Vacation Rentals with Air Conditioning in Central Tuscany, Italy
Results 61 - 80 of 422
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Description
LA MICCIA is a beautiful centuries' old apartment that will enchant you with its local traditional features: the stone walls all over the place, the original ceilings in red bricks, original pavements in "cotto" toscano,... you will be captured by the fusion of antique and modern style, like the hot tub in the living room!!!
You will also fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. La Miccia
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
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Description
Villa Camelia is a lovely holiday rental (100 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms. Villa Camelia is located , Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".
The owner (1 person) lives in a house near Villa Camelia (50m away), in the same park. In any case he doesn’t use neither the swimming pool nor the garden.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills and the city ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, 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. 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 four people. If you prefer to dine 'al fresco', there is a fully furnished garden 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 15 km (9 mi), Montepulciano 20 km (12 mi), Arezzo 34 km (21 mi), Montalcino 51 km (31 mi) and Perugia 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 197 km (122 mi), Venice 358 km (222 mi) and Milan 401 km (249 mi).
Additional Information
Check-In Time: 16:00 - 20:00
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) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 203 km (126 mi), Roma Ciampino (cia) 206 km (128 mi) and Roma Fiumicino (fco) 218 km (135 mi).
Special 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 enjoyable way to spend time with friends and family while learning the techniques required 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 suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Camelia. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Camelia
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Someone just enquired about this property!
Description
IL PIGIONALE is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Il Pigionale
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Casa di Vignolo
Stunning private holiday rental with A/C, WIFI, TV, patio and pets allowed, near Arezzo
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Description
CASA DI VIGNOLO is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original stone sink, or the stone and bricks staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Casa Di Vignolo
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
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Description
Holiday home Borgo San Vincenti is a lovely stone building that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 22 guests comfortably in 11 bedrooms with ten bathrooms. Conveniently located in San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 39 km (24 mi) from Siena.
Borgo San Vincenti is made up of 7 non-communicating apartments, which can be rented altogether by a single group of guests.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 22 people. If you prefer to dine 'al fresco', there is a fully furnished where you can enjoy the weather while dining outdoors.
There is a common area where guests can cook and have meals all together. It is composed by: 1 large kitchen fully equipped, 2 bathrooms, 1 dining room that seats up to 22 people, a food warehouse, plus an outdoor sofa and a long table to eat al fresco.
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: Siena 39 km (24 mi), Greve In Chianti 43 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 56 km (35 mi) and Cortona 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 175 km (108 mi), Rome 233 km (144 mi), Venice 324 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 254 km (158 mi).
Additional 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 pleasant way to spend time with friends and family while learning the techniques vital 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 vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to arrange this service.
Borgo San Vincenti
Villa i Cocciai
Wonderful private accommodation with private pool, A/C, WIFI, TV, terrace and panoramic view
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Description
Villa i Cocciai is located in Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Vacation rental Villa i Cocciai is a beautiful stone building (185 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive at Villa i Cocciai you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic day of visiting museums, 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 terrace 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: Arezzo 29 km (18 mi), Montepulciano 30 km (18 mi), Perugia 52 km (32 mi), Montalcino 64 km (40 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 222 km (138 mi), Rome 210 km (130 mi), Venice 371 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 218 km (135 mi) and Roma Fiumicino (fco) 231 km (143 mi).
More 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 fun 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.
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 ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa i Cocciai. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa i Cocciai
Villa Paneretta
Private Villa rental with WIFI, A/C, private pool, patio, panoramic view, near San Gimignano
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Description
Villa Paneretta is a beautiful villa with private pool in Tuscany in the heart of the Chianti Classico.
Surrounded by 309 hectares (woods, vineyards and olive groves) it is part of a magnificent historic venue dating back to the thirteenth century and also a farming estate producing wine and oil. Villa Paneretta is next to the ancient Castello della Paneretta and its cellars: the production of Chianti Classico wine represents the main activity and guests of Villa Paneretta will have the privilege of tasting the unique flavor of its bottles of wine directly on the spot. The castle is open (at fixed times) for tastings and visits but the guests of Villa Paneretta will always enjoy the exclusivity of their outdoor spaces and swimming pool.
The private swimming pool is located about 50 meters away from the villa and can be reached by walking under the historic castle walls. The location of Villa Paneretta is very strategic: you are halfway between Florence and Siena and in the heart of the Chianti Classico region.
At guests' disposal: air conditioning in 4 bedrooms, private garden, equipped outdoor areas, private swimming pool (above ground) located about 50 meters from the villa (9 x 4 meters; depth: 1.20 meters; usable from 8:30 to 19:00), small barbecue, wi-fi internet connection, parking area. On request it is possible to rent an outbuilding with 2 additional bedrooms (sleeps 3) located in front of the villa. The dependance is rented only together with the villa.
Distances: Poggibonsi (all kinds of shops) at 6 km, Castellina in Chianti at 14 km, San Gimignano at 20 km, Siena at 33 km, Florence at 45 km, Volterra at 40 km, Montalcino at 75 km, sea (Tuscan coast ) at 85 km, Cortona at 105 km; Pisa at 100 km, Lucca at 115 km, Arezzo at 110 km.
Please carefully check if there are any extra costs to be paid on site! Villa Paneretta
Book 14 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Scopeti
Private Accommodation with A/C, WIFI, private pool, hot tub, TV, panoramic view, near Florence
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Description
Nice independent villa situated in panoramic location in the heart of the Tuscan country-side. This property has been restored preserving its original architectural features and turned into a comfortable villa with private swimming-pool offering nice interiors furnished in a typical country style.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Falciani with food shops 2 km away, San Casciano with all kinds of shops 5 km, Florence 10 km, Greve in Chianti with a charming central square and nice restaurants 20 km, Siena 60 km away.
At guests’ disposal: nice garden furnished with sun-beds and sun umbrellas, private swimming-pool (6 x 12 m – maximum depth 1,4 m – open from 01/04 to 31/10), heated outdoor Jacuzzi (7 seats), barbecue, veranda, playground for children. All of the bedrooms are provided with air-conditioning. Ironing facilities available. WI-FI internet connection available (free of charge for a usage of 15 hours per week - extra consuption to be paid on site at € 0,90 / per hour).
Parking within the grounds.
Extra services: maid service available by arrangement (€ 10,- / per hour to be paid on the spot). It is possible to arrange cooking classes and cooking service.
Small pets are allowed.
Please carefully check if there are any extra costs to be paid on site! Casa Scopeti
Book 15 days or less before the arrival date and receive a 25 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Gaville
Wonderful private holiday home with private pool, A/C, WIFI, TV, terrace, near Greve In Chianti
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Description
Villa with private pool in Gaville, on the Hills of Chianti in Tuscany.
This property is located just 40km away from Florence. The famous area of Chianti Classico is within 15-40 km away.
This beautiful area offers great food, good wine, history, panoramic landscapes etc.
Villa Gaville is provided with a private swimming pool with panoramic views, surrounded by a garden furnished with sunbeds, parasols, tables, chairs, barbecue and wood burning oven. The owners live in the property next to Villa Gaville, and they are always on hand should the guests require any assistance. They do not have access to the garden or the swimming pool of Villa Gaville. Inside, the house offers all the comforts necessary for a relaxing holiday.
At guests' disposal large and well cared gardens, private outdoor dining area, private pool (fenced-in): size 10m x 5m; minimum depth 1m; maximum depth 1,50m, portable barbecue, baby cot and high chair, fenced-in property, fans provided in each bedroom. Air condition in all bedrooms and in the living room . EV charger ( at an extra cost)
Distances: Gaville (with bar and food shop) 1,5 km away, Figline Valdarno 8 km away, Chianti Classico area is within 15 - 40 km away, Florence 40 km away, Arezzo 50 km away, Siena 56 km away, San Gimignano 67 km away, Cortona 80 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Gaville
Cottage Monti Pet Friendly with Shared Pool
Pretty villa rental with pool, WIFI, A/C, TV, veranda and pets allowed, near San Gimignano
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Description
Conveniently located 1 km (4699 ft) from La Corsina, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano. Cottage Monti Pet Friendly With Shared Pool is a lovely vacation rental (70 sq m) with air conditioning and WiFi internet. The property can accommodate up to four guests comfortably.
The cottage has a large private area with a private veranda equipped for outdoor dining. The property is very large and includes the manor house in front of which there is a swimming pool shared with the owners who occasionally stay in the manor house.
Free parking on the property.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. For your enjoyment you will find a shared pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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: San Gimignano 24 km (15 mi), Siena 41 km (26 mi), Greve In Chianti 49 km (30 mi), Florence 65 km (41 mi) and Montalcino 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 112 km (69 mi), Forte Dei Marmi 123 km (77 mi), Rome 276 km (171 mi), Venice 314 km (195 mi) and Milan 364 km (226 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Cottage Monti Pet Friendly With Shared Pool. If you have a large dog or multiple pets, please ask for permission prior to booking.
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) 78 km (48 mi), Pisa (psa) 84 km (52 mi), Bologna (blq) 167 km (104 mi), Genova (goa) 254 km (158 mi) and Roma Fiumicino (fco) 262 km (163 mi).
Special Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Cottage Monti Pet Friendly With Shared Pool
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 25% (minimum 10 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 28% (minimum 14 nights).
Villa Botinaccio
Superb independent accommodation with A/C, WIFI, private pool, TV, patio and panoramic view
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Description
Conveniently located 3 km (2 mi) from Bobolino, Italy in the tourist area "Florence And Surroundings" and only 27 km (17 mi) from Florence. Villa Botinaccio is a lovely stone building (500 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 11 people comfortably in six bedrooms with six bathrooms.
Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 27 km (17 mi), San Gimignano 36 km (22 mi), Greve In Chianti 39 km (24 mi), Pisa 60 km (37 mi) and Lucca 65 km (40 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday home, only 70 m (211 ft).
Some other major tourist destinations you should consider visiting are: Florence 27 km (17 mi), Viareggio 89 km (55 mi), Forte Dei Marmi 101 km (63 mi), Rome 308 km (192 mi), Milan 316 km (196 mi) and Naples 499 km (310 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 29 km (18 mi), Pisa (psa) 62 km (38 mi), Bologna (blq) 121 km (75 mi), Genova (goa) 232 km (144 mi) and Venezia (vce) 274 km (170 mi).
More 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 pleasant 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.
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 arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Botinaccio. Ask for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be scheduled at Villa Botinaccio. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
The Cooking Lesson includes shopping, preparing the dishes together with the guests, service and tidying up final, a bottle of Chianti for tasting for every 4 participants. Included in the lunch or dinner will also be served a traditional Tuscan side dish, such as Panzanella or Pappa al Pomodoro or a rich salad.
The menus adapt to the season and the dietary needs of the guests and are constructed so that guests can work at their best.
Lessons usually start around 10.00 or 17.00 and last about two hours plus time for lunch or dinner. The times are however flexible to be agreed with the guests. Villa Colle Di Sotto
Villa delle Palme
Independent Property with WIFI, A/C, private pool, TV, terrace, panoramic view, near Montalcino
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Description
Conveniently located in San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino. Holiday rental Villa Delle Palme is a beautiful property (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in eight bedrooms with seven bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
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: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 49 km (30 mi) and Arezzo 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (134 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Additional Services
Maid Service daily maid service included in the rental price.
Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Tasting The owner can organize custom truffle, wine and olive oil tasting for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - Discover 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 fun way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Villa La Consuma
Book your vacation for the period from 17 April 2026 to 09 May 2026 and save 20% (minimum 6 nights). Offer valid until 13 April 2026.
Book your vacation for the period from 10 May 2026 to 30 May 2026 and save 20% (minimum 7 nights). Offer valid until 06 May 2026.
Book your vacation for the period from 06 June 2026 to 20 June 2026 and save 20% (minimum 7 nights). Offer valid until 02 June 2026.
Villa San Giovanni
Independent Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, near Montalcino
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Someone else is looking at this property right now!
Description
Holiday home Villa San Giovanni is a lovely property (320 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Conveniently located 1 km (4171 ft) from San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 19 km (12 mi) from Montalcino.
Your Experience
After arriving 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. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. 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.
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: Montalcino 19 km (12 mi), Montepulciano 33 km (21 mi), Siena 44 km (27 mi), Cortona 50 km (31 mi) and Arezzo 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 111 km (69 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (142 mi), Rome 216 km (134 mi), Milan 421 km (262 mi) and Naples 407 km (253 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Pisa (psa) 159 km (99 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 226 km (141 mi) and Roma Fiumicino (fco) 238 km (148 mi).
More Services
Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Tasting The owner can organize custom truffle, wine and olive oil tasting for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - Discover from a local chef the techniques vital 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 learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Ask for more details about the extra cost.
Il Tribbio
Villa Olivi - Subbiano, Toscana, Pool and Nature
Amazing independent villa rental with A/C, private pool, hot tub, WIFI, TV and terrace, near Arezzo
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- 4
- 5
Description
Conveniently located 3 km (2 mi) from Vogognano, Italy in the tourist area "Casentino Valley" and only 22 km (14 mi) from Arezzo. Villa Olivi - Subbiano, Toscana, Pool And Nature is a beautiful vacation rental (160 sq m) with hot tub, WiFi internet and air conditioning. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you’ll find a beautiful 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 sightseeing. Outdoors you will also find a barbecue grill and hot tub. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.
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 22 km (14 mi), Cortona 48 km (30 mi), Montepulciano 70 km (44 mi), Greve In Chianti 90 km (56 mi) and Siena 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 107 km (66 mi), Viareggio 193 km (120 mi), Forte Dei Marmi 200 km (125 mi), Rome 243 km (151 mi), Venice 346 km (215 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 25 April - 17 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) 112 km (70 mi), Pisa (psa) 174 km (108 mi), Bologna (blq) 198 km (123 mi), Roma Ciampino (cia) 252 km (156 mi) and Roma Fiumicino (fco) 264 km (164 mi).
Villa Olivi - Subbiano, Toscana, Pool And Nature
Book your vacation for the period from 01 April 2026 to 03 June 2026 and save 20% (minimum 3 nights).
Casale Valdichiana
Pretty independent villa rental with private pool, A/C, WIFI, TV and panoramic view, near Cortona
- 10
- 5
- 3
Description
Casale Valdichiana is a nice stone building with air conditioning, private pool and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with three bathrooms. Casale Valdichiana is located 3 km (2 mi) from Creti, Italy and only 13 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings".
The property is internally divided into three apartments and the owners live in another house nearby (30 meters far away).
The Experience
Upon arrival at Casale Valdichiana you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a playground and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, 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 garden is the ideal setting to enjoy food, family and the beautiful 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 13 km (8 mi), Montepulciano 27 km (17 mi), Arezzo 29 km (18 mi), Montalcino 55 km (34 mi) and Siena 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 362 km (225 mi) and Milan 405 km (252 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 10 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 (116 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).
More Services
Parking - There is a car park at your disposal in front of the property.
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 advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Casale Valdichiana. Ask for more details, including the additional cost and how to schedule this service.
Baby Sitting - A babysitter can be arranged at Casale Valdichiana. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
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.
Casale Valdichiana
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- 2
- 2
Description
La Montanina is a nice stone building (75 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 36 km (22 mi) from Arezzo.
The Experience
Upon arrival at La Montanina you’ll find a lovely clean well-maintained property with views of the mountains and the lake perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a playground and barbecue grill.
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: Arezzo 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
Special Services
Tours - The owner can schedule custom tours for your group. To learn 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.
La Montanina
Tenuta Pomona
Superb independent villa rental with WIFI, A/C, private pool, TV, patio and panoramic view
- 8
- 4
- 3
Description
Property Tenuta Pomona is a nice stone building (189 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with three bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 mi) from Arezzo.
The accommodation consists of the main villa in stone, which can comfortably accommodate up to 6 people and a dependance, where 2 additional guests can stay.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the city and the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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: Arezzo 28 km (18 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi), Montalcino 67 km (42 mi) and Assisi 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 213 km (132 mi), Venice 362 km (225 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 - 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Bologna (blq) 210 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
More Services
Tours - The owner can organize custom tours for your group. To learn 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.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Tenuta Pomona. Ask for more details, including the extra cost and how to arrange this service.
Baby Sitting - A babysitter can be organized at Tenuta Pomona. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Tenuta Pomona
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Description
Property Villa Luana is a beautiful stone building (150 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in three bedrooms with four bathrooms. Villa Luana is located 3 km (2 mi) from Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive at Villa Luana you’ll find a nice clean well-maintained property with views of the city and the hills ideal for a splendid vacation 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 sightseeing.
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: Arezzo 29 km (18 mi), Montepulciano 32 km (20 mi), Perugia 54 km (33 mi), Montalcino 67 km (42 mi) and Gubbio 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 120 km (75 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 214 km (133 mi), Rome 212 km (132 mi), Venice 360 km (224 mi) and Milan 407 km (253 mi).
Additional Information
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) 126 km (78 mi), Pisa (psa) 188 km (117 mi), Bologna (blq) 212 km (132 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Luana
Villa Il Sasso
Beautiful independent vacation home with private pool, A/C, WIFI, TV, terrace and panoramic view
- 13
- 7
- 5
Description
Villa Il Sasso is located in Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Holiday rental Villa Il Sasso is a lovely stone building (450 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 13 people comfortably in seven bedrooms with five bathrooms.
What to Expect
Upon arrival at Villa Il Sasso you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Sharing a meal 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 13 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Montepulciano 29 km (18 mi), Arezzo 30 km (18 mi), Perugia 51 km (32 mi), Montalcino 63 km (39 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (137 mi), Rome 209 km (130 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 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) 135 km (84 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 218 km (136 mi), Bologna (blq) 219 km (136 mi) and Roma Fiumicino (fco) 231 km (143 mi).
More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Il Sasso. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Il Sasso
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- 3
- 3
Description
Holiday home La Montana is a nice stone building (145 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 36 km (22 mi) from Arezzo.
The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains ideal for a splendid vacation in Tuscany. After a hectic 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. Outside you will also find a barbecue grill and playground.
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: Arezzo 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
La Montana
