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Amazing independent holiday rental with sauna, hot tub, WIFI, private pool, A/C, TV, veranda

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
From € 2700per Night

Description

Villa Bartolomeo is located 3 km (2 mi) from Bivio Di San Biagio, Italy and only 5 km (3 mi) from Montepulciano in the tourist area "Orcia Valley". Holiday rental Villa Bartolomeo is a nice stone building (400 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 12 people comfortably in six bedrooms with six bathrooms.

Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums.

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: Montepulciano 5 km (3 mi), Cortona 36 km (22 mi), Montalcino 36 km (23 mi), Arezzo 55 km (34 mi) and Siena 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 221 km (137 mi), Rome 186 km (115 mi), Venice 366 km (228 mi) and Milan 414 km (257 mi).

Additional Information

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) 133 km (82 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 195 km (121 mi), Roma Fiumicino (fco) 207 km (129 mi) and Bologna (blq) 219 km (136 mi).

More Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets required to prepare delicious 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.

Villa Benefizio

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Beautiful private accommodation with A/C, private pool, WIFI, TV, patio and panoramic view

  • Sleeps
    12
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    500 m2
  • Private Pool
From € 1928per Night

Description

Villa Dorothea is located , Italy and only 33 km (21 mi) from Arezzo in the tourist area "Arno Valley". Villa Dorothea is a beautiful stone building (500 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 12 people comfortably in five bedrooms with five bathrooms.

The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills 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 busy day of visiting museums. Outside you will also find a patio and barbecue grill. 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 12 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: Arezzo 33 km (21 mi), Siena 38 km (24 mi), Greve In Chianti 47 km (29 mi), Montepulciano 55 km (34 mi) and Cortona 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 75 km (47 mi), Viareggio 162 km (100 mi), Forte Dei Marmi 169 km (105 mi), Rome 232 km (144 mi), Venice 318 km (198 mi) and Milan 360 km (224 mi).

Additional Information
Check-In Time: 15:30 - 19:00
Check-Out Time: 06:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 81 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 253 km (157 mi).

Additional Services
Cooking Lessons - Learn from a local chef the techniques vital 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 learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
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 specific tour and number of people.
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 Italian caretaker lives on site and will accommodate you with travel information to historic towns, organising private Tuscan cooking classes and wine tastings. Villa Dorothea

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Fabulous private accommodation with WIFI, private pool, A/C, close to Greve In Chianti

  • Sleeps
    10*
  • Bedrooms
    6
  • Bathrooms
    6
  • Private Pool
*Full capacity 12 sleeps
From € 2617per Night

Description

Holiday rental Villa Pianvecchio is a nice property that includes WiFi internet, air conditioning and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Villa Pianvecchio is located 2 km (1 mi) from Radda In Chianti, Italy and only 22 km (14 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.

What to Expect
When you arrive at Villa Pianvecchio you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the beautiful Tuscan weather.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 22 km (14 mi), Siena 37 km (23 mi), San Gimignano 42 km (26 mi), Florence 54 km (33 mi) and Arezzo 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 145 km (90 mi), Forte Dei Marmi 155 km (96 mi), Rome 258 km (160 mi), Venice 305 km (189 mi) and Milan 348 km (216 mi).

Additional Information
Pool: it can be heated and the water is not treated with chlorine, but salt.
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) 69 km (43 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 153 km (95 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).

Special Services
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the supplemental cost.

Wine cellar: on the lower floor of the Villa, there is also a Wine cellar with a selection of wines for sale. The cellar remains locked unless you wish to buy wine and you ask to the housekeeper. Villa Pianvecchio

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Private Accommodation with private pool, WIFI, hot tub, TV, patio, pets allowed, panoramic view

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 202per Night

Description

Property Summary

Villa al Sole is a beautifully appointed and comfortable single-family house nestled in the charming hilltop setting of Seggiano, in the heart of Tuscany, Italy. Elevated at 500 metres above sea level and surrounded by sweeping meadows and open fields, this exceptional vacation rental offers an atmosphere of genuine seclusion and tranquillity, making it an ideal retreat for those seeking privacy and relaxation away from the pace of everyday life. The villa commands a stunning panoramic view of the Tuscan countryside, providing a serene and picturesque backdrop throughout your stay. Connectivity is seamlessly maintained with Internet WiFi available throughout the property, ensuring you remain effortlessly connected while enjoying the peace of this rural haven. The grounds feature a dedicated parking area on the premises, complete with an electric vehicle charging station for the convenience of guests travelling with electric vehicles. The beautifully maintained yard, spanning an impressive 2,000 m2 of terraced garden, envelops the property in lush greenery, while the private swimming pool measuring 10 x 4 m invites you to unwind in complete comfort. Together, these amenities create a harmonious balance between refined comfort and the unspoiled natural beauty of the Sienese countryside.

Outdoors

The outdoor spaces of Villa al Sole are a true highlight of the property, thoughtfully designed to complement the breathtaking natural surroundings. The private terraced garden extends across 2,000 m2 of carefully tended land, fully fenced for complete privacy and security, and features a rich variety of trees, a natural garden area, and an open meadow that invites leisurely strolling and quiet contemplation. At the heart of the outdoor experience is the private swimming pool, measuring 10 x 4 m with a depth of 150 cm, available seasonally from 08 April to 15 October. Pool maintenance is handled directly by the owner and gardener, ensuring the area is always presented in pristine condition. Surrounding the pool, guests will find a welcoming terrace and a charming arbour that provides a shaded retreat during the warmer hours of the day, perfect for relaxing with a book or enjoying a leisurely afternoon in the open air. An outdoor shower is also available for your convenience, allowing you to refresh after a swim without stepping indoors. The outdoor dining and seating areas further enhance the alfresco experience, inviting you to savour meals and quiet moments while taking in the sweeping views of the Tuscan landscape that stretch out before you.

Other Information

Villa al Sole is a single-family house positioned on top of a hill at an elevation of 500 metres above sea level, offering a secluded and sunny environment that ensures a restful and private stay throughout your visit. The property is fully fenced, providing an additional sense of security and exclusivity for all guests. The surrounding landscape of meadows, fields, and natural garden areas contributes to the peaceful rural character of the estate, making it particularly well suited to those who appreciate the quietude of the Tuscan countryside.

Distances and Attractions

Villa al Sole enjoys a privileged position in Seggiano, placing a wealth of local attractions and essential services within comfortable reach. The nearest grocery store is located just 5 km from the property, while a larger supermarket can be found 18 km away. A restaurant offering the opportunity to dine in a local setting is situated 5 km from the villa, and guests may also take advantage of the nearby local sale of farm products, a wonderful way to experience the authentic flavours and traditions of the region. The historic town of Montalcino, renowned for its celebrated Brunello wine and medieval heritage, is 18 km away. The centres of both Siena and Grosseto are located 65 km from the villa, offering a rich array of cultural, historical, and culinary experiences. The nearest railway station is also 65 km away, providing convenient access for guests travelling by train. For those wishing to combine countryside relaxation with a day by the sea, Marina di Grosseto, a beautiful sandy beach, is equally 65 km from the property, making it a perfectly achievable excursion during your stay. Villa al Sole

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Private Property with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 245per Night

Description

Property Summary
Villa del Poggio is a rustic single-family house located in the peaceful countryside just 2 km from the charming village of Radda in Chianti, Italy. It offers a beautiful, well-kept garden spanning 5,000 m2, complete with a Swimming Pool, Yard, Internet Wifi, and Parking for up to three cars. With three bedrooms, two bathrooms, and a fully equipped kitchen, this vacation rental provides a comfortable stay amidst the stunning Tuscan surroundings.

Outdoors
Guests can enjoy a variety of outdoor activities, including swimming in the 12 x 5 m pool (available seasonally from May to October), sunbathing on the lawn, relaxing in the orchard or arbour, playing table tennis, and cycling with the provided bicycles. Guided bike and mountain bike tours are available upon request. The terrace and garden furniture offer a delightful setting for al fresco dining and relaxation.

Other Information
The owner lives on the same property and is available for any questions or requests during your stay. Cooking courses can be booked on request, providing an opportunity to immerse yourself in the local culinary traditions.

Distances and Attractions
Villa del Poggio is ideally situated for exploring the beautiful villages of Radda in Chianti and Castellina in Chianti, both located just a short drive away. Its prime location allows guests to experience the charm and beauty of the Tuscan countryside while enjoying the comforts of a well-appointed vacation rental. Villa del Poggio

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Amazing independent vacation rental with A/C, private pool, TV, patio and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    6
  • Floor Area
    600 m2
  • Private Pool
From € 1339 per Night

Description

Podere Vigna Nuova is located 910 m (2956 ft) from Madonna Della Sanità, Italy and only 36 km (22 mi) from Montepulciano. Podere Vigna Nuova is a lovely holiday rental (600 sq m) with air conditioning and private pool. The property can accommodate up to eight people comfortably in four bedrooms with six bathrooms.

What to Expect
When you arrive at Podere Vigna Nuova you’ll find a beautiful clean well-maintained property perfect for a splendid holiday in Umbria. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Also available outside are a patio and barbecue grill. Dining with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Italian weather.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 36 km (22 mi), Perugia 45 km (28 mi), Cortona 45 km (28 mi), Montalcino 64 km (40 mi) and Assisi 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 161 km (100 mi), Milan 435 km (270 mi) and Naples 352 km (219 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 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) 153 km (95 mi), Roma Ciampino (cia) 170 km (106 mi), Roma Fiumicino (fco) 182 km (113 mi), Pisa (psa) 216 km (134 mi) and Bologna (blq) 240 km (149 mi).


Podere Vigna Nuova

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Pretty private holiday villa with private pool, WIFI, A/C and TV

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    5
  • Floor Area
    200 m2
  • Private Pool
From € 746 per Night

Description

Vacation rental Dimora Chianti Shire: Stunning Tuscan Villa on Vin is a lovely property (200 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms. Conveniently located 5 km (3 mi) from Rietine, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Siena.

What to Expect
When you arrive at Dimora Chianti Shire: Stunning Tuscan Villa on Vin you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).


Dimora Chianti Shire: Stunning Tuscan Villa on Vin

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Amazing independent villa with private pool, WIFI, 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

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Beautiful holiday home with WIFI, balcony and pets allowed

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    240 m2
From € 231per Night

Description

Rose's Palace is a nice stone building (240 sq m) with WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with two bathrooms. Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo.

The Experience
When you arrive at Rose's Palace you’ll find a nice clean well-maintained property with views of the city perfect for a peaceful vacation in Tuscany. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day.

Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Montepulciano 32 km (20 mi), Perugia 51 km (32 mi), Montalcino 66 km (41 mi) and Gubbio 69 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 197 km (122 mi), Forte Dei Marmi 204 km (127 mi), Rome 212 km (132 mi), Milan 397 km (247 mi) and Naples 403 km (250 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Rose's Palace. If you have a large dog or multiple pets, please ask for permission prior to booking.

Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 116 km (72 mi), Pisa (psa) 178 km (111 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 221 km (137 mi) and Roma Fiumicino (fco) 234 km (145 mi).

More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire 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 Rose's Palace. Ask for more details, including the additional cost and how to arrange this service.

Rose's Palace

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Amazing independent villa with private pool, WIFI, A/C, TV, veranda, panoramic view, near Cortona

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    520 m2
  • Private Pool
From € 1404 per Night

Description

Property Luna Di Cortona is a beautiful stone building (520 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to ten people comfortably in five bedrooms with five bathrooms. Conveniently located , Italy in the tourist area "Cortona And Surroundings" and only 12 km (8 mi) from Cortona.

Your Experience
When you arrive at Luna Di Cortona you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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.

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: Cortona 12 km (8 mi), Montepulciano 25 km (15 mi), Arezzo 35 km (22 mi), Perugia 53 km (33 mi) and Montalcino 54 km (34 mi).

Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 361 km (224 mi) and Milan 405 km (251 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 126 km (78 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).

Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a fun way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a 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 - The owner can arrange 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.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the supplemental cost.
Baby Sitting - A babysitter can be scheduled at Luna Di Cortona. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.

Villa Luna

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Stunning private house with WIFI, private pool, A/C, terrace and panoramic view

  -10% Special Offer
  • Sleeps
    11
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
From € 2300 per Night

Description

Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly blending 2024 modern sophistication with authentic rustic charm, this 400 sqm (4,300 sq. ft.) estate offers an unrivaled vantage point over the iconic Siena skyline, all just a 10-minute drive from the city's historic heart.

Recently renovated, the villa combines traditional architecture with refined, modern interiors.
Original features such as exposed beams and stone walls sit alongside clean lines, natural materials, and carefully selected finishes, including Carrara marble and travertine. The result is a space that feels both elegant and comfortable, designed for relaxed stays without losing its connection to place.

The outdoor spaces invite the dolce far niente: time by the pool, unhurried meals, and evenings spent watching the light change over Siena.
● Panoramic infinity pool (14 × 4 m), positioned directly towards Siena
● Fully private and fenced, surrounded by olive trees and terraced gardens
● Open lawns and shaded areas for dining and relaxing

Days naturally unfold between the pool, the garden, and the changing light over the city, from morning calm to sunset over the skyline.

The pool is reserved exclusively for your group, set within a manicured lawn and fully enclosed for added safety and privacy.

Set in the countryside just outside Siena, the villa offers both privacy and easy access to some of Tuscany’s most iconic destinations:
● Siena centre: approx. 10 minutes by car
● San Gimignano: around 45 minutes
● Florence: about 1 hour
● Chianti wine region: at your doorstep Villa del Mangia - Luxury Villa with Infinity Pool

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Pretty private property with private pool, A/C, sauna, TV, veranda, panoramic view, close to Perugia

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
From € 1750 per Night

Description

Villa Trasimena is a beautiful property (400 sq m) with air conditioning and private pool. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Conveniently located in the centre of Magione, Italy in the tourist area "Trasimeno Lake" and only 22 km (14 mi) from Perugia.

What to Expect
When you arrive you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Umbria. 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 Umbria. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Perugia 22 km (14 mi), Cortona 32 km (20 mi), Assisi 43 km (27 mi), Montepulciano 46 km (29 mi) and Gubbio 70 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 147 km (91 mi), Viareggio 233 km (145 mi), Forte Dei Marmi 240 km (149 mi), Rome 196 km (122 mi), Milan 433 km (269 mi) and Naples 387 km (240 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Trasimena. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 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) 152 km (94 mi), Roma Ciampino (cia) 205 km (127 mi), Pisa (psa) 214 km (133 mi), Roma Fiumicino (fco) 217 km (135 mi) and Bologna (blq) 238 km (148 mi).


Villa Trasimena

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Stunning private vacation rental with WIFI, private pool, A/C, TV, patio and panoramic view

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    6
  • Private Pool
From € 2360 per Night

Description

Villa Petrosa: Your Private Escape Overlooking the is a beautiful stone building with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms. Villa Petrosa: Your Private Escape Overlooking the is located 2 km (1 mi) from Montepulciano, Italy and only 31 km (19 mi) from Cortona in the tourist area "Orcia Valley".

What to Expect
Upon arrival 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 - 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. Outdoors 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 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 ideal setting to enjoy food, family and the lovely Tuscan weather.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 66 km (41 mi) and Perugia 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 365 km (227 mi) and Milan 409 km (254 mi).

Additional Information

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) 128 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 211 km (131 mi) and Bologna (blq) 214 km (133 mi).

More Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a 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.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Petrosa: Your Private Escape Overlooking the. Ask for more details, including the additional cost and how to arrange this service.

Villa Petrosa: Your Private Escape Overlooking the

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Casalberna

: EAS211350

Fabulous independent accommodation with A/C, private pool, sauna, TV, terrace and panoramic view

  • Sleeps
    8*
  • Bedrooms
    7
  • Bathrooms
    8
  • Floor Area
    700 m2
  • Private Pool
*Full capacity 14 sleeps
From € 1870 per Night

Description

The 12m x 6m swimming pool has one of the most exciting views of the entire region. To the left is the town of Celle Sul Rigo and to the right is the fort town Radicofani. There is a shaded sunbed area with several pool beds and nearby you will find a dedicated pool bathroom. In the early evenings guests can enjoy breathtaking sunsets and landscapes with seasonal ever changing colors.

At sunset, pour a glass of local vino and relax in the pool or read your favorite book under the shaded pergola, to fully enjoy this dream place.

STAFF & SERVICES
Included:
Housekeeper: on site for three hours each morning Monday – Friday
Available on request for additional hours or days
Building Maintenance/Gardener: on site each day Monday - Friday
Driver available on demand: to pick up from airports and trains stations take guests to wine tastings
Cook: available on demand to provide catering for guests: to fill the fridge with for example pasta sauces, fresh pasta, meat and poultry dishes, BBQ vegetables cater for lunches and dinners
Pici pasta making classes on site: hosted by the housekeeper and her mother for small or large groups
Bath linen change - One per week
Bed linen change - One per week
Cooling/heating system - Included
Water and electricity -included
Tourist tax - included
Final cleaning - included

A tasting of traditional products is included in the price

CIR CODE - 052027LTI0003 Casalberna

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Lovely holiday home with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view

  -15% Special Offer
  • Accommodation
    6
  • Sleeps
    14
  • Bedrooms
    6
  • Bathrooms
    6
  • Swimming Pool
€ 61 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms Price
  La Castellana 2 1 1 € 76 /Night
  Canto al Sole 2 1 1 € 72 /Night
  Bellina 2 1 1 € 69 /Night
  Canto alla Luna 4 1 1 € 83 /Night
  Lilla 2 1 1 € 61 /Night
  Cecilia 2 1 1 € 66 /Night
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

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Amazing private house with A/C, WIFI, private pool and TV

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    200 m2
  • Private Pool
From € 365per Night

Description

You will discover La Boutique del Cardinale in the green heart of Casentino, located less than a km from the village of Bibbiena. You can reach the village, for a dinner out or shopping, even on foot with a short walk through the countryside, among cultivated fields of a thousand colours. Close to the major attractions in the valley, such as the Sanctuary of the Madonna del Sasso, the Sanctuary of La Verna dear to Saint Francis of Assisi, the Castle of Poppi of the Conti Guidi and the beautiful Pieve of Romena, the villa is about 30 km from Arezzo and 60 km from Firenze and will be perfect, as a starting point, for your trips to discover Tuscany.
A large, well-kept green park will be at your disposal, perfect for moments of leisure with the children, with a table tennis and table football. In the garden there is a characteristic gazebo, excellent when you feel like having dinner outdoors, and several furnished corners designed for relaxing summer evenings in the company of a good bottle of red wine.
The panoramic swimming pool ( size mt 7x14 - depth mt 1,20-1,60 - open from 01st May to 30th September) the beautiful equipped solarium and 6-seater Jacuzzi offer a view of the ancient village of Bibbiena, perched on the top of the hill. Covered parking and fully fenced property.
The villa has been furnished by the owners with taste, exclusive care and attention to details. The décor recalls what, according to documents of the time, appears to be the birthplace of one of the most important figures to whom Casentino gave birth: Cardinal Dovizi, a member of the Medici family, also known as 'Bibbiena'. In the villa you will find high standard facilities, such as air conditioning, and will be an ideal destination for an unforgettable holiday.
The landlords, a safe but discreet reference point, live in a completely separate part of the villa, and will always be available and happy to spoil their guests with fresh produce from the garden or a bottle of good wine. La Boutique del Cardinale

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Great apartment with pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Montepulciano

  • Accommodation
    14
  • Sleeps
    67
  • Bedrooms
    34
  • Bathrooms
    33
  • Swimming Pool
€ 169 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Villa Aquila 6 3 3 220 m2 € 339 /Night
  Villa Falco 4 2 2 142 m2 € 268 /Night
  Appartamento Cipresso 4 2 2 106 m2 € 169 /Night
  Appartamento Olivo 6 3 3 118 m2 € 212 /Night
  Appartamento Pino 4 2 2 92 m2 € 169 /Night
  Appartamento Quercia 4 2 2 84 m2 € 200 /Night
  Chalet Cigno 3 2 1 70 m2 € 185 /Night
  Villino Basilico 4 2 2 93 m2 € 235 /Night
  Villino Rosmarino 4 2 2 93 m2 € 228 /Night
  Chalet Superior Azzurro 4 2 2 118 m2 € 228 /Night
  Villa Limone 6 3 3 156 m2 € 228 /Night
  Villa Salvia 6 3 3 156 m2 € 257 /Night
  Villa Cielo 6 3 3 158 m2 € 214 /Night
  Pesca 6 3 3 156 m2 € 257 /Night
67 34 33

Description

Conveniently located 10 km (6 mi) from Torrita Di Siena, Italy in the tourist area "Orcia Valley" and only 16 km (10 mi) from Montepulciano. Cignella Resort is a beautiful stone building with shared pool, WiFi internet and air conditioning. Cignella Resort is a country resort with a total of 14 separate apartments. The property can sleep up to 67 people comfortably in 34 bedrooms with 33 bathrooms.

What to Expect
Upon arrival at Cignella Resort you’ll find a lovely clean well-maintained property with views of the hills and the lake perfect for a peaceful 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. This holiday home is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that wish to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.

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: Montepulciano 16 km (10 mi), Montalcino 34 km (21 mi), Cortona 42 km (26 mi), Arezzo 54 km (33 mi) and Siena 65 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 213 km (132 mi), Forte Dei Marmi 220 km (137 mi), Rome 208 km (129 mi), Venice 366 km (227 mi) and Milan 415 km (258 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Cignella Resort. If you have a large dog or multiple pets, please ask for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 4 April - 1 November (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) 194 km (120 mi), Roma Ciampino (cia) 217 km (135 mi), Bologna (blq) 218 km (136 mi) and Roma Fiumicino (fco) 230 km (143 mi).

More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. 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 mouth-watering 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 additional costs.
Tours - The owner can organize 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 specific tour and number of people.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the additional cost.
Baby Sitting - A babysitter can be organized at Cignella Resort. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.

Cignella Resort

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Stunning private villa with WIFI, A/C, private pool, TV and terrace

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    6
  • Floor Area
    280 m2
  • Private Pool
From € 500 per Night

Description

You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo

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Fabulous independent holiday rental with A/C, WIFI, private pool and TV

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    450 m2
  • Private Pool
From € 530 per Night

Description

If you decide to spend your holiday at Villa Leopoldina, you can stay in a historic building, a splendid example of a typical Tuscan house designed in the 18th century by the architects of Grand Duke Leopold of Lorraine, with the characteristic four overlapping arches on the façade. It will be a plunge into the past, when families were very numerous and these huge homes housed several generations under the same roof.
In front of the villa you will find the private garden and on the right-hand side the beautiful swimming pool (size 12x5 m, depth 1.40 m, completely enclosed - open from 01st May to 30th September). From here, every day, you can enjoy a splendid panoramic view over the city of Arezzo and its valleys, a view that becomes even more suggestive at night with the thousands of tiny lights that seem to chase each other. You will reach the centre of Arezzo in less than 10 minutes by car and here you will find all the necessary amenities and services, as well as museums, magnificent churches, cathedrals and monuments to visit.
One of the villa's bonuses is certainly its location. It is located within the Pomaio winery, a renowned winery that produces its excellent wines following the rules of eco-sustainability. Pomaio is listed as one of the 13 most beautiful Design Cellars in the Region of Tuscany for the Toscana Wine Architecture project, and this 'Green' philosophy was also followed for the renovation of the villa. In fact, thanks to the materials used, the villa has a high energy-saving rating, with positive effects both for the environment and for those who stay there in all seasons.
Therefore, in addition to living in the midst of an almost enchanted place, amidst splendid rows of vines that slope down towards the silhouette of the city, you will be able to taste the excellent wines in the wine cellar when you feel like taking a little walk and reaching it.
Villa Leopoldina is on two levels connected by a covered outdoor staircase. You will have two fully equipped kitchens, a washing machine and a dryer on each floor, Wi-Fi, air conditioning, and satellite TV. Villa Leopoldina is your perfect location for a holiday with all the comforts on an authentic 100-year-old residence.
On arrival day you will have the opportunity to enjoy a dinner offered by the owners (for stays of a minimum of 7 nights) and a welcome basket for breakfast the following day. Thanks to a wooden bridge at the back of the villa, the first floor is also accessible to persons with reduced mobility. Villa Leopoldina

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Unique independent vacation home with A/C, private pool, WIFI, patio and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    180 m2
  • Private Pool
New Listing
From € 427per Night

Description

Villa Maddalena alla Guglielmesca is located near Cortona, Italy and only 31 km (19 mi) from Arezzo in the tourist area "Cortona And Surroundings". Villa Maddalena alla Guglielmesca is a nice stone building (180 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms.

Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the city and the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Also available outside are a patio and barbecue grill.

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: Arezzo 31 km (19 mi), Montepulciano 41 km (25 mi), Perugia 60 km (37 mi), Montalcino 71 km (44 mi) and Siena 81 km (50 mi).

Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 200 km (124 mi), Forte Dei Marmi 208 km (129 mi), Rome 217 km (135 mi), Venice 353 km (219 mi) and Milan 403 km (250 mi).

Additional Information

Pool Open: 15 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 119 km (74 mi), Pisa (psa) 181 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).

Special Services
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.

Villa Maddalena alla Guglielmesca

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