Casamaggiore Villas with Pool

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Villa Lucarella: Swimming Pool, Outdoor Furniture, Resort, Leisure, Garden, Shade, Eco Hotel, Sunlounger, Backyard, Estate € 721 - € 840/night

Wonderful private villa with A/C, WIFI, private pool and panoramic view

  •   10
  •   4
  •   5
€ 721 - € 840per Night

Description

Villa rental with private pool in the hills of San Casciano dei Bagni. The villa has 4 bedrooms and can comfortably accommodate up to 8-10 people. It is located just 3 km from San Casciano dei Bagni, a town famous for its hot springs, very close to the splendid Val d’Orcia area in the province of Siena. The villa is tastefully furnished, and offers large outdoor spaces and a beautiful private pool.
Within a 50-100 km radius, you can visit the Val d’Orcia’s most important historical places of interest, such as Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani and the famous Crete Senesi area, which spans from the border of Siena and Arezzo provinces to Mount Amiata (1738 meters above sea level).
Access to the villa is via a 1,5 km unpaved road.
At guests’ disposal: private garden furnished for outdoor dining; private pool and outdoor shower; 4 bedrooms, each with air conditioning and private bathroom with shower; free Wi-fi internet; air conditioning in the entire house; barbecue; parking.
Access to the villa is via a 1,5 km stretch of unpaved road: the road is not suitable for sports cars or low riding vehicles.

Distances: San Casciano dei Bagni (food shops, restaurants and hot spring spa facility) 3 km away, Città della Pieve 20 km, Lake Trasimeno about 30 km, Pienza 40 km, Orvieto 50 km, Arezzo 85 km, Siena 90 km, Florence 142 km, Rome (airport) 150 km away.

Please carefully check if there are any extra costs to be paid on site! Villa Lucarella

La Palazzina: Swimming Pool, Resort, Human Settlement, Eco Hotel, Hacienda, Thermae, Outdoor Furniture, Resort Town, Sunlounger, Villa € 1177 - € 1513/night

Lovely accommodation with WIFI, private pool, TV and terrace

  •   26
  •   14
  •   14
: EAS210309
€ 1177 - € 1513per Night

Description

Property Summary

This elegant holiday villa showcases refined Florentine architecture in the heart of Val d'Orcia, situated in the picturesque countryside near San Casciano Dei Bagni, Italy. Built during the second half of the 18th century upon the foundations of an ancient medieval hamlet that once served as a stop along the historic Via Francigena pilgrimage route, this distinguished residence preserves the authentic character and charm of centuries past. Positioned on a hilltop and surrounded by a magnificent park of holm oaks and cypress trees, the property commands breathtaking panoramic views across the valley. The villa has been meticulously conceived and furnished as a refined private home, perfectly suited for hosting memorable gatherings with guests and friends. The property maintains the intact architectural features of an 18th-century farmstead, originally designed for celebrations and ceremonies honoring spring and the fertility of the land. The large circular garden at the entrance provides an ideal setting for special events, while the historic bird-catching thicket adds a distinctive touch of period elegance. Internet Wifi connectivity reaches throughout the interior and exterior spaces, including the pool area, ensuring seamless communication. Private parking accommodates multiple vehicles within the extensive estate grounds. Since 2025, the villa operates with complete energy self-sufficiency through an advanced photovoltaic system with storage batteries, managing both electricity and hot water production sustainably.

Outdoors

The historic park surrounds the villa with mature holm oaks and towering cypress trees, creating a serene natural environment across the expansive grounds. A beautiful overflow swimming pool measuring 6x12m provides refreshing respite during warm months, with operations running from May 1st through October 31st. Adjacent to the pool, you will find a hot tub for relaxation while enjoying the valley views. The semicircular terracotta solarium extends from the ground floor living areas, offering direct outdoor access and sun-drenched leisure space. A covered gazebo shelters the barbecue area, creating an inviting spot for outdoor dining and entertainment. The grounds feature an outdoor play area for recreational activities and a volleyball court for friendly matches. A new LED lighting system illuminates the garden and pathways, creating enchanting evening ambiance throughout the property. Two electric vehicle charging stations have been installed to accommodate modern transportation needs. The extensive park provides ample space for strolling, outdoor gatherings, and appreciating the tranquil countryside setting.

Unit Layout

The villa accommodates up to 26 guests across 14 bedrooms and 14 bathrooms, distributed throughout the main residence and a separate guest house. The ground floor presents three spacious living rooms, two featuring traditional pietra serena fireplaces and one housing a piano for musical entertainment. This level contains two double bedrooms, each appointed with private shower bathrooms. A well-appointed study provides a quiet workspace, while a cozy bar area equipped with a professional espresso machine offers sophisticated refreshment options. The ground floor also includes a laundry and wardrobe room, an intimate card and television room, and a billiards room for evening entertainment. The first floor houses three twin rooms that can convert to doubles, plus five double bedrooms, one of which opens onto a large panoramic terrace with sweeping valley views. Each bedroom on this level features a private shower bathroom. The lower ground floor provides additional guest accommodation with one twin room and one double bedroom, served by a bathroom with bathtub and an additional service bathroom. This level also contains a large relaxation room with satellite television and direct access to the poolside, a fitness room for exercise routines, and a recreation room equipped with ping-pong facilities. A massage bed and dedicated yoga room furnished with mats await guests seeking wellness activities. The separate dependance houses two double rooms, extending the accommodation capacity beyond the main villa. For reservations of 24 guests, only the main villa excluding the dependance will be utilized, with a corresponding adjustment to available bedrooms and bathrooms. For groups of 20 guests, accommodation is limited to the ground and first floor rooms of the main villa, without access to the lower ground floor or dependance.

Amenities Included

The villa provides comprehensive modern conveniences while maintaining its historic character. The kitchen comes fully equipped with a dishwasher, two refrigerators, a freezer, an electric oven, a microwave oven, 2 kettles, 2 toasters, and a juicer to accommodate large group meal preparation. A washing machine in the dedicated laundry room handles clothing and linens throughout your stay. Entertainment options include a television and satellite TV in designated relaxation areas, allowing you to enjoy international programming. A traditional fireplace graces the living spaces, providing warmth and ambiance during cooler evenings. The barbecue facilities under the garden gazebo enable outdoor cooking and al fresco dining experiences. The private garden encompasses the entire property, offering secluded outdoor enjoyment within the historic park setting. Additional recreational amenities include billiards, ping-pong equipment, fitness facilities, massage accommodations, and yoga practice space. A safe provides secure storage for valuables, while the pantry offers ample space for provisions.

Other Information

The villa warmly welcomes pets as part of your stay. The property achieves complete energy independence through its photovoltaic system with storage batteries, providing sustainable management of electricity and hot water needs. Check-in takes place between 4:00 PM and 7:00 PM, while check-out is scheduled for 9:00 AM. The swimming pool operates from May 1st through October 31st. A local tourist tax may apply upon arrival according to municipal regulations. Heating consumption charges are calculated based on actual usage and settled on-site when applicable.

Distances and Attractions

The villa occupies a privileged position in the Val d'Orcia countryside near Radicofani, placing you within the heart of one of Tuscany's most celebrated landscapes. This UNESCO World Heritage territory offers rolling hills, cypress-lined roads, and medieval hilltop towns that epitomize the classic Italian countryside. The historic Via Francigena pilgrimage route passes through the region, connecting you to centuries of cultural and spiritual heritage. The surrounding area provides numerous opportunities for exploring charming villages, renowned wineries, thermal springs, and authentic trattorias serving traditional Tuscan cuisine. The elevated hilltop location delivers commanding views across the valley, allowing you to appreciate the distinctive beauty of this legendary landscape from the comfort of the estate.

Costs & Services

Included services
- Consumption of water, gas, and electricity
- Final cleaning
- Bed and bath linen with weekly change

Extra costs
- Security deposit: €1000.00
- Pets: €50.00 per week
- Baby cot: €60.00 per week
- Extra bed: €120.00 per week

On request
- Heating consumption: payable on-site based on actual usage La Palazzina

Il Roseto: Swimming Pool, Resort, Outdoor Furniture, Garden, Hacienda, Estate, Lawn, Sunlounger, Villa, Yard € 142 - € 292/night

Nice flat with pool, A/C, WIFI

  •   4
  •   2
  •   2
: EAS210606
€ 142 - € 292per Night

Description

Vacation rental Il Roseto is a nice stone building (100 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Il Roseto is located 500 m (1636 ft) from Santa Maria, Italy and only 27 km (17 mi) from Montepulciano in the tourist area "Orcia Valley".

What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a shared pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Cortona 37 km (23 mi), Montalcino 47 km (29 mi) and Siena 48 km (30 mi).

Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (123 mi), Rome 203 km (126 mi), Milan 390 km (242 mi) and Naples 394 km (245 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 109 km (68 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 212 km (132 mi) and Roma Fiumicino (fco) 225 km (139 mi).


Il Roseto

Il Noceto: Tree, Swimming Pool, Shrub, Resort, Garden, Eco Hotel, Landscaping, Shade, Plantation, Hacienda € 142 - € 292/night

Fantastic accommodation with A/C, WIFI, pool

  •   4
  •   2
  •   2
: EAS210612
€ 142 - € 292per Night

Description

Il Noceto is located 500 m (1636 ft) from Santa Maria, Italy and only 27 km (17 mi) from Montepulciano in the tourist area "Orcia Valley". Vacation rental Il Noceto is a lovely stone building (90 sq m) that includes air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.

Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Cortona 37 km (23 mi), Montalcino 47 km (29 mi) and Siena 48 km (30 mi).

Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (123 mi), Rome 203 km (126 mi), Milan 390 km (242 mi) and Naples 394 km (245 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 109 km (68 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 212 km (132 mi) and Roma Fiumicino (fco) 225 km (139 mi).


Il Noceto

Villa Montisi: Blue, Swimming Pool, Garden, Estate, Landscaping, Backyard, Water Feature, Villa, Hacienda, Farmhouse 0% Interest Installments € 248 - € 541/night

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

  •   6
  •   3
  •   3
€ 248 - € 541per Night

Description

Property Summary
The modern and beautiful two-story Villa Montisi, built in 2020, is surrounded by trees and fields in Montisi, 15 km from Montalcino. It offers a private garden with flowers, trees, and a seasonal swimming pool (4 x 12 m, depth 120 - 150 cm, available from May 1 to September 30) with an internal staircase. Additionally, it features amenities such as air conditioning, a washing machine, a tumble dryer, and parking on the premises. The villa is an ideal vacation rental for those seeking a peaceful retreat in the Tuscan countryside.

Outdoors
The villa boasts a beautiful private garden with flowers and trees, providing a serene outdoor space for relaxation. The highlight is the seasonal swimming pool (4 x 12 m, depth 120 - 150 cm), available from May 1 to September 30, complete with an internal staircase for easy access. Outdoor amenities include a shower, garden furniture, and a barbecue area, ensuring a comfortable and enjoyable outdoor experience. The pool is maintained by the owner or gardener.

Other Information
Conveniently located just 500 m from the center of Montisi, the villa offers easy access to nearby amenities. A shop and grocery store are within 500 m, while a supermarket is 10 km away. Restaurants are also available within a 5-minute walk, and the bus stop "Montisi" is 500 m from the property. For those traveling with young children, baby equipment is included.

Distances and Attractions
The villa is situated in a desirable location, with several nearby attractions easily accessible. Montalcino, renowned for its wine production, is just 23 km away, while the charming towns of Pienza and Montapulciano are within 30 km and 25 km, respectively. The historic city of Siena is approximately 50 km from the property, offering rich cultural experiences and architectural marvels. Trequanda, Italy, is also in close proximity, adding to the region's appeal for travelers seeking an authentic Tuscan experience. Villa Montisi

Villa Danilo: Sky, Swimming Pool, Building, Plant, Tree, Land Lot, Grass, Landscape, Rectangle, Natural Landscape € 1631 - € 1937/night

Amazing independent accommodation with hot tub, private pool, WIFI, A/C, TV, patio, panoramic view

  •   13
  •   7
  •   7
€ 1631 - € 1937per Night

Description

Wonderful independent villa with private pool situated in the proximity of the Val d’Orcia region, in the surroundings of San Casciano dei Bagni, a small town renowned for its beautiful hot springs. This villa has been recently restored an turned into an elegant country house enjoying enchanting views of the Tuscan landscape. A 3000-square-meter garden surrounds the villa and offers a beautiful private pool and a small restored outbuilding (rented together with the main villa allowing a total of 13 guests). This property is tastefully furnished and provides all modern comforts (ensuite bathrooms, mosquito nets, air-conditioning, internet connection, large outdoor areas furnished for al-fresco dining). This villa is only 150 m from the Fonte Verde spa center where guests can enjoy use of hot springs (the water is 38°), of a wellness centre, beauty treatments (a 25% reduction is available for guests staying at Villa Danilo from Monday to Saturday).
The area surrounding Villa Danilo is rich in hot-water brooks coming from the hot springs (one is on the ground as well but it is not accessible).
In a 50/100 km drive there are the most important and beautiful art cities and towns in Tuscany like Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani, the splendid “Crete Senese” region..
Distances: San Casciano dei Bagni with all kinds of shops 1 km away, spa center 150 meters away, Pienza 40 km, Città della Pieve 20 km, Siena 90 km away, Roma (airport) 150 km.
At guests disposal: large 3000-square-mter garden with private pool (12 x 6 m – minimum depth 1,6 m, maximum depth 1,70 m – open from 01/05 to 30/09), barbecue. The villa provides a laundry with washing-machine and dryer. A computer with internet connection is available.
Covered parking within the grounds.
Extra services included in the rental price: cleaning service (3 hours a day) 6 days a week. Linen change 2 times a week. Baby bed.
Extra service to be paid on the spot: Cooking service (with a chef and a waiter) at € 30,- / per hour (plus the cost for food shopping – an extra charge of € 25,- is requested if food shopping is done by the house staff).
The property owners also run an excellent restaurant less than 1 km away from the villa and offer a 10% reduction to Villa Danilo guests.
Extra maid service € 13,- / per hour. Baby sitting service upon request € 13,- / per hour.
Small pets are allowed by paying an extra security deposit of € 500,-

Please carefully check if there are any extra costs to be paid on site! Villa Danilo

La Limonaia: Swimming Pool, Resort, Outdoor Furniture, Eco Hotel, Garden, Leisure, Thermae, Shade, Sunlounger, Landscaping € 142 - € 292/night

Cosy accommodation with pool, A/C, WIFI

  •   4
  •   2
  •   1
: EAS210605
€ 142 - € 292per Night

Description

La Limonaia is located 510 m (1636 ft) from Santa Maria, Italy and only 27 km (17 mi) from Montepulciano in the tourist area "Orcia Valley". La Limonaia is a nice stone building (90 sq m) with WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with one bathroom.

Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Cortona 37 km (23 mi), Montalcino 47 km (29 mi) and Siena 48 km (30 mi).

Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (123 mi), Rome 203 km (126 mi), Milan 390 km (242 mi) and Naples 394 km (245 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 109 km (68 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 212 km (132 mi) and Roma Fiumicino (fco) 225 km (139 mi).


La Limonaia

Santa Lucia: Sky, Water, Plant, Cloud, Property, Swimming Pool, Tree, Shade, Outdoor Furniture, Arecales   Special Offer 0% Interest Installments € 151 - € 362/night

Unique independent vacation rental with WIFI, private pool, TV, patio and pets allowed

  •   7
  •   2
  •   2
: EAS175931
€ 151 - € 362per Night

Description

Property Summary
Cottage "Santa Lucia" is a beautiful semi-detached holiday rental located near the center of Castiglion Fiorentino, a picturesque village in Tuscany. This charming cottage boasts a 3-hectare orchard, a private garden lawn with trees, and a highlight 12 x 6 meter swimming pool with a depth of 140-200 cm, available seasonally. You can enjoy the outdoor spaces, including an outdoor shower and parking on the premises, while staying connected with wifi internet.

Outdoors
The property is surrounded by a vast 3-hectare orchard, perfect for nature lovers and outdoor walks. You'll have access to a private garden lawn and trees, ideal for relaxing and soaking up the Tuscan sun. The swimming pool, measuring 12 x 6 meters with a depth of 140-200 cm, is a true highlight, available seasonally from May 1st to September 30th, providing a refreshing escape on hot summer days.

Other Information
Cottage "Santa Lucia" offers wifi internet access, allowing you to stay connected during your holiday rental. The property also features an outdoor shower and parking on the premises for your convenience.

Distances and Attractions
Castiglion Fiorentino, a charming village with shops and supermarkets for your daily needs, is just 2.5 km away. The railway station "Castiglion Fiorentino" is conveniently located 2.5 km from the cottage, making it easy to explore nearby areas. The Trasimeno lake, perfect for water sports enthusiasts, is 35 km away. Fashion lovers will appreciate the Valdichiana Outlet Village, located 25 km from the property. Additionally, the cities of Arezzo and Cortona, popular destinations in the region, are 20 km and 12 km away, respectively. Santa Lucia

Il Sorbino: Water, Property, Plant, Sky, Swimming Pool, Tree, Shade, Building, Outdoor Furniture, Landscape 0% Interest Installments € 116 - € 341/night

Superb independent holiday rental with WIFI, private pool, TV, terrace and pets allowed

  •   6
  •   2
  •   2
€ 116 - € 341per Night

Description

Property Summary
"Il Sorbino" is a charming rustic cottage located in Castiglion Fiorentino, Italy. Offering a tranquil holiday rental experience, the property boasts a private fenced area of 2,000 square meters with a terraced garden lawn. The highlight is the 10 x 5-meter swimming pool with depths ranging from 12 to 220 centimeters, available for use from May 1 to September 30. Guests can enjoy an outdoor shower, terrace, garden furniture, and the pool is maintained by the owner or gardener. Additionally, the property provides Internet WiFi and parking on the premises.

Outdoors
The property features a private area of 2,000 square meters, which is fenced and includes a terraced garden lawn. Guests can enjoy the highlight of the property, the swimming pool, measuring 10 x 5 meters with a depth ranging from 12 to 220 centimeters. The swimming pool is available for use from May 1 to September 30. An outdoor shower, terrace, and garden furniture are also provided, and the pool is maintained by the owner or gardener.

Other Information
Access to the property can be a bit challenging as the motor access is 200 meters long, bumpy, and narrow, making it recommended for guests to arrive by car. Parking is available on the premises. Bicycles are also available for an additional fee. The nearest shop is 1.5 kilometers away, while the supermarket is 2 kilometers away.

Distances and Attractions
The property is situated 4 kilometers away from the center of Castiglion Fiorentino, 15 kilometers from the center of Arezzo, and 35 kilometers from the lake. The railway station "Castiglion Fiorentino" is 4 kilometers away, and the sandy beach "Castiglione della Pescaia" is 160 kilometers away. For swimming, the bathing lake "Lago Trasimeno" is 35 kilometers away. Additionally, there is a 9-hole golf course located 15 kilometers away. Nearby attractions include the town of Cortona at 15 kilometers, Florence at 100 kilometers, and the Valdichiana Outlet Village at 25 kilometers. Il Sorbino

La Felcaia: Cloud, Water, Plant, Sky, Property, Swimming Pool, Furniture, Chair, Azure, Outdoor Furniture 0% Interest Installments € 128 - € 379/night

Superb independent holiday villa with private pool, WIFI, TV, patio and pets allowed

  •   6
  •   3
  •   2
€ 128 - € 379per Night

Description

Property Summary
House "La Felcaia" is a vacation rental located in the beautiful countryside of Tuscany, Castiglion Fiorentino, Italy. It offers a peaceful retreat away from the city's hustle and bustle while still being conveniently located near the village. The property boasts a terraced garden filled with trees spanning 3 hectares, providing ample outdoor space. You can enjoy exclusive access to a swimming pool measuring 11 x 5 meters, with a depth of 90 - 190 cm, available from May 1 to October 6. The private property spans across 500 m2 and is surrounded by a fenced terraced garden. Amenities include internet WiFi, roofed parking for two cars, and a burglar alarm system.

Outdoors
The property offers a range of outdoor amenities for your enjoyment. For shared use, there is a 50 m2 pergola, garden furniture, and a table tennis table. Within the private fenced terraced garden, you can find a swimming pool with a WC and an outdoor shower in the pool area. Additional recreational facilities include a table tennis table and table football available inside the house. The terraced garden is filled with trees, creating a serene and natural environment for your vacation rental experience.

Other Information
House "La Felcaia" is situated on the owner's property, who resides on the same premises. To explore the surrounding areas, it is recommended that you have a car during your stay. The property is located at an elevation of 600 meters above sea level, providing a beautiful and scenic environment. The owner's presence on the property ensures assistance and support if needed.

Distances and Attractions
House "La Felcaia" enjoys a strategic location with easy access to various nearby attractions. The village center of Castiglion Fiorentino is just 2.5 km away, while the center of Cortona is 10 km away. Shops and supermarkets are conveniently located 2.5 km and 3.5 km away, respectively. The Castiglion Fiorentino railway station is 3.5 km away, making it easy to explore the region. For beach enthusiasts, Castiglione della Pescaia sandy beach is 160 km away, and Lago Trasimeno, a bathing lake, is 35 km from the property. Golf enthusiasts can enjoy the 9-hole golf course located 13 km away, and hiking enthusiasts can explore the walking paths directly from the house. Popular tourist destinations like Arezzo (25 km), Florence (100 km), and Valdichiana Outlet Village (20 km) are within easy reach. La Felcaia

Nido del Sorbino: Table, Furniture, Plant, Building, Tableware, Wood, Chair, Interior Design, House, Shade 0% Interest Installments € 78 - € 208/night

Amazing independent villa with private pool, WIFI, TV, terrace and pets allowed

  •   3
  •   1
  •   1
€ 78 - € 208per Night

Description

Property Summary
The "Nido del Sorbino" cottage offers a tranquil vacation rental nestled in the heart of Tuscany, situated on a private 2,000 square meter fenced plot with a terraced and natural garden. The property boasts a small seasonal swimming pool, a yard, internet WiFi access, and parking facilities, providing you with a comfortable and convenient stay.

Outdoors
The cottage embraces the beauty of the outdoors with its terraced and natural garden, creating a serene setting for outdoor activities. Indulge in the refreshing experience of the small swimming pool, measuring 3 x 2 meters with a depth of 140 centimeters, available seasonally from May 1 to September 30.

Other Information
Castiglion Fiorentino, Italy, serves as the idyllic location for this holiday rental, offering easy access to nearby amenities and attractions. Situated at an elevation of 460 meters above sea level, the cottage is a mere 4 kilometers from the town center and 15 kilometers from Arezzo. A narrow motor access of 200 meters via an unmade road leads to the property.

Distances and Attractions
The surrounding area offers a wealth of attractions and conveniences. The nearest shop is just 1.5 kilometers away, while a supermarket is conveniently located 2 kilometers from the property. The "Castiglion Fiorentino" railway station is situated 4 kilometers away, providing easy access to transportation. Outdoor enthusiasts can enjoy the sandy beach of "Castiglione della Pescaia" located 160 kilometers away or the "Trasimeno" bathing lake, which is 35 kilometers from the cottage. Additionally, a golf course with 18 holes is a short 15-kilometer drive away. Nearby towns and cities worth exploring include Cortona (15 km), Firenze (100 km), and Valdichiana Outlet Village (25 km). A car is highly recommended to fully experience the surrounding attractions. Nido del Sorbino

Il Tiglioré: Grass, Garden, Shade, Lawn, Landscaping, Leisure, Outdoor Furniture, Yard, Artificial Turf, Park   Special Offer 0% Interest Installments € 93 - € 264/night

Beautiful private villa with private pool, WIFI, A/C, TV, patio and pets allowed

  •   4
  •   2
  •   1
: EAS221918
€ 93 - € 264per Night

Description

Property Summary

Il Tiglioré presents a modern and cosy semi-detached house that has been thoughtfully renovated, positioned amidst tranquil fields just 5 km from the centre of Castiglion Fiorentino, Italy. This holiday rental features a well-maintained, fenced private garden adorned with a wildlife garden and mature trees, creating a serene outdoor environment. The property includes an above-ground swimming pool measuring 6 x 3 m with a depth of 132 cm, available seasonally from 01.Jun. through 31.Aug. You will benefit from convenient parking on the premises, ensuring ease of access throughout your stay. Internet WiFi connectivity is available to keep you connected during your visit. The spacious yard provides ample outdoor space for relaxation and recreation, complemented by an arbour, garden furniture, and barbecue facilities for outdoor dining and entertainment.

Outdoors

The outdoor spaces at Il Tiglioré offer you an inviting retreat surrounded by nature. The property's well-kept, fenced garden features a charming wildlife garden and established trees that provide natural shade and privacy. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available for your enjoyment from 01.Jun. until 31.Aug., offering refreshing respite during the warmer months. An arbour provides a shaded spot for outdoor relaxation, while the garden furniture and barbecue facilities create perfect opportunities for al fresco dining and entertaining. The peaceful surroundings of fields enhance the tranquil atmosphere of this semi-detached residence.

Other Information

Please note that a car is recommended for convenient access to the property and surrounding areas. The owner resides in the same residence. A supermarket is located 3.3 km from the property, while restaurant options can be found 3 km away. A bus stop is situated 600 m from Il Tiglioré for those wishing to use public transportation.

Distances and Attractions

Il Tiglioré enjoys a favourable location for exploring the renowned attractions of Tuscany and Umbria. The historic town of Cortona is situated 16 km from the property, while Arezzo can be reached within 19 km. The celebrated hilltop town of Montepulciano lies 33 km away, and the cultural capital of Firenze is accessible at 99 km. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that can easily be reached at 40 km from the property. The property is positioned 5 km from the centre of Castiglion Fiorentino, Italy, providing convenient access to local amenities and attractions. Il Tiglioré

Zen: Swimming Pool, Property, Resort, Vacation, Leisure, Real Estate, House, Building, Estate, Villa   Special Offer 0% Interest Installments € 319 - € 802/night

Independent House with private pool, WIFI, TV, balcony, panoramic view, close to Cortona

  •   15
  •   6
  •   6
€ 319 - € 802per Night

Description

Property Summary

Nestled in the heart of the Tuscan countryside in Castiglion Fiorentino, Italy, Villa "Zen" is a beautifully renovated, detached holiday rental that offers a truly unique and memorable escape. Perched atop a hill at 350 meters above sea level, this stunning property is surrounded by trees, open fields, and the breathtaking views of the estate's olive groves, creating an atmosphere of serene seclusion and natural beauty. The villa is fully fenced, ensuring complete privacy throughout your stay, while the expansive private yard provides a wonderful setting in which to unwind and enjoy the Tuscan landscape. Outdoor parking is available directly on the premises, offering ease and convenience upon arrival. Guests also benefit from internet Wi-Fi access throughout the property, keeping you connected whenever needed. The magnificent private swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, serves as the centerpiece of the outdoor living experience, available seasonally from May 1st to October 15th, and perfectly positioned to take full advantage of the surrounding panoramic views.

Outdoors

The outdoor spaces at Villa "Zen" have been thoughtfully designed to complement the natural beauty of the Tuscan hillside setting. The private garden, enclosed within the property's fencing, offers a tranquil retreat where you can relax in complete privacy amid lush greenery and open countryside scenery. The swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, is a non-heated pool available seasonally from May 1st to October 15th, providing a refreshing and enjoyable experience during the warmer months. The pool area is fully equipped with garden furniture, ideal for sunbathing and outdoor relaxation, as well as an outdoor shower for your convenience. A barbecue is also available on the premises, making al fresco dining a true pleasure against the backdrop of the estate's olive groves and rolling Tuscan hills.

Other Information

Villa "Zen" is accessed via an unmade road, a mountain road, and a ramp, and a car is strongly recommended for your stay to ensure comfortable and practical access to the property and the surrounding area. Inside the villa, a washing machine is available for guests' convenience during longer stays. The grocery store and supermarket are located 5 kilometers from the property, ensuring that stocking up on provisions is straightforward with the use of a vehicle.

Distances and Attractions

Villa "Zen" enjoys an enviable location that places a wealth of Tuscan destinations and attractions within easy reach. The center of Castiglion Fiorentino is just 5 kilometers away, offering charming streets, local shops, and authentic dining experiences. The historic town of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is situated 15 kilometers from the property. The city of Arezzo, celebrated for its stunning cathedral, antique markets, and rich artistic tradition, is 25 kilometers away. For those seeking a day by the water, the bathing lake "Trasimeno" is located 20 kilometers from the villa, providing a beautiful natural destination for swimming and leisure. A restaurant can be found just 2 kilometers from the property, while the nearest grocery store and supermarket are 5 kilometers away, making daily needs easily manageable throughout your stay. Zen

Il Cottage Roccaio: Swimming Pool, Blue, Water, Resort, Outdoor Furniture, Thermae, Eco Hotel, Hacienda, Water Feature, Villa 0% Interest Installments € 209 - € 426/night

Wonderful independent property with private pool, A/C, WIFI, TV, patio and pets allowed

  •   8
  •   3
  •   3
: EAS221882
€ 209 - € 426per Night

Description

Property Summary

Cottage Roccaio is a cosy, rustic, and comfortable semi-detached house featuring two storeys, nestled in a secluded and quiet position surrounded by fields and vineyards, located 3 km from the centre of Castiglion Fiorentino, Italy. This charming holiday rental offers a private, well-kept fenced garden and a seasonal swimming pool with salt water, available from 1st May to 30th October, with regular maintenance provided by the owner or gardener. The property includes convenient amenities such as a laundry room with a washing machine, ensuring a comfortable stay for guests. Internet WiFi connectivity keeps you connected throughout your visit, while a spacious yard provides ample outdoor space for relaxation. Private parking is available on the premises, with motor access to the house via a 600 m unmade road. Please note that the owner lives on the same property and has a dog, adding to the authentic countryside experience.

Outdoors

The outdoor spaces at Cottage Roccaio provide an idyllic setting for relaxation and enjoyment of the Tuscan countryside. You will have access to a private, well-kept garden that is fully fenced, offering both privacy and security. The seasonal swimming pool features salt water and is available for use from 1st May through 30th October, providing a refreshing retreat during the warmer months. The property is surrounded by picturesque fields and vineyards, creating a tranquil atmosphere perfect for unwinding. The pool maintenance is regularly handled by the owner or gardener, ensuring the facilities remain in excellent condition throughout your stay.

Other Information

Access to the property is via motor vehicle along a 600 m unmade road, and a car is recommended for your stay. The owner resides on the same property and has a dog. Essential amenities are conveniently located nearby, with a grocery store 2 km away, a supermarket 4 km from the property, and a restaurant situated 3 km from Cottage Roccaio. Public transportation is accessible via a bus stop located 3 km from the house.

Distances and Attractions

Cottage Roccaio is ideally positioned for exploring the renowned attractions of Tuscany and Umbria. The charming hilltop town of Cortona is just 11 km away, while the historic city of Arezzo can be reached within 22 km. The picturesque town of Montepulciano, famous for its wine, is located 38 km from the property, and the magnificent city of Firenze is 100 km away. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that is easily accessible at 29 km from the house. The property's location in Castiglion Fiorentino, Italy, serves as an excellent base for discovering the cultural and natural treasures of the region. Il Cottage Roccaio

Il Sogno di Pietro: Cloud, Sky, Water, Dusk, Swimming Pool, Afterglow, Sunset, Horizon, Tree, Landscape   Special Offer 0% Interest Installments € 773 - € 1099/night

Stunning private property with WIFI, A/C, private pool, TV, patio, pets allowed and panoramic view

  •   11
  •   5
  •   4
: EAS207898
€ 773 - € 1099per Night

Description

Property Summary
Il Sogno Di Pietro is a beautiful and comfortable villa surrounded by trees and fields in Castiglion Fiorentino, Italy. The property features a main house and an outbuilding, offering a spacious and private setting. It boasts a fenced 6,500 square meter grounds with a lush lawn, a seasonal swimming pool (12 x 4 meters, depth 140 cm, available from April 15 to October 30), an outdoor shower, a pergola, garden furniture, a barbecue area, and parking on the premises. With amenities like Internet Wi-Fi, it provides a perfect setting for a relaxing vacation rental.

Outdoors
The property offers an idyllic outdoor experience with its expansive 6,500 square meter fenced grounds. Guests can enjoy the well-manicured lawn, perfect for lounging or outdoor activities. The highlight is the seasonal swimming pool, measuring 12 x 4 meters with a depth of 140 cm, available from April 15 to October 30. Enhance your alfresco experience with the outdoor shower, pergola, garden furniture, and barbecue area. Just an example, you can savor delightful meals prepared on the grill while enjoying the beautiful surroundings.

Other Information
The property is conveniently located near essential amenities. A grocery store and a supermarket are just 3 km away, ensuring easy access to supplies. For dining options, a restaurant is only 1 km from the villa. The "Firenze-Roma" railway station is 3 km away, providing convenient transportation links. Those seeking relaxation can visit the thermal baths at "Rapolano Terme," situated 37 km from the property, or the bathing lake "Trasimeno." The owner does not accept youth groups, ensuring a peaceful atmosphere for families and couples.

Distances and Attractions
Il Sogno Di Pietro offers a prime location to explore the region's rich cultural and historical attractions. Nearby destinations include Cortona (13 km), Arezzo (16 km), Lucignano (20 km), Passignao Sul Trasimeno (31 km), Castiglione Del Lago (33 km), and Pienza (47 km). These charming towns and cities offer a glimpse into the region's rich heritage, with stunning architecture, museums, and picturesque landscapes to explore. Whether you're seeking cultural immersion or natural beauty, this holiday rental provides a convenient base to experience the best of the area. Il Sogno di Pietro

Villa Le Capanne: Swimming Pool, Resort, Property, Leisure, Vacation, Real Estate, Building, Outdoor Furniture, Sunlounger, Villa 0% Interest Installments € 89 - € 170/night

Multi-unit holiday villa with pool, WIFI, A/C, pets allowed, panoramic view, close to Cortona

  •   4
  •   21
  •   8
  •   6
: EAS150524
€ 89 - € 170per Night
  Accommodation
Castagneto 7 2 2
Noceto 6 2 2
Bosco 4 2 1
Oliveto 4 2 1
21 8 6

Description

Property Villa Le Capanne is a beautiful property that includes air conditioning, WiFi internet and pool. Villa Le Capanne is a vacation home with a total of four private apartments. The property can accommodate up to 21 people comfortably. Conveniently located 1 km (4382 ft) from Pieve Di Chio, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona.

The Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. This vacation rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group.

Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).

Special Services

Villa Le Capanne

Galleria di Brolio: Water, Sky, Plant, Property, Swimming Pool, Building, Azure, Tree, Leisure, Grass € 197 - € 303/night

Pretty private villa with A/C, WIFI, private pool, TV and veranda, near Cortona

  •   10
  •   4
  •   3
€ 197 - € 303per Night

Description

Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
  Galleria di Brolio

La Casa di Pino: Swimming Pool, Resort, Garden, Eco Hotel, Outdoor Furniture, Thermae, Water Feature, Shade, Estate, Landscaping € 141 - € 212/night

Pretty private villa rental with A/C, WIFI, private pool and TV, near Cortona

  •   4
  •   1
  •   1
€ 141 - € 212per Night

Description

La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.

In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.

In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino

La Casa del Nonno: Water, Sky, Cloud, Plant, Green, Swimming Pool, Azure, Natural Landscape, Tree, Building € 95 - € 142/night

Great home with WIFI, private pool, TV and pets allowed

  •   4
  •   2
  •   1
€ 95 - € 142per Night

Description

From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno

Casa Angela: Swimming Pool, Residential Area, Resort, Leisure, Thermae, Estate, Outdoor Furniture, Human Settlement, Villa, Hacienda € 205 - € 338/night

Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona

  •   8
  •   3
  •   3
€ 205 - € 338per Night

Description

An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with  children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela