Luxury Villas with Pool in Casina Rossa, Italy
Results 21 - 27 of 27
Villa Claudia
Stunning independent villa rental with WIFI, private pool, A/C, TV, veranda and panoramic view
- 10
- 5
- 6
Description
Conveniently located 1 km (3854 ft) from Montegonzi, Italy in the tourist area "Chianti" and only 35 km (22 mi) from Greve In Chianti. Villa Claudia is a beautiful stone building (260 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms.
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains 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. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 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) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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.
Villa Claudia
Book your vacation for the period from 25 April 2026 to 09 May 2026 and save 10% (minimum 5 nights). Offer valid until 09 May 2026.
Villa Medicea Lo Sprocco
Unique independent vacation home with hot tub, WIFI, A/C, private pool and TV
- 18
- 9
- 9
Description
Villa Medicea Lo Sprocco is located 6 km (4 mi) from Scarperia, Italy and only 49 km (30 mi) from Florence. Vacation rental Villa Medicea Lo Sprocco is a nice stone building that includes air conditioning, WiFi internet and private pool. The property can sleep up to 18 people comfortably in nine bedrooms with nine bathrooms.
History
The foundations of Villa Medicea Lo Sprocco date back to the 1400s, commissioned by Lorenzo and Giovanni de' Medici, sons of Pier Francesco, and later sold to Taddeo Ducci in 1494. A cornerstone of the ancient Medici lineage, the Villa incorporates an 11th-century Ubaldina tower and was chosen by Lorenzo the Magnificent as a hunting lodge. After passing through the Gherardi family, the property was acquired by the Bolognese de' Bianchi family. Major restorations were initiated in 1898 by Count Filippo Sassoli de' Bianchi to restore its 15th-century appearance, despite significant 18th-century refurbishments, including the still-consecrated Chapel dated 1729. Key internal features include the Salone dei Medici with a 14th-century pietra serena fireplace bearing the Medici coat of arms, and the Papal Apartment which once hosted Popes Leo X and Clement VII.
Your Experience
After arriving you will be greeted by the owner or manager where 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
The owners
Massimo
As the villa's sommelier and maître, his focus is to introduce you to Tuscan wines and extra virgin olive oil, and to explain the dishes prepared by the villa's master chef and presented at the buffet. He is also particularly interested in rum and high-end spirits, which he serves at the villa bar alongside aperitifs, cocktails and appetisers.
Renata
Renata is nicknamed Nonna Renata (Grandmother Renata) because of her age, but also because of the way she makes you feel at home in the villa. She is like a sweet grandmother who makes delicious dishes to make you taste Medici's dishes and ancient Tuscan dishes.
Lorella
The queen of breakfast. Her cakes are among the best reviewed aspects of the villa. They are homemade and made early in the morning, just before the customers arrive in the salon near the kitchen. You will be greeted by an unbeatable scent of sweet cakes.
She is always prepared to demonstrate her techniques for baking delicious cakes, which you can then recreate when you return home.
The staff
Claudio
The gardener, lawnmower operator, BBQ chef, fireplace maintainer and person who provides you with fresh produce from our garden, such as tomatoes and courgettes, every day. He is Lorella's husband.
Valentino
The head chef, with a background in the best restaurants and five-star hotels, has been brought in by the villa to captivate your senses with a wide variety of unforgettable, refined dishes.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 49 km (30 mi), Greve In Chianti 72 km (44 mi), Bologna 75 km (47 mi), San Gimignano 96 km (60 mi) and Lucca 99 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (30 mi), Viareggio 120 km (75 mi), Forte Dei Marmi 128 km (79 mi), Rome 327 km (203 mi), Venice 227 km (141 mi) and Milan 277 km (172 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 11:00
Pool Open: 25 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 42 km (26 mi), Bologna (blq) 80 km (49 mi), Pisa (psa) 116 km (72 mi), Venezia (vce) 233 km (145 mi) and Treviso (tsf) 235 km (146 mi).
Additional 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 fun way to spend time with friends and family while discovering 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Meals - If you'd like to have meals provided during your trip, either half-board or full-board is available. If you prefer only breakfast be provided, that can be arranged as well. Ask about the additional 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.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the extra cost.
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.
Villa Medicea Lo Sprocco
Book your vacation for the period from 05 February 2026 to 03 October 2026 and save 10% (minimum 7 nights).
Montelucci Chianti Agrivilla
Wonderful independent accommodation with A/C, WIFI, private pool, TV, patio and panoramic view
- 14
- 7
- 6
Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is 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 14 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: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques 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 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 requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged 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.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
Villa Badia
Superb private holiday home with private pool, WIFI, A/C, TV and pets allowed, close to Arezzo
- 12
- 6
- 4
Description
Property Villa Badia is a nice property (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located 4 km (3 mi) from Badia Agnano, Italy in the tourist area "Arno Valley" and only 21 km (13 mi) from Arezzo.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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 21 km (13 mi), Cortona 40 km (25 mi), Siena 46 km (28 mi), Montepulciano 51 km (31 mi) and Greve In Chianti 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 174 km (108 mi), Rome 223 km (139 mi), Venice 323 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Badia. If you have a large dog or multiple pets, please ask for permission prior to booking.
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) 86 km (53 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 172 km (107 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Villa Caccianello
Villa Dorothea
Beautiful independent vacation home with WIFI, A/C, private pool, TV, patio and panoramic view
- 12
- 5
- 5
Description
Holiday rental Villa Dorothea is a beautiful stone building (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in five bedrooms with five bathrooms. Villa Dorothea is located , Italy and only 33 km (21 mi) from Arezzo in the tourist area "Arno Valley".
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing 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. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 33 km (21 mi), Siena 38 km (24 mi), Greve In Chianti 47 km (29 mi), Montepulciano 55 km (34 mi) and Cortona 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 75 km (47 mi), Viareggio 162 km (100 mi), Forte Dei Marmi 169 km (105 mi), Rome 232 km (144 mi), Venice 318 km (198 mi) and Milan 360 km (224 mi).
Additional Information
Check-In Time: 15:30 - 19:00
Check-Out Time: 06:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 81 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 253 km (157 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
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.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The Italian caretaker lives on site and will accommodate you with travel information to historic towns, organising private Tuscan cooking classes and wine tastings. Villa Dorothea
Villa le Corti
Fabulous independent vacation home with private pool, A/C, WIFI, TV, patio and panoramic view
- 12
- 6
- 5
Description
Vacation rental Villa Le Corti is a beautiful stone building that includes air conditioning, WiFi internet and private pool. The property can sleep up to 12 people comfortably in six bedrooms with five bathrooms. Villa Le Corti is located 9 km (5 mi) from Greve In Chianti, Italy and only 35 km (22 mi) from Florence in the tourist area "Chianti".
The Experience
When you arrive you’ll find a beautiful clean well-maintained property perfect for a splendid vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a patio, barbecue grill and tennis court. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster 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 patio is the ideal setting to enjoy food, family and the nice Tuscan weather.
The villa offers a tennis court, table-tennis and also a bocce court (boules are provided).
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: Florence 35 km (22 mi), San Gimignano 38 km (23 mi), Siena 57 km (35 mi), Pisa 92 km (57 mi) and Montalcino 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 35 km (22 mi), Viareggio 130 km (81 mi), Forte Dei Marmi 138 km (85 mi), Rome 285 km (177 mi), Venice 287 km (178 mi) and Milan 329 km (204 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 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) 51 km (32 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 271 km (168 mi) and Venezia (vce) 289 km (180 mi).
Additional Services
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 requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - If you'd like maid service during your stay that can be arranged by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Ask for more details, including the supplemental cost and how to organize this service.
Important: Included in the rental price: Cleaning service (3hrs a day).
Welcome Dinner on Saturday night (pre-set menu) and 2 extra dinners during the stay, from Monday to Thursday, from the owner's menu choices. Villa Le Corti
- 8
- 4
- 4
Description
Property Summary
At 500 meters above sea level, the "Ortensia" is a historic, two-family house from the 16th century, surrounded by trees and vineyards in Greve In Chianti, Italy. This three-story residence offers a shared swimming pool (seasonal availability from May 15 to September 30, open from 8:00 AM to 8:00 PM), a fenced pool area with shower/WC, patio, terrace, barbecue, and pool maintenance by the owner/gardener. Amenities include a washing machine, Internet WiFi, parking, and a yard. Additionally, linen and towel changes, room cleaning, and a cook are available upon request for a supplemental charge.
Outdoors
The property features a shared swimming pool fenced (6 x 12 m, seasonal availability: 15.May. - 30.Sep. pool opening hours: 80:00-20:00), a shower/WC in the pool area, a patio, a terrace, and a barbecue area. The pool is maintained by the owner/gardener. The house is surrounded by trees and vineyards, providing a serene and picturesque setting.
Other Information
The property offers various services for an additional charge, including linen and towel changes, daily room cleaning upon request, and a cook upon request. There is a storeroom available for guests' use. The 2200-meter bumpy motor access may require snow chains in the winter. Please note that the owner does not accept youth groups. Baby equipment is included.
Distances and Attractions
The "Ortensia" is situated 5 km from the center of Greve in Chianti, in a secluded, quiet, elevated position, 200 m from the edge of the forest, and in the countryside. Nearby attractions include Panzano in Chianti (7 km), Castellina in Chianti (20 km), Florence (40 km), San Gimignano (46 km), and Siena (46 km). Amenities within 5 km include shops, a grocery store, a supermarket, a restaurant, and a bus stop. A golf course (18 holes) is located 25 km away, and tennis courts are 5 km from the vacation rental. Ortensia
