Luxury Villas with Pool in Santa Maria, Italy
Results 81 - 88 of 88
Villa del Mangia, 5Panoramic Pool and Chef Service
Beautiful independent holiday home with A/C, WIFI, private pool, terrace and panoramic view
- 11
- 6
- 6
Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
- 8
- 4
- 2
Description
Vacation rental Villa San Leo is a lovely stone building (250 sq m) that includes private pool and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Villa San Leo is located 4 km (2 mi) from San Leo Bastia, Italy and only 30 km (19 mi) from Cortona.
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 perfect for a peaceful vacation in Umbria. 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. Dining with friends and family is a huge part of the Italian culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the beautiful Italian weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 30 km (19 mi), Perugia 48 km (30 mi), Gubbio 52 km (32 mi), Montepulciano 55 km (34 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 156 km (97 mi), Viareggio 242 km (150 mi), Forte Dei Marmi 249 km (155 mi), Rome 237 km (147 mi), Venice 363 km (226 mi) and Milan 423 km (263 mi).
Additional Information
Check-In Time: 15:30 - 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) 161 km (100 mi), Bologna (blq) 222 km (138 mi), Pisa (psa) 223 km (139 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Betta
- 7
- 3
- 2
Description
Stone independent villa with private swimming-pool situated in quiet and panoramic location on the hills surrounding Cetona. This property is completely fenced and offers a nice and well-kept garden with extensive views over the surrounding landscape. The house provides large indoor and outdoor areas which allow its guests to spend a relaxing vacation in the heart of Tuscany country-side. The location is ideal to reach the most beautiful corners of central Italy.
The access to the property is via an unpaved but well-maintained road.
Distances: Cetona with all kinds of shops 4 km away, Sarteano with spas 4 km, Chiusi (Etruscan Museum) with railway station and access to high-way 9 km away, Siena 90 km, the beautiful town of Orvieto 60 km, Montepulciano approx. 25 km, Florence (airport) 120 km, Rome (airport) 180 km.
At guests’ disposal: large and well-kept furnished garden, private swimming-pool (9 x 4,5 m – minimum depth 1,20 m; maximum depth 2 m – open from 01/05 to 30/09). A vegetable garden is available for clients. Parking within the grounds. The villa is equipped with mosquito nets. The area surrounding the property offers the possibility of beautiful walks.
Please carefully check if there are any extra costs to be paid on site! Casale Giulio
Book 14 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
- 10
- 4
- 4
Description
Conveniently located 3 km (2 mi) from Cetona, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montepulciano. Property Podere i Poggi is a lovely stone building (300 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to ten guests comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive at Podere i Poggi you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice 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: Montepulciano 34 km (21 mi), Montalcino 58 km (36 mi), Perugia 61 km (38 mi), Cortona 62 km (39 mi) and Arezzo 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (148 mi), Rome 164 km (102 mi), Milan 432 km (268 mi) and Naples 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 151 km (93 mi), Roma Ciampino (cia) 180 km (112 mi), Roma Fiumicino (fco) 185 km (115 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Special 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 pleasant way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the individual 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 supplemental cost.
Podere i Poggi
- 12
- 6
- 6
Description
Casale le Fonti is located 3 km (2 mi) from Moiano, Italy and only 33 km (21 mi) from Montepulciano. Property Casale le Fonti is a lovely property (420 sq m) that includes air conditioning and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property perfect for a relaxing vacation in Umbria. 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 Umbria. 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 garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (21 mi), Cortona 38 km (23 mi), Perugia 46 km (29 mi), Montalcino 62 km (38 mi) and Assisi 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Milan 432 km (268 mi) and Naples 364 km (226 mi).
Additional Information
Check-In Time: 16:00 - 19:00
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) 151 km (94 mi), Roma Ciampino (cia) 189 km (117 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Casale le Fonti
Villa Pianvecchio
Superb independent vacation home with A/C, private pool, WIFI, near Greve In Chianti
- 12
- 6
- 6
Description
Villa Pianvecchio is a beautiful property with private pool, air conditioning and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms. Villa Pianvecchio is located 2 km (1 mi) from Radda In Chianti, Italy and only 22 km (14 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". There is a golf course nearby if you'd like to get in a round or two while on holiday.
What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. There is a kitchen including coffee machine, 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 22 km (14 mi), Siena 37 km (23 mi), San Gimignano 42 km (26 mi), Florence 54 km (33 mi) and Arezzo 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 145 km (90 mi), Forte Dei Marmi 155 km (96 mi), Rome 258 km (160 mi), Venice 305 km (189 mi) and Milan 348 km (216 mi).
Additional Information
Pool: it can be heated and the water is not treated with chlorine, but salt.
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 69 km (43 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 153 km (95 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the supplemental cost.
Wine cellar: on the lower floor of the Villa, there is also a Wine cellar with a selection of wines for sale. The cellar remains locked unless you wish to buy wine and you ask to the housekeeper. Villa Pianvecchio
Villa del Poggio
Private Holiday rental with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
- 8
- 3
- 3
Description
Property Summary
Villa del Poggio is a rustic single-family house located in the peaceful countryside just 2 km from the charming village of Radda in Chianti, Italy. It offers a beautiful, well-kept garden spanning 5,000 m2, complete with a Swimming Pool, Yard, Internet Wifi, and Parking for up to three cars. With three bedrooms, two bathrooms, and a fully equipped kitchen, this vacation rental provides a comfortable stay amidst the stunning Tuscan surroundings.
Outdoors
Guests can enjoy a variety of outdoor activities, including swimming in the 12 x 5 m pool (available seasonally from May to October), sunbathing on the lawn, relaxing in the orchard or arbour, playing table tennis, and cycling with the provided bicycles. Guided bike and mountain bike tours are available upon request. The terrace and garden furniture offer a delightful setting for al fresco dining and relaxation.
Other Information
The owner lives on the same property and is available for any questions or requests during your stay. Cooking courses can be booked on request, providing an opportunity to immerse yourself in the local culinary traditions.
Distances and Attractions
Villa del Poggio is ideally situated for exploring the beautiful villages of Radda in Chianti and Castellina in Chianti, both located just a short drive away. Its prime location allows guests to experience the charm and beauty of the Tuscan countryside while enjoying the comforts of a well-appointed vacation rental. Villa del Poggio
Battisole
Pretty private house with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view
- 16
- 8
- 11
Description
Battisole is located in Monte Del Lago, Italy and only 26 km (16 mi) from Perugia in the tourist area "Trasimeno Lake". Battisole is a beautiful property (600 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 16 guests comfortably in eight bedrooms with 11 bathrooms.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills and the lake perfect for a splendid holiday in Umbria. 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. For your pleasure, on the grounds there is a patio, barbecue grill and tennis court. Sharing a meal with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Italian weather.
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: Perugia 26 km (16 mi), Cortona 32 km (20 mi), Montepulciano 46 km (29 mi), Assisi 47 km (29 mi) and Gubbio 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (91 mi), Viareggio 233 km (145 mi), Forte Dei Marmi 240 km (149 mi), Rome 200 km (124 mi), Milan 433 km (269 mi) and Naples 390 km (243 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Battisole. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 151 km (94 mi), Roma Ciampino (cia) 209 km (130 mi), Pisa (psa) 214 km (133 mi), Roma Fiumicino (fco) 221 km (137 mi) and Bologna (blq) 238 km (148 mi).
Additional Services
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Inquire for more details about the supplemental cost.
Battisole
