Castiglion Fibocchi Villas with Pool
Results 301 - 320 of 365
Luna di Cortona
Beautiful independent house with private pool, A/C, WIFI, TV, veranda, panoramic view, near Cortona
- 10
- 5
- 5
Description
Luna Di Cortona is a beautiful stone building (520 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to ten guests 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.
The Experience
When you arrive at Luna Di Cortona you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing 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. 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.
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 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).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Villa Luna
- 4
- 16
- 5
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Certina 3 810.2 | 4 | 1 | 1 | ||
| Certina 4 810.4 | 4 | 2 | 1 | ||
| Certina 1 810.5 | 4 | 1 | 1 | ||
| Certina 2 810.6 | 4 | 1 | 1 | ||
| All 4 Accommodations | 16 | 5 | 4 |
Description
Property Summary
Nestled in the rolling Tuscan countryside of Pelago, Italy, Certina is a captivating vacation rental that invites guests to experience the tranquillity of an elevated rural retreat. The property is composed of 2 distinct buildings: the owner's residence and a second structure housing 4 independent apartments, all set within a breathtaking natural landscape. Sitting at 510 meters above sea level on top of a hill, Certina commands a serene and panoramic position that offers both seclusion and beauty. The estate is embraced by a generous 33-hectare garden, where firs, pines, olive trees, and chestnut trees create a lush and varied natural setting. A charming stone courtyard adds to the character of the property, while the surrounding woodland provides scenic paths ideal for leisurely walks or mountain biking adventures. Guests also have access to a fenced swimming pool measuring 6 x 12 meters, with a depth ranging from 130 to 160 cm, available seasonally from May 6th to September 23rd, making it a wonderful feature for warm-weather stays.
Outdoors
The outdoor spaces at Certina are thoughtfully designed to complement the natural surroundings and encourage relaxation in the open air. The fenced swimming pool, measuring 6 x 12 meters with a depth of 130 to 160 cm, is equipped with an internal staircase for easy access and is accompanied by an outdoor shower for guests' convenience. The pool is available on a seasonal basis, open from May 6th to September 23rd. Adjacent to the pool, a dedicated barbecue area provides an ideal setting for alfresco dining and social gatherings. The property also features a private terrace furnished with garden furniture, offering a comfortable space to unwind while taking in the peaceful countryside views. The expansive 33-hectare garden and the surrounding woodland with its scenic paths further enhance the outdoor experience, inviting guests to explore the natural beauty of the estate at their own pace.
Other Information
Certina is equipped with a central heating system, available exclusively from November 1st to April 8th, ensuring a warm and comfortable stay during the cooler months of the year. A shared washing machine is available on the property for guests' use, and a weekly linen change is included as part of the stay. Should guests require additional housekeeping, room cleaning services can be arranged upon request for a supplementary fee. The property is accessible by motor vehicle via an unmade road, and on-site parking is available for guests travelling by car.
Distances and Attractions
Certina benefits from a well-connected yet peaceful location, offering easy access to a range of local amenities and cultural attractions. A shop is situated approximately 5 kilometers from the property, while a restaurant can be found just 7 kilometers away, providing convenient options for dining and everyday needs. The Pontassieve railway station is located 13 kilometers from Certina, offering a practical link to the wider region. The town centre of Pontassieve itself is also 13 kilometers away, while the historic city of Florence, with its world-renowned art, architecture, and gastronomy, lies approximately 30 kilometers from the property, making it an easily accessible destination for day trips and cultural exploration. Pontassieve 810
Special Offer for Certina 3 810.2
Apartment:
Certina 4 810.4
Certina 1 810.5
Certina 2 810.6
Last-Minute Offer for Certina 3 810.2
Other apartments with last-minute offers:
Certina 4 810.4
Certina 1 810.5
Certina 2 810.6
Poggio Conca
Beautiful private vacation home with private pool, WIFI, TV, panoramic view, near Greve In Chianti
- 12
- 6
- 3
Description
Experience Chianti: dive in the pool, swimming and enjoying our villa. Beautiful stone farmhouse peacefully situated in the heart of the Chianti Classico area. The villa has been skilfully restored with its original architectural features and its ancient charm preserved and turned into a charming country house with private swimming pool. This villa offers splendid views over vineyards and olive groves and is an ideal destination for those who wish to spend a relaxing holiday in close contact with nature. The villa is nicely and comfortably furnished in a typical Tuscan style.
The access to the property is via an unpaved and partially steep road not suitable for sports cars.
Distances: San Polo with all kinds of shops 4 km, Figline Valdarno 15 km, Florence 20 km.
At guests’ disposal: large furnished garden, private swimming-pool (10 x 5 m – maximum depth 1,50 m – open from 01/05 to 30/09), barbecue. WI-FI internet connection available (free of charge). Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Poggio Conca
Casa Insieme
Pretty independent vacation rental with A/C, private pool, WIFI, terrace and panoramic view
- 12
- 6
- 5
Description
Casa Insieme is a nice stone building (490 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. Conveniently located 9 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena.
The Experience
After arriving at Casa Insieme you’ll find a beautiful clean well-maintained property with views of the hills 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 unwind at the end the day. 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, toaster 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 terrace is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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: Siena 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 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) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
Additional Services
Tours - The owner can arrange 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.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Insieme. Inquire for more details, including the additional cost and how to schedule this service.
Casa Insieme
Podere Vetricella
Fabulous private property with WIFI, private pool, A/C, TV, patio and panoramic view
- 8
- 4
- 3
Description
Property Summary
Podere Vetricella is a comfortable, detached cottage surrounded by meadows and fields, renovated in 2023. It offers a swimming pool, yard, internet WiFi, and parking facilities. Relish the secluded, sunny countryside location, just 4 km from the center of Buonconvento.
Outdoors
Immerse yourself in the tranquil outdoor spaces, including a natural state property, an above-ground swimming pool (3 x 6 m, seasonal availability from 20th May to 15th October), an outdoor shower, patio, terrace, garden furniture, and a barbecue area. Enjoy the convenience of on-site parking at the house, although the 300m bumpy motor access may require a car.
Other Information
Amenities within 4 km include shops, a grocery store, supermarket, restaurants, a bakery, bus stop "Buonconvento," and the railway station "Buonconvento." Baby equipment is included, and the owner uses some rooms in the house. Groups of teenagers are considered upon request. A car is recommended for your holiday rental in Asciano, Italy.
Distances and Attractions
Nearby attractions include Monte Oliveto Maggiore (5 km), Montalcino (15 km), Siena (32 km), Pienza (30 km), Montepulciano (42 km), and the thermal baths "Rapolano T" (24 km), offering a diverse range of experiences to explore during your stay. Podere Vetricella
Appartamento Il Nido di Giulia
Comfortable accommodation with WIFI, A/C, pool, TV, patio and panoramic view
- 4
- 2
- 2
Description
Vacation rental Appartamento Il Nido Di Giulia is a lovely stone building (70 sq m) that includes air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with two bathrooms. Appartamento Il Nido Di Giulia is located 7 km (5 mi) from Asciano, Italy and only 29 km (18 mi) from Siena in the tourist area "Orcia Valley". If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can 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. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Siena 29 km (18 mi), Montalcino 36 km (23 mi), Montepulciano 43 km (27 mi), Arezzo 52 km (33 mi) and Cortona 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 220 km (136 mi), Venice 348 km (216 mi) and Milan 392 km (243 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 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) 113 km (70 mi), Pisa (psa) 145 km (90 mi), Bologna (blq) 197 km (122 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).
Swimming-pool
'Il Nido di Giulia' shares the pool with further seven apartments.
Il Nido Di Giulia
- 4
- 2
- 1
Description
The Pieve di Sant'Ippolito is a small outbuilding in the heart of the Crete Senesi. You will find it on the outskirts of the village of Asciano, in a panoramic and sunny position. The property is composed of the manor house where the owners' family lives, an annexe and the very ancient Church of "Sant'Ippolito e Cassiano", whose origins date back to the 3rd-4th century AD. Inside the church you can admire a beautiful fresco painted by several renowned artists of the Umbrian school, such as Pinturicchio and Raphael, but erroneously attributed to the Sienese painter Giacomo Pacchiarotti a minor artist of the Sienese school. On 13 August, for the feast of Saints Ippolito and Cassiano, the church will be open to the public and a Holy Mass will be celebrated there. During the rest of the year, being part of private property, the owners allow it to be opened only on rare occasions, while guests of the house will be able to visit it freely.
You will reach the village of Asciano, with shops and services of all kinds, by a pleasant walk of just a few minutes.
All around the house you will find a large, fully fenced garden equipped with children's games, a table tennis table, barbecue and tables and chairs for your outdoor meals. The beautiful round swimming pool (dimensions 13 x 8 m, depth 1.20 - 2.10 m) with water geyser, infinity edge with waterfall and 3-seater whirlpool bath will be at your disposal during the whole year. Near the pool there are two gazebos furnished with relaxing armchairs, table, deckchairs and sun loungers for your days of rest in the company of your favourite book. Some outdoor spaces and the swimming pool are in common use with the owners.
At Sant'Ippolito you will find well-kept furnishings and the many facilities inside the house (air conditioning, satellite TV, barbecue, microwave, washing machine, dishwasher, iron, mosquito nets, alarm system and Wi-Fi connection) will guarantee a comfortable and relaxing holiday.
The owners are very helpful for any needs during your stay and particularly sensitive to energy saving, in fact the house is equipped with solar panels for the production of hot water. Pieve di Sant Ippolito
Agriturismo Il Molinello
Fabulous multi-unit villa rental with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 5
- 18
- 9
- 9
| Accommodation | |||||
|---|---|---|---|---|---|
| Cipresso | 6 | 3 | 3 | ||
| Gelso | 2 | 1 | 1 | ||
| Pini | 2 | 1 | 1 | ||
| Pomo | 4 | 2 | 2 | ||
| Albicocco | 4 | 2 | 2 | ||
| All 5 Accommodations | 18 | 9 | 9 |
Description
In 1996 we moved to the Crete Senesi and we fell in love with this farmhouse Etruscan origins, medieval mill, peace and tranquillity. That’s why we decided to share it with our guests and their four-legged friends.
The farm keeps the whole family busy: Alessandro (biologist, nature guide and Sommelier), Elisa who looks after the administration, Mauro and Paola, retired but full time busy on the farm. And we hope that in the future even Emma and Guido will give us a helping hand.
We produce vegetables and fruit, olive oil and truffles from organic agriculture.
For our guests we organize a rich programme of initiatives discovering the colours and flavours of the Crete, wine tasting in our cosy winery and excursions by bike guided by Alessandro who is fond of cycling.
Distances:
Serre di Rapolano at 2 km, Rapolano Terme with all kind of shops at 5 km, Siena at 25 km.
Only 4 km from our farm there are the thermal baths of Rapolano which grant special discounts to our guests.
At guests disposal:
Wi-Fi internet connection in common room available free of charge
Baby bed available free of charge
weekly change of linen and towels Agriturismo Il Molinello
Last-Minute Offer for Cipresso
Book 10 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Gelso
Pini
Pomo
Albicocco
Villa Badiuzza
Beautiful private holiday rental with private pool, WIFI, TV and patio, close to Florence
- 16
- 8
- 8
Description
Villa Badiuzza is located 3 km (2 mi) from Moriano, Italy and only 24 km (15 mi) from Florence in the tourist area "Florence And Surroundings". Vacation rental Villa Badiuzza is a beautiful stone building (500 sq m) that includes private pool and WiFi internet. The property can accommodate up to 16 guests comfortably in eight bedrooms with eight bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation 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 sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
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: Florence 24 km (15 mi), Greve In Chianti 32 km (20 mi), Arezzo 64 km (40 mi), San Gimignano 67 km (42 mi) and Siena 87 km (54 mi).
Some other major tourist destinations you should consider visiting are: Florence 24 km (15 mi), Viareggio 124 km (77 mi), Forte Dei Marmi 131 km (82 mi), Rome 268 km (166 mi), Milan 324 km (201 mi) and Naples 459 km (285 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 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) 43 km (27 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 262 km (163 mi) and Roma Ciampino (cia) 277 km (172 mi).
Villa Moriana
- 6
- 3
- 2
Description
Beautiful country house in a panoramic position, recently restored maintaining and enhancing the rustic style and at the same time providing it with all comforts to ensure a relaxing and welcoming environment. Located in the beautiful area of the "Val di Sieve", a few kilometers from Florence, the house is on two floors, with nice furnishings and some period furniture. The property has a nice garden of 3000sqm. equipped with above ground pool for the exclusive use of guests (7m. x 3m. prof. 130cm.) and provided with area equipped for outdoor dining with barbecue. Private parking in the property.
The house is located at 5,5km. from "Rufina", at 23km. from Florence, at 17km. from "Vicchio" (birthplace of Giotto and Fra Angelico) at 40km. from the "Barberino Designer Outlet" (over 100 stores of major brands of Italian and international fashion). Il Circolo
Villa Chiara
Private Villa with WIFI, private pool, A/C, TV, terrace, panoramic view, close to Cortona
- 8
- 3
- 3
Description
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beautiful stone building (120 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic 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, 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.
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 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while 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 vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details 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.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Chiara. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Chiara
Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.
Villa Gelsomino
Independent Vacation home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona
- 8
- 4
- 3
Description
Conveniently located 2 km (1 mi) from Pergo, Italy and only 7 km (4 mi) from Cortona. Holiday rental Villa Gelsomino is a nice stone building (260 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with three bathrooms.
The Experience
When you arrive you will be greeted by the owner or manager where 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, sightseeing, 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. 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 eight 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: Cortona 7 km (4 mi), Arezzo 34 km (21 mi), Montepulciano 35 km (22 mi), Perugia 53 km (33 mi) and Gubbio 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Gelsomino. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (139 mi), Roma Ciampino (cia) 226 km (141 mi) and Roma Fiumicino (fco) 239 km (148 mi).
More Services
Cooking Lessons - Learn from a local chef the techniques needed 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 learning the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will 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 additional costs.
Tours - Custom tours can be organized by the owner for your group. For more details 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.
Baby Sitting - A babysitter can be arranged at Villa Gelsomino. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Gelsomino
Villa del Castagno
Unique private holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona
- 7
- 3
- 3
Description
Vacation rental Villa Del Castagno is a lovely stone building (190 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to seven guests comfortably in three bedrooms with three bathrooms. Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
The Experience
After arriving at Villa Del Castagno you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Cortona 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask 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 needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire 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 Del Castagno. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Villa Delle Fragole
Villa Eleonora
Pretty private holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona
- 8
- 4
- 5
Description
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice vacation rental (170 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a relaxing holiday 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 visiting museums. Outdoors 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, 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.
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: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service when you arrive.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.
Villa Il Borgo
Private Holiday villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Cortona
- 8
- 4
- 4
Description
Conveniently located 3 km (2 mi) from Pergo, Italy and only 8 km (5 mi) from Cortona. Villa Il Borgo is a beautiful stone building (240 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
The Property is composed of the main Villa and an annex.
What to Expect
Upon arrival at Villa Il Borgo you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. 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 patio 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: Cortona 8 km (5 mi), Arezzo 35 km (22 mi), Montepulciano 37 km (23 mi), Perugia 54 km (34 mi) and Gubbio 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 137 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (143 mi), Rome 219 km (136 mi), Venice 380 km (236 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Il Borgo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 142 km (88 mi), Pisa (psa) 205 km (127 mi), Roma Ciampino (cia) 228 km (142 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 240 km (149 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
Villa Il Borgo
Castello di Quarate
Fabulous independent villa with WIFI, A/C, private pool, TV, patio, near Greve In Chianti
- 14
- 7
- 7
Description
Vacation rental Castello Di Quarate is a nice property (900 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 14 guests comfortably in seven bedrooms with seven bathrooms. Conveniently located 3 km (2 mi) from San Polo In Chianti, Italy in the tourist area "Florence And Surroundings" and only 15 km (9 mi) from Greve In Chianti.
The Experience
After arriving at Castello Di Quarate you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
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: Greve In Chianti 15 km (9 mi), Florence 19 km (11 mi), San Gimignano 58 km (36 mi), Arezzo 69 km (43 mi) and Siena 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 19 km (11 mi), Viareggio 119 km (74 mi), Forte Dei Marmi 127 km (79 mi), Rome 273 km (170 mi), Venice 272 km (169 mi) and Milan 320 km (199 mi).
Additional Information
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.
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) 38 km (24 mi), Pisa (psa) 100 km (62 mi), Bologna (blq) 125 km (77 mi), Genova (goa) 258 km (160 mi) and Venezia (vce) 278 km (173 mi).
Special Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Baby Sitting - A babysitter can be organized at Castello Di Quarate. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Castello Di Tizzano
- 6
- 17
- 9
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Fornacino 1 | 2 | 1 | 2 | ||
| Fornacino 2 | 4 | 2 | 2 | ||
| Fornacino 3 | 2 | 1 | 2 | ||
| Fornacino 4 | 2 | 1 | 1 | ||
| Fornacino 5 | 5 | 3 | 2 | ||
| Fornacino 6 | 2 | 1 | 1 | ||
| All 6 Accommodations | 17 | 9 | 10 |
Description
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic style with some antiques. The location, among vineyards and olive groves is peaceful and dominates the Chianti Classico hills. Beautiful panoramic views with Siena in the distance are afforded. This property provides a well-kept large garden (6000 m2) with infinity pool whose use is to be shared among the 6 apartments.
Distances: Ponte a Bozzone with a food shop, a restaurant and a butcher is 5 km away, Siena with all kinds of shops and railway station 12 km, San Gimignano approx. 50 km, Florence 70 km away, Pisa 115 km , Rome 250 km away.
At guests disposal: large panoramic garden (6000 m2), shared infinity swimming-pool (5,5 x 15 m – maximum depth 1,8 m – open from 01/05 to 30/09), solarium terrace with open-air shower (cold water), barbecue, oven for pizza, furnished loggia (35 m2), table tennis. Shared laundry with washing-machine and ironing facilities. All of the apartments provide alarm system, satellite TV, hair-dryer, heating system and table and chairs (in a common area).
Parking within the grounds.
Extra services included in the rental price: linen change on Wednesdays.
Extra services to be paid on the spot: Baby bed available upon request at € 70,- / per week (payable on site).
The produce of the estate is available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Fornacino
Panzalla
Nice holiday home with WIFI, pool, TV, patio, pets allowed, panoramic view, near Greve In Chianti
- 5
- 28
- 13
- 7
| Accommodation | ||||
|---|---|---|---|---|
| Chiesa | 4 | 2 | 1 | |
| Cappella | 5 | 2 | 1 | |
| Rustico | 3 | 1 | 1 | |
| Rondini | 8 | 4 | 2 | |
| Fienile | 8 | 4 | 2 | |
| All 5 Accommodations | 28 | 13 | 7 |
Description
This 17th-century country villa is nestled in the Chianti hills and has been carefully restored to preserve its historic charm while offering modern amenities.
The property is divided into six elegantly furnished apartments, one of which is reserved for the owner. Each apartment reflects a traditional Tuscan rustic style, featuring all modern comforts and a private outdoor space for al fresco dining.
Surrounded by olive groves, guests can enjoy peaceful walks in nature. The villa is also conveniently located near Florence, Siena, and San Gimignano, perfect for exploring Italy’s art cities. For a more relaxing stay, unwind in the garden or take a refreshing swim in the pool.
Distances: the town of San Polo in Chianti with shops of all kinds 3,5 km, Greve in Chianti 15 km, Florence 25 km, Siena 55 km, San Gimignano about 40 km.
At guests’ disposal: beautiful garden, shared pool, Wifi internet, parking on the grounds
Please carefully check if there are any extra costs to be paid on site! Panzalla
Last-Minute Offer for Chiesa
Book 21 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Cappella
Rustico
Rondini
Fienile
Villa la Fragola
Independent Villa rental with A/C, WIFI, private pool, patio, panoramic view, near Montepulciano
- 6
- 3
- 2
Description
Vacation rental Villa La Fragola is a beautiful property (100 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms. Villa La Fragola is located , Italy and only 19 km (12 mi) from Montepulciano. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
What to Expect
The garden area is not fully fenced, anyway the pool area is divided from the rest of the garden by a hedge (height about 0.7 m) and a wire net. There is a small gate which can be locked, for the safeness of small children.
Important: The First floor is accessed only through the external staircase and it is not communicating internally with the ground floor.
One room with access through the garden with shower and changing room for guests who want to enjoy the pool without entering the house.
When you arrive you’ll find a nice clean well-maintained property ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio 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 holiday. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Visit the Area
The house is just 500 m from a very tiny village, Chianacce (grocery and coffe-bar, reachable on foot).
Closest restaurant 2 km far.
The nearest villages offering all shops/services are Foiano della Chiana and Bettolle (about 7 km).
The Guests can enjoy a visit to the wonderful Trasimeno lake (about 25 km).
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 19 km (12 mi), Cortona 20 km (12 mi), Arezzo 45 km (28 mi), Montalcino 52 km (32 mi) and Perugia 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (66 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 210 km (131 mi), Rome 192 km (119 mi), Venice 359 km (223 mi) and Milan 402 km (249 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa La Fragola. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 124 km (77 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 207 km (129 mi) and Roma Fiumicino (fco) 220 km (136 mi).
More Services
Cooking Lessons - If you're interested in discovering 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.
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 needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Villa La Fragola
Castelmuzio
Pretty private villa with private pool, WIFI, TV, veranda and panoramic view, close to Montepulciano
- 6
- 2
- 2
Description
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of the Crete Senesi area. The house has been skilfully restored preserving its original architectural features and turned into a comfortable country accommodation offering tastefully furnished interiors. This nice property enjoys extensive views over the surrounding hills and valleys.
Distances: Castelmuzio with all kinds of shops 3 km, Montisi 4 km, Pienza 20 km, Sinalunga approx. 20 km, the town of Montalcino renowned for its excellent Brunello wine 30 km, Siena approx. 50 km.
At guests’ disposal: large private furnished garden, private swimming-pool (7,80 x 5,20 m – max. depth 1,50 m), barbecue, table tennis. All windows are provided with screens. Washing-machine and ironing facilities available. The access to the property is via an unpaved road not suitable for sports cars. Parking within the grounds.
Extra services: maid service available by arrangement (payment on the spot). Upon request it is possible to organise hot air balloon trips, visit to local festivals, cheese, oil and wine tastings.
The owners will receive their guests with a welcome cocktail
Please carefully check if there are any extra costs to be paid on site! Castelmuzio
