Luxury Villas with Pool in Greve in Chianti, Italy
Results 61 - 69 of 69
Villa Amadeo
Pretty house with A/C, WIFI, pool, TV, patio, pets allowed, panoramic view, close to San Gimignano
- 12
- 6
- 7
Someone else is looking at this property right now!
Description
Completely renovated portion of a villa with pool for your vacation in Tuscany: the property is situated in quiet and panoramic location on the hills surrounding the small town of Montaione, 50 km away from Florence..
The owners occasionally live in a portion of the villa (with separate entrance and garden) and they share with the clients the use of the swimming pool.
The pool is heated during the period from April 1st to November 1st and the temperature is maintained between 26 and 28 degrees Celsius.
The property is equipped with a natural insecticide system in the outer perimeter of the property that makes it inhospitable to any insects.
This villa is 50 km from Florence away and 20 km from the charming village of San Gimignano.
The location is ideal to enjoy the peace of the Tuscan countryside and at the same time to visit the most beautiful art cities in Tuscany (Florence, Siena, San Gimignano ) and the charming Chianti villages.
The access to the property is via an unpaved but well-maintained road of approx. 200 m.
At guests’ disposal: large, equipped outdoor areas (sunbeds and umbrellas), panoramic swimming-pool (15 x 5 m – depth from 1,5 m to 2 m) with easy access, 6 air conditioned bedrooms each with private ensuite bathroom and furnished outdoor area; bathroom close to the pool; open-air shower, relax - zones; barbecue and pizza oven; vegetable garden, table tennis, badminton, billiard-table, children playground . Wi-fi Internet connection available, Satellite TV , washing machine; electric charging station; covered parking within the grounds.
Distances: Montaione with all kinds of shops 1 km away, San Miniato 20 km, the medieval town of San Gimignano 20 km away, Volterra 30 km, Florence (airport) approx. 50 km, Siena 60 km away, Pisa (airport) approx. 60 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Amadeo
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.
Medieval Castle Living: Vineyards, Swimming Pool &
Beautiful apartment with WIFI, private pool, balcony and panoramic view, close to Siena
- 12
- 6
- 6
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).
La Rimessa
Stunning multi-unit property with pool, WIFI, A/C, TV, patio and panoramic view, near San Gimignano
- 5
- 30
- 15
- 15
Someone just enquired about this property!
| Accommodation | ||||
|---|---|---|---|---|
| Casa Padronale | 10 | 5 | 5 | |
| Fienile | 8 | 4 | 4 | |
| Fornace 1 | 4 | 2 | 2 | |
| Fornace 2 | 4 | 2 | 2 | |
| All 4 Accommodations | 26 | 13 | 13 |
Description
Conveniently located 3 km (2 mi) from Montaione, Italy and only 16 km (10 mi) from San Gimignano. La Rimessa is a lovely stone building with air conditioning, WiFi internet and pool. La Rimessa is a villa / farmhouse / home having a total of five private apartments. The property can sleep up to 30 people comfortably in 15 bedrooms with 15 bathrooms.
LA RIMESSA is composed by 3 independent houses (Casa Padronale, Casa Marcello and Il Fienile), plus a 3rd building, Fornace, containing 2 apartments: Fornace 1+ Fornace 2.
In case the 5 units are booked together a group of 30 would have the exclusive use of the property; the unit Casa Padronale has a large veranda, good for communal dining; also its kitchen is large.
Each unit offers private patio or garden, BBQ.
A five-a-side football pitch with artificial grass and a paddle court (illuminated so also possible to play at night) are available to the guests.
The Experience
Upon arrival at La Rimessa you’ll find a nice clean well-maintained property with views of the lake and the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. Outdoors you will also find a playground, patio and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
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: San Gimignano 16 km (10 mi), Florence 55 km (34 mi), Siena 57 km (35 mi), Greve In Chianti 59 km (37 mi) and Pisa 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 91 km (57 mi), Forte Dei Marmi 103 km (64 mi), Rome 295 km (183 mi), Venice 301 km (187 mi) and Milan 344 km (214 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 07:00 - 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) 59 km (37 mi), Pisa (psa) 64 km (40 mi), Bologna (blq) 149 km (93 mi), Genova (goa) 236 km (147 mi) and Venezia (vce) 303 km (188 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? 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 needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the 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 supplemental cost.
Baby Sitting - A babysitter can be scheduled at La Rimessa. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
La Rimessa
Villa Paola
Unique independent villa with private pool, WIFI, TV, patio and panoramic view, close to Florence
- 12
- 6
- 6
Description
Holiday rental Villa Paola is a nice property (700 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Conveniently located in Poggiolo-salaiole, Italy in the tourist area "Florence And Surroundings" and only 23 km (14 mi) from Florence.
The Villa is equipped with a lift, moreover, in the backyard there is the accommodation of the house holder responsible for the reception and the maintenance of the park and the swimming-pool.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax 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, 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 patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 23 km (14 mi), Greve In Chianti 53 km (33 mi), San Gimignano 84 km (52 mi), Bologna 93 km (58 mi) and Arezzo 100 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 23 km (14 mi), Viareggio 130 km (81 mi), Forte Dei Marmi 137 km (85 mi), Rome 304 km (189 mi), Venice 249 km (155 mi) and Milan 292 km (181 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) 25 km (16 mi), Bologna (blq) 94 km (58 mi), Pisa (psa) 126 km (78 mi), Venezia (vce) 251 km (156 mi) and Treviso (tsf) 254 km (157 mi).
Villa Il Poggiolo
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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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- 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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- 8
- 6
Description
Conveniently located in La Chiesa Collegozzi, Italy in the tourist area "Florence And Surroundings" and only 34 km (21 mi) from Florence. Le Due Ville is a lovely property (550 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 23 people comfortably in eight bedrooms with six bathrooms.
The property is made up of two separate villas that are close to each other and share a single pool.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 23 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 34 km (21 mi), Greve In Chianti 46 km (28 mi), San Gimignano 47 km (29 mi), Lucca 55 km (34 mi) and Pisa 56 km (35 mi).
Some other major tourist destinations you should consider visiting are: Florence 34 km (21 mi), Viareggio 85 km (53 mi), Forte Dei Marmi 83 km (51 mi), Rome 315 km (196 mi), Venice 279 km (173 mi) and Milan 320 km (199 mi).
Additional Information
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) 36 km (22 mi), Pisa (psa) 58 km (36 mi), Bologna (blq) 128 km (79 mi), Genova (goa) 216 km (134 mi) and Venezia (vce) 281 km (175 mi).
Villa Del Granduca
- 20
- 10
- 10
Description
Vacation rental Villa Campestri is a nice stone building (400 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 20 people comfortably in ten bedrooms with ten bathrooms. Villa Campestri is located 840 m (2745 ft) from Campestri, Italy and only 37 km (23 mi) from Florence in the tourist area "Florence And Surroundings".
The property consists of 10 suites, each with a private bathroom. Of these 10 suites:
- 6 also have a private spa with steam room and sauna.
- 5 feature a living room with kitchen
- 4 double bedrooms can be converted into twin bedrooms if requested in advance at the time of booking by the costumer.
A 5-minute walk from the farmhouse you can reach the lovely private pool.
The Experience
When you arrive 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. For your enjoyment you will find a private 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 huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine and microwave, as well as, plenty of tableware and cutlery for up to 20 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 37 km (23 mi), Greve In Chianti 86 km (53 mi), Arezzo 97 km (60 mi), Bologna 98 km (61 mi) and San Gimignano 109 km (67 mi).
Some other major tourist destinations you should consider visiting are: Florence 37 km (23 mi), Viareggio 134 km (84 mi), Forte Dei Marmi 142 km (88 mi), Rome 301 km (187 mi), Venice 254 km (157 mi) and Milan 295 km (183 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) 56 km (35 mi), Bologna (blq) 102 km (64 mi), Pisa (psa) 130 km (81 mi), Venezia (vce) 256 km (159 mi) and Treviso (tsf) 259 km (161 mi).
Villa San Cresci
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- 4
- 5
Description
Villa Di Corazzano is located 5 km (3 mi) from Corazzano, Italy and only 33 km (20 mi) from San Gimignano. Villa Di Corazzano is a lovely property (330 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to ten guests comfortably in four bedrooms with five bathrooms.
Your 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 ideal 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, microwave 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 garden where you can enjoy the weather while dining outdoors.
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: San Gimignano 33 km (20 mi), Florence 49 km (30 mi), Pisa 51 km (31 mi), Lucca 54 km (33 mi) and Greve In Chianti 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (30 mi), Viareggio 80 km (49 mi), Forte Dei Marmi 91 km (57 mi), Rome 330 km (205 mi), Venice 294 km (183 mi) and Milan 335 km (208 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 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) 51 km (31 mi), Pisa (psa) 52 km (32 mi), Bologna (blq) 143 km (89 mi), Genova (goa) 222 km (138 mi) and Venezia (vce) 296 km (184 mi).
Villa Miniato
