi) and Perugia 70 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 212 km (131 mi), Forte Dei Marmi 219 km (136 mi), Rome 178 km (110 mi), Venice 368 km (229 mi) and Milan 410 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Ardene. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 17:00
Check-Out Time: 08:00 - 11:00
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) 132 km (82 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 193 km (120 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 213 km (132 mi).

Special Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can organize 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 discovering the secrets vital to prepare sumptuous 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 organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the extra cost and how to schedule this service.

Villa Ardene

View on Map

Villa Marina

: EAS147730

Wonderful independent vacation home with A/C, WIFI, private pool, TV and pets allowed

  -15% Special Offer
  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    300 m2
  • Private Pool
5 /5 Excellent 11 Reviews
Someone else is looking at this property right now!
From € 189per Night

Description

Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!

Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.

Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!

The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina

View on Map

Independent House with hot tub, private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona

  • Sleeps
    18
  • Bedrooms
    9
  • Bathrooms
    8
  • Floor Area
    300 m2
  • Private Pool
From € 660per Night

Description

Case Sant'anna is a nice holiday rental (300 sq m) with hot tub, private pool and WiFi internet. The property can accommodate up to 18 guests comfortably in nine bedrooms with eight bathrooms. Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.

Outdoor Jacuzzi, Included in rental price. Open during the same period of the swimming pool.

Please note that the garden is not fenced.

Truffle hunting experience in the proximity of the property, to be requested at the time of booking

The Experience
Upon arrival at Case Sant'anna you’ll find a lovely clean well-maintained property perfect for a splendid vacation 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 visiting museums. Outside you will also find a hot tub, patio and barbecue grill.

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: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:30 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).


Case Sant'anna

View on Map

San Donato

: EAS46037

Fantastic accommodation with pool, WIFI, pets allowed and panoramic view, close to Greve In Chianti

  • Accommodation
    2
  • Sleeps
    14
  • Bedrooms
    5
  • Bathrooms
    5
  • Swimming Pool
€ 129 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  San Donato 1 6 2 2 70 m2 € 129 /Night
  San Donato 2 8 3 3 180 m2 € 182 /Night
All 2 Accommodations 14 5 5

Description

Nice property with pool situated near the beautiful medieval hamlet of San Donato in Poggio, half-way between Florence and Siena. This property comprises 2 comfortable apartments all of which recently restored and tastefully furnished. Beautiful vineyards and olive groves surround the estate and produce excellent Chianti Classico wine and olive oil (available for the clients to be tasted and purchased). This property is situated among green hills but at the same time it is very close to the small town of San Donato (walking distance) offering nice restaurants, pizzerias and all main services.
The access to the property is via an unpaved but well-maintained road suitable for any kind of car.
Distances: San Donato in Poggio with all kinds of shops 500 m away, Greve in Chianti 15 km, the charming medieval town of San Gimignano 18 km, Florence 20 km, Siena 35 km away, Pisa (airport) 95 km away, Arezzo approx. 100 km, Cortona 140 km away. Rome is approx. 300 km away.
At guests’ disposal: large outside areas, garden furnished with tables, chairs and sun-beds, shared swimming-pool (6 x 12 m – min. depth 1,2 m, max. depth 1,4 m; opening hours: 9:00 AM – 7:00 PM), splendid park for walks along nice paths leading to a small lake.
The apartments San Donato 1 and 2 provide WI-FI internet access (free of charge).
Parking within the grounds.
A large common room is available upon request to organize nice dinners as well as tasting of the products of the estate (wine, olive oil, “vin santo”).

The apartments San Donato 1 and 2 can be connected to accommodate 10/14 persons.

Please carefully check if there are any extra costs to be paid on site! San Donato

View on Map

Pretty independent vacation rental with WIFI, pool, A/C, TV and terrace

  • Sleeps
    3
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    50 m2
  • Swimming Pool
From € 86per Night

Description

Casina Paradiso is just a few minutes drive from the town of Cortona, rich in Etruscan reminiscences, priceless and beautiful works of art, noble palaces and characteristic lanes. You cannot miss visiting Cortona and drinking a glass of wine in “Rugapiana” alley.
Lake Trasimeno is also easily accessible from here, with its beautiful beaches, islands and many small historic centres magically set in the green hills that frame it. It is also an ideal destination for lovers of water sports.
The small house is located next to the owners' villa, with whom you will also occasionally share the beautiful swimming pool with panoramic view of Cortona (size m 4x8, depth m 1.40-1.60 - open from 1st May to 30 September). Casina Paradiso is furnished with taste and care down to the smallest detail, is equipped with air conditioning and Wi-Fi and has a beautiful private terrace-solarium and an outdoor area with barbecue and garden furniture for your dinners “al fresco”. Above all, the terrace will become the focal point of your cool summer evenings with the view of Cortona lit up in the distance.
Casina Paradiso is a small nest, ideal if you are a couple and wish to spend a romantic holiday, to spend your honeymoon, but also as a support point to comfortably visit Tuscany and the nearby Umbria.
Not far from the house is the road that has connected Cortona since ancient times with the chief town Arezzo, which can be reached in just 20 minutes by car.  Casina Paradiso

View on Map

Independent Vacation home with A/C, private pool, hot tub, sauna, WIFI, TV, patio, close to Cortona

  • Sleeps
    18
  • Bedrooms
    9
  • Bathrooms
    9
  • Floor Area
    800 m2
  • Private Pool
From € 787per Night

Description

Villa Dei Michelangioli a Brolio is a nice property (800 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 18 guests comfortably in nine bedrooms with nine bathrooms. Conveniently located 630 m (2059 ft) from Fattoria, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.

What to Expect
When you arrive you’ll find a nice clean well-maintained property perfect for a splendid holiday 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. Also available outside are a barbecue grill and patio. There is a kitchen including microwave and stove, as well as, plenty of tableware and cutlery for up to 18 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: Cortona 17 km (11 mi), Arezzo 27 km (17 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Perugia 64 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 201 km (125 mi), Venice 348 km (216 mi) and Milan 391 km (243 mi).

Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 6 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) 114 km (71 mi), Pisa (psa) 173 km (107 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).

Villa Dei Michelangioli a Brolio is equipped with a SPA and 2 swimming pools: one indoor with whirlpool and sauna (which can be used against supplement payment) and one outdoor in the garden. The indoor pool is heated (it can reach 30°/32° C) and open throughout the whole year on request and against payment).


Special Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can organize 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 discovering the secrets needed to prepare mouth-watering 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.

Villa De' Michelangioli

View on Map

Villa Chiara

: EAS147017

Unique independent villa with A/C, private pool, WIFI, TV, terrace, panoramic view, near Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    120 m2
  • Private Pool
From € 427per Night

Description

Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Property Villa Chiara is a lovely stone building (120 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.

What to Expect
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 perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove 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 veranda 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 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) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 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 fun way to spend time with friends and family while discovering the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the additional 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 organize the meal based on your preferences and dietary needs. 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 ask 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. Inquire for more details, including the extra cost and how to organize this service.
Baby Sitting - A babysitter can be organized at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.

Villa Chiara

View on Map

Lovely apartment with A/C, WIFI, pool, TV, patio and panoramic view, near Siena

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    3
  • Floor Area
    130 m2
  • Swimming Pool
From € 118per Night

Description

Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena.
This property offers a panoramic view over Chianti area and guarantees privacy and comfort as well as a swimming pool and a large garden with a barbecue area. The interiors are tastefully furnished using materials from Tuscany.
This property is situated in very strategic location that allows you to visit the beauties of the area and discover the most important vineyards of Chianti Classico.


At guests' disposal: private outdoor area, equipped for outdoor dining, swimming pool area shared with the guests of other five adjacent units (fully fenced, so safe for children), large area of gravel equipped with sun loungers and umbrellas, internet connection WI-FI (free of charge), tv satellite tipping, air conditioning in the bedrooms.

Distances: Villa a Sesta (small village of houses with 4 restaurants) approximately 600 meters, Castelnuovo Berardenga with all kinds of shops 7 km, 15 km Gaiole, Radda is 20 km, 30 km Castellina, Rapolano (renowned establishments spa) 20 km, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70km, Volterra 81 km, Florence 80 km, Pisa 172 km, Lucca 150 km, Rome 230 km

Please carefully check if there are any extra costs to be paid on site! Casa Maria Luisa

View on Map

Amazing private holiday rental with WIFI, private pool, patio and panoramic view

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    180 m2
  • Private Pool
From € 441 per Night

Description

Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.

Please carefully check if there are any extra costs to be paid on site! Villa Montalcino

View on Map

Amazing independent villa with A/C, private pool, WIFI, TV, terrace and pets allowed

  • Sleeps
    12
  • Bedrooms
    5
  • Bathrooms
    3
  • Floor Area
    180 m2
  • Private Pool
From € 185per Night

Description

Villa Cantagallo has the old-world charm of an ancient manor house. The spacious rooms, fireplaces, arches and exposed stonework combine well with the rustic furnishings chosen by the owners, and will take you back in time when these huge dwellings were the hub of farmhouses.
You will find Villa Cantagallo a short distance from the charming Etruscan town of Cortona (8 km), a destination of great artistic, historical and architectural interest that is definitely worth a visit. You will leave your heart in Cortona, in its paved alleys that climb up the hill, you will immerse yourself in an almost magical atmosphere, as if suspended in time.
Don't forget to dine in one of the countless restaurants and trattorias in the historic centre; our advice is definitely local red wine and a nice Tagliata of Chianina beef!
Until a few years ago the house was the heart of a large farm, then a recent and careful renovation, which the owners carried out with love and care to keep the old features of the villa unaltered, transformed it into a cosy holiday home.
Still next to the house you will find the wine cellar where the owner produces excellent wine (Vino DOC Cortona), which you can taste for free during your holiday.
All around the house you will have at your disposal a large green area equipped with gazebo, table and chairs for your outdoor dinners in company, barbecue, games for children and shaded parking spaces. At the back of the house is the large swimming pool (size 6x12 m, depth 1.20-1.40 m - open from 01st May to 30th September) for your exclusive use. The pool has a wide, completely fenced area that is also suitable to stay in safe company of your pet-friends. Villa Cantagallo

View on Map

Beautiful private villa rental with WIFI, private pool, TV and pets allowed

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    240 m2
  • Private Pool
From € 195per Night

Description

Palazzolo Alto is a beautiful villa on the edge of the tiny village of Palazzuolo, located in the area north of Monte San Savino. It has always been the natural border between the provinces of Arezzo and Siena, two of the most important cities in Tuscany, equidistant from the villa and easily reachable in about 30 minutes driving. Moreover, if you like cycling or if you love motorbikes, the road between Monte San Savino and Siena offers beautiful views and breathtaking landscapes.
In Palazzolo Alto you will find a large, panoramic garden. On hot summer days you can relax on the sun terrace of the private swimming pool (size 6x12 m, depth 1.00-1.40 m, completely fenced - open from 17 May to 30th September) and enjoy a refreshing dip. The barbecue in front of the large porch is great for delicious meals with your family or friends, or if you prefer you can enjoy a good Tuscan dinner cooked by one of our chefs. The villa is spacious and well furnished with local antiques.
But what will strike you most about this villa is undoubtedly the view from the house, the garden and also from the swimming pool. A view that overlooks natural landscapes of intense beauty, from the Crete Senesi to the gates of Siena. An entire valley to satisfy the eye, prosperous vineyards, green wooded areas, silver olive trees, in short, Tuscany from your window! Palazzolo Alto

View on Map

Casa Olivia

: EAS124566

Amazing independent vacation home with A/C, pool, WIFI and panoramic view

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Swimming Pool
4.89 /5 Excellent 9 Reviews
Someone just enquired about this property!
From € 268per Night

Description

Lovely holiday house with swimming pool near San Casciano dei Bagni, Tuscany, Italy.

This welcoming property is surrounded by the countryside and its position is perfect to explore the entire Tuscany and the nearby Umbria.
Casa Olivia is part of a renovated farmhouse.
Externally, this home for rent has a large garden full of plants and trees and which hosts a beautiful (shared) swimming pool and sunbeds. There is also a little terrace furnished with table and chairs to have al-fresco dinings.

Inside, this home rental is tastefully furnished following the typical Tuscan style and it has all kind of appliance.

A few kilometres away from the property guests can find attractive hamlets and villages such as Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani and the famous area of Crete Senesi, stretching from the provinces of Siena and Arezzo until Mount Amiata (1738m above the sea level).

San Casciano dei Bagni, with famous thermal springs and spas, is just 12km away from the property.
The house is accessed via an unpaved road of around 1.5km.

At guests' disposal: swimming pool (11 x 4 m, depth 1,40 m) to share with property owners and with guests of a second unit (with 2 bedrooms), sun terrace and outdoor shower (cold water), wi-fi internet access (free wi-fi), - air conditioning, 2 baby beds (free of charge, on request at the time of the reservation), barbecue, maid service (included in the rental price) on Tuesdays and Thursdays (3 hours a day).

Distances: Le Piazza (food shops, bar, restaurants, post office) 4 km away, San Casciano dei Bagni (shops of any kind, thermal spa) 12 km away, Città della Pieve 13 km away, Chiusi (train station) 17 km away, Montepulciano 40 km away, Pienza 50 km away, Orvieto 50 km away, Cortona 60 km away, Montalcino (famous for its wine "Brunello di Montalcino") 70 km away, Siena 100 km away.

Please carefully check if there are any extra costs to be paid on site! Casa Olivia

View on Map

Superb private holiday home with WIFI, private pool, TV, balcony, pets allowed, panoramic view

  Special Offer
  • Sleeps
    22
  • Bedrooms
    11
  • Bathrooms
    8
  • Private Pool
  • Cancellation insurance (included)
From € 430per Night

Description

Property Summary

Nestled in the rolling Tuscan countryside of Montevarchi, Italy, Poggio Cuccule is a magnificent stone villa dating back to the end of the 18th century, set at 350 meters above sea level and enveloped by ancient olive groves, vineyards, and forests in a breathtaking panoramic position. This child-friendly property offers a total of 430 square meters of living space distributed across a main house that accommodates up to 10 guests and 2 independent outbuildings, each sleeping 6, allowing the entire estate to welcome up to 22 guests when rented together. The grounds extend across a fenced property of 7,000 square meters, including a private, fenced natural garden of 3,000 square meters, providing an exceptional sense of space, privacy, and tranquility. The stunning swimming pool measures 6 x 12 meters with a depth ranging from 90 to 190 centimeters and is available seasonally from April 27th to October 11th, offering a refreshing retreat during the warmer months. Guests benefit from internet Wi-Fi access throughout the property, while on-site parking is available directly on the premises, accessible via a steep motor access road of approximately 200 meters along an unmade track. The estate is ideally suited for families seeking a peaceful and authentic Tuscan retreat, just 7 kilometers from the center of Montevarchi.

Outdoors

The outdoor spaces at Poggio Cuccule are as generous as they are varied, offering guests a rich and immersive experience in the Tuscan landscape. The private natural garden of 3,000 square meters is fully fenced and beautifully maintained, providing a safe and serene environment for guests of all ages. The swimming pool, measuring 6 x 12 meters with a depth of 90 to 190 centimeters, is the centerpiece of the outdoor area and is open seasonally from April 27th to October 11th. Surrounding the pool and throughout the garden, a selection of garden furniture is available, inviting guests to relax and soak in the panoramic views. A barbecue area allows for outdoor cooking and convivial al fresco dining, while a dedicated outdoor dining area of 40 square meters provides an ideal setting for enjoying meals in the open air. A wood-burning oven adds a traditional Tuscan touch to the outdoor culinary experience, and free logs are provided for use. Adjacent to the main house, a small oak wood hosts a charming children's bowling area measuring 2 x 9 meters, offering a delightful recreational space for younger guests. A table tennis table rounds out the outdoor leisure facilities, ensuring entertainment for guests of all ages throughout their stay.

Other Information

Poggio Cuccule is a property rich in character and thoughtfully equipped to ensure a comfortable and memorable stay. Inside the house, guests will find a billiard table and a washing machine for added convenience. Linen is changed on a weekly basis, and room cleaning is available upon request for an additional fee. Heating is available from November 1st to April 7th and is payable directly on-site. A fireplace within the property adds warmth and atmosphere during the cooler months. The estate produces its own organic fruits and vegetables, as well as local olive oil and wine, all of which can be purchased directly on-site, offering guests an authentic taste of Tuscan rural life. It is possible to organize dinners on request for an additional fee, and guests may also arrange cookery courses and tastings of typical Tuscan wines for an extra charge. A car is recommended to reach the property and to explore the surrounding area comfortably. The property is suitable for families; however, the owner does not accept youth groups. The access road to the property includes a steep motor access stretch of 200 meters via an unmade road.

Distances and Attractions

Poggio Cuccule enjoys a privileged location in the Tuscan countryside, offering easy access to a wealth of local attractions and essential services. The center of Montevarchi and the village of Montegonzi are both situated 7 kilometers from the property, while the historic city of Florence lies approximately 50 kilometers away and Siena is reachable within 45 kilometers, making both iconic destinations ideal for day trips. The nearest grocery store is just 3 kilometers away, and additional shops can be found within 5 kilometers. Public transport is accessible, with a bus stop located 800 meters from the property and the Montevarchi railway station just 5 kilometers away. Sports enthusiasts will appreciate the proximity of a riding stable at 3 kilometers, tennis facilities at 5 kilometers, and the Moto Cross Circuit "Miravalle" only 1 kilometer from the estate. For those seeking a round of golf, a course is available approximately 50 kilometers away. The surrounding landscape of olive groves, vineyards, and forests further enriches the stay, offering scenic walks and an authentic immersion in the natural beauty of Tuscany. Poggio Cuccule

View on Map

Unique private accommodation with WIFI, private pool, A/C and TV, close to Montepulciano

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    5
  • Floor Area
    104 m2
  • Private Pool
From € 252per Night

Description

SPECIAL OFFER 20% DISCOUNT From 20th June until 11th July 2026 - FOR BOOKINGS OF AT LEAST 5 NIGHTS

The agriturismo (farmhouse) La Casetta nel Bosco, divided into two independent units, is part of a farm including olive groves, woods, crops, a splendid horse riding school and a small horse and pony farm. It is situated just a few kilometers from the towns of Sinalunga and Trequanda, set in a hilly area of unspoiled woodland, rows of vines and olive trees sloping down to the Valdichiana, an area renowned for its wine, olive oil and Chianina beef, making it an ideal destination for lovers of Tuscan’s good food and good wine.
In the large, completely fenced garden there are various corners for relaxing, reading or entertaining yourself. Small but precious spaces in the olive grove or in the little wood, where you can comfortably enjoy a bottle of wine, or eat outside on summer evenings. The private swimming pool (size mt. 14x6, depth mt. 1,00-2,40) is finished off with a refreshing waterfall that will be fun for your children, and also has bathrooms and changing rooms available. A small vegetable garden where you can pick your own fresh seasonal vegetables will give you the opportunity to put red tomatoes and green salad on the table every day.
The Agriturismo for its division into 2 independent units is ideal for families with children, as well as also for couples of friends. The villa seems to be enclosed within a fairy tale, also equipped with air conditioning, it will be the perfect place to take a break from everyday life. If you need to rest, to get away from the daily hustle and bustle, this corner of paradise in the Tuscan hills is for you. A place of rare beauty and complete tranquility, just a few steps away from history and traditions, is waiting for you!

For horse lovers, there is also an equestrian center on the property with the possibility of horse riding in the surrounding hills, both for beginners and more experienced riders. La Casetta nel Bosco

View on Map

San Eusebio

: EAS48387

Wonderful private holiday villa with WIFI, private pool, A/C and pets allowed

  • Sleeps
    5
  • Bedrooms
    2
  • Bathrooms
    2
  • Floor Area
    70 m2
  • Private Pool
From € 113per Night

Description

San Eusebio is an independent portion of a beautiful stone farmhouse with ancient peasant origins. You will find it nestled in an extremely panoramic position on the silver olive-covered hill of S. Pietro a Cegliolo, not far from the beautiful town of Cortona.
You will instantly fall in love with Cortona. Its cobbled lanes, noble palaces, panoramic viewpoints across the Valdichiana to Lake Trasimeno, its churches and numerous monuments are all not to be missed. You will spend lazy days, strolling around while eating an ice cream, immersed in an atmosphere of ancient times. We advise you not to miss out on a few evenings in the numerous typical restaurants in the historic centre, you absolutely must try the Tuscan cuisine and the many delicacies it offers!
The owners of the house have carefully restored it with absolute respect for the old architectural features: the wooden beams, ceilings, fixtures and terracotta floors are those of yesteryear. Colours, decorations, finishing works and furnishings are perfectly in tune with the characteristics of the house, a perfect rustic style to take you back in time.
In front of the house, there is a large green area at your disposal, a gazebo with garden furniture ideal for enjoying outdoor dining in harmony with the landscape below and the lights in the distance.  Immersed among the olive trees is a lovely swimming pool (size 3.5x6 m, depth 0.60-1.50 m - open from 01st May to 30th September), panoramic and cool, which will be perfect for your days of relaxation on the sun-kissed sun loungers of the solarium. San Eusebio

Read About Things To Do and See Near Bibbiano

Chat on WhatsApp