Serre di Rapolano Villas with Pool
Results 301 - 320 of 389
Il Poggio di Patrignone
Unique independent villa with private pool, hot tub, WIFI, TV, panoramic view, close to Arezzo
- 12
- 6
- 5
Description
Il Poggio Di Patrignone is a beautiful holiday home (750 sq m) with private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. Conveniently located 990 m (3220 ft) from Patrignone, Italy in the tourist area "Arezzo And Surroundings" and only 8 km (5 mi) from Arezzo.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing 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. Outdoors you will also find a barbecue grill and tennis court. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 8 km (5 mi), Cortona 34 km (21 mi), Montepulciano 55 km (34 mi), Siena 70 km (43 mi) and Greve In Chianti 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 91 km (56 mi), Viareggio 178 km (110 mi), Forte Dei Marmi 185 km (115 mi), Rome 227 km (141 mi), Venice 334 km (207 mi) and Milan 377 km (234 mi).
Consecrated private chapel available upon agreement with the owner.
Dogs are allowed and two large fenced areas (each of 40 sq mt) are available on the property, outside under the pine trees. Maximum 3 dogs allowed. Please note: Dogs are NOT allowed into the villa.
Illuminated tennis court
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Poggio Di Patrignone. 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: 2 May - 2 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) 100 km (62 mi), Pisa (psa) 159 km (99 mi), Bologna (blq) 179 km (111 mi), Roma Ciampino (cia) 236 km (147 mi) and Roma Fiumicino (fco) 249 km (155 mi).
Please note: Extra bedroom available for an extra charge with 1 double bed and 2 single bed available for a maximum of 4 people .
Please note: Midweek cleanings are included in the price for a total of 9 weekly hours divided over three days (Monday, Wednesday and Friday).
Please note: The groundskeeper and his wife live in a small property inside the park and totally separated from the main villa. The housekeeper takes daily care of the garden and of the security, the wife takes care of the cleaning.
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering 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. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled 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.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the supplemental cost.
Il Poggio Cuculo
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 Taragnano
Beautiful independent house with private pool, A/C, WIFI and patio, close to Cortona
- 10
- 5
- 3
Description
Villa Taragnano is located 540 m (1742 ft) from Sant'enea, Italy and only 17 km (10 mi) from Cortona in the tourist area "Cortona And Surroundings". Holiday rental Villa Taragnano is a beautiful stone building (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with three bathrooms.
What to Expect
After arriving at Villa Taragnano you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing 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. For your pleasure, on the grounds there is a barbecue grill and patio. There is a kitchen including coffee machine 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 patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (10 mi), Arezzo 24 km (15 mi), Montepulciano 43 km (27 mi), Perugia 66 km (41 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 202 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 216 km (134 mi), Venice 358 km (223 mi) and Milan 399 km (248 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) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 225 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Villa Rinaldo
Villa Campogialli
Amazing independent villa rental with private pool, WIFI, TV, patio, panoramic view, near Arezzo
- 12
- 6
- 4
Description
Villa Campogialli is a villa with 6 bedrooms located between Firenze and Arezzo near The Setteponti Road (or Seven Bridges Road), the ancient road that linked Arezzo to Fiesole: the Cassia Vetus.
It is a restored stone farmhouse with private swimming-pool dating back to the 16th century. This property has been carefully restored preserving its ancient charm and original architectural features and has been turned into an elegant villa providing all modern comforts and offering beautiful interiors furnished with antiques.
The owners live about 50 m from the villa, in a separate property.
At guests' disposal: Private swimming-pool (16 x 8 mts – depth1.50 - 3 mts ); WI-FI Internet; 2 baby beds and 2 high chairs; parking.
Distances: Campogialli with food shops at 500 mts, San Giustino with all kind of shops at 2 km. Arezzo 22km, Cortona 50km, Firenze 56km, Siena 56km, San Gimignano 77km, Volterra 108km, Pisa 140km.
Please carefully check if there are any extra costs to be paid on site! Villa Campogialli
Casa la Cedrina, Pool, Lornano
Superb private property with private pool, WIFI and TV, close to Siena
- 8
- 4
- 3
Description
Holiday home Casa La Cedrina, Pool, Lornano is a nice property (200 sq m) that includes private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. Conveniently located 770 m (2481 ft) from Lornano, Italy in the tourist area "Siena And Surroundings" and only 13 km (8 mi) from Siena.
What to Expect
After arriving at Casa La Cedrina, Pool, Lornano you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday 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. 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 eight 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: Siena 13 km (8 mi), Greve In Chianti 32 km (20 mi), San Gimignano 32 km (20 mi), Montalcino 54 km (33 mi) and Florence 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (39 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (102 mi), Rome 252 km (157 mi), Venice 309 km (192 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 75 km (47 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 162 km (100 mi), Roma Ciampino (cia) 261 km (162 mi) and Roma Fiumicino (fco) 274 km (170 mi).
Casa La Cedrina, Pool, Lornano
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 25% (minimum 7 nights).
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- 7
- 6
Description
Villa Tregole is a nice stone building (270 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 16 guests comfortably in seven bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Fonterutoli, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena.
Your Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful 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 shopping.
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 21 km (13 mi), Greve In Chianti 26 km (16 mi), San Gimignano 42 km (26 mi), Florence 50 km (31 mi) and Montalcino 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 144 km (90 mi), Forte Dei Marmi 152 km (94 mi), Rome 261 km (162 mi), Milan 345 km (214 mi) and Naples 452 km (281 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 63 km (39 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 283 km (175 mi).
Villa Tregole
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 holiday home (170 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind 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. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful 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: 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 ask 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).
Additional Services
Tours - Custom tours can be scheduled 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 exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Eleonora. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
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.
Medieval Castle Living: Vineyards, Swimming Pool &
Lovely holiday home with A/C, WIFI, private pool, balcony and panoramic view, near Siena
- 12
- 6
- 6
Description
Conveniently located 4 km (2 mi) from Sovicille, Italy in the tourist area "Siena And Surroundings" and only 14 km (8 mi) from Siena. Holiday home Medieval Castle Living: Vineyards, Swimming Pool & is a nice stone building (800 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms.
Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.
The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.
Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.
This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).
The Experience
After arriving 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 - 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. For your pleasure, on the grounds there is 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).
More Services
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 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 mouth-watering 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 extra costs.
Meals - If you'd like to have meals provided during your stay, either half-board or full-board is available. If you prefer only breakfast be provided, that can be arranged as well. Ask about the extra 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 individual tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:
- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.
- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.
Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:
- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.
Medieval Castle Living: Vineyards, Swimming Pool &
Book now and save 10%. Offer valid until 10 May 2026 and for a minimum stay of 2 nights.
Villa le Caggia
Independent Villa with private pool, WIFI, hot tub, A/C, TV, patio, panoramic view, near Siena
- 16
- 7
- 7
Description
Holiday rental Villa Le Caggia is a nice stone building (500 sq m) that includes air conditioning, hot tub and WiFi internet. The property can accommodate up to 16 people comfortably in seven bedrooms with seven bathrooms. Conveniently located 6 km (4 mi) from Arnano, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Siena.
What to Expect
Upon arrival 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 - 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. Also available outdoors are a barbecue grill, hot tub, patio and playground. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 19 km (12 mi), San Gimignano 33 km (20 mi), Greve In Chianti 53 km (33 mi), Montalcino 55 km (34 mi) and Florence 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (43 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 170 km (106 mi), Rome 254 km (158 mi), Venice 319 km (198 mi) and Milan 362 km (225 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Caggia. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 22:00
Check-Out Time: 00:00 - 10:00
Pool Open: 15 March - 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) 83 km (52 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 168 km (104 mi), Roma Fiumicino (fco) 250 km (155 mi) and Roma Ciampino (cia) 264 km (164 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets required to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service 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 additional cost and how to schedule this service.
The villa is equipped with an electric fence that is activated at night to protect the outdoor areas from wild animals.
Pets are welcome (even more than one), but we cannot guarantee that dogs will not wander off. Villa Le Caggia
Villa Ivana - Cortona
Beautiful independent house with WIFI, private pool, hot tub, A/C, TV, patio, near Cortona
- 18
- 9
- 10
Description
Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. Villa Ivana - Cortona is a beautiful vacation rental (1052 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 18 people comfortably in nine bedrooms with ten bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival at Villa Ivana - Cortona you’ll find a nice clean well-maintained property ideal for a peaceful 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. For your pleasure, on the grounds there is a patio and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 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 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), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
Villa le Capanne
Multi-unit holiday villa with pool, WIFI, A/C, pets allowed, panoramic view, close to Cortona
- 4
- 21
- 8
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Castagneto | 7 | 2 | 2 | ||
| Noceto | 6 | 2 | 2 | ||
| Bosco | 4 | 2 | 1 | ||
| Oliveto | 4 | 2 | 1 | ||
| All 4 Accommodations | 21 | 8 | 6 |
Description
Property Villa Le Capanne is a beautiful property that includes air conditioning, WiFi internet and pool. Villa Le Capanne is a vacation home with a total of four private apartments. The property can accommodate up to 21 people comfortably. Conveniently located 1 km (4382 ft) from Pieve Di Chio, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona.
The Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. This vacation rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. 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: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Special Services
Villa Le Capanne
Siena 631
Pretty multi-unit accommodation with WIFI, pool, A/C, terrace, pets allowed and panoramic view
- 3
- 8
- 4
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Triangolo 631.1 | 2 | 1 | 2 | ||
| Il Boschetto 631.2 | 4 | 2 | 2 | ||
| Il Nespolo 631.3 | 2 | 1 | 1 | ||
| All 3 Accommodations | 8 | 4 | 5 |
Description
Property Summary
Montecagnano is a stunning agricultural estate located in Sovicille, Italy, offering four detached houses surrounded by trees and four apartments. This vacation rental boasts a beautiful terraced garden spanning 3 hectares, adorned with plants, trees, and an orchard. The estate features a fenced swimming pool measuring 15 x 7 meters with a depth of 100 - 250 cm, available seasonally from May 15th to October 15th, along with an outdoor shower. It provides amenities such as Internet Wifi, Parking, and an Installment Plan. Montecagnano offers a secluded escape while being conveniently located near local attractions.
Outdoors
Montecagnano's standout feature is its breathtaking terraced garden, spanning 3 hectares and fenced for privacy. The garden is adorned with a variety of plants, trees, and an orchard, creating a serene and natural atmosphere. The estate boasts a stunning swimming pool, fenced for safety, measuring 15 x 7 meters with a depth ranging from 100 to 250 cm. The pool is available seasonally from May 15th to October 15th, with operating hours from 9:00 AM to 7:00 PM. Guests can also enjoy an outdoor shower, enhancing the alfresco experience.
Other Information
Montecagnano offers a unique rural retreat while providing modern amenities for convenience. The estate features Internet Wifi, allowing you to stay connected during your stay. Additionally, the property offers the option of an Installment Plan for your accommodation. Guests can purchase farm products from the local sale, immersing themselves in the authentic agricultural experience. It's important to note that the owner of the estate resides on the premises and has a dog.
Distances and Attractions
Montecagnano is conveniently situated just 1.1 km from the center of Montecagnano and 12 km away from the charming city of Siena, known for its rich history and cultural attractions. Florence, another renowned destination, is just 67 km away from the estate. For daily essentials, a supermarket is located 8 km from the property. Nature enthusiasts can enjoy the nearby sandy beach of Marina di Cecina, situated 92 km away, offering a perfect day trip destination. Siena 631
Special Offer for Triangolo 631.1
Apartment:
Il Boschetto 631.2
Il Nespolo 631.3
- 6
- 24
- 12
- 8
| Accommodation | |||||
|---|---|---|---|---|---|
| Il Cardo 300.9 | 6 | 3 | 2 | ||
| Il Nocciolo 300.8 | 6 | 3 | 2 | ||
| L'Erika 300.6 | 2 | 1 | 1 | ||
| L'Agrifoglio 300.3 | 4 | 2 | 1 | ||
| La Ginestra 300.4 | 4 | 2 | 1 | ||
| Il Ligustro 300.7 | 2 | 1 | 1 | ||
| All 6 Accommodations | 24 | 12 | 8 |
Description
Property Summary
Farmhouse "Il Pero di Cetinale" is an exceptional holiday rental nestled in the heart of the Tuscan countryside, located in the municipality of Sovicille, Italy. This remarkable property features 12 apartments set within a serene and secluded environment, positioned just 20 meters from the edge of a forest, offering guests an unparalleled sense of peace and tranquility. The farmhouse includes a reception area on the premises, ensuring a welcoming and well-organised experience from the moment of arrival. Guests benefit from WiFi connectivity throughout their stay, allowing them to remain connected while immersed in the natural beauty of the surrounding landscape. The property is also equipped with a central heating system, available from November 1st to April 15th, ensuring comfort during the cooler months. A beautifully maintained natural yard surrounds the farmhouse, contributing to the idyllic rural atmosphere that defines this hidden gem. The shared swimming pool, measuring 7 x 14 meters with a depth ranging from 130 to 270 centimeters, is available seasonally from June 1st to September 15th, providing a refreshing retreat during the warmer months. Linen and towel changes are provided on a weekly basis, adding a thoughtful touch of convenience to the guest experience.
Outdoors
The outdoor spaces at Farmhouse "Il Pero di Cetinale" are thoughtfully designed to complement the natural splendour of the Tuscan countryside. The shared natural garden offers a tranquil setting in which guests can unwind and connect with the surrounding landscape, with the forest edge just 20 meters away providing a sense of seclusion rarely found in holiday properties. The swimming pool, with its generous dimensions of 7 x 14 meters and a depth ranging from 130 to 270 centimeters, serves as a central feature of the outdoor area and is open seasonally from June 1st to September 15th. Garden furniture is available for guests to enjoy, providing comfortable spaces to relax and take in the peaceful rural surroundings. A barbecue is also at guests' disposal, making the outdoor area ideal for al fresco dining and leisurely evenings in the open air.
Other Information
Access to Farmhouse "Il Pero di Cetinale" is via a one-kilometer unmade road, and parking is available directly at the property, offering convenience upon arrival. A car is recommended to fully enjoy the stay and to explore the wider region with ease. The central heating system operates from November 1st to April 15th, ensuring warmth and comfort throughout the autumn and winter seasons. The swimming pool is available exclusively on a seasonal basis, open from June 1st to September 15th. Linen and towel changes are provided weekly during the stay.
Distances and Attractions
Farmhouse "Il Pero di Cetinale" enjoys a privileged location that places guests within easy reach of some of Tuscany's most celebrated destinations and amenities. The historic city of Siena is just 17 km from the property, while the renowned city of Firenze lies 76 km away, both offering world-class art, architecture, and culture. A supermarket and bar can be found just 4 km from the farmhouse, catering to everyday needs, while a shopping centre is located 17 km away. For those seeking relaxation and wellness, the thermal baths of "Rapolano Terme" are situated 45 km from the property. Golf enthusiasts will appreciate the proximity of an 18-hole golf course, located just 15 km away. The surrounding area is also rich in historic and natural attractions, including the medieval town of San Gimignano, the evocative ruins of San Galgano, and the breathtaking landscape of Val d'Orcia, all of which are easily accessible and well worth exploring during the stay. Sovicille 300
Special Offer for Il Cardo 300.9
Apartment:
Il Nocciolo 300.8
L'Erika 300.6
L'Agrifoglio 300.3
La Ginestra 300.4
Il Ligustro 300.7
Last-Minute Offer for Il Cardo 300.9
Other apartments with last-minute offers:
Il Nocciolo 300.8
L'Erika 300.6
L'Agrifoglio 300.3
La Ginestra 300.4
Il Ligustro 300.7
- 10
- 7
- 7
Description
Property Summary
You will discover an exceptional holiday villa nestled in the heart of Sovicille, Italy, a magnificent 17th-century stone farmhouse completely immersed in the greenery of the beautiful Sienese mountain woods. This luxury property has been recently restored with extraordinary care and attention to detail, preserving many original features characteristic of Tuscan architecture both externally and internally. The surrounding area presents a protected rural landscape dominated by holm oaks, under which truffles and porcini mushrooms grow naturally, alongside olive groves and wildflowers. A scenic dirt road flanked by cypresses and oaks leads you to the villa, which comprises an independent main building and an outbuilding. The decor throughout is elegant yet eclectic, featuring exposed beamed ceilings, lime-washed walls in soft colors, and traditional terracotta floors, complemented by modern Italian touches in the fireplaces, bathrooms, and outdoor areas. The property offers parking facilities and presents the perfect retreat for those seeking authentic Tuscan luxury combined with contemporary comfort.
Outdoors
The outdoor spaces of this remarkable property are designed to maximize your enjoyment of the breathtaking Tuscan landscape. The centerpiece is a stunning infinity pool measuring 4.5 by 13 meters, set on a travertine terrace that blends seamlessly with the surrounding natural rock environment and offers spectacular views of the Montagnola Senese. A fountain of fresh water flows continuously into the pool, providing wonderfully clear water and a refreshing natural back massage. Steps from the living room lead down to the lower garden and park, where you will find beautifully landscaped grounds with pergolas and multiple terraces perfect for relaxing and dining alfresco. A covered terrace overlooks the courtyard, accessible from the upper landing, while another small furnished terrace off the dining room provides views of the woods and barn. The ground floor living room opens through French doors onto a Zen-style terrace overlooking the pool, ideal for enjoying evening cocktails and the last rays of sunlight. The barn features a paved terrace accessed through two large doors, perfect for outdoor dining. Additional outdoor amenities include a barbecue area, an external wood-burning bread and pizza oven, and a green space with pergola, all enhanced by security and ambient lighting throughout the grounds.
Unit Layout
The accommodation welcomes up to 10 guests across 7 bedrooms and 7 bathrooms, thoughtfully distributed between the main villa and the converted barn outbuilding. The main building is accessible via two separate entrances, with one leading to a lobby, wardrobe, and laundry room. To the right of this entrance, you will find a ground floor double bedroom with private bathroom with shower, specifically designed for wheelchair access. The second entrance opens directly into the expansive kitchen. Also on the ground floor, behind the dining room, is another double bedroom with an adjacent bathroom with shower. From the entrance, two ramps of ancient travertine stairs ascend to a landing that opens onto a covered terrace. On this upper level, to the right, you will find a double bedroom with private bathroom with shower, while to the left a large living room with fireplace connects to two additional double or twin bedrooms, each featuring ensuite bathrooms with both shower and bathtub. The adjoining barn has been transformed into a contemporary open-plan space accommodating 4 additional guests. On the upper level of the barn, you will discover two bedrooms, one double and one twin, each appointed with bath and shower. An open staircase descends from this loft level to the ground floor living area, which features a fireplace, dining room, and open-space kitchen.
Amenities Included
Your stay is enriched with comprehensive amenities designed for comfort and convenience throughout the property. The kitchen is fully equipped with all modern conveniences including a large oven, refrigerator with freezer, dishwasher, and microwave, with Tuscan walnut travertine work surfaces and a polished chestnut central island. Entertainment options include satellite television, a DVD player, and a stereo system for your enjoyment. The main villa features spectacular fireplaces built into natural rock, while the barn living area also includes a fireplace for atmospheric warmth. An external wood-burning bread and pizza oven alongside a barbecue facility provides exceptional outdoor cooking experiences. Laundry facilities are conveniently provided with a washing machine and dryer in the main building and an additional washing machine in the outbuilding. Modern conveniences extend to Wi-Fi connectivity, alarm system, and mosquito nets on all bedroom and bathroom windows. The property is fully wheelchair accessible with specially adapted facilities. Your private garden offers extensive grounds for relaxation and recreation, while the infinity pool features an integrated shower. Additional thoughtful touches include outdoor lighting for security and ambiance, telephone service, a welcoming case of six bottles of local wine, and a bottle of extra virgin olive oil upon arrival.
Other Information
Air conditioning is installed in all bedrooms in both the main house and barn, as well as in the upstairs lounge of the main villa, ensuring comfort throughout your stay. Maid service is provided each day for general cleaning and remaking of beds, with a full change of sheets and towels once a week, typically mid-week on Wednesday. Breakfast is included each morning as part of your stay. Gardener and grounds maintenance services ensure the property remains immaculately presented throughout your visit. An English-speaking concierge service is available on request to assist with information and arrangements. The property provides towels specifically for swimming pool use. A baby cot is available on request for families traveling with infants. The minimum stay requirement is 7 nights during high season and 5 nights during mid and low season. A tourist tax may be required upon arrival according to the regulations of the host municipality. Screens are fitted on all bedroom and bathroom windows for your comfort and protection from insects.
Distances and Attractions
The villa occupies a privileged position in the Montagnola Senese, surrounded by protected rural landscapes and beautiful woods characteristic of the Sienese mountain region. The property is situated within the municipality of Sovicille, offering easy access to the cultural and historical treasures of Tuscany while maintaining the tranquility and privacy of a secluded countryside location. The surrounding area is renowned for its truffle and porcini mushroom foraging opportunities, with holm oak forests providing the perfect natural habitat. The olive groves and wildflower meadows that characterize the landscape offer wonderful opportunities for walking and exploring the authentic Tuscan countryside.
Costs & Services
Included services
- Breakfast each morning
- Maid service each day for general cleaning and remaking of beds
- Full change of sheets and towels once a week
- Gardener and grounds maintenance
- Case of six bottles of local wine
- Bottle of extra virgin olive oil
- Towels for swimming pool
- Cleaning service
- Wi-Fi
On request
- Daily cleaning: €25.00 per hour
- Catering services
- Babysitting services
- Guide services
- Driver services
- Bike rental: €20.00 per day or €125.00 per week
- Chef for lunches and dinners
- Buffet breakfast arrangements
- Theme nights such as barbecue and pizza evenings
- Typical Tuscan dinner
- Additional housekeeping
- Cook and catering
- English speaking concierge service
- Baby cot
- Telephone service Villa Pipirelli
Villa Leo
Independent House with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
- 8
- 4
- 2
Description
Villa Leo is a lovely vacation rental (125 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Conveniently located 520 m (1689 ft) from Pieve San Giovanni, Italy in the tourist area "Arezzo And Surroundings" and only 15 km (9 mi) from Arezzo.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect 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 hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
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 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo
Book 7 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 7 nights minimum and can not be combined with any other special offers.
Case Sant'Anna
Wonderful independent house with A/C, WIFI, hot tub, private pool, TV, patio, close to Cortona
- 18
- 9
- 8
Description
Case Sant'anna is a beautiful holiday rental (300 sq m) with WiFi internet, hot tub and air conditioning. The property can sleep up to 18 people comfortably in nine bedrooms with eight bathrooms. Case Sant'anna is located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
Outdoor Jacuzzi, Included in rental price. Open during the same period of the swimming pool.
Please note that the garden is not fenced.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a peaceful vacation 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 sightseeing. Also available outside are a barbecue grill, patio and hot tub.
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: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:30 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna
Villa Sette Ponti Levante
Pretty holiday villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 12
- 6
- 6
Description
Conveniently located 2 km (1 mi) from Paterna, Italy in the tourist area "Arno Valley" and only 29 km (18 mi) from Arezzo. Villa Sette Ponti Levante is a beautiful stone building (300 sq m) with WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with six 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 relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting 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), Greve In Chianti 42 km (26 mi), Siena 62 km (38 mi), Florence 69 km (43 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 69 km (43 mi), Viareggio 155 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 250 km (155 mi), Milan 355 km (221 mi) and Naples 441 km (274 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Sette Ponti Levante. 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) 74 km (46 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 272 km (169 mi).
Up to 3 dogs are accepted. Podere Le Coste
Villa Lilli & Spa
Superb independent property with hot tub, private pool, sauna, WIFI, A/C, TV and patio, near Cortona
- 6
- 3
- 3
Description
Conveniently located 1 km (4646 ft) from Terontola, Italy and only 10 km (6 mi) from Cortona. Holiday home Villa Lilli & Spa is a beautiful stone building (200 sq m) that includes air conditioning, hot tub and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
What to Expect
After arriving at Villa Lilli & Spa you’ll find a nice clean well-maintained property with views of the city and the mountains perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill, hot tub 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 six people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 10 km (6 mi), Montepulciano 28 km (18 mi), Arezzo 35 km (21 mi), Perugia 44 km (27 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Milan 416 km (258 mi) and Naples 402 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) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (136 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to organize this service.
Villa Lilli & Spa
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
Last-Minute Offer for La Castellana
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.
Other apartments with last-minute offers:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
