Luxury Villas with Pool in Gaiole in Chianti, Italy
Results 41 - 60 of 67
Colle Val D'Elsa 620
Fabulous multi-unit accommodation with private pool, A/C, WIFI, TV, patio and panoramic view
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| Accommodation | |||||
|---|---|---|---|---|---|
| Podere San Giuseppe 620.1 | 16 | 8 | 9 | ||
| Podere San Giuseppe 620.2 | 12 | 6 | 7 | ||
| All 2 Accommodations | 28 | 14 | 16 |
Description
Property Summary
Podere San Giuseppe is a spacious and comfortable cottage situated in a tranquil location near Colle Di Val D'elsa, Italy. This vacation rental consists of a main house and an outbuilding, offering guests a private retreat surrounded by natural beauty. The property features a fenced swimming pool (6 x 12 m), available from May 15 to October 15, well-maintained grounds, convenient parking on the premises, and complimentary internet WiFi access.
Outdoors
The natural state property encompasses a serene garden setting positioned 100 meters from the forest edge. The outdoor amenities include a pool house with shower facilities, a dedicated area for table tennis, and a welcoming patio with terrace. Guests can enjoy the provided garden furniture and make use of the barbecue facilities. The pool and grounds are regularly maintained by the owner/gardener, ensuring a pristine environment throughout your stay.
Other Information
The property is particularly suitable for hosting events and comes equipped with baby equipment at no additional cost. Groups of teenagers are welcome but must make special arrangements prior to booking. Access to the property is via a 1-kilometer unpaved road, making a car essential for your stay.
Distances and Attractions
The property is situated 7 kilometers from the center of Colle di Val d'Elsa, where you'll also find the nearest bus stop. The secluded location offers both privacy and convenience, with easy access to the historic town center and local attractions. The positioning provides an ideal base for exploring the broader Tuscan region while maintaining a peaceful countryside retreat. Colle Val D'Elsa 620
Last-Minute Offer for Podere San Giuseppe 620.1
Other apartments with last-minute offers:
Podere San Giuseppe 620.2
Villa Zambra
Unique independent property with private pool, A/C, WIFI and TV, close to San Gimignano
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Description
Holiday rental Villa Zambra is a beautiful stone building (200 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in three bedrooms with two bathrooms. Conveniently located in the centre of Torri, Italy in the tourist area "San Gimignano And Surroundings" and only 14 km (9 mi) from San Gimignano.
The Experience
When you arrive you’ll find a lovely clean well-maintained property ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, microwave, toaster 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 garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 14 km (9 mi), Greve In Chianti 35 km (22 mi), Siena 40 km (25 mi), Florence 47 km (29 mi) and Montalcino 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 47 km (29 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 126 km (78 mi), Rome 275 km (171 mi), Milan 341 km (212 mi) and Naples 466 km (289 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) 60 km (37 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 147 km (91 mi), Genova (goa) 257 km (160 mi) and Roma Ciampino (cia) 284 km (176 mi).
Villa Zambra
Medieval Castle Living: Vineyards, Swimming Pool &
Beautiful apartment with WIFI, private pool, balcony and panoramic view, close to Siena
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Description
Secluded Wine Rustic Estate: 1300S Castle Suite & is a nice stone building (800 sq m) with WiFi internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Conveniently located 4 km (2 mi) from Sovicille, Italy in the tourist area "Siena And Surroundings" and only 14 km (8 mi) from Siena.
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
When you arrive at Secluded Wine Rustic Estate: 1300S Castle Suite & you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. For your pleasure, on the grounds there is a playground and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished balcony 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: 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
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 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) 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).
Additional Services
Cooking Lessons - Learn 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 fun 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 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 delicious 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 supplemental 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 organized as well. Ask about the extra costs.
Tours - Custom tours can be scheduled 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 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.
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 your vacation for the period from 15 May 2026 to 31 May 2026 and save 20% (minimum 2 nights).
Book now and save 15%. Offer valid until 31 March 2026 and for a minimum stay of 2 nights.
Book your vacation for the period from 01 July 2026 to 31 August 2026 and save 15% (minimum 2 nights).
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Description
Conveniently located in Rignano Sull'arno, Italy in the tourist area "Florence And Surroundings" and only 31 km (19 mi) from Greve In Chianti. Holiday home Villa Vigliano is a nice stone building (700 sq m) that includes private pool and WiFi internet. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms.
Your Experience
After arriving you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. There is a kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished 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: Greve In Chianti 31 km (19 mi), Florence 50 km (31 mi), Arezzo 59 km (36 mi), San Gimignano 81 km (50 mi) and Montepulciano 90 km (56 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 136 km (85 mi), Forte Dei Marmi 143 km (89 mi), Rome 262 km (163 mi), Venice 293 km (182 mi) and Milan 334 km (208 mi).
Additional Information
Check-In Time: 17:00 - 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) 55 km (34 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 141 km (88 mi), Roma Ciampino (cia) 271 km (169 mi) and Genova (goa) 276 km (172 mi).
Villa Poggio Cherici
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Someone else is looking at this property right now!
Description
Casa Insieme is a lovely stone building (490 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. Conveniently located 9 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena.
Your Experience
After arriving at Casa Insieme you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting 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 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
More Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or 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 arranged by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Insieme. Inquire for more details, including the additional cost and how to arrange this service.
Casa Insieme
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Description
Appartamento Il Nido Di Giulia is a beautiful stone building (70 sq m) with WiFi internet and air conditioning. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Conveniently located 7 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing 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 unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. There is a kitchen including microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Siena 29 km (18 mi), Montalcino 36 km (23 mi), Montepulciano 43 km (27 mi), Arezzo 52 km (33 mi) and Cortona 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 220 km (136 mi), Venice 348 km (216 mi) and Milan 392 km (243 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 113 km (70 mi), Pisa (psa) 145 km (90 mi), Bologna (blq) 197 km (122 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).
Swimming-pool
'Il Nido di Giulia' shares the pool with further seven apartments.
Il Nido Di Giulia
Ricavoli
Unique independent property with WIFI, private pool, TV, terrace, panoramic view, close to Florence
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In high demand!
Description
Ricavoli is located 660 m (2112 ft) from Torre A Cona, Italy and only 20 km (13 mi) from Florence in the tourist area "Florence And Surroundings". Ricavoli is a lovely stone building (450 sq m) with private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
Your Experience
When you arrive at Ricavoli you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 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 perfect setting to enjoy food, family and the lovely Tuscan weather.
The swimming-pool is located in the higher part of the garden, where is also a changing-room and a shower-room.
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: Florence 20 km (13 mi), Greve In Chianti 30 km (19 mi), Arezzo 63 km (39 mi), San Gimignano 67 km (42 mi) and Siena 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 20 km (13 mi), Viareggio 123 km (76 mi), Forte Dei Marmi 130 km (81 mi), Rome 267 km (166 mi), Venice 279 km (173 mi) and Milan 322 km (200 mi).
Additional Information
There is a table tennis in the house.
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) 43 km (27 mi), Pisa (psa) 104 km (64 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 263 km (164 mi) and Roma Ciampino (cia) 276 km (171 mi).
Additional Services
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Ask for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Ricavoli
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Description
Property Summary
"Ambrogetta" is a charming 1800-built cottage located just 1 km from the center of San Casciano In Val Di Pesa, Italy, offering a peaceful and tranquil vacation rental experience with easy access to local amenities. The property boasts a lovely swimming pool (8 x 4 meters, 120 cm deep) available from May 1 to October 22, an outdoor shower, a vast 20,000 square meter garden with a lawn and trees, parking for two cars, and internet WiFi.
Outdoors
Guests can enjoy the property's expansive 20,000 square meter outdoor area, featuring a beautiful garden with a lawn and trees. While the garden is not fenced, it offers a serene and relaxing environment to unwind after exploring the surroundings. Additionally, the property provides a roofed parking area that can accommodate up to two vehicles.
Other Information
"Ambrogetta" offers convenient access to local transportation, with a bus stop located just 300 meters away, making it easy to explore the area even without a personal vehicle.
Distances and Attractions
The vacation rental's strategic location offers easy access to renowned attractions such as Florence, Siena, and San Gimignano, allowing guests to immerse themselves in the rich cultural and historical heritage of Italy while enjoying the comfort and tranquility of "Ambrogetta." Ambrogetta
Villa Agnola
Stunning independent holiday home with WIFI, A/C, private pool, TV and patio, near Greve In Chianti
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Description
Villa Agnola is located in the centre of San Casciano In Val Di Pesa, Italy and only 20 km (12 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Villa Agnola is a nice stone building (400 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 11 people comfortably in six bedrooms with six bathrooms.
The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.
The Experience
Upon arrival at Villa Agnola you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting 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 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 mi).
Additional Information
Check-In Time: 16:00 - 20:00
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) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).
Villa D'agnola
Villa Albertina
Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to San Gimignano
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Description
Property Villa Albertina is a beautiful stone building (390 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 14 guests comfortably in five bedrooms with six bathrooms. Conveniently located 730 m (2376 ft) from Trecento, Italy in the tourist area "Florence And Surroundings" and only 24 km (15 mi) from San Gimignano.
The Experience
When you arrive at Villa Albertina you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a 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 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: San Gimignano 24 km (15 mi), Greve In Chianti 31 km (19 mi), Florence 38 km (24 mi), Siena 53 km (33 mi) and Pisa 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 38 km (24 mi), Viareggio 108 km (67 mi), Forte Dei Marmi 120 km (74 mi), Rome 288 km (179 mi), Venice 283 km (176 mi) and Milan 326 km (202 mi).
Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 39 km (25 mi), Pisa (psa) 81 km (50 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 250 km (156 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Villa Albertina
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Pancole
Pretty private holiday rental with WIFI, A/C, private pool, TV and patio, near San Gimignano
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Description
Conveniently located 7 km (4 mi) from Strada, Italy in the tourist area "San Gimignano And Surroundings" and only 6 km (4 mi) from San Gimignano. Villa Pancole is a beautiful stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms.
The Experience
Upon arrival you’ll find a nice clean well-maintained property perfect for a peaceful holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a barbecue grill, tennis court and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting 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: San Gimignano 6 km (4 mi), Greve In Chianti 39 km (24 mi), Siena 43 km (27 mi), Florence 54 km (34 mi) and Pisa 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (34 mi), Viareggio 111 km (69 mi), Forte Dei Marmi 114 km (71 mi), Rome 282 km (175 mi), Venice 305 km (190 mi) and Milan 347 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 154 km (96 mi), Genova (goa) 246 km (153 mi) and Roma Ciampino (cia) 291 km (181 mi).
There is a private restaurant with a dedicated private chef located about 100 meters from the villa. The service is exclusively reserved for villa guests and requires advance reservation. It is available for dinner service and for private cooking classes.
Villa San Gimignano View
Cafaggio di Sopra
Superb private villa rental with WIFI, private pool, TV and balcony, close to Florence
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Description
Property Summary
This stunning vacation rental property, featuring a main house and an annex building, offers a total of 9 rooms spanning 455 m2. Originally a watchtower in the Middle Ages, the main building has been fully renovated and carefully furnished with a combination of antique and rustic furniture. The property boasts amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking, making it an ideal choice for your stay.
Outdoors
Situated at an altitude of 400 m above sea level, the property offers breathtaking panoramic views of the hilly countryside around Florence. Surrounded by olive groves, woods, and meadows, the outdoor areas are equipped with a pergola and pizza oven, perfect for alfresco dining. Additionally, the property features forest paths with a lake, providing guests with ample opportunities for outdoor exploration.
Other Information
The main house and outbuilding are part of the farm estate ''Cafaggio di Sopra'' and offer a range of amenities, including a private 6 x 12 m swimming pool, table tennis, garden furniture, barbecue, and children's playground. Guests can also enjoy internet access and central heating, available only from 01.11. to 07.04. Motor access to the property is via a 1 km unmade road, and parking is available on-site. Midweek cleaning is available upon request for an extra fee.
Distances and Attractions
The property is located just 8 km from Sieci and 19 km from Florence, in a quiet and elevated position on top of a hill in Pontassieve, Italy. It is conveniently located near transportation links, with a train connection to Florence and good connections to/from Pisa airport and/or Florence. Nearby attractions include Monteloro, Luxury Outlet The Mall, Fiesole, Vallombrosa, San Casciano in Val di Pesa, and Greve in Chianti. Cafaggio di Sopra
Le Fonti di Santa Lucia
Amazing private house with private pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view
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Description
Property Summary
Le Fonti di Santa Lucia is a stunning detached villa located in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. This vacation rental offers a secluded and elevated position on a slope, surrounded by meadows and vineyards, making it the perfect countryside retreat. The villa boasts a spacious and fenced garden of 3,000 m2, complete with colorful flowers, trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. Guests can enjoy an outdoor shower, terrace, and parking for up to 4 cars under the roofed area. The villa offers internet WiFi access and linen changes once a week.
Outdoors
The property features a spacious and fenced garden of 3,000 m2, complete with an array of colorful flowers and trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. For added convenience, an outdoor shower and terrace are also available, and the pool maintenance is taken care of by the owner/gardener. Guests can park up to 4 cars under the roofed parking area located at the house.
Other Information
The villa can only be accessed through a 300 m long steep motor road via an unmade road. Linen changes are provided once a week.
Distances and Attractions
The villa is ideally located just 47 km from the center of Siena and 68 km from the sandy beach of Cecina Mare. The nearest bus stop is 2.5 km away, while the railway station ''Poggibonsi'' is 10 km away. The villa is situated in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. Le Fonti di Santa Lucia
Podere Galieni
Pretty independent accommodation with WIFI, A/C, private pool, TV, patio and panoramic view
- 16
- 6
- 8
Someone just enquired about this property!
Description
Certaldo: Agriturismo "Podere Galieni", renovated in 2025, surrounded by fields and vineyards. Property composed of main house and outbuilding 4 km from the centre of Certaldo, in a quiet, sunny, elevated position, 80 km from the sea. Private: property (fenced), terraced garden wildlife garden and flowers, swimming pool (10 x 15 m, seasonal availability: 01.Apr. - 31.Oct.) with internal staircase. Shower/WC in the pool area, outdoor shower, patio, garden furniture, pool maintenance by the owner/gardener. In the house: lounge with TV, internet access, WiFi, central heating system, air conditioning, washing machine, bicycle rental. Linen change (suppl. charge extra). Towel change (suppl. charge extra). Room cleaning on request (extra). House maid on request (extra). Cook on request (extra). 2 km long bumpy motor access to the house. Parking at the house. Shop 4 km, grocery 4 km, supermarket 4 km, restaurant 2 km, bicycle rental 4 km, bus stop 2 km, railway station "Certaldo" 4 km, sandy beach "Cecina Mare" 80 km. Marina 20 km, golf course (18 hole), tennis 4 km, walking paths from the house 100 m. Nearby attractions: San Gimignano 15 km, Volterra 30 km, Siena 35 km, Firenze 40 km. Please note: car recommended. Baby equipment (included). Groups of teenagers on request only. On request: airport transfer to the holiday accommodation. Local sale of farm products. Part of the house is closed and unoccupied. Residence with electric gates. Owner lives in separate semi-detached house. Podere Galieni
Il Poggio di Patrignone
Private Property with private pool, hot tub, WIFI, TV, pets allowed, panoramic view, near Arezzo
- 12
- 6
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Description
Holiday rental Il Poggio Di Patrignone is a lovely property (750 sq m) that includes WiFi internet and private pool. 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.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outside you will also find a tennis court and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 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 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 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 ask 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.
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will 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 organized 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 stay that can be organized by the owner. Ask for more details about the extra cost.
Il Poggio Cuculo
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- 2
- 2
Description
Property Summary
At "Il Fienile," a recently renovated two-story vacation rental near Casole D'elsa, Italy, you can find comfort and delight amidst the surrounding meadows and vineyards. The property offers a private, fenced area of 3,000 square meters with trees, a meadow, and amenities like a seasonal above-ground swimming pool (8x4 meters), an outdoor shower, garden furniture, and a barbecue. It also features Internet WiFi, parking, and a yard, ensuring a convenient and enjoyable stay.
Outdoors
The property boasts a beautiful outdoor space with a private and fenced area of 3,000 square meters, complete with trees and a meadow. Guests can enjoy a refreshing swim in the above-ground swimming pool, measuring 8 meters by 4 meters, which is available seasonally from May 1st to October 15th. The pool maintenance is taken care of by the owner/gardener. Additionally, the outdoor area features an outdoor shower, garden furniture, and a barbecue, allowing you to make the most of the pleasant Tuscan weather.
Other Information
This vacation rental is suitable for families and comes equipped with baby equipment included, accommodating up to 4 adults and 2 children comfortably. The property is ideal for those seeking a peaceful retreat away from the hustle and bustle of city life, providing a tranquil and rejuvenating experience.
Distances and Attractions
The property is conveniently located just 3 kilometers from the charming village of Casole d'Elsa, where you can find various amenities such as grocery stores, restaurants, bars, and bakeries. The Colle di Val d'Elsa railway station is also within a short 11-kilometer distance. For those interested in exploring the surrounding area, popular attractions like San Gimignano, Volterra, Siena, and Florence are accessible by car, offering ample opportunities for sightseeing and cultural immersion. Il Fienile
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- 4
- 4
Description
Property Summary
Poggio all'Aia is a large and comfortable vacation rental located in the charming hamlet of Lucciana, just 3 kilometers from the center of Casole d'Elsa, Italy. This renovated two-story house offers a tranquil and secluded retreat for up to 8 adults. It features a terraced garden, a 5,000 square meter fenced area with a wildlife garden, trees, and a natural garden. Enjoy the seasonal availability of an above ground swimming pool (12 x 5 meters, depth 140 cm), an outdoor shower, a terrace, garden furniture, a barbecue, and parking for up to 4 cars on the premises. The property also includes Internet Wifi and a yard.
Outdoors
Perched on a sunny slope with an elevated position, Poggio all'Aia boasts breathtaking views of the countryside. The property offers a terraced garden and a 5,000 square meter fenced area with a wildlife garden, trees, and a natural garden. Guests can enjoy the seasonal availability of an above ground swimming pool (12 x 5 meters, depth 140 cm) and an outdoor shower. The garden is also equipped with a terrace, garden furniture, a barbecue, and parking for up to 4 cars on the premises.
Other Information
Poggio all'Aia is suitable for groups of up to 8 adults or groups of teenagers upon request only. Baby equipment is included in the rental for families with young children.
Distances and Attractions
Although Poggio all'Aia offers a peaceful retreat, it is conveniently located near many amenities and attractions. A grocery store, bakery, bar, and restaurant are just 3 kilometers away in Casole d'Elsa. A supermarket is 11 kilometers away, and the Colle Val d'Elsa railway station is also 11 kilometers away. Nearby attractions include an outdoor swimming pool and an indoor swimming pool (11 kilometers), a sandy beach (62 kilometers), Volterra (23 kilometers), Siena (38 kilometers), and Florence (64 kilometers). Poggio All'Aia
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- 3
- 3
Description
Property Summary
The modern and beautiful two-story Villa Montisi, built in 2020, is surrounded by trees and fields in Montisi, 15 km from Montalcino. It offers a private garden with flowers, trees, and a seasonal swimming pool (4 x 12 m, depth 120 - 150 cm, available from May 1 to September 30) with an internal staircase. Additionally, it features amenities such as air conditioning, a washing machine, a tumble dryer, and parking on the premises. The villa is an ideal vacation rental for those seeking a peaceful retreat in the Tuscan countryside.
Outdoors
The villa boasts a beautiful private garden with flowers and trees, providing a serene outdoor space for relaxation. The highlight is the seasonal swimming pool (4 x 12 m, depth 120 - 150 cm), available from May 1 to September 30, complete with an internal staircase for easy access. Outdoor amenities include a shower, garden furniture, and a barbecue area, ensuring a comfortable and enjoyable outdoor experience. The pool is maintained by the owner or gardener.
Other Information
Conveniently located just 500 m from the center of Montisi, the villa offers easy access to nearby amenities. A shop and grocery store are within 500 m, while a supermarket is 10 km away. Restaurants are also available within a 5-minute walk, and the bus stop "Montisi" is 500 m from the property. For those traveling with young children, baby equipment is included.
Distances and Attractions
The villa is situated in a desirable location, with several nearby attractions easily accessible. Montalcino, renowned for its wine production, is just 23 km away, while the charming towns of Pienza and Montapulciano are within 30 km and 25 km, respectively. The historic city of Siena is approximately 50 km from the property, offering rich cultural experiences and architectural marvels. Trequanda, Italy, is also in close proximity, adding to the region's appeal for travelers seeking an authentic Tuscan experience. Villa Montisi
Villa Cortona
Unique private villa rental with A/C, private pool, sauna, WIFI, TV and patio, close to Cortona
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- 6
- 6
Description
Villa Cortona is a lovely property (600 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 14 people comfortably in six bedrooms with six bathrooms. Conveniently located in Pozzo Della Chiana, Italy in the tourist area "Cortona And Surroundings" and only 21 km (13 mi) from Cortona.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 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: Cortona 21 km (13 mi), Arezzo 25 km (15 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Siena 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 188 km (117 mi), Forte Dei Marmi 195 km (121 mi), Rome 200 km (124 mi), Venice 345 km (214 mi) and Milan 388 km (241 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) 107 km (66 mi), Pisa (psa) 169 km (105 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 209 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Cortona. Ask for more details, including the supplemental cost and how to schedule this service.
Villa Cortona
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- 4
- 4
In high demand!
Description
Beautiful, recently restored villa situated on a hill top overlooking the city of Arezzo and the Chiana valley. This property is entirely fenced in and comprises the owners’ house and a charming small church dating back to the 7th century. Outside guests can enjoy use of a large, well-groomed garden with a beautiful, private swimming-pool set in panoramic location. The villa was divided into 4 apartments which are connected internally and are rentable only together as a private accommodation. The interiors are welcoming and tastefully furnished. On the ground floor there is a large, furnished portico ideal for al-fresco dining.
A railway line runs in the bottom of the valley. Easy train connections to Florence and Rome are available from the city of Arezzo.
The access to the property is via an unpaved but well-maintained road.
Distances: Arezzo with shops of all kinds and railway station 8 km away, Civitella Valdichiana 16 km, Cortona 32 km away, Montepulciano 50 km, the Val d’Orcia area is within 50 – 80 km, Florence 80 km away, Siena 80 km, Orvieto 90 km away, Rome 220 km away.
At guests’ disposal: large garden, beautiful, private, irregular-shaped swimming-pool (circa 16 x 8 m – min. depth 1,2 m – max. depth 3 m –salt-water purification system- open from 01/04 through 30/10), heated hydromassage area on request and for a fee, large furnished solarium with a pergola and a small house with dressing-room, toilet, 2 showers and a small kitchen corner, nice portico ideal for al-fresco dining. This villa provides WI-FI internet connection (free of charge).
The property owners run a farming estate and the can organize olive oil, wine, balsamic vinegar and spirits tasting.
Parking within the grounds.
Extra Services: Maid service available by arrangement at € 12,- / per hour. The sofa-bed on the first floor bed is available at € 150,- / per person / per week – payment on site.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Agazzi
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
