Vacation Rentals with Air Conditioning in Roccalbegna, Italy
Results 81 - 89 of 89
Roccastrada 57
Pretty multi-unit villa with A/C, private pool, WIFI, TV, terrace and panoramic view
Special Offer-
3
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6
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Poggio Piero 3 57.1 | 2 | 1 | 1 | 30 m2 | € 134 /Night |
| Poggio Piero 2 57.2 | 2 | 1 | 1 | € 140 /Night | |
| Poggio Piero 1 57.3 | 2 | 1 | 1 | € 145 /Night | |
| All 3 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Nestled among rolling meadows and open countryside in the heart of Tuscany, Italy, Agriturismo "Poggio Piero" is a beautifully renovated holiday rental that offers a peaceful and authentic rural retreat. Fully updated in 2025, this charming agriturismo sits atop a sun-drenched hill near the town of Roccastrada, providing guests with sweeping views of the surrounding landscape and a genuine sense of tranquillity. The resort comprises 4 individual houses, making it an ideal destination for those seeking space, privacy, and a connection with the natural environment. Guests have access to a shared fenced park, while a private above-ground swimming pool is available for refreshing moments during the warmer months. The property is equipped with internet Wi-Fi, ensuring that connectivity is available even in this idyllic countryside setting. The surrounding yard and green spaces further enhance the sense of openness and relaxation that defines a stay at Agriturismo "Poggio Piero".
Outdoors
The outdoor spaces at Agriturismo "Poggio Piero" are thoughtfully arranged to make the most of the property's elevated, sunny position. The private swimming pool is an above-ground, round pool with a diameter of 1.5 m and a depth of 60 cm, available seasonally from 1 May to 15 October. Pool maintenance is carried out regularly by the owner and gardener, ensuring the area is always clean and well-kept. Garden furniture is provided for guests to enjoy outdoor relaxation and al fresco moments in the fresh countryside air. The shared fenced park offers a safe and pleasant space for leisurely walks and outdoor activities, surrounded by the natural beauty of the meadows and fields that frame the property.
Other Information
Agriturismo "Poggio Piero" accommodates guests across its 4 houses within the resort, each benefiting from the renovations completed in 2025. Parking is available directly on the premises at no additional inconvenience. Breakfast can be arranged upon request and is offered as an optional extra, allowing guests to begin their mornings with a local touch should they wish. The owner resides on the same property, ensuring a welcoming and attentive presence throughout your stay. Please be aware that a car is recommended to make the most of the surrounding area and to access nearby services with ease.
Distances and Attractions
Agriturismo "Poggio Piero" enjoys a well-connected yet secluded position in the countryside near Roccastrada. The centre of Ribolla is located 4 km away, where guests will find a grocery store, supermarket, restaurant, bar, and other everyday conveniences all within the same distance. The charming village of Montemassi, known for its medieval castle and scenic hilltop setting, is just 5 km from the property. A bus stop is accessible 1.5 km from the agriturismo for those wishing to explore the region without a car, though personal transport is strongly recommended. The Tuscan coastline is within easy reach, with the sea and beach situated approximately 30 km from the property, making day trips to the shore a convenient and enjoyable option during your stay. Roccastrada 57
Casa Adalberta
Comfortable home with A/C, WIFI, TV and pets allowed
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4
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1
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1
Description
Property Summary
Nestled in the heart of Roccastrada, within a peaceful residential district in the Tuscan region of Italy, this charming 2-storey apartment house offers a welcoming and well-positioned holiday rental experience for those seeking an authentic Italian retreat. The property benefits from private parking directly at the house, ensuring a convenient and stress-free arrival for guests travelling by car. Wireless internet connectivity is available throughout, allowing you to stay connected during your stay while still enjoying the tranquillity of the surrounding Tuscan landscape.
Outdoors
The property's 2-storey structure provides access to the outdoor areas surrounding the building, where you can enjoy the characteristic atmosphere of a traditional Tuscan residential neighbourhood. The exterior setting reflects the quiet and authentic character of central Roccastrada, offering a pleasant environment in which to relax and unwind after exploring the local area and its many surrounding attractions.
Other Information
The apartment house is arranged over 2 storeys and is situated in the residential centre of Roccastrada. The property is well served by local amenities, making daily life during your stay both practical and comfortable. A grocery store and supermarket are located approximately 400 metres from the property, while a bar can be found just 300 metres away. A restaurant is situated within 800 metres, and a bus stop is conveniently accessible at approximately 250 metres from the house, providing easy connections to the wider area.
Distances and Attractions
The property is ideally located for exploring the rich cultural and natural heritage of Tuscany. The coastline is approximately 45 kilometres away, with the renowned sandy beach of "Castiglione della Pescaia" reachable within 50 kilometres, making it a perfect destination for day trips to the sea. The celebrated thermal baths of "Petriolo" are just 25 kilometres from the property, offering a relaxing wellness experience in a stunning natural setting. Among the nearby cultural attractions, you will find the historic city of Grosseto, the charming village of Civitella Paganico, the world-famous art city of Siena, and the medieval town of Massa Marittima, all easily reachable and well worth exploring during your stay. Casa Adalberta
Podere i Poggi
Unique private house with WIFI, pool, A/C and TV
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10
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4
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4
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300 m2
Description
Holiday home Podere i Poggi is a nice stone building (300 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to ten people comfortably in four bedrooms with four bathrooms. Podere i Poggi is located 3 km (2 mi) from Cetona, Italy and only 34 km (21 mi) from Montepulciano in the tourist area "Orcia Valley".
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a peaceful holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 34 km (21 mi), Montalcino 58 km (36 mi), Perugia 61 km (38 mi), Cortona 62 km (39 mi) and Arezzo 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (148 mi), Rome 164 km (102 mi), Milan 432 km (268 mi) and Naples 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 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) 151 km (93 mi), Roma Ciampino (cia) 180 km (112 mi), Roma Fiumicino (fco) 185 km (115 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the additional cost.
Podere i Poggi
Casale Giulio
Superb private holiday villa with A/C, private pool, TV and panoramic view
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7
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3
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2
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300 m2
Description
Stone independent villa with private swimming-pool situated in quiet and panoramic location on the hills surrounding Cetona. This property is completely fenced and offers a nice and well-kept garden with extensive views over the surrounding landscape. The house provides large indoor and outdoor areas which allow its guests to spend a relaxing vacation in the heart of Tuscany country-side. The location is ideal to reach the most beautiful corners of central Italy.
The access to the property is via an unpaved but well-maintained road.
Distances: Cetona with all kinds of shops 4 km away, Sarteano with spas 4 km, Chiusi (Etruscan Museum) with railway station and access to high-way 9 km away, Siena 90 km, the beautiful town of Orvieto 60 km, Montepulciano approx. 25 km, Florence (airport) 120 km, Rome (airport) 180 km.
At guests’ disposal: large and well-kept furnished garden, private swimming-pool (9 x 4,5 m – minimum depth 1,20 m; maximum depth 2 m – open from 01/05 to 30/09). A vegetable garden is available for clients. Parking within the grounds. The villa is equipped with mosquito nets. The area surrounding the property offers the possibility of beautiful walks.
Please carefully check if there are any extra costs to be paid on site! Casale Giulio
Villa Pania
Pretty independent house with A/C, private pool, WIFI, hot tub, TV, pets allowed, panoramic view
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14
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5
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7
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600 m2
Description
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Also available outside are a hot tub, barbecue grill and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 27 km (17 mi), Montalcino 53 km (33 mi), Cortona 55 km (34 mi), Perugia 57 km (35 mi) and Arezzo 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 137 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (144 mi), Rome 171 km (106 mi), Venice 381 km (236 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Pania. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:30 - 00:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 143 km (89 mi), Roma Ciampino (cia) 180 km (112 mi), Roma Fiumicino (fco) 192 km (119 mi), Pisa (psa) 205 km (127 mi) and Bologna (blq) 229 km (142 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Villa Alari
Villa la Felce
Lovely accommodation with A/C, WIFI, private pool, TV and terrace
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10
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5
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5
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260 m2
Description
Property Summary
Villa La Felce is a typical Tuscan stone farmhouse nestled in the serene countryside between Cetona and San Casciano dei Bagni in Italy. This luxury holiday villa has been recently restored to offer exceptional comfort while preserving its original charm and wonderfully eccentric details. Surrounded by approximately 2 hectares of land including manicured gardens filled with fragrant plants and shrubs and a sprawling olive grove with around 200 olive trees, the property offers breathtaking views over the Val di Chiana and the green rolling hills of Tuscany. The villa is accessed via a picturesque country road lined with cypresses and green pines, ensuring complete privacy and tranquility. The property features complimentary Internet Wifi throughout and convenient parking facilities for guests. A stunning non-heated swimming pool measuring 15x7 meters with depths ranging from 0.8 to 2.5 meters is situated at the edge of the olive grove, providing spectacular panoramic views of the surrounding landscape. The pool can be covered with a protective cloth to maintain water temperature during cooler nights and is open from 1 May to 31 October.
Outdoors
The villa is enveloped by expansive gardens bordered by lush shrubs and mature trees, creating a private oasis for relaxation. The swimming pool, located 80 meters from the main house, is beautifully framed by rose bushes and olive trees, offering an idyllic setting for leisurely days under the Tuscan sun. Guests have exclusive access to multiple outdoor entertaining spaces including a large furnished loggia equipped with comfortable sofas and armchairs, perfect for enjoying the mild Mediterranean evenings. A spacious gazebo features a dining table and chairs designed for al fresco meals, while a built-in barbecue area provides excellent facilities for outdoor cooking. The property also includes a bowling green for recreational activities and a charming gazebo near the pool for poolside relaxation. An organic garden is available for guests to enjoy fresh produce during their stay. The ground floor opens onto a generous furnished terrace that seamlessly connects indoor and outdoor living spaces, allowing you to fully embrace the beauty of the surrounding Tuscan landscape.
Unit Layout
This independent villa accommodates up to 10 guests across 5 elegantly appointed bedrooms and offers 5 bathrooms including 4 full bathrooms and 1 separate toilet. The ground floor welcomes you through the spacious furnished terrace into a large reception room featuring a grand living area with a traditional fireplace and expansive windows that frame fabulous views of the garden and Tuscan hills. The fully equipped kitchen boasts modern appliances and includes a charming fireplace corner, while the adjacent dining room extends over two levels with seating for 12 people. Also on the ground floor, you will find a double bedroom furnished with a king size bed, offering direct access to the garden and featuring a private en suite bathroom with shower. A separate toilet and laundry room complete this level. Ascending the staircase from the living room, the first floor features a wide corridor adorned with panoramic windows that flood the space with natural light. The sleeping area comprises one bedroom with valley views and a luxurious private bathroom equipped with double sinks and a bathtub with shower attachment. Three additional double bedrooms are located on this floor, two of which are very spacious and one slightly more intimate, all overlooking either the valley or the garden. Two additional bathrooms with showers serve the remaining bedrooms on the first floor.
Amenities Included
The villa is equipped with air conditioning in all five bedrooms to ensure comfortable rest during warm summer months. Entertainment options include satellite TV, a television, a VCR, and a stereo system with an iPod docking station for your enjoyment. The fully equipped kitchen features a dishwasher, stove, oven, microwave oven, American coffee maker, refrigerator, freezer, toaster, and a traditional wood burning oven for authentic Tuscan cooking experiences. A dedicated laundry room houses a washing machine for your convenience. The outdoor barbecue area includes a built-in grill perfect for preparing Mediterranean feasts. The traditional fireplaces located in both the living room and kitchen add rustic charm and authentic Tuscan character to the villa, with the kitchen fireplace available for use.
Other Information
Check in is available between 3 pm and 7 pm, while check out is required by 10 am. The property is protected by mosquito nets throughout to ensure comfortable evenings. A housekeeper service is provided for 3 hours once a week to maintain the villa during your stay. Room and bathroom linens are provided with weekly changes occurring on Saturdays. Water, gas, electricity, and final cleaning are all included in the rental. Upon arrival, you will be required to provide a security deposit which will be returned at the end of your stay minus any costs for damages incurred. Pets are allowed on request. The swimming pool is available for use from 1 May through 31 October and features the option of protective covering to preserve water temperature overnight.
Distances and Attractions
Villa La Felce enjoys an enviable location in the heart of Tuscany, perfectly positioned for exploring the region's treasures. The small town of Piazze is just 3 kilometers away and offers various small shops, a bank, and a restaurant for your daily needs. At 8 kilometers distance, you will discover Cetona, a beautifully preserved medieval village overlooking Mount Cetona, where at least 25 prehistoric caves from the Bronze Age can be explored. The renowned thermal center of San Casciano dei Bagni is also 8 kilometers from the villa. The A1 motorway junction at Fabro is conveniently located 15 to 20 minutes away by car, providing easy access to the splendid medieval towns and cities of Montepulciano, Pienza, Montalcino, and Orvieto, all reachable within an hour's drive along scenic roads. Rome, Florence, and Perugia are easily accessible for enriching day trips. For relaxation and rejuvenation, the spa towns of San Casciano dei Bagni, Chianciano Terme, Bagni San Filippo, and Bagno Vignoni are located just a few kilometers away, offering world class thermal wellness facilities.
Costs & Services
Included services
- Water, gas, and electricity
- Final cleaning
- Linen for rooms and bathrooms with weekly change on Saturday
- Housekeeper service for 3 hours once a week
Extra costs
- Air conditioning in all bedrooms
- Heating
- Security deposit: €1000
- Tourist tax may be required upon arrival according to local municipality regulations
On request
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Villa la Felce
Casale Chieteno
Superb independent holiday villa with A/C, WIFI, private pool, TV, veranda and panoramic view
-15% Special Offer-
20
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10
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9
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460 m2
Description
Large independent property with 10 bedrooms and private pool in Tuscany. This beautiful farmhouse is ideal for a large family or group of friends who wish to spend a vacation together in Tuscany. The entire property offers 6 apartments, to accommodate a total of 20 people. It also has a spacious common room equipped for cooking, and accommodating large groups.
The location is very calm and secluded: expansive farm fields and woods surround the house, and a fantastic pool awaits you for cooling off on hot summer days. A short distance away you’ll find the spectacular Val d’Orcia (Pienza, Bagno Vignoni, Montalcino) and numerous art cities like Siena, Arezzo, Florence, Montepulciano, Orvieto, Todi, Perugia, and Arezzo.
Access to the property is via 1,3 km of unpaved road in good condition.
At guests’ disposal: large, private furnished outdoor spaces; pool reserved for guests’ exclusive use (14 x 7 meters; depth: 1,50 meters); 6 apartments, for a total of 10 bedrooms (20 people); air conditioning in all the bedrooms; large common room with well-equipped kitchen for eating all together (both inside and outside); Wifi Internet; barbecue; panoramic views; parking.
Distances: Cetona (shops of all kinds) 5 km away, Pienza 40 km, Montepulciano 30 km, Lake Trasimeno about 30 km, Orvieto 50 km, Arezzo 70 km, Todi 75 km, Siena 85 km, Florence 130 km, Rome 160 km away.
Please carefully check if there are any extra costs to be paid on site! Casale Chieteno
Palazzo Bello
Pretty private villa rental with WIFI, private pool, A/C, TV, patio and panoramic view
-15% Special Offer-
20
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10
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7
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400 m2
Description
Large farmhouse with private pool near Cetona, Tuscany with splendid 360° views of the countryside. The house has original details like large fireplaces, terra cotta floors and wooden-beamed ceilings.
The property is perfect for large groups wishing to spend a vacation all together without sacrificing any privacy: Palazzo Bello is divided into 4 apartments and offers a total of 10 bedrooms to comfortably accommodate up to 20 people. On the first floor there is a large hall where the entire group can gather and eat all together. There is also a large outdoor veranda that can accommodate guests outside.
The location is very calm and secluded. A short distance away you’ll find the spectacular Val d’Orcia (Pienza, Bagno Vignoni, Montalcino) and famous art cities like Siena, Arezzo, Florence, Montepulciano, Orvieto, Todi, Perugia, and Arezzo.
Access to the property is via 1,3 km of unpaved road in good condition.
At guests’ disposal: large, private furnished outdoor spaces; private pool (14 x 7 meters; depth: 1,50 meters); 4 apartments, for a total of 10 bedrooms (20 people); air conditioning in the 10 bedrooms; Wifi internet; panoramic views and tranquil location; barbecue and wood-burning oven; parking.
Distances: Cetona (shops of all kinds) 5 km away, Pienza 40 km, Montepulciano 30 km, Orvieto 50 km, Arezzo 70 km, Todi 75 km, Siena 85 km, Florence 130 km, Rome 160 km away.
Please carefully check if there are any extra costs to be paid on site! Palazzo Bello
Torre Antica
Pretty independent holiday villa with sauna, A/C, private pool and TV
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16
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8
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8
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750 m2
Description
Conveniently located 7 km (4 mi) from Allerona, Italy and only 48 km (30 mi) from Montepulciano. Property Torre Antica is a lovely property (750 sq m) that includes air conditioning and private pool. The property can accommodate up to 16 guests comfortably in eight bedrooms with eight bathrooms.
The Experience
When you arrive you’ll find a lovely clean well-maintained property perfect for a peaceful vacation in Umbria. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Umbria. Sharing a meal with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine and toaster, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the nice Italian weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Perugia 61 km (38 mi), Cortona 75 km (47 mi), Montalcino 76 km (47 mi) and Assisi 83 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 158 km (98 mi), Viareggio 245 km (152 mi), Forte Dei Marmi 252 km (157 mi), Rome 156 km (97 mi), Milan 445 km (276 mi) and Naples 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 164 km (102 mi), Roma Ciampino (cia) 172 km (107 mi), Roma Fiumicino (fco) 178 km (110 mi), Pisa (psa) 226 km (140 mi) and Bologna (blq) 250 km (155 mi).
Torre Antica