Vacation rentals in Siena, Italy with a pool

Explore 191 vacation rentals, homes, and villas with pools in Siena for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Family-Friendly Homes and Homes with Free Parking. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $61 per night and homes offering up to 31 bedrooms and 28 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

191 Homes with Pools in Siena

Terra di Siena 12 Emma Villas

Castelnuovo Berardenga, IT
7 Bedrooms • 14 Guests
Oct 24 - 28
$3,491 night

The rate includes: - Utilities: electricity - water - gas for kitchen use and hot water - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage caused to the property during your stay (up to the maximum of 1,500.00€ and with the restrictions provided). The rate does not include: Mandatory extra cleaning in case of the presence of animals (€100.00 per animal per week or part of the week and only small pets ). Tourist tax (€2.00 per person per day for the first 7 days). Children under 14 are exempt) Terra di Siena is a 15th-century rural retreat surrounded by vineyards, olive groves, and cypresses, within easy reach of Siena. Originally built as a monastery and later used as a farmhouse, the villa has been expertly restored and equipped to blend historic charm with modern comfort, sport, and music. The farmhouse is arranged around a large internal courtyard. Original features such as exposed stone walls, terracotta floors, timber beams and restored antique furnishings are complemented by a music room, billiards room, gym, wine tasting room and modern kitchen. The property sleeps up to fourteen guests across seven bedrooms (in the full version), all with en-suite or private bathrooms. A large garden with panoramic dining terraces, a pool and a private tennis court sets the scene for leisurely days and activity together outside. Ideal for active guests, there is also a table tennis table, a football goal and a basketball hoop. The location is perfect for exploring the Chianti region and its nearby towns and castles, with Siena, San Gimignano and the vineyards of Gaiole and Radda within easy reach. THE PROPERTY HAS UNDERGONE A CHECK-UP CARRIED OUT BY ONE OF OUR TECHNICAL MANAGERS, TO GUARANTEE THE CORRESPONDENCE OF THE DESCRIPTION, THE ACCESSORIES LISTED ON THE SITE AND THEIR STATE OF OPERATION/MAINTENANCE. Interiors: The complex consists of the main house and an annex in the pool area. FARMHOUSE (on three levels). FIRST FLOOR — Main entrance through a covered porch on the hallway: on one side, dining room and kitchen; on the other, sitting area and study corner; a double bedroom with en suite bathroom with bathtub; a double bedroom with external access and en suite bathroom with shower. SECOND FLOOR — A double bedroom with en suite bathroom with shower; a master bedroom with walk-in closet and en suite bathroom with shower; music room. Going down a few steps: living room (with external access and ornamental fireplace); a double bedroom; a bathroom with shower and laundry area with washing machine and dryer; a double bedroom with en suite bathroom with tub and shower. GROUND FLOOR - Billiard room; a bathroom with shower (also accessible from the pool area and the internal staircase). With independent access to the back of the building there is the gym; a wine tasting room; an additional laundry room and the outdoor kitchen that accesses the porch equipped with a dining area and barbecue. ANNEX - Living area with mini fridge; a double bedroom (also with independent access) with living room and kitchenette and an en suite bathroom with shower. Park: The property covers about 2.5 hectares and is completely fenced. It includes olive groves, vineyards, fruit trees, a small wooded area and bay and jasmine hedges. The central courtyard, enclosed by the villa’s buildings, is enriched with ornamental plants, climbing bougainvilleas and shaded areas equipped with seating. On the south side of the villa, a covered porch is furnished with a table and a relaxation area for eating and relaxing outdoors. A paved terrace with table and chairs is located in front of the pool. On the side of the villa there is a table tennis table. Stone paths cross oak and oak groves until you reach the private tennis court, also equipped with a basketball hoop and soccer goal. Access is via a gravel driveway with parking near a large oak tree that gives its name to the villa’s courtyard. N.B.: Please note that photo shoots are usually carried out in spring, so the colors and blooms of the gardens, lawns and parks may be different when you enter the villa. Pool: The swimming pool is located a few steps from the villa, partially screened by a laurel hedge. Rectangular in shape; measures 13.4 x 4.5 m with a depth ranging from 1 to 2 m; lined in porcelain stoneware; accessed via Roman steps; chlorine purification system; internal lighting. The surrounding solarium is furnished with sunbeds, umbrellas and a solar shower. A nearby pool house includes a bathroom with shower and a mini fridge. The pool is open from mid-April until mid-October and and can be heated on request Tennis Court: The tennis court is located 50 m from the villa; synthetic grass ground; fenced; rackets available. The area is also equipped with a basketball hoop with a scoreboard and net, and a soccer goal with a net. On Request: extra cleaning (€ 25,00/hour per cleaner - minimum 2 hours) extra linen (€ 12,00 per person) Heating from November to April (€ 40,00 per day). N.B. These costs, not included in the price list, will be calculated at the reservation time and due at the balance payment. Pool Heating: - €350 per week (€50.00/day) in mid, high, and peak season - €500 per week (€71.43/day) in low season and May. Property Registration Number: 052006LTN0153

Magnificent Tuscan Farmhouse with Outdoor Dining Area

Sovicille, IT
4 Bedrooms • 8 Guests
Oct 11 - 16
$752 night

The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 100,00/week/animal) - Tourist Tax(where applicable) L’Ovile is a typical Tuscan farmhouse whose origins date back to the beginning of the 20th century; it was bought, together with the larger estate Casanova, by the present owners in the 60’s and used as a farm, whose fundamental principle is the protection and respect of nature and the territory. The farmhouse, in a separate position and independent from the farm, and consistent with its spirit and vocation, has been recently restored with reclaimed materials such as the stone which covers the structure or else with new materials made in the old way such as the stone floor or the bricks set above the chestnut beams which cover the ceiling. The recent renovations have further characterized the farmhouse (equipped with solar panels and PV system), conferring to the outside the particular fortress style, a building technique which was used in the Middle Ages. L’Ovile, immersed in the green lung of the Sienese Montagnola, is the ideal place for those wishing to spend a holiday dedicated to eco-tourism where Nature is protagonist, for those wishing to experience the territory composed of dense woods, rich in chestnut groves. In these places, once the more well-known spots are left behind, the traveller finds unexpected and surprising roads that accompany him in his discovery of a sunny Tuscany where the countryside is vast tracts of land that stretch ad infinitum and the gentle hills invite him to be lulled amidst vineyards and olive groves. But it is also a journey into ancient history that starts from the historic centres, true salons of stone, and winds along routes rich in abbeys of Etruscan charm, of towers and ruins, testifying to old disputes and which are today immersed in absolute peace. Your Emma Villas Customer service is CRISTINA GIANNINI and you can reach her for any emergencies, or further information you may required during your stay. All useful telephone numbers will be sent together with your booking documents. L’OVILE HAS BEEN SUBJECTED TO A CHECK-UP BY A TECHNICAL RESPONSIBLE BEFORE THE BEGINNING OF THE SEASON, TO ENSURE CONSISTENCY OF THE DESCRIPTION, ACCESSORIES LISTED ON THIS PAGE AND THEIR PRESENT STATE OF OPERATION/MAINTENANCE, TO GUARANTEE QUALITY, CLEANLINESS AND COMFORTS TO ALL CLIENTS WHO WILL STAY HERE. THIS CHECK HAS BEEN CARRIED OUT ON 29th MAY 2021. Interior: The house has two floors connected by internal staircase. The main entrance opens into a spacious hall from which the rooms lead off symmetrically: the right side leads to the dining room with fireplace and fully equipped kitchen. From here one goes to a small access room leading to the double bedroom with adjacent bathroom with shower and a laundry room. The left side leads to the large sitting room and from here to the second double bedroom with adjacent bathroom with shower and a small box room. Both the sitting room and the kitchen have French windows with outside access. A staircase in the hallway leads up to the first floor composed of a double bedroom (with dividable bed), a twin bedroom (with joinable beds), both with ensuite bathroom with shower, a relax room and a playground room for children. Air conditioning only in the bedrooms. Park: The farmhouse is situated in a 36-hectare property; all around is woodland composed of holm oaks and oaks, dotted with paths and unpaved roads, extending for about 1.5 hectares, where guests can go for long walks. Otherwise they can take advantage of the relaxed atmosphere in the cosy flowered garden (500 sq m) with a large lawn area which surrounds the house. Two benches, sunbeds and an hammock allow guests to relax in peace. In front of the French windows of the kitchen is the outdoor dining area, with gazebo furnished with table, garden chairs and a gas barbecue just few steps away is the table tennis. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The pool is open from the last Saturday in April to the first Saturday in October. The pool is an attractive “kidney shape” and measures 11 x 7.3 m (the minimum diameter near the ladder is 4.80 m). The depth varies from 1.10 m to 1.80 m. It is lined in PVC with salt purification. Entrance to the water is by Roman steps with hydromassage vents. The pool border is paved with antiqued tiles which combine harmoniously with the outside of the house as well as with the surrounding countryside. There is external lighting and also lighting inside the pool. The solarium area around the pool is provided with sun umbrellas, sunbeds, small tables and an outdoor hot water shower. The pool, sited on a lower level in respect to the house, looks south out over the suggestive panorama of the wooded countryside of the Sienese Montagnola which gently slopes down towards the Piana di Rosia, which changes continuously according to the shadows and reflections of the sun. In the background the inactive volcano of Monte Amiata, 1.738 m above sea level, the most important ski resort of southern Tuscany, rises majestically above the surrounding valleys of the Val d’Orcia and of the Maremma. Pets: Yes. Extra On Request: Extra cleaning (€ 22,00/hour/cleaner), extra linen (€ 15,00 per person), heating (€ 80,00 per day), firewood (€ 20,00/100 kg) Property Registration Number: 052034AAT0042

Villa Majestic Tuscany with Infinity Pool & Lush Garden

Siena, IT
6 Bedrooms • 12 Guests
Oct 7 - 10
$1,640 night

Nestled in the greenery of the Tuscan countryside with a breathtaking view of the Siena hills up to the Val d’Orcia and Mount Amiata, this typical Tuscan Villa is a magnificent property consisting of 5 rooms and 5 bathrooms, that can accommodate large groups of guests of up to 11 people. Our typical Tuscan Villa can be found just a few kilometers from the charming city of Siena. The Villa offers a splendid garden, an exclusive pool with a sunbathing and solarium area with comfortable loungers, as well as a large and spacious outdoor cover terrace perfect for Al Fresco dining, WiFi and air conditioning. Bedroom 1: • King-size Bed with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Bathtub, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 2: • 2 Queen-size Beds with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Bathtub, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 3: • 1 Double-size Bed with Fresh Sheets and Pillowcases • 1 Single Bed with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 4: • Single Bed with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 5: • Double-size Bed with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 6: • 2 Single Beds with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access The villa’s interiors are very bright and large with typical and authentic Tuscan furnishings arranged across the ground and first floor. Living & Dining Room The living and dining room are provided with sofas, armchairs, a dining table that can accommodate up to 12 people. There are many windows that let in natural light, and a foosball table. Al fresco dining External to the property you will find another table for al fresco dining with seats up to 14 people. There is also an area with ping pong table Terrace There’s direct access to a private covered terrace with sofa and armchairs, amd a little table to enjoy a breakfast with view Kitchen The spacious and fully equipped kitchen includes everything you need to prepare an unforgettable Italian dinner, including an oven, fridge and freezer, coffee maker, tea kettle, dishwasher, washing machine and toaster. There is also a table with chairs with 8 seats. A dream villa for families and groups of friends seeking nature, tranquility and authenticity License number: IT052032B5RS8F8TNP

Villa Essence of Tuscany with Pool, Garden, Siena View

Siena, IT
5 Bedrooms • 11 Guests
Oct 7 - 10
$1,615 night

Nestled in the greenery of the Tuscan countryside with a breathtaking view of the Siena hills up to the Val d’Orcia and Mount Amiata, this typical Tuscan Villa is a magnificent property consisting of 5 rooms and 5 bathrooms, that can accommodate large groups of guests of up to 11 people. Our typical Tuscan Villa can be found just a few kilometers from the charming city of Siena. The Villa offers a splendid garden, an exclusive pool with a sunbathing and solarium area with comfortable loungers, as well as a large and spacious outdoor cover terrace perfect for Al Fresco dining, WiFi and air conditioning. Bedroom 1: • 2 Queen-size Beds with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 2: • Double-size Bed with Fresh Sheets and Pillowcases • External Bathroom with Shower, Bathtub , Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 3: • Queen-size Bed with Fresh Sheets and Pillowcases • 2 Single Beds with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 4: • 2 Single Beds with Fresh Sheets and Pillowcases • External Bathroom with Shower, Bathtub , Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access Bedroom 5: • Double-size Bed with Fresh Sheets and Pillowcases • En-suite Bathroom with Shower, Clean Towels & Complimentary Toiletries • Air conditioning • Free 24h Wi-Fi access The villa’s interiors are very bright and large with typical and authentic Tuscan furnishings arranged across the ground and first floor. Living & Dining Room The living and dining room are provided with sofas, armchairs, a dining table that can accommodate up to 12 people. There are many windows that let in natural light. There is also a billiard room, with foosball table and ping pong Al fresco dining External to the property you will find another table for al fresco dining with seats up to 12 people Terrace There’s direct access to a private covered terrace with large dining table for 12 Kitchen The spacious and fully equipped kitchen includes everything you need to prepare an unforgettable Italian dinner, including an oven, fridge and freezer, coffee maker, tea kettle, dishwasher, washing machine and toaster. There is also a table with chairs with 8 seats. A dream villa for families and groups of friends seeking nature, tranquility and authenticity License number: IT052032B5RS8F8TNP

Finestra Su Siena 16

Siena, IT
8 Bedrooms • 16 Guests
Oct 7 - 11
$2,078 night

The Price includes: - Utilities: electricity - water - gas for kitchen use - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 50,00/week or part of week/animal) - Tourist Tax (where applicable) Less than 10 km from the historic center of the most Gothic city in Tuscany, a unique condensation of artistic and architectural, environmental, cultural and gastronomic wonders, we find Finestra su Siena, an ancient restored stone farmhouse which is distributed over four levels to comfortably accommodate up to 16 people. To complete the picture, a park and a swimming pool for exclusive use and a splendid view that crosses the rolling green hills studded with vines and olive trees and frames the profiles of the city of Siena: a perfect context for having all the most coveted destinations that dot the medieval city of the Palio: the Valli dell’Orcia, della Chiana, the Crete Senesi, the Chianti and the unmissable villages of eternal charm such as Montalcino, Pienza, San Gimignano, Montepulciano, all reachable in modest times through splendid panoramic roads bordered by soaring cypresses and enchanted landscapes. Well connected to the main expressways to reach tourist destinations and airports, it is a short walk from the railway station and the major shopping centers of the city (7km). Interior: The house has four levels covering an area of about 450 sq m. On the ground floor a large French window leads into the living area with sofa and dining table. This area leads to two double bedrooms (with direct access to the outside via a French window) that share a bathroom with shower and a sitting room and connected with the kitchen and with a double bedroom with joinable beds and ensuite bathroom with shower. This floor is served by a further bathroom with shower with access from the kitchen. From the living room staircases lead up to the next floor and down to the basement where is located the laundry room. On the first floor, accessible directly from the outside as well via a stone staircase, is a a sitting room (with panoramic balcony), a large kitchen, two double bedrooms with ensuite bathroom with shower and a twin bedroom (with joinable beds) served by a bathroom with shower. The top floor consists of the attic, composed of a large open-plan living room, a double bedroom served by a bathroom with shower and a twin bedroom (with joinable beds) with private bathroom with shower and tub. Air conditioning in the bedrooms. Park: The 2000 sq m park surrounding the villa is covered mainly in lawn and bordered along the perimeter by a mixed-hedge screen. From the entrance gate to the property, a short drive passes in front of the main entrance, where you can unload your luggage, and then leads to a private 6-car parking area. The pergola furnished with table and chairs is just outside the kitchen French window and next to the pool.Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The swimming pool is accessible from the entrances of the farmhouse by walking just a few steps across the lawn. Bordered on the sides by a discreet hedge, it is framed by a sunbathing area equipped with loungers and umbrellas; Rectangular in shape and lined internally with PVC; it , features submerged steps; Measures are 5 x 10 meters, with a depth ranging from 1.40 to 2.20 meters; filtration system with chlorine. Open from the last Saturday in April until the first Saturday in October. Extra On Request: - extra cleaning (€ 22,00/hour per cleaner) - extra linen (€ 15,00 per person) Property Registration Number: 052032LTN1185

The Ultimate Villa with Stunning Views, Tuscany Villa 1134

Tuscany, IT
8 Bedrooms • 16 Guests
Mar 27 - 31
$1,371 night

Property Manager Villa Holidays is proud to present Tuscany Villa 1134. 8-room house 314 m2 on 2 levels. Comfortable and cosy furnishings: open living room with open-hearth fireplace and satellite TV. 2 double bedrooms. Living room with open-hearth fireplace and satellite TV. 1 double bedroom. 1 small room with 1 bed. Open gallery with sloping ceilings with 1 bed. Living room with satellite TV. 2 double bedrooms. Open kitchen (4 hot plates, oven, dishwasher, freezer). 4 showersbidetWC. Upper floor: open living room with open-hearth fireplace and satellite TV. 2 double bedrooms. Open kitchen (4 hot plates, oven, dishwasher, freezer). 2 showersbidetWC. Gas heating (extra). Heating available only from 01.11. to 15.04. Terrace furniture, barbecue. Very beautiful view of the countryside. Facilities: washing machine, children’s high chair, baby cot. Internet (WiFi, free). 1 pet dog allowed.Tuscany Villa 1134, located in a hilly position in the heart of the Chianti Classico, consists of two units, the farmhouse which is divided into three apartments (for 14 people) communicating with each other from the outside and the annex (for 02 people) country house ’Tuscany Villa 1134’, 400 m a.s.l.. 2 houses in the residence. 5.8 km from the centre of Castellina in Chianti, 26 km from the centre of Siena, 42 km from the centre of Firenze, in a secluded, quiet, sunny position on top of a hill, in the countryside. Private: garden 1 ha (fenced), swimming pool fenced (12 x 6 m, depth 120 - 240 cm, 01.04.-31.10.). Outdoor shower, table tennis, pergola, garden furniture, barbecue. Heating to be paid on the spot (01.11.-15.04.), heating available only from 01.11. to 15.04.. Motor access to the house (1.5 km via unmade road). Roofed, parking on the premises. Grocery 5.8 km, supermarket 5.8 km, restaurant 5.8 km, thermal baths ’Rapolano Terme’ 50 km. Nearby attractions: San Donato in Poggio 16 km, Radda in Chianti 16 km, Monteriggioni 18 km, Gaiole in Chianti 19 km, Greve in Chianti 25 km, San Gimignano 47 km.

Stunning Rustic Villa with Tranquil Sun Soaked Pool

Sovicille, IT
3 Bedrooms • 8 Guests
Oct 12 - 16
$887 night

The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: Mandatory extra cleaning in case of animals (€ 50,00/week or part of week/animal) Tourism tax (€ 1,50 per person per day for the first 12 days. Please note that children under 12 years old will not pay). La Capanna di Franca is an old barn which, in 2006, thanks to careful restoration work that has enhanced the original architectural style, was transformed into a warm and comfortable country house. Standing in the medieval hamlet of Palazzavelli, a tiny cluster of houses just one kilometre from the centre of Sovicille, but in an independent position, this rustic stone farmhouse is surrounded by a lush garden with a beautiful view from the windows of the first floor over the surrounding countryside against the background of Siena which is just a few kilometres away. Immersed in the natural oasis of the Montagnola Senese which is rich with the evidence of an ancient past marked by the passage of great civilizations, it is the perfect setting for fans of unspoiled nature who can explore it, directly from the property, either walking, mountain biking or horseback riding along the trails in the woods. Its geographical position makes it a perfect departure point for discovering the art masterpieces and the fine food and wine specialities in the most suggestive villages of the area, such as Montepulciano, Pienza, Montalcino and the picturesque hamlets of Chianti. The highway, a few kilometres away, leads you easily to Cortona, San Gimignano and other important Tuscan art cities such as Florence, Lucca and Pisa. Interior: The house has two floors. The entrance on the ground floor leads directly into a spacious, open-plan living area composed of a lounge with a large fireplace, dining area and kitchen. This floor includes a study with single sofa bed, a bathroom with shower and the laundry. A travertine and wrought-iron staircase in the living room leads up to the first floor consisting of two double bedrooms, one with ensuite bathroom with shower, a double bedroom with extra single bed and a bathroom with whirlpool tub. A flight of stairs leads up to a loft area with a super panoramic window and fitted out with gym equipment. Air conditioning (except in a double bedroom equipped with ceiling fan). Park: The park around the house covers an area of about 5000 square metres, mainly lawn. From the entrance gate of the property a driveway bordered by rows of cypresses takes guests through the well-kept, blooming garden with typical plants such as cork and holm oaks, mulberry and olive trees alternating with palms and pomegranates. Bushes of rose and broom colour the many shades of green while beds of seasonal flowers border the stone path that leads to the pool. The atmosphere is quiet and reserved and entices one to spend time outdoors and to organize pleasant meals under the large porch, furnished with table and chairs, right outside the living room French window. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The infinity pool is immersed in the beautiful garden just 15 m from the house. Bordered along one side by a discreet hedge, it is framed by fragrant roses and surrounded by a carpet of well-kept lawn where the sunbathing area has been set up with sunbeds, awning and a hammock. The rectangular-shaped pool, with border in Tuscan travertine and internally lined with mosaic tiles, has large steps for access to the water. It measures 6 x 12 m with a varying depth of 1,20 m to 2,20 m. and has chlorine purification. There is an outdoor shower and lighting both inside and outside the pool. Finally, completing the area, is a wooden gazebo with table and chairs. The pool is open from the last Saturday in April to the first Saturday in October. Pets: Yes. € 50,00 per animal per week or part of week. Extra On Request: - Extra cleaning (€ 22,00/hour per cleaner), - extra linen (€ 15,00 per person), - heating (on consumption up to date market prices), - firewood (€ 20,00/100 Kg) Property Registration Number: 052034LTN0053

Medieval Castle Living: Vineyards, Swimming Pool & Rustic Tuscan Charm

Sovicille, Tuscany, IT
6 Bedrooms • 12 Guests
Oct 7 - 9
$1,953 night

Welcome to a beautifully preserved 13th-century Tuscan estate, apartments where history, landscape and authentic hospitality come together. The property is part of a small castle estate with independent guest residences. The owners live in the castle’s main building, while four elegant guest apartments are located in the surrounding historic buildings. Each apartment features its own private entrance and fully equipped kitchen, creating an ideal setting for couples or families travelling together who appreciate both privacy and the atmosphere of a historic estate. Here you are invited to experience life within a historic castle property hosted by its owners, Sveva and her husband Marco, a prominent Sienese lawyer who have carefully restored the estate and its surrounding vineyards over the years. As the vineyard has grown and flourished, they recently chose to partner with Property Manager to assist with welcoming guests and managing stays, allowing them to continue dedicating their time to the estate and its wines. Throughout the property, the character of centuries past has been lovingly preserved: original terracotta floors, thick stone walls, antique furnishings and open views across vineyards and countryside create a setting that feels timeless and deeply rooted in Tuscany. Mornings begin with a gourmet breakfast prepared by Sveva and served in the castle’s grand hall: a beautiful historic space that guests may also reserve for special dinners upon request. During your stay, you are also invited to visit the estate’s ancient wine cellars and enjoy a tasting of the wines produced directly on the property from the owners’ Super Tuscan selection. Outside, the gardens open onto the rolling landscapes of the Montagnola Senese. A generous 20-metre swimming pool is set among vineyards and cypress trees, offering a peaceful place to relax and enjoy long Tuscan afternoons under the sun. The estate is located just fifteen minutes from the historic centre of Siena and two kilometres from the charming village of Sovicille, where you will find local restaurants and a small grocery shop. From here, the celebrated towns of Florence, San Gimignano, Arezzo and Volterra are all easily reached for memorable day trips. The castle estate comfortably accommodates up to twelve guests across the four apartments, with the possibility of hosting two additional guests upon request. INCLUDED IN YOUR STAY Farm-to-Table Castle Breakfast Each morning begins with a freshly prepared breakfast served in the castle’s elegant common grand hall, featuring organic and locally sourced ingredients. The Grand Hall may also be reserved upon request for private lunches or dinners. Private Cellar Visit and Wine Tasting Guests are invited to explore the estate’s historic wine cellars and enjoy a tasting of the wines produced on the surrounding vineyards. THE SWIMMING POOL The 20-metre private pool is open from 15 May to 30 September. Daily cleaning is performed by the castle staff. We kindly ask guests to use the pool with care and respect to preserve its beauty. PARKING Private parking is always available on-site, free of charge. The guest accommodations are divided into four independent apartments, each featuring its own private entrance and fully equipped kitchen. To ensure total privacy and atmosphere, the apartments are rented exclusively to your group, comfortably accommodating up to twelve guests. GROUND FLOOR RESIDENCES: Two enchanting apartments open directly onto the gardens, surrounded by aromatic herbs, vines, and the lush greenery of the estate, an ideal setting for those who wish to step straight into the Tuscan countryside. The first apartment features a double bedroom with an en-suite bathroom and a living area with a cozy fireplace. The second apartment offers two double bedrooms, two bathrooms, and a living room with a fireplace. COMFORT: Air conditioning is available in both ground-floor residences. FIRST FLOOR APARTMENTS: Accessed by a stone staircase, the two upper apartments feature historic furnishings dating back centuries and elevated views across the vineyards and rolling hills. - "Archi" Apartment: Comprises a double bedroom and a bathroom; an additional twin bedroom (with two single beds) can be made available upon request. - "Vigne" Apartment: Features two bedrooms (one double and one with two single beds, which cannot be joined) and two bathrooms. Both apartments include a private living area and a fully equipped kitchen. All apartments are equipped with air conditioning in the bedrooms, in the rest of the apartments, the thick medieval stone walls naturally regulate the interior temperature, keeping the rooms pleasantly cool even during the Tuscan summer. Windows are fitted with insect screens to allow the fresh countryside breeze to circulate, while high-quality fans are provided for additional comfort. OPTIONAL GUEST EXPERIENCES For those wishing to immerse themselves more deeply in the Tuscan lifestyle, a selection of curated experiences can be arranged: - Dinner with the Castellana: an elegant, candlelit dinner hosted in the atmospheric castle courtyard and prepared by the Lady of the Castle Sveva. - Private cooking classes or professionally catered dinners available upon request such as guided visits to local wineries, bike excursions, or scenic walks through the Montagnola Senese. - Truffle Hunting: An authentic countryside adventure led by local experts and their trained dogs.

Borgo Gallinaio 32 in Siena

Siena, IT
16 Bedrooms • 32 Guests
Oct 10 - 13
$5,772 night

The Price includes: - Utilities: water - gas for kitchen use and hot water - electricity - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include - Mandatory extra cleaning in case of animals (€ 50,00/week/animal) - Tourism tax (€ 2,00 per person per day for the first 4 days. Please note that children under 12 years old will not pay). Borgo Gallinaio is set in an enchanting position in the centre of an estate that extends for 40 hectares and is framed by an authentic green lung of Turkey oaks, holm oaks and olive trees, ideal for practicing sport and enjoying extraordinary natural landscapes, within the area of the Sienese Montagnola and near the access to the renowned Via Francigena. The property reflects all the charm of old 15th century Tuscan buildings still visible in the stratification of the buildings and in the original architecture, which has remained intact, of the borgo. Once past the surrounding walls, you find yourself in a large internal courtyard around which open all the entrances of the residential units that make up the borgo. Sixteen spacious bedrooms, with air conditioning and private bathroom, the large living room and professional kitchen united in the imposing central body, substantial equipped outdoor areas and the swimming pool, immersed in an immense park, make the borgo the ideal place to host family reunions or to accommodate large groups of friends who wish to spend a relaxing stay in a secluded setting, albeit very close to the most beautiful and prestigious attractions of this part of Tuscany. The generosity and beauty of the outdoor areas make the location particularly suitable for events and ceremonies. The property is located less than 2 km from Monteriggioni, a 13th century fortified borgo set on a panoramic hill, dominating the slopes planted with vineyards and olive trees; just a short distance from Siena and also in an excellent position for visiting the entire Chianti region, dotted with numerous castles transformed into wineries and medieval towns where you will be conquered by splendid landscapes and ancient buildings. Within the property, on request, it is possible to taste and buy the extra virgin olive oil produced by the estate, to organise lessons in typical cuisine in the large professional kitchen, and to avail yourself of staff and a personal chef for your entire stay. Interior: The complex follows the typical structure that is historically defined as "courtyard house", consisting of a main body and a separate annex (located opposite) composed of several residential units, for a total of about 1200 sq m and organised around a central courtyard where all the various entrances are located. MAIN BODY. On three floors. On the ground floor, through the courtyard, you enter the main door which opens into a large living room with sofas and TV area. A short corridor leads to the dining room, connected to the professional kitchen which, through a French window, leads to the courtyard set up for outdoor dining and to a service bathroom. The ground floor is completed by three double bedrooms (two with divisible bed) with private bathroom with shower. An external staircase next to the main entrance leads up to the first floor where, crossing a terrace equipped with tables, you come to a living room with fireplace and six bedrooms: a double with ensuite bathroom with shower and tub, a twin (with joinable beds) served by a bathroom with tub and shower, and four doubles (two with divisible bed) with ensuite bathroom with shower. On the second floor, accessed from the first floor corridor via a simple spiral staircase, is a double bedroom and a bathroom with shower. ANNEX. Located in front of the main building, it consists of two, not internally connected, floors. On the ground floor are three double bedrooms with ensuite bathroom with shower, each with independent access and not communicating internally. Two flights of steps, located on the front façade, lead to the first floor bedrooms: the first flight leads to a double room (with divisible bed) with ensuite bathroom with shower. The second flight leads to a landing with two independent bedrooms: a double with ensuite bathroom with shower and tub and another double with ensuite bathroom with shower (both bedrooms have a divisible bed). The laundry is located in an external room behind the kitchen. Air conditioning only in the bedrooms. Park: 48 hectares of land surround the borgo, distributed amongst extensive woodland, immense arable fields, meadows and a vast olive grove where you can walk or practise sport, immersed in nature. The park pertaining to the borgo extends for about 4 hectares and includes areas paved in terracotta, with seats and small tables, and areas of lawn embellished with tall trees, olive and fruit trees and thick bushes of herbs. In the courtyard onto which all the entrances open, particularly that of the kitchen, a dining area has been set up with tables and chairs with, close by, a wood oven and barbecue. A large loggia a short distance from the courtyard and the terrace on the first floor of the main house are perfect relaxation areas, where you can sit and admire the panoramic views. Next to the structure is a large parking area. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The swimming pool is located in the part of the park that borders the wood and is surrounded by tall shady trees. It can be reached from the courtyard along an internal path of about 350 m. Rectangular and measuring 8 x 10 m with a constant depth of 1.40 m, it is lined in PVC and bordered by terracotta paving. It has chlorine purification, a metal ladder for access to the water and internal lighting, which is also present throughout the surrounding area. The lawn, part of the sunbathing area, is equipped with umbrellas, sunbeds and a cold-water shower. The pool is open from the last Saturday in April until the first Saturday in October. Extra on request: Extra cleaning (€ 27.00/hour per person employed) extra linen change (€ 25.00 per person) heating (€ 200.00 per day) air conditioning in the kitchen (€ 150.00 per week) waste disposal service (€ 250.00 per week) extra beds (€ 200.00 each); ice machine (€ 150.00 per week); extra virgin olive oil from our own production. BREAKFAST AND CULINARY SERVICES. Typical Italian breakfast (€ 15.00 per person); continental breakfast (€ 20.00 per person). Welcome dinner buffet starting from € 40.00 per person (wine and drinks not included). Private chef starting from € 70.00 per person: the service includes a menu of up to four courses, ingredients, table service, and final kitchen cleaning; wine and drinks available on request. Wine tasting starting from € 40.00 per person, including a selection of at least three wines. Pizza party starting from € 50.00 per person: the price includes preparation, service, and final cleaning; wine and drinks not included. Drinks: white wines from € 12.00; prosecco from € 15.00; red wines from € 16.00; water and other beverages available USE OF SPACES AND EVENTS. Use of the multipurpose room (€ 500.00 per week or fraction of a week). Use of the villa for events exceeding the number of guests staying in the villa: € 700.00 for 27 to 50 people; € 1,000.00 for 51 to 60 people OTHER AVAILABLE SERVICES. DJ set or live music starting from € 600.00, private chef at home; wood-fired oven with staff and chef present; cooking classes; in-house wine or olive oil tastings; truffle hunting with a specialist guide; guided walks; bike tours and rentals; painting and yoga classes on site; massage services; babysitting; horse riding; transfer organization; hot air balloon trips. PLEASE NOTE: External suppliers are not allowed: all arrangements must be made directly with the owner via contact provided by Emma Villas. Additional charges may apply for these services, to be agreed with the owner. Property Registration Number: 052016AFR0046

Cresta del Chianti

Castelnuovo Berardenga, IT
11 Bedrooms • 18 Guests
Oct 10 - 17
$1,614 night

Cresta del Chianti is a beautifully restored stone farmhouse in a peaceful hilltop location, surrounded by well-kept gardens with flowering plants, olive trees and vineyards. The large pool offers sweeping views across the iconic Chianti Classico landscape. With generous space both indoors and out, this holiday home is perfect for large families or groups looking to celebrate a special occasion or enjoy a relaxing stay in a beautiful setting. Located in the heart of the Chianti Classico, Cresta del Chianti is an ideal base for exploring the region. The Dievole Wine Resort, just three kilometres away, offers wine tastings and an excellent restaurant. The scenic Dievole Nature Path follows historic trails once used by sharecroppers and is ideal for walking, cycling or horseback riding. The small village of Vagliagli with its local restaurant is only two kilometres away. Castellina in Chianti can be reached in fifteen minutes by car and offers shops, restaurants and the popular Gelateria di Castellina. Art lovers will enjoy the nearby Chianti Sculpture Park. Siena is just thirty minutes away, and Florence, Arezzo and San Gimignano are also within easy reach for day trips. The house is spread across three floors. The ground floor offers spacious living and dining areas for everyone to gather. On the upper floors, smaller seating and living areas provide space for peace and privacy. The tasteful interior features traditional wooden beam ceilings, impressive fireplaces, light décor and carefully selected furnishings. A special highlight is the underground pool house with kitchen, lounge area, gym and table tennis. The large garden also includes a children’s play area and a volleyball court, offering extra fun for guests of all ages. Ground Floor Entrance Hall Kitchen Fully equipped, middle unit with three chairs, double gas oven and hob with six rings, 2 dishwashers. Dining Area Table and 6 chairs, kitchen cupboards, American style fridge/ freezer, French door to terrace, terrace with table and chairs. Lounge One corner sofa, two armchairs, two coffee tables, two chairs, two glass side tables, open fireplace, little bar with fridge and sink, three French doors to the terrace, glass enclosed terrace with table and 18 chairs, 4 air conditioning units. Bathroom Sink, WC. TV and Study Room TV with cabinet, two desks with chairs, one sofa, coffee table, two chairs, table with four chairs, glass side table, door to garden, air-conditioning. Bedroom 1 Double bed (cannot be converted into a twin beds), wardrobe, bedside tables, door to garden, chest of drawers, air-conditioning. Bedroom 2 Single bed, chest of drawers, air-conditioning. Bathroom Shower, sink, WC. First Floor Reception Room Round table with four chairs, glass side table, sofa. Bedroom 3 Twin beds (can’t be converted into a double bed), bedside table, air-conditioning. En-suite Bathroom Shower, sink, WC. Bedroom 4 Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, armchair, table, air-conditioning. En-suite Bathroom Shower, sink, WC. Lounge Table and six chairs, French dresser, sofa, open fireplace, doors to garden. Bedroom 5 Single bed, wardrobe, bed side table, air-conditioning. Bathroom Shower, sink, WC. Bedroom 6 Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, chest of drawers, air-conditioning. Bedroom 7 Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, air-conditioning. Bathroom Shower, sink, WC. Bedroom 8 Double bed (cannot be converted into a twin beds), bed side tables, open fireplace (decoration only), wardrobe, chest of drawers, air-conditioning. En-suite Bathroom Shower, sink, WC. Suite Lounge Table and six chairs, sofa, side table, 2 chairs. Bedroom 9 Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, air-conditioning. En-suite Bathroom Shower, sink, WC. Second Floor Lounge Table and 6 chairs, sofa, glass side table. Bedroom 10 Single bed, bed side table, wardrobe, doors to a small terrace, air-conditioning. Bathroom Shower, sink, WC. Bedroom 11 Double bed (cannot be converted into a twin beds), bed side tables, wardrobe, air-conditioning. En-suite Bathroom Bath, sink, WC, handheld shower. Basement ( access externally) Washing machine, dryer and ironing facilities Underground Pool-House Kitchen, sofa, TV, snooker table, air conditioning, gymnasium, table tennis, foosball. Wine cellar (entry available on request) Private Pool: Length: 17 m Width: 8 m Depth: 1.3 - 3 m Entrance: Roman steps & ladder Opening times: April to September Fenced: No Furnished: 12 Sunlounges, gazebo, 2 chairs Cleansed: Chlorine Distance from villa: 50m Baby pool is 3x3 m and 1.10 m deep. 6 cars not sheltered Local charges Tourist tax: 4.00 € per person, per night for the first 7 nights, some exemptions apply. Arrival guide Approach road: Paved Parking: Private, onsite parking

Casa Virginia

Gaiole in Chianti, IT
3 Bedrooms • 6 Guests
Oct 21 - 26
$409 night

Casa Virginia is a welcoming Chianti holiday home, ideal for a relaxing break with family or a small group of friends. Set on the edge of the picturesque village of San Sano, the house enjoys peaceful surroundings and beautiful views over rolling hills and vineyards. The large garden is filled with terracotta flower pots and fragrant lavender, and guests can choose between three furnished terraces and a covered loggia to enjoy meals and moments outdoors. The house is perfectly placed for exploring the Chianti Classico region. Famous wineries, castles and charming villages are all nearby, and cities like Siena, Florence, San Gimignano and Arezzo can be easily reached for day trips. The location is peaceful but convenient. San Sano has a small grocery store and a local restaurant just a short walk away. The surrounding area is ideal for hiking and cycling. The nearby village of Lecchi is also within walking distance, while Gaiole in Chianti is only 10 minutes away by car, with several good restaurants, shops, a small COOP supermarket and bike rentals. Casa Virginia is a traditional Tuscan stone house spread over two floors. The exterior is built from local stone, and the property has been carefully maintained to preserve its rustic charm. Inside, the interiors are light and welcoming. Wooden beam ceilings and terracotta floors create a classic Tuscan atmosphere, complemented by a comfortable and practical décor throughout. Casa Virginia offers a warm and peaceful base for discovering the heart of Chianti, with everything you need for a memorable Tuscan escape. Ground Floor Hall Chest of drawers, side table, double doors to furnished loggia and main entrance. Lounge Sofa, armchair, TV, air-conditioning. Dining room Table and chairs, two sideboards, side table, air-conditioning. Kitchen Fully equipped, free-standing cupboard, double doors to furnished terrace. Bedroom 1 Double bed (can be converted to twins), wardrobe, desk and chair, bedside table, corner cupboard, air-conditioning. Bedroom 2 Double bed (cannot be converted to twins), wardrobe, two bedside tables, air-conditioning. Bathroom Shower, sink, WC, bidet. Bathroom Shower, sink, WC, bidet. First Floor Bedroom 3 Twin beds (can be converted into a double), wardrobe, air-conditioning. En-suite bathroom Shower, sink, WC. Private Pool Length: 12 metres Width: 6 metres Depth: 1.1 - 2.6 metres Entrance: Roman steps, diving board and ladder access Opening times: May to September Fenced: no Furnished: Sunloungers and parasols Cleansed: Chlorine Distance from villa: 20 metres Local charges Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply. Usage to pay on-site Heating Villa, Air Conditioning Arrival guide Approach road: Paved Parking: Private, onsite parking

Casa Vedetta

Radda in Chianti, IT
7 Bedrooms • 14 Guests
Oct 26 - 30
$2,042 night

Casa Vedetta is located within a staggering 800-acre privately owned estate that has been settled for around a thousand years. This rural estate is made up of vast vineyards, oak forests and olive grounds where you can enjoy a peaceful escape from day-to-day life and head out on walks through the nearby hills before driving to picturesque villages for dinner.    The villa is set over three floors with plenty of space to accommodate 14 guests. The ground floor is the heart of the home, where everyone can gather together for breakfast before heading out for the day or a chat over evening drinks. The bright and airy living room retains the original wooden beams and open fireplace and has two large sofas; this room leads straight through to a formal dining room which can seat your whole party. You will find a sleek, modern kitchen with everything you could need to prepare dinner on the ground floor, while if you prefer to dine outdoors, you could use the covered woodfired pizza oven. If the kids would like a bit of space to play away from the adults, they could claim the first floor living room, which has a flat-screen TV and is close to the games room.   When night falls, you will have seven bedrooms to choose from. One of these rooms is set on the ground floor and is equipped with a disability-friendly bathroom. Another bedroom is on a mezzanine level, with a seating area and an en-suite bathroom. Two further en-suite double bedrooms can be found on the first floor, and the final three bedrooms are on the second floor.   As you step outside, you will find yourself in a manicured garden. The vast estate and vineyards surround the grounds, offering unspoilt views from everywhere around the house and garden. If you would like to treat yourself to an afternoon of pampering, why not swim in the inviting private pool before using the Turkish bath and the sauna in a spa area on the grounds. The stunning garden lends itself to outdoor living so guests can enjoy the lovely climate while dining al-fresco and unwinding on the poolside sun loungers.    If you would like to see more of the local area, you can visit the sleepy village of Lecchi in Chianti which is 5km away and an excellent spot for a wander around the historic streets and a coffee in the village square. For a wider range of shops, cafés and traditional Tuscan eateries, why not drive to Radda in Chianti, a hilltop town 8km from the home. Dotted around the verdant hills between the villages and towns of Chianti, guests will discover numerous family-run wineries and vineyards which produce famous Chianti wine. Many vineyards can be visited on a tour where guests will be taken around the production areas and vineyards and sample the wines, often accompanied by lunch.    Further afield, you could take a day trip to one of Tuscany’s best-loved cities, such as Florence and Siena. Florence is 62km away and is known for its museums and galleries, such as the world-class Uffizi Gallery. The breathtaking buildings of the Piazza del Duomo, the Ponte Vecchio bridge and the historic town hall are also well worth exploring. Florence is a beautiful city which is easily explored on foot, either independently or on a guided tour. Siena is closer to home at 32km away, smaller and less crowded. Siena’s medieval centre is incredible and leads from the Piazza del Campo. In this main square, you can enjoy dinner at a street-side restaurant with a view of the 14th-century Palazzo Pubblico and its imposing tower.  Features: Villa Interior Ground Floor - Living room with fireplace and two sofas- Dining room with dining table seating 12 guests- Fully-fitted kitchen with oven, hob, fridge freezer, dishwasher, microwave and coffee machine- Bedroom with two single beds and disability adapted en-suite bathroom with shower, sink and WC Mezzanine Level - Bedroom with double bed (160cm x 200cm), seating area, en-suite bathroom with shower, double sink, bidet and WC First Floor - Living room with sofas, piano and flatscreen TV- Games room- 2 x bedrooms with double beds (160cm x 200cm) and en-suite bathrooms with showers, double sinks, bidets and WCs Second Floor - 3x bedrooms with double beds (160cm x 200cm) and en-suite bathrooms with showers, double sinks, bidets and WCs Annexe - Spa area with sauna, shower and Turkish bath Outside Grounds - Private infinity pool with saltwater purifying system and pool lift (4m x 11m, max depth:1.4m)- Landscaped garden with lawns and trees - Covered outdoor living room- Outdoor sofas- Al-fresco dining terrace- Poolside sun loungers- Woodburning pizza oven- Barbecue - Vegetable garden- Parking Facilities  - Wi-Fi- Air-conditioning- Central heating- Smart TVs- Washing machine- Dryer- Board games - Hairdryers - Piano - Ice machine Location: If you are looking for somewhere to explore the villages and vineyards of Chianti in Tuscany, Casa Vedetta is a fantastic choice. When holidaying here, you can enjoy walks in the 800 acres of private land around the home and in the surrounding countryside, or you could visit a different hilltop village or town each day.    The house is located in a peaceful country setting where you can spend your days unwinding amongst the olive groves and fruit trees, with only the sound of the birds to be heard. You will also find a few pretty villages and towns within a 10km drive.    The closest village is a small settlement called Lecchi in Chianti, a mere 5km away. Lecchi is a good starting point for walks, hikes and days out cycling through the nearby hillside trails, which wind through ancient oak trees. You can also access natural spring pools in the forests, which are an excellent place to swim on a hot day. The village is almost 1000 years old and is a charming place to wander around; there are a few coffee shops here, a small supermarket and Monteluco castle, which the village was built around. Surrounding Lecchi in Chianti, several such castles were used as defensive fortresses in centuries gone by but are now mostly converted into private homes or wineries.    If you would like to see one of the medieval castles close up, you can drive the 4.5km to Castello di Ama. The Castello has Etruscan origins, although it was rebuilt in the 1700s along with some of the buildings of Ama village. Castello di Ama is now a vast vineyard where visitors can tour the vines and cellars and participate in wine tastings. There are impressive sculptures and installations created by world-renowned artists around the buildings, grounds and cellars.  For a large selection of shops and eateries, you can drive to Radda in Chianti, an authentically Tuscan hilltop town just 8km away, or Gaiole in Chianti, which is 14km away. Those looking to visit one of Tuscany’s cities can visit the gorgeous city of Siena, which is just 32km away or Florence, which is 62km away and is a hub for lovers of art. Both cities have unique characters and are packed with galleries, museums and awe-inspiring historic buildings.  Terms & Conditions: ? €1000 charged to client’s credit card as a pre-authorisation one month before arrival and refunded two weeks after departure, subject to full inspection. 4.00 p.m. 10.00 a.m. Yes. Yes. On request only and with prior agreement with the owner. Weddings and any special events are on request only and subject to prior arrangement with the owner and additional charges. This property has wheelchair access. However, please contact us before booking so we can discuss individual accessibility requirements with the owner to ensure that this property is suited to your specific needs. Flexible. Standard changeover clean included in the price. Guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. Outside only. 4 nights. All other durations on request. Yes. Italian Visitors Tax payable locally in cash (typically costs €1-€10 per adult per night - please enquire if exact amount is required). Wi-Fi internet access included. Yes. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming. Licence number: IT052013B4ZVVOD2A2 CIR: 052013CAV0010

Borratella

Gaiole in Chianti, IT
4 Bedrooms • 8 Guests
Oct 8 - 13
$814 night

Borratella is a spacious Chianti holiday home, ideal for a large family or a group of friends. This house offers total privacy: it is entirely surrounded by the vineyards of the eponymous organic winery and woodlands, with no other houses nearby. The expansive property is fenced, allowing guests to fully enjoy the peaceful Tuscan landscape undisturbed. A special highlight: the guests of the holiday home receive a small complimentary wine and olive oil tasting from the Borratella winery on a day of their choice. This villa is located in the heart of Chianti Classico, with easy access to the region’s famous wineries, castles and villages. Siena, San Gimignano, Florence and Arezzo are also perfect destinations for day trips. In Gaiole, just a ten-minute drive away, guests will find excellent restaurants, small shops and a COOP supermarket. Borratella is set in a peaceful, rural location, surrounded by a large garden with manicured lawns. The spacious pool offers stunning views over the Tuscan countryside and invites guests to relax. A furnished loggia with a dining table is perfect for shared barbecues, and there is an additional terrace and seating areas throughout the garden. The restored stone house spans three floors, with a living area on each level. A separate annex on the ground floor, with a bedroom and private bathroom, can be accessed via the garden or an external staircase, making it ideal for guests seeking extra privacy. The interiors are high quality and traditionally Tuscan, featuring terracotta floors, exposed stone walls, high wooden beam ceilings and selected antique furnishings. The property manager is available every day at the winery to assist guests and provide local tips. Ground Floor Lounge 1 Two sofas, two armchairs, coffee table, fireplace. Kitchen-Diner Fully equipped, table and chairs, wood-burner, pantry. Bathroom Bath with handheld shower, shower, twin sinks, WC. Laundry room Fully equipped. Loggia Table and chairs, barbecue, sink. Annexe Bedroom 1 Double bed (cannot be converted into twins), wardrobe, chest of drawers, desk and chair, separate entrance, air-conditioning. Bathroom Shower, sink, WC. First Floor Lounge 2 Two sofas, two armchairs, coffee table, sideboard, access to loggia, air-conditioning. Bedroom 2 Double bed (cannot be converted into twins), two armchairs, wardrobe, two chests of drawers, air-conditioning. En-suite bathroom Shower, twin sinks, WC. Bedroom 3 Twin beds (cannot be converted into a double), wardrobe, chair, decorative fireplace, air-conditioning. En-suite bathroom Shower, sink, WC. Bathroom Shower, sink, WC. Second floor Lounge 3 Table and two chairs. Bedroom 4 Double bed (cannot be converted to twins), two armchairs, coffee table, wardrobe, chest of drawers, air-conditioning. Bathroom Shower, sink, WC. Private Pool Length: 15 metres Width: 8 metres Depth: 1.4 - 2 metres Entrance: Two Roman steps Opening times: April to October Fenced: yes Furnished: Sunloungers, parasols, table and chairs. Cleansed: Salt Distance from villa: 10 metres Local charges Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply. Usage to pay on-site Heating Villa Arrival guide Approach road: Unpaved, even Parking: Private, onsite parking

Villa Agresto

Gaiole in Chianti, IT
6 Bedrooms • 12 Guests
Oct 22 - 26
$1,292 night

Villa Agresto is an elegant stone villa set in a private position on a hilltop, surrounded by the vineyards of the renowned Ricasoli estate. Its peaceful countryside setting and large garden with mature trees offer guests plenty of privacy and welcome shade on warm summer days. From this elevated location, guests enjoy uninterrupted 360-degree views over the picture-perfect landscape of the Chianti Classico. With spacious interiors, extensive grounds, and a generous pool, the villa is ideal for a holiday with a large family or a group of friends. Thanks to its excellent location in the heart of Chianti, the region’s most famous towns, villages, wineries and castles are all within easy reach. The popular town of Gaiole in Chianti, with restaurants, shops and a supermarket, is only a 20-minute drive away. For fine dining, head to the tiny village of Villa a Sesta, home to two Michelin-starred restaurants. Just 2.5 km from the villa, guests can visit the historic Castello di Brolio, the ancestral home of the Ricasoli family, to tour the castle and taste their celebrated wines. Siena, Florence, Arezzo and San Gimignano are all perfect for day trips. This two-storey villa, built from traditional stone, features several covered loggias furnished with dining tables and seating areas – ideal for relaxed evenings and time spent together. Inside, the décor is tastefully composed, with original beamed ceilings, terracotta floors, wooden accents and soft, harmonious colours. Stylish yet comfortable furnishings create an atmosphere where guests immediately feel at home. Villa Agresto is the perfect choice for those seeking peace, comfort and the essence of Tuscan living in a truly special setting. Ground Floor Dining Room Dining table with 12 chairs. Kitchen Fully equipped kitchen, gas hob with 4 rings, island, 2 stools. Bedroom 1 Double bed (can be converted into twin beds if requested when booking), wardrobe, chest of drawers, chair. En-suite Bathroom Shower, bidet, sink, WC. Bedroom 2 Double bed (cannot be converted into twin beds), chest of drawers, 2 chairs. En-suite Bathroom Shower, bidet, sink, WC. First Floor Atrium Sofa Lounge 2 sofas, 2 armchairs, TV, open fireplace, desk and chair. Bedroom 3 Pair of twin beds (cannot be converted into a double bed), wardrobe, chest of drawers, desk and chair, chair. Bedroom 4 Double bed (can be converted into twin beds if requested when booking), wardrobe, chest of drawers. Bedroom 5 Pair of twin beds (cannot be converted into a double bed), wardrobe, chest of drawers. En-suite Bathroom Shower, bidet, sink, WC. Bedroom 6 Double bed (cannot be converted into twin beds), chest of drawers, chair. En-suite Bathroom Shower, bidet, sink, WC. Bathroom Bathtub with shower attachment, bidet, sink, WC. Private Pool: Length: 12 metres Width: 6 metres Depth: 1.2 to 2.0 metres Entrance: Metal ladder Opening times: May to September Fenced: Yes Furnished: Sunloungers and parasols Cleansed: Chlorine Distance from villa: 20 metres Local charges Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply. Dog up to 30kg: 10.00 € daily charge Usage to pay on-site Heating Villa, Air Conditioning Arrival guide Approach road: Unpaved, uneven, high clearance vehicle recommended Parking: Private, onsite parking

Borgo Merlo

Radda in Chianti, IT
9 Bedrooms • 22 Guests
Oct 19 - 23
$2,452 night

You will find Borgo Merlo in the verdant Chianti hills in the heart of Tuscany. The accommodation here comprises three neighbouring homes that share landscaped gardens. This serene, rural base is a fantastic place to stay with a large group of friends or family and from here, you can enjoy trips to nearby villages and cities such as Florence and Siena. This pretty hamlet of historic farmhouses is part of a vast 800-acre estate which offers guests complete privacy amidst vineyards, olive groves and dense, ancient woodlands. As well as the hamlet where you will be staying, the estate also boasts several other buildings, including an 11th-century Romanesque church and a castle now used for music events and private celebrations.  As you approach Borgo Merlo through the manicured grounds, you will find three stone homes, all close to each other, which can sleep twenty guests between them. Casa Una is the largest of the dwellings and can sleep eight guests. It has huge living areas where you can come together over evening drinks. Following these, there is a dining room where everyone can gather for dinner unless you prefer to dine al-fresco. The home also has a chic, well-equipped kitchen with everything you need to prepare meals for your party. Upstairs are two double bedrooms and one family-sized bedroom with a double bed and a sofa bed. Just opposite is Casa Duo, which has five bedrooms, a bright and airy living room and a fully-fitted kitchen spread over two floors. The final dwelling is Casa Tre, with a gym, sauna and one double bedroom.  The garden has an inviting private pool, a jacuzzi, covered dining terraces and seating areas. There is also a vegetable garden where you can pick some fresh produce and use the pizza oven to make your own pizzas for dinner.  If you can bring yourself to leave Borgo Merlo, you can get to know the authentic heart of Tuscany by visiting nearby villages and walking scenic trails through the countryside. Some villages you could visit include Lecchi in Chianti, 5km away, Radda in Chianti, 8km away and Gaiole in Chianti, 14km away. These villages all have their own charm and character and are steeped in history.  You can also visit one of the vineyards that make up the Chianti wine region, where you can sample delicious wines, take tours of the cellars and the grounds and learn more about wine production.  Siena (32km away) and Florence (62km away) are a little further out. These magical, medieval cities are amazing places to spend the day and are filled with historical, artistic and cultural attractions.  Features: Villa Interior Main Building - Casa Uno (sleeps 10 guests) Ground Floor - 4 x bedrooms with double beds (160cm x 200cm) and en-suite bathroom with shower, double sink, bidet and WC First Floor - Landing with sofas, armchairs and Smart TV  - Fully-fitted kitchen with oven, hob, fridge freezer, dishwasher and coffee machine - Bedroom with double bed (160cm x 200cm) and en-suite bathroom with shower, double sink, bidet and WC Main Building - Casa Due (sleeps 6-8 guests) Ground Floor - Hall and entrance with 3 chairs  - Living room with sofas, armchairs, TV, DVD player and decorative fireplace - Sitting room with armchairs - Dining room with table seating 18 guests - Fully-fitted kitchen with oven, hob, fridge freezer, dishwasher, microwave and coffee machine First Floor - 2 x bedrooms with double beds (160cm x 200cm) and en-suite bathrooms with showers, double sinks, bidets and WCs - Family bedroom with double bed (160cm x 200cm) and dressing room with a double sofa bed (160cm x 200cm) and en-suite bathroom with bath tub, shower, double sink, bidet and WC Annexe - Casa Tre (2-4 guests) Ground Floor - Fully equipped gym, yoga space and sauna - Bedroom with double bed (160cm x 200cm)  - Bathroom with shower, double sink, bidet and WC Mezzanine Floor:  - Double sofa bed  Outside Grounds - Private heated (on request) swimming pool with saltwater purifying system (12m x 7m, max depth: 1.5m-1.8m)  - Bathroom with shower and changing room  - Outside shower  - Manicured gardens with lawns, olive trees and flower beds - Large covered dining terrace - Outdoor seating areas - Jacuzzi - Poolside terrace with sun loungers  - Vegetable garden - Barbecue  - Pizza oven, wood burning oven, ice machine - Parking Facilities  - Wi-Fi - Air conditioning - Central heating - Home cinema setting - Gym - Smart TVs - Music system - Table football - Board games  - Washing machine - Dryer - Iron and ironing board - Hairdryers  Location: Borgo Merlo enjoys an idyllic countryside setting where you can walk, cycle, and take leisurely picnics on the expansive grounds and the wider estate. When you wish to head out for the day, you can choose between villages and towns such as Radda in Chianti, 8km away, or lively cities such as Siena, 32km away.  While holidaying in the Chianti area in Tuscany, it would be a shame to miss out on a visit to one of the local vineyards. The countryside enveloping the home is dotted with family-run vineyards and wineries which have produced wine for centuries. The 800-acre estate in which Borgo Merlo is set even has its own vast vineyard. For a unique day out, why not visit Castello di Ama, 4.5km from the villa. The Castello is a stunning place with vineyards offering tours, wine tastings and a large shop to stock up on a few bottles for dinner. In addition, the Castello is also known for its art, as the estate is filled with contemporary art installations and sculptures by world-class artists. When you wish to dine out in the evenings or pick up some fresh groceries, many towns and villages are within easy reach. The closest is Lecchi in Chianti which is just 5km away and is a small hamlet with a few rustic inns and pretty buildings on a hillside. From here, countless hiking and cycling routes through serene rolling hills can also be enjoyed on horseback.  If you are out walking in the area on a hot day, then the Pozze di Lecchi, a series of pools fed by natural springs, will be most welcome and a lovely spot for a summer dip. In the area around Lecchi, you will also find many castles erected when Florence and Siena warred over this region; some castles are Castello di Brolio and Castello di Meleto, both part of luxurious wine estates now.  For a wider range of shops, cafes and restaurants, you can drive 8km to Radda in Chianti. This rambling, medieval town is a lovely place to wander around, and you can stop off and see the Church of San Niccolò, the Palazzo dei Podestà and the restored centuries-old homes which line the atmospheric squares.  If you would like to spend a day visiting one of Tuscany’s amazing cities, then why not visit Siena, which is just 32km away. To see as much as possible, you should set off early to beat the crowds at some of the best-loved attractions, such as the stunning Duomo and the Palazzo Publico. You can climb up the Torre del Mangia, which is 800 years old, for the best views over the city. Horse lovers visiting in July or August should attend the Palio di Siena, a horse race held in the city twice a year. The whole town comes alive for the Palio, and you will see parades with medieval costumes, plus festivities filling the streets. Terms & Conditions: ? €1000 charged to client’s credit card as a pre-authorisation one month before arrival and refunded two weeks after departure, subject to full inspection. 4.00 p.m. 10.00 a.m. Yes. Yes. On request only and with prior agreement with the owner. Weddings and any special events are on request only and subject to prior arrangement with the owner and additional charges. Stag/hen parties are not allowed. Flexible. Standard changeover clean included in the price. Guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. Outside only. 4 nights. All other durations are on request. Yes. Extra €700 per week, on request only. Please note that like all heated pools, pool heating and water temperature are reliant on weather and outside temperatures. Italian Visitors Tax payable locally in cash (typically costs €1-€10 per adult per night - please enquire if exact amount is required). Wi-Fi internet access included. Yes. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming. Licence number: CIN: IT052013B4ZVVOD2A2 CIR: 052013CAV0010

Amazing Country Farmhouse with Lovely Wooden Beams

San Gusmé, IT
7 Bedrooms • 14 Guests
Oct 17 - 22
$1,412 night

The price includes: - Utilities (water - gas for kitchen use - electricity) - pool and park maintenance - wireless internet connection - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not Include: - Mandatory extra cleaning in case of animals (€ 50,00/week/animal) - Tourist Tax(where applicable) RECEPTIVE STRUCTURE. Villa Santa Maria is a typical late-19th-century country farmhouse, fully restored and set within a wine estate in the heart of the Chianti Classico region. The stone-built house, respecting its original design, preserves wooden beams and terracotta tiles on the ceilings, terracotta floors, and a charming travertine staircase. From the windows, guests can enjoy stunning views over the surrounding countryside and hills, renowned worldwide. Staying at Villa Santa Maria means immersing yourself in the living reality of the farm: guests can book a private, tailor-made tasting experience of Chianti Classico, Riserva, and extra virgin olive oil, held directly on-site. The experience takes you through the Chianti Classico territory, the Berardenga area, and the history of Santa Maria, with the possibility of pairing the tastings with carefully selected local products. The hillside location ensures ideal temperatures for a pleasant stay, while the Villa’s position makes it a perfect starting point for excursions to charming Chianti Classico towns such as Castellina, Radda, and Greve, or to art cities like Florence and Siena. Interior: MAIN HOUSE. The main building is built on two levels. The ground floor, features a large living area with fireplace and TV which is connected to dining area and to the fully equipped kitchen. Also on this floor there is a double bedroom, a twin bedroom (with divisible bed) and two bathrooms, one with bath tub and one with shower and a storeroom. The entire ground floor is well connected to the outdoors by traditional French doors. From the ground floor an internal staircase leads to the upstairs which consists of a large living area with sofas and fireplace, Three double bedrooms (1 with divisible bed) with en-suite bathrooms (one with a bath tub and two with shower). DEPENDANCE. A few metres from the main house there is a dependance composed by a living room, a kitchenette, two double bedrooms, a bathroom with shower, an en-suite service bathroom. Park: The park cover an area of about 4 acres of lush olive groves and vineyards. Near the park, there is a rich forest that allows gusts to go for walks in the shade. At the back of the house, in a large brick paved room, equipped with two large sun umbrellas give shade to a table and chairs perfect for lunches and dinners whilst admiring the unique views over the Tuscan hills, beside is located the area with table tennis.Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The infinity pool, is about 30 meters from the house and is accessed via a staircase. The rectangular shaped pool measures 5 x 15m with a depth varying from 0.90 but 1.40 m. The depuration of the water is by salt. The pool area is equipped with sun beds in order to make the most of the sunny days in complete relaxation. The swimming pool is open from the last Saturday of April till the first Saturday of October Pets: Yes. € 50,00 per animal per week to be paid on site Extra on Request: - Linen change (€ 15,00/person) - Extra cleaning (€ 22,00/hour/cleaner) - Heating (on consumption up to date market prices - Firewood (€ 20,00/100 Kg) Property Registration Number: 052006AAT0072

Idyllic countryside villa with garden and pool

Barberino Tavarnelle, IT
5 Bedrooms • 10 Guests
Oct 7 - 11
$1,609 night

Villa Tignano has been recently fully renovated, blending a warm and elegant atmosphere with original features such as terracotta floors and exposed-beam ceilings, combined with modern comforts and designer furnishings. The villa spans two levels plus the traditional “Piccionaia” and is surrounded by expansive green areas on all sides. Guests also enjoy exclusive use of a private swimming pool. On the ground floor, an elegant entrance hall opens to a living area centered around a large stone fireplace. This cozy, welcoming space includes a sitting area and a rustic yet contemporary dining room. Both the entrance hall and dining room connect to a fully equipped, professional-sized modern kitchen. At the back of the kitchen, a small breakfast nook opens onto the garden, ideal for light meals or morning coffee. From the main dining room, a few steps lead down to the grand living room, flooded with natural light through multiple large French doors opening to the garden. The room features a large fireplace, a huge sofa, and additional seating areas. This floor also includes a small fitness room, a full bathroom with shower, and an additional guest bathroom. The upper floor hosts the sleeping area with 5 double bedrooms, each uniquely furnished with original elements and individual character. Four bedrooms are along a charming corridor featuring modern decorative touches harmoniously paired with restored original doors. Three full bathrooms, some with both showers and bathtubs, serve the bedrooms. A cozy sitting area with ample storage provides access to the top level, the “Piccionaia,” which houses the fifth bedroom with en-suite bathroom. The large private pool is situated just below the villa, with a fenced access for safety. The pool deck is furnished with sun loungers, umbrella, and relaxation area. Open from April to the end of October, the pool is not heated. The villa is set within extensive green grounds, with multiple outdoor living areas offering breathtaking views of the surrounding villages. A romantic veranda provides the perfect spot for alfresco dining in summer. Private parking is available for guests. HOME TRUTHS - A car is required to reach the villa. - The property is not designed for parties or events; any such activity requires prior authorization. In any case, please turn off the music and keep noise to a minimum after midnight out of respect for the neighbors. - Air conditioning is available only in the bedrooms. - This is a NON-SMOKING property. - There are stairs inside the property (no elevator). - Access to the pool is via a small path. -Extra cleaning of 350 euro is included when booking online at the last step OTHER THINGS TO KNOW CIR 048054LTN0137 CIN IT048054C2POEU7A7T When you make a booking, you confirm the agreement to rent directly from the owner, who is an individual. Shortly after, you will receive the contract. Additionally, we will send you confirmation of the services our company will provide to make your stay as smooth as possible. We will be on hand to offer you the support needed to access and enjoy the rented property License number: IT048054C2POEU7A7T

Outstanding Classic Farmhouse with Private Entrance

Rapolano Terme, IT
9 Bedrooms • 20 Guests
Oct 26 - 30
$1,665 night

The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided). The Price does not include: - Mandatory extra cleaning in case of animals (EUR 50,00/week/animal)Acceptance of animals to the facility must be previously authorised by the owner upon communication of the number of animals, size and breed. - Tourist Tax (where applicable) A typical Tuscan farmhouse that has always been welcoming and hospitable: in the 19th century Podere Bellaria was, in fact, a post station, an inn catering to travelers on horseback. Later belonging to noble families, it was finally acquired by the current owner who has breathed new life it through painstaking restoration work that has respected the original layout and classic architectural elements while at the same time conferring, through an original play of contrasts, an important personal touch. The vivacious furnishings are of good quality, characterized by bright materials and rounded, ornate forms; the accessories and fabrics present unconventional details with the richness of the finishing touches which enhance the interior with its exposed stone walls. The property is characterized by large areas, both inside and out, and is particularly suitable for groups of friends or families who want to spend relaxing days together in the cosy, spacious living room or in the outdoor set-up areas yet, at the same time, have total independence which is guaranteed by the arrangement of the bedrooms in separate but adjoining units. In addition, adjacent to the central structure is an elegant multi-purpose room, able to accomodate up to 150 people for events and ceremonies. Immersed in the scenic countryside of the Crete Senesi, and just a few minutes from the famous spa town of Rapolano, the estate is a great base for exploring a region with great artist and culture. Not far away is the region of Chianti with its fascinating villages along the wine roads and, thanks to the excellent road network (the highway is just 4 km away), within easy reach are the little towns of Cortona, Montalcino, San Gimignano, Montepulciano as well as the great art cities of Siena, Arezzo and Florence. The Emma Villas’ Concierge Team can be reached for any emergencies, or further information you may require during your stay. All useful telephone numbers will be sent together with your booking documents. Interior: The property is composed by the main house and an adjacent annex, located about 15 meters. The two-storey house includes the common areas and four close by units not connected internally (plus an annex with a multi-purpose room), but each with private entrance and featuring a living room/kitchenette and satellite TV. The central structure, reached through the main entrance, comprises the living room, a large dining room connected to the kitchen equipped with bar and direct access to the outside and, finally, a bathroom with shower. UNIT 1. The entrance on the ground floor (next to the main entrance) leads to a double bedroom (with joinable beds and direct outside access) with ensuite bathroom with shower. On the first floor are two double bedrooms (one with divisible bed), both with ensuite bathroom with shower, and a double sofa bed in the living room. UNIT 2. On the ground floor (and suitable for the handicapped), it consists of a double bedroom (with direct outside access) and an ensuite bathroom with shower. UNIT 3. On two floors: on the ground floor, a double sofa bed (in the living room) and a bathroom with shower and on the first floor, a double bedroom (with divisible bed) and ensuite bathroom with shower. UNIT 4. An external flight of stairs on one side of the house leads to the first floor annex. It consists of three double bedrooms (two with divisible bed), all with ensuite bathroom with shower. The laundry room is placed in an annex close by the pool area. DEPENDANCE. On two floors, it includes a living space, the kitchen and a bathroom with shower (on the ground floor) and a bedroom with double bed on the loft, reaching by a flight of stairs. COMMUNAL ANNEX. A few metres from the house, the multi-purpose room has two large French windows overlooking the pool area and a toilet and is available to guests for games and relaxation. Air conditioning except for the common area (living room dining room and kitchen). Park: The estate covers an area of approximately 30 hectares of organic cultivation of cereals, olives and vines. At the centre is the park surrounding the house, fully fenced-in for about 3000 sqm. Colourful flower beds, clumps of lavender and rows of roses border the paths leading to the set-up areas. The estate includes fruit trees, blackberry and blueberry bushes, herbs and typical Tuscan trees such as olive, cypresses, and a large shady holm oak tree at the entrance to the property. In front of the house is a large pine wood that extends to the pool. In the summer, the house expands outside to the large terrace overlooking the pool and under the shade of the great portico, set up with tables and chairs for guests to relax in pleasant company. A few metres away is a brick structure consisting of a kitchen with a wood oven and next to it a stone barbecue protected by a tall rosemary bush. The park is furnished with boules court, volleyball field, car park and garage (on request). Finally, at the edge of the property is a lake, about 200 metres from the house, at the disposal of the guests who would like to try a bit of fishing. Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens’ grass could be different at the moment of your arrival at the villa. Swimming Pool: The pool, infinity on two sides and surrounded by a vast, well-kept, sunny lawn with flowering plants, is about 30m from the house. Rectangular in shape, with little internal steps, it measures 12x6 m with the depth varying from 0.35 cm to 2 m. At the entrance to the pool is an area of 2.5 sq m and 0.35 cm deep, ideal for children. It is lined in PVC and has chlorine depuration. The surrounding lawn is equipped for sunbathing with umbrellas, sunbeds, deckchairs and small tables. The pool is open from the last Saturday in April until the first Saturday in October. Pets: Yes, small size. Extra On Request: - Extra cleaning (€ 22,00/hour/cleaner), - extra linen change (€ 15,00 per person), - heating (on consumption up to date market prices), - USE OF THE VILLA AND MULTIPURPOSE ROOM FOR EVENTS with a number of participants exceeding the maximum capacity of the villa (€ 1.100,00 for 2026 season) - heated outdoor Jacuzzi (€ 150,00 for 2026 season) cost per week or part of the week - Firewood (€28.00/100 kg) Property Registration Number: EV0151

Lorenzo Village

Poggibonsi, IT
18 Bedrooms • 40 Guests
Oct 31 - Nov 3
$6,925 night

Stay in a beautifully restored historic borgo for up to 40 guests, a short drive from magical San Gimignano and within easy reach of both Siena and Florence.The hospitable Bandini family purchased this hamlet at the end of the twentieth century and have taken many years restoring it with great care and attention. Offering a totally unique holiday experience, or perhaps an enchanting place for a dream Tuscan wedding, each of the apartments has been lovingly furnished with character and charm and are now used for their original purpose as a working farm and guest house. Available to be exclusively hired, each apartment has its own private entrance and terrace and there’s a glorious swimming pool with idyllic views of the undulating hills and Tuscan landscapes. A sparkling indoor venue provides the ideal space for a wedding reception or could be a fine spot to host a yoga retreat with friends. Children will adore the play area and football field, whilst parents will appreciate having a restaurant on-site offering mouth-watering evening meals serving authentic Tuscan fare. The bar is also a lovely touch, the perfect place to relax with a glass of chilled Vernaccia from the vineyards of nearby San Gimignano. Wine-tastings, horse-riding, tennis lessons and guided tours can be arranged by the hospitable owners who frequently visit to help in any way they can. There’s a true Tuscan ambience throughout this beautiful setting with its 9th century church and traditional surroundings. Charming Colle Val D’Elsa is a short drive away with its restaurants and pretty shops or drive a little further to discover some of the classic Chianti villages within half an hour. The famous towers of San Gimignano are also close by, one of Tuscany’s most famous and charming villages where you can explore the narrow winding lanes and admire the incredible historic architecture.Florence and Siena are also waiting to be explored, both within easy reach, or head even further south to the exquisite southern Tuscan towns of Montepulciano and Cortona. Whether you are in the magnificent Tuscan countryside you can be sure of incredible cuisine, fine local wines and wonderfully diverse landscapes of hills, woodland, pretty villages and historic towns. Features: Apartments and three double bedrooms (40 guests)Seven apartments are available for guests, each having their own private entrance and terrace. Using traditional materials, the village now offers an original Tuscan atmosphere, combined with modern furnishings.Furthermore, when booking up to 40 guests, three double en suite bedrooms are also made available, more modern in style. Two are next to each other (and can interconnect on request), the third is the other side of the apartments.  Apartment 1 (140m2, 10 people) - Located on the first floor of the main house- 3 x bedrooms with double bed- Bedroom with double bed and single bed - Small bedroom with single bed- 3 x bathrooms with bath/shower - Living room (mezzanine level)- Large kitchen and dining area - Spacious and partly covered terraceApartment 2 (100m2, 5-7 people) - Located on the first and second floors of the vicarage - Living room with sofa bed- Large dining area with antique fireplace- Fully-equipped kitchen- Bedroom with twin beds  - Bedroom with double bed and single bed- Bathroom with Jacuzzi tub- Outside area furnished with sofas, chairs and garden furniture- Air-conditioningApartment 3 (90m2, 5 guests)  - Located in the old barn of the farm- Large living/dining room with sofa-bed- Fully-equipped kitchen with balcony- Bedroom with three single beds - Bedroom with double bed  - Bathroom with shower - Air conditioning- Outdoor patio perfect for al fresco diningApartment 4 (90m2, 4-6 people) - Large living/dining room with sofa bed- Fully-equipped kitchen with balcony- Bedroom with double bed - Bedroom with two single beds - Bathroom with shower- Air conditioning- Tranquil outdoor space with fruit trees and garden furnitureApartment 5 (75m2, 2-3 people)- Located on the first floor of the Vicarage- Elegant living/dining room- Fully-equipped kitchen- Double bedroom (with possibility of adding a third single bed)- A spacious bathroom with bath tub and shower- Air conditioning- Atmospheric outdoor space furnished with table and garden chairsApartment 6 (40m2, 2 people)- Based in a romantic little house with a view over swimming pool- Living room with kitchen- Double bedroom with bathroom- Air conditioning- Paved patio area and furnished gardenApartment 7 (92m2, 6 people) - Kitchen- 3 x double bedrooms- 2 x bathrooms- Living room with sofa bed  Double bedrooms across estate (3 units, 18m2 and 2 people each)- Bedroom with double bed and en suite bathroom- Bedroom with double bed and en suite bathroom- Bedroom with double bed and en suite bathroomOutside Grounds- Swimming pool (16x18m, depth: 1.4-1.8m) open approximately April to end-October (9am - 7.30pm)- Poolside terrace for private use- Natural cave formed by ancient limestone sediments- Views of the vineyards, olive groves and valleys towards San Gimignano- Playground area (trampoline, swing and slide) - Table tennis - Football field- Vast grounds (open)- ParkingFacilities - Wi-Fi connection- Air-conditioning (all apartments except Apartment 1)- Fans (in apartment with no a/c)- Communal bar and living area- On-site restaurant (evening only)- Courtyard bar- Pizza oven (for pizza nights)- Indoor wedding area with mirrored walls (can also be used for yoga sessions, on request)- Cots, highchairs and a stair gate are available on request Location: Lorenzo Village is a beautiful old borgo/hamlet which has been converted into apartments and rooms. The setting is perfect in the heart of Tuscany between Siena and Florence, with easy access to the motorway, allowing guests to be able to visit some of Tuscany’s most idyllic villages, historic towns and wonderful cities and countryside. The borgo itself has a fascinating history dating back to around 553 AD and treasures that were found when excavating the hamlet last century can be seen in the Museo Civico e Diocesano d’Arte sacra near Colle Val D’Elsa, just 6km away. You can also visit the 9th century church in the hamlet with its frescos on the altar. In medieval times the borgo was a place of hospitality on the pilgrimage route for travellers to Rome; nowadays guests are equally well looked after in the delightful Lorenzo village. The restaurant on site is family-run and is occasionally open to outside customers as well - there are options to reserve the restaurant for exclusive use if desired. The estate is surrounded by natural parkland - look out for deers, wild boars, hares and fawns. There is a path accessible from the grounds that takes you to the 6km long cycling route that connects Poggibonsi and Colle Val D’Elsa. Both Tuscan towns of Poggibonsi and charming Colle di Val d’Elsa are around a ten-minute drive away where you will find a variety of good local restaurants, supermarkets and lovely shops. You’re also conveniently near the Autostradale Firenze-Siena, meaning Siena (27km) is just half an hour away by car and Florence (48km) can be reached in around 45 minutes. One other option is to drive to Poggibonsi (4km) and pick up a train to either city for a fantastic day out.The enchanting village of San Gimignano (15km) is also close by, a glorious medieval town with its many towers and is famous for its historic beauty. The village also has a fine reputation for its food and wine – look out for pretty shops selling local saffron and also the famous Vernaccia white wine of this region. Of course you are surrounding by magical Tuscan landscapes of rolling hills, cypress trees, olive groves and vineyards. You can visit some of the classic Chianti wine villages within half an hour such as Castellina in Chianti (19km) and Radda in Chianti (30km) or drive just over an hour south to the glorious countryside around the famous towns of Montepulciano (88km) and Cortona (99km). This area also offers outstanding walking and cycling routes, mountain biking opportunities, horse-riding and even tennis lessons within a short distance. *Please note that hiring a car is essential when staying at Lorenzo Village - taxis are very limited in this area. Terms & Conditions: ? €2000 charged to client’s credit card by the owner prior to arrival and refunded two weeks after departure, subject to full inspection. 4.00 p.m. - 7.00 p.m. Before 10.00 a.m. No, charges apply. Not allowed. Weddings and any other special events are on request only and subject to prior arrangement with the owner and additional charges. Cots are available on request subject to an extra cost of €10 per stay, payable locally. Hiring a car is essential when staying at Lorenzo Village - taxis are very limited in this area. Sofa beds are available on request to accommodate 2 additional guests. Please enquire for full details. Flexible. Standard changeover clean included in the price. Guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. 4 nights June - September. 3 nights during all other periods. No, charges apply. Italian Visitors Tax payable locally (typically costs approximately between €1-€3 per adult per night- please enquire if exact amount is required). The pool is open approximately April to end-October. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming. Licence number: IT052022B4YFALSKTB

Villa with First Class Amenities, Tuscany Villa 1093

Villa, IT
3 Bedrooms • 8 Guests
Oct 17 - 24
$381 night

Property Manager is proud to present Tuscany Villa 1093. "Tuscany Villa 1093", 4-room house 95 m2 on 2 levels. Beautiful and tasteful furnishings: livingsleeping room with 1 double sofabed, open-hearth fireplace, satellite TV, radio, CD-player and DVD. Exit to the terrace. 1 room with 1 french bed (160 cm), showerbidetWC. Exit to the garden. 1 room with 2 beds and showerWC. Exit to the garden. Open kitchen (oven, dishwasher, 5 gas rings, toaster, kettle, microwave, freezer, electric coffee machine) with dining table. Exit to the garden. Upper floor: 1 room with sloping ceilings with 1 french bed (160 cm). ShowerWC. Gas heating, air-conditioning. Comfortable furnishings in the country house style. 2 terraces, porch. Terrace furniture, barbecue, deck chairs, box-room. Beautiful view of the garden, the countryside and the forest. Facilities: washing machine, safe, iron, mosquito net, children's high chair, baby cot. Internet (WiFi, free). Please note: non-smokers only. Maximum 2 small pets dogs allowed.Guided bike and mountain bike tours on request (order, payment on site), mountain bike rental. very beautiful, cosy, rustic single-family house "Villa del Poggio", surrounded by trees and vineyards. 2 km from the centre of Radda in Chianti, 12 km from the centre of Castellina in Chianti, 23 km from the centre of Montevarchi, in the residential district, in the countryside. Private: beautiful, well-kept garden 5'000 m2 (fenced) with lawn and trees, orchard, lawn for sunbathing, swimming pool (12 x 5 m, 02.05.-14.10.). Table tennis, arbour, terrace, garden furniture. Available: bicycles (6). Parking (for 3 cars) on the premises. Grocery 2 km, supermarket 3 km, bus stop 2 km, railway station "Montevarchi" 23 km, outdoor swimming pool 12 km, indoor swimming pool 23 km. Cooking courses bookable on request. Please note: the owner lives on the same property.

Villa Incanto - countryside villa near Siena

Monteroni d'Arbia, Tuscany, IT
9 Bedrooms • 18 Guests
Oct 17 - 24
$3,656 night

VILLA INCANTO - SIENA AREA Villa Incanto is a private property immersed in the Tuscan countryside. It is an excellent choice for a relaxing holiday enjoying privacy with the benefit of a private swimming pool and it is also an ideal location for visiting Siena and other cities. Villa Incanto is an independent property comprising of a three-storey main house and an annex. Ground floor: living room with fireplace, pool table, CD reader, sat TV; dining room; kitchen equipped with fireplace, oven, fridge/freezer and dishwasher. There is also a wine cellar in the basement. First floor: living room with fireplace, PC and printer; one double bedroom with en-suite bathroom with bathtub; one double bedroom with en-suite bathroom with shower and Turkish bath; suite with a double bed, office area, dressing room and bathroom with Jacuzzi; two double bedrooms; two double bedrooms with en-suite bathroom with bathtub (the 2 bedrooms share 1 bathroom); bathroom with bathtub. Annex: living area; kitchen; two double bedrooms with en-suite bathrooms with shower. Outside area: private swimming pool (7.5m x 15m); pizza oven; recently refurbished hut with kitchen, BBQ and a bathroom with shower; clay tennis court; five-a-side football field; gym and sauna at 50m from the house; private parking. Facilities: private pool, external kitchen, BBQ, pizza oven, air conditioning (1 unit per bedroom), laundry room, clay tennis court, five-a-side football field, gym and sauna, pool table, bowls area, sat TV, oven, fridge/freezer, dishwasher, wine cellar, private parking, internet WIFI PLEASE NOTE: there is a very competent and helpful housekeeper who lives in a room on the ground floor. Services upon request (extra cost): extra cleaning, catering, table service, driver, and masseur. Sleeps 18 - TU760 Distances Nearest towns: Ville di Corsano 2km, Siena 19km, Monteriggioni 29km. Airports: Pisa 127km, Florence 90km

Villa Incanto - countryside villa near Siena

Monteroni d'Arbia, Tuscany, IT
7 Bedrooms • 14 Guests
Oct 17 - 24
$3,118 night

VILLA INCANTO - SIENA AREA Villa Incanto is a private property immersed in the Tuscan countryside. It is an excellent choice for a relaxing holiday enjoying privacy with the benefit of a private swimming pool and it is also an ideal location for visiting Siena and other cities. Villa Incanto is an independent property comprising of a three-storey main house and an annex. Ground floor: living room with fireplace, pool table, CD reader, sat TV; dining room; kitchen equipped with fireplace, oven, fridge/freezer and dishwasher. There is also a wine cellar in the basement. First floor: living room with fireplace, PC and printer; one double bedroom with en-suite bathroom with bathtub; one double bedroom with en-suite bathroom with shower and Turkish bath; suite with a double bed, office area, dressing room and bathroom with Jacuzzi; two double bedrooms; two double bedrooms with en-suite bathroom with bathtub (the 2 bedrooms share 1 bathroom); bathroom with bathtub. Annex (closed off when the villa is booked with under occupancy price for 14 guests): living area; kitchen; two double bedrooms with en-suite bathrooms with shower. Outside area: private swimming pool (7.5m x 15m); pizza oven; recently refurbished hut with kitchen, BBQ and a bathroom with shower; clay tennis court; five-a-side football field; gym and sauna at 50m from the house; private parking. Facilities: private pool, external kitchen, BBQ, pizza oven, air conditioning (1 unit per bedroom), laundry room, clay tennis court, five-a-side football field, gym and sauna, pool table, bowls area, sat TV, oven, fridge/freezer, dishwasher, wine cellar, private parking, internet WIFI PLEASE NOTE: there is a very competent and helpful housekeeper who lives in a room on the ground floor. Services upon request (extra cost): extra cleaning, catering, table service, driver, and masseur. Sleeps 14 - TU760x Distances Nearest towns: Ville di Corsano 2km, Siena 19km, Monteriggioni 29km. Airports: Pisa 127km, Florence 90km

Nice Country Home in Chianti with a view of Elsa Valley

Castellina in Chianti, IT
4 Bedrooms • 8 Guests
Oct 31 - Nov 7
$1,965 night

Villa Di Castellina is an elegant country house in the charming village of Castellina in Chianti in the heart of Chianti Classico. Lined with oaks and holm oaks, the typical vegetation in Chianti, a hidden road on the western slope of the high hills leads down from Castellina to the Villa. From here, there is a magnificent view of the Elsa valley. (Access road asphalted until about 200m before the house). The center of Castellina in Chianti is 4 km away, and other famous villages such as Radda, Gaiole, Panzano, and Greve, and beautiful cities such as Florence and Siena are only a few minutes away by car. The history of Villa La Casina dates back to the 10th century. After restoration and modernization, even the beautiful driveway puts you in a special mood, where flowers, lavender, and rosemary fill the entrance area. Interiors are spacious and comfortably furnished. The elegant furnishings create an exclusive ambiance. Just as impressive as the interiors are the outdoor areas with breathtaking views of the ancient, traditional terraces of the Antico Podere vineyard. The Villa has been finely restored and provides A / C in the rooms, TV, Wifi, oven, double fridge / freezer, dishwasher, a good selection of pots, plates, dishes and glasses for 12 people. Toaster, kettle, coffee machine, microwave. Outside, a splendid private swimming pool is available for guests. The price also includes an intermediate cleaning of four hours / week, WiFi internet and a first supply of kitchen products. Service on request - Private chef service/cooking lessons - Daily villa cleaning - Car with driver - Bicycle rental - Private guided tours - Personal trainer - Yoga instructor

Large Luxury Villa for 4 Persons in the middle of Tuscany

Castellina in Chianti, IT
4 Bedrooms • 4 Guests
Oct 31 - Nov 7
$1,106 night

Villa Di Castellina is an elegant country house in the charming village of Castellina in Chianti in the heart of Chianti Classico. Lined with oaks and holm oaks, the typical vegetation in Chianti, a hidden road on the western slope of the high hills leads down from Castellina to the Villa. From here, there is a magnificent view of the Elsa valley. (Access road asphalted until about 200m before the house). The center of Castellina in Chianti is 4 km away, and other famous villages such as Radda, Gaiole, Panzano, and Greve, and beautiful cities such as Florence and Siena are only a few minutes away by car. The history of Villa La Casina dates back to the 10th century. After restoration and modernization, even the beautiful driveway puts you in a special mood, where flowers, lavender, and rosemary fill the entrance area. Interiors are spacious and comfortably furnished. The elegant furnishings create an exclusive ambiance. Just as impressive as the interiors are the outdoor areas with breathtaking views of the ancient, traditional terraces of the Antico Podere vineyard. The Villa has been finely restored and provides A / C in the rooms, TV, Wifi, oven, double fridge / freezer, dishwasher, a good selection of pots, plates, dishes and glasses for 12 people. Toaster, kettle, coffee machine, microwave. Outside, a splendid private swimming pool is available for guests. The price also includes an intermediate cleaning of four hours / week, WiFi internet and a first supply of kitchen products. Service on request - Private chef service/cooking lessons - Daily villa cleaning - Car with driver - Bicycle rental - Private guided tours - Personal trainer - Yoga instructor

Vacation Rentals in Siena by Amenities & Features

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Vacation Rentals Near Siena

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