Tuscany Southeast Villas with Pool

Excellent 1552 Guest Reviews 4.64 /5

Results 421 - 428 of 428

Total Results: 428


Villa Ombrone: Outdoor Furniture, Swimming Pool, Composite Material, Flagstone, Shade, Chair, Concrete, Tile, Resort, Water Feature € 387 - € 891/night

Fabulous independent property with sauna, WIFI, private pool, A/C, TV, patio, panoramic view

  •   6
  •   3
  •   4
: EAS224917
New Listing
€ 387 - € 891per Night

Description

Villa Ombrone is a nice vacation rental (160 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with four bathrooms. Conveniently located 12 km (8 mi) from Campagnatico, Italy in the tourist area "Grosseto - Maremma" and only 53 km (33 mi) from Montalcino.

Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill, playground and patio.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 53 km (33 mi), Siena 72 km (45 mi), Montepulciano 89 km (55 mi), San Gimignano 110 km (68 mi) and Greve In Chianti 112 km (69 mi).

Some other major tourist destinations you should consider visiting are: Florence 140 km (87 mi), Viareggio 188 km (117 mi), Forte Dei Marmi 200 km (124 mi), Rome 203 km (126 mi), Venice 386 km (240 mi) and Milan 446 km (277 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Ombrone. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 17:00 - 23:00
Check-Out Time: 06:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Pisa (psa) 165 km (102 mi), Roma Fiumicino (fco) 186 km (115 mi), Roma Ciampino (cia) 208 km (129 mi) and Bologna (blq) 239 km (148 mi).


Villa Ombrone

Villa Michelangelo: Swimming Pool, Composite Material, Resort, Water Feature, Hacienda, Villa, Thermae, Eco Hotel, Hotel, Tile € 977 - € 1534/night

House with WIFI, private pool, A/C, hot tub, TV, balcony, panoramic view, near Cortona

  •   18
  •   9
  •   11
: EAS224138
New Listing
€ 977 - € 1534per Night

Description

Property Summary

Nestled on a gentle hill in the heart of Foiano Della Chiana, Italy, Villa Michelangelo is a remarkable holiday retreat that invites you to experience the timeless beauty of the Tuscan countryside. From its elevated position, the property offers breathtaking, seemingly infinite views stretching across rolling landscapes adorned with ancient olive groves, traditional wineries, and vibrant wildflowers. The villa provides a generous outdoor yard that perfectly frames the surrounding natural scenery, creating an atmosphere of serene elegance. A private swimming pool allows you to cool off while soaking in the panoramic vistas that define this extraordinary corner of Tuscany. Seamless connectivity is ensured through reliable Internet Wifi, keeping you comfortably in touch with the world beyond, while dedicated parking on the premises offers the convenience and peace of mind you deserve throughout your stay.

Outdoors

The outdoor spaces of Villa Michelangelo are a true celebration of the Tuscan landscape. The private swimming pool serves as the centrepiece of the exterior, perfectly positioned to allow you to enjoy the sweeping views of the countryside while you relax and unwind. The surrounding yard extends gracefully across the hillside, offering generous open spaces where the natural beauty of the olive groves and flowering gardens becomes an integral part of your daily experience. Whether you choose to dine al fresco, lounge in the warmth of the Tuscan sun, or simply take in the tranquil panorama that unfolds before you, the outdoor areas of the villa provide an idyllic setting for every moment of your stay.

Other Information

Villa Michelangelo is thoughtfully designed to ensure a comfortable and seamless experience for all guests. The property's hillside position near Arezzo provides a peaceful and private environment, making it an ideal base from which to explore the wider region. The surrounding landscape of olive groves and wineries adds an authentic Tuscan character to the setting, enhancing the overall atmosphere of the retreat.

Distances and Attractions

Villa Michelangelo's privileged location near Arezzo places you within easy reach of some of the most celebrated destinations in all of Italy. The property serves as an excellent base for day trips throughout Tuscany, allowing you to explore the Renaissance splendour of Florence, the medieval charm of Siena, and the enchanting hilltop town of Cortona. The spiritual city of Assisi, the renowned wine town of Montepulciano, and the celebrated Chianti wine region are all comfortably accessible, offering an extraordinary variety of cultural, historical, and gastronomic experiences. Whether you are drawn to world-class art, ancient architecture, or the celebrated flavours of Tuscan cuisine, the surrounding region promises an abundance of unforgettable discoveries just a short drive from the villa. Villa Michelangelo

Villa la Foresta: Outdoor Furniture, Estate, Hacienda, Shade, Garden, Flagstone, Backyard, Courtyard, Villa, Swimming Pool € 1663 - € 2242/night

Wonderful vacation rental with WIFI, private pool, A/C, TV and balcony

  •   14
  •   7
  •   6
: EAS224408
New Listing
€ 1663 - € 2242per Night

Description

Villa La Foresta is a beautiful property located between Val d’Orcia and Val di Chiana, a spectacular location for those guests wishing to explore the wonderful historical cities and hamlets of Tuscany and Umbria and as well Lazio region. The villa is only 2 km away from the cozy town of San casciano dei Bagni, which is also reachable by a nice walking path. Villa la Foresta

Villa Ripa: Estate, Shrub, Garden, Home, Swimming Pool, Landscaping, Farmhouse, Villa, Resort, Backyard € 1483 - € 2511/night

Accommodation with WIFI, A/C, hot tub, private pool, TV, patio, panoramic view, close to Cortona

  •   16
  •   6
  •   8
: EAS224498
New Listing
€ 1483 - € 2511per Night

Description

Property Summary

Nestled within 3 hectares of a beautifully maintained natural park adorned with cypress trees, lavender, and roses, Villa la Ripa is an exclusive luxury holiday retreat situated in the heart of Tuscany, Italy. Recently fully renovated, this remarkable property in Foiano Della Chiana seamlessly blends traditional character with contemporary elegance across approximately 800 square metres of interior space. Guests enjoy complimentary Wi-Fi throughout the villa, a private swimming pool measuring 12x4 metres equipped with sun loungers and umbrellas, extensive parking facilities, and a sweeping private yard that creates an atmosphere of complete seclusion and natural beauty.

Outdoors

The expansive private park surrounding the villa provides an extraordinary outdoor experience. A covered built-in patio furnished with a large dining table, chairs, a barbecue, and a pizza oven offers the ideal setting for al fresco meals immersed in nature. At the heart of the park, a glass-walled gym room allows guests to exercise while feeling entirely surrounded by the natural landscape. A soccer field and volleyball court further enrich the outdoor offering, while the pool area invites relaxation in a serene and picturesque environment.

Distances and Attractions

Villa la Ripa is set in the Arezzo countryside, accessed via a characteristic cypress-lined country road. The nearest town, Foiano Della Chiana, is just 6 km away and provides all essential services. Cortona is 20 km distant, Arezzo 25 km, Montepulciano 27 km, and Siena 57 km. Florence Airport is approximately 100 km away, Pisa Airport 166 km, and Rome Airport 223 km. The location is ideal for day trips to Tuscany's most celebrated destinations, including Florence, Arezzo, Siena, Cortona, and the Chianti wine region.

Unit Layout

Villa la Ripa accommodates up to 16 guests across 6 bedrooms and 8 bathrooms, divided between a main building and a separate dependence. The main building spans 3 floors. The ground floor features a large living area with elegant sofas, a dining room, a fully equipped kitchen, and 1 full bathroom. The first floor hosts 5 double bedrooms, each with its own en-suite shower room and minibar fridge; 1 bedroom can be converted into twin beds upon request, and 2 bedrooms can each accommodate an additional single bed. All rooms overlook the park. The basement includes a second kitchen, a spacious open-plan area for activities such as wine tasting and cooking classes, a cellar stocked with fine Tuscan wines including Montalcino, Montepulciano, and Chianti, a living area with sofas, and a billiard table. The basement also houses the spa, featuring a jacuzzi bath, relaxation lounges, a sauna, a Turkish bath, an emotional shower, and changing and massage rooms. The dependence offers a ground-floor kitchen, a living area with a double sofa bed, and a first-floor double bedroom with a private bathroom and walk-in wardrobe.

Amenities Included

The villa is fully equipped with air conditioning and heating available throughout. Each bedroom benefits from individual climate control, while a washing machine is available in the dedicated laundry room. The kitchen is fitted with a dishwasher and microwave among its full complement of appliances. Guests can enjoy the barbecue on the private patio, which serves as a wonderful outdoor entertaining space. Every room is connected to the BOSE music system, controllable via smartphone, and entertainment is provided through satellite television with Netflix included, as well as additional television sets throughout the property. The fireplace in the main living area adds warmth and elegance during cooler evenings. The jacuzzi bathtub within the spa completes an exceptional wellness offering. An alarm system, fire extinguisher, first aid kit, air purification system, and courtesy amenities in each bathroom are also provided.

Other Information

The minimum rental period is 1 week, with Saturday as the changeover day. Check-in is available from 4:00 pm to 7:00 pm, and check-out must be completed before 10:00 am. A refundable security deposit of 1500 euros is payable in cash upon arrival and returned at departure, less any damages or unpaid fees. A tourist tax of 2.50 euros per person per night applies. Use of the spa is available at an additional cost of 400 euros per day. The rental price includes final cleaning, air conditioning and heating, gym access, and pool towels. An emergency contact is provided at check-in, and the team is available to assist with excursions, wine tours, cooking experiences, and further activities throughout the stay. Villa Ripa

Villa Montichiello: Estate, Swimming Pool, Hacienda, Villa, Mansion, Backyard, Farmhouse, Courtyard, Hotel € 623 - € 1213/night

Holiday villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Montepulciano

  •   14
  •   7
  •   7
: EAS224422
New Listing
€ 623 - € 1213per Night

Description

Villa Monticchiello is a stunning property set in one of most amazing Tuscan area Val D’Orcia protected by the UNESCO; the villa is on a little hill and offers amazing views of the characteristics surrounding hills and the wonderful historic city of Pienza famous for its unique Pecorino cheese some of the most important Tuscan wineries are born in this area including probably the most famous Brunello di Montalcino, the villa has also easy access to the little hamlet of Monticchiello which offers some grocery and restaurant of course.
The villa has a spectacular perfectly maintained garden which surrounds the property and offers to its guests a private swimming pool of 15x5 mt depth from 0.90 to 1.70 mt. equipped with sun beds.
there is a covered area with a barbecue fireplace and pizza oven where to prepare al fresco meals set in a unique position which would offer guests some of the most unforgettable sunsets.
The paved portico is elegantly equipped with garden sofas and chairs in order to offer a relaxing outdoor area where to enjoy a glass of Brunello wine admiring the landscape. Villa Montichiello

Villa Panorama: Swimming Pool, Resort, Eco Hotel, Outdoor Furniture, Leisure, Garden, Landscaping, Resort Town, Sunlounger, Hacienda € 269 - € 809/night

Stunning private holiday villa with private pool, WIFI, A/C, hot tub, TV, terrace, panoramic view

  •   10
  •   5
  •   5
: EAS224335
New Listing
€ 269 - € 809per Night

Description

Villa Panorama takes its name from its position in fact the property offers some of most spectacular views of the Tuscan and Umbrian country side! Set just on the border between the two regions 2.5 km from the cozy hamlet of Monterchi the property was originally built by Ferdinando dei Medici set in a wonderful country side location the perfect spot for a real relaxing holiday and at the same time being a good starting point for day trips for visiting Tuscany and Umbria. Villa Panorama

Villa Monterchi: Swimming Pool, Eco Hotel, Resort, Garden, Landscaping, Estate, Resort Town, Villa, Hacienda, Hotel € 354 - € 1247/night

Fabulous vacation rental with A/C, WIFI, private pool, TV, patio and panoramic view

  •   12
  •   6
  •   7
: EAS224326
New Listing
€ 354 - € 1247per Night

Description

Villa Monterchi is a luxury property in Tuscany set just border line between Umbria and Tuscany a wonderful location for a day trips visiting some of the most enchanting cities of the two regions, such as Arezzo, Florence, Siena, Montepulciano, Cortona, Città di Castello, Perugia, Assisi and many more!
This historic building is also famous because Piero dell Francesca painted one of his most famous frescos La Madonna del Parto. The Palace was completely restored maintaining the original atmosphere and characteristic combined with luxury and elegant furniture in order to offer its guests the most relaxing and comfortable vacation ever!
The villa’s park covers over 25 hectares full of vegetation, with oaks, Pines, cypresses, and rose garden that are surrounding the villa offering a spectacular view over the Tuscan and Umbrian hills.
The villa also features a stunning private swimming pool of 12x5 mt. set in a wonderful panoramic position, equipped with sun lounges, umbrellas, a gazebo with Jacuzzi bath (upon request) just in front of it.
There is also a large wooden table where to organize al fresco meals enjoying the wonderful panorama. Villa Monterchi

Villa dei Fiori: Swimming Pool, Garden, Water Feature, Estate, Landscaping, Resort, Hacienda, Eco Hotel, Yard, Villa € 400 - € 800/night

Independent Holiday home with A/C, private pool, WIFI, TV, patio, panoramic view, close to Cortona

  •   6
  •   3
  •   2
: EAS224094
New Listing
€ 400 - € 800per Night

Description

Property Summary

Nestled in the serene Tuscan countryside of Cignano, Italy, Villa dei Fiori is a charming and elegantly appointed holiday retreat that seamlessly blends rustic character with contemporary comfort. This beautifully presented property offers an idyllic escape for those seeking both tranquility and easy access to the rich cultural heritage of the surrounding region. The villa develops across 2 floors and accommodates guests in 3 double bedrooms and 2 bathrooms, making it an ideal choice for families or small groups looking to immerse themselves in the timeless beauty of Tuscany. Outdoors, a private swimming pool invites you to unwind beneath the Tuscan sun, while the fully fenced yard provides a safe and peaceful environment for all guests, including children. Connectivity is assured throughout your stay with Internet WiFi, and private parking is available on the property, ensuring a convenient and stress-free arrival. Whether you are exploring nearby vineyards or simply breathing in the panoramic countryside views, Villa dei Fiori casts an undeniable spell on all who visit.

Outdoors

The outdoor setting of Villa dei Fiori is a quintessential Tuscan scene, offering a fully fenced garden that is perfectly suited to relaxing, reading, or allowing children to play safely within a secure perimeter. The private swimming pool is equipped with sun loungers and umbrellas, providing ample shade during the warmer months while the open views over the rolling countryside create a breathtaking backdrop. A shaded pergola with a dining table completes the exterior living space, offering the perfect setting for long, leisurely lunches and memorable sunset dinners in the open air.

Other Information

Villa dei Fiori blends rustic charm with modern comfort across its 2 floors. On the ground floor, guests are welcomed by a bright and spacious living room featuring large glass doors, sweeping countryside views, and a beautiful stone fireplace alongside a dining table. A fully equipped kitchen with wooden beams and local details provides everything needed to enjoy home-cooked meals. A double bedroom and a bathroom with shower also complete the ground floor. An internal staircase leads to the first floor, where 2 additional double bedrooms and a bathroom with shower are located. Please note that the internal staircase leading to the 2 bedrooms on the first floor has no railing, therefore children up to 12 years of age must be constantly supervised. Air conditioning is available in the living area and in the upstairs bedrooms, ensuring a cool and comfortable stay during the summer months, and is included in the rental price. Heating is metered and billed according to consumption. Final cleaning is included in the rental price. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, less any charge in case of damage. Check-in is from 15:00 and check-out is by 9:30. Late check-in after 6:00 PM until 11:00 PM is available upon request, and check-in later than 11:00 PM must be organized in advance and may require additional fees. A tourist tax of 8,00 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Upon request, a range of additional services is available, including a Cook Service, Cooking classes, and a Personalized concierge service to book tours, tickets, restaurant reservations, and assist with daily planning. The team is available 24 hours a day, 7 days a week via an emergency contact provided at check-in.

Distances and Attractions

Villa dei Fiori is situated in the open countryside in a very quiet and panoramic area, approximately 12 km from the historic town of Cortona, making a car essential for any journey. The nearest small grocery store is located in Montecchio del Loto, where you will also find a pharmacy, a bar, and a bakery for everyday essentials. The closest and best-served town center is Camucia-Cortona, where all main services are available, including supermarkets and ATMs. The villa is positioned along a very panoramic road and is surrounded by numerous wineries, offering exceptional opportunities to explore the celebrated vineyards and wine culture that define this remarkable corner of Tuscany. Villa dei Fiori