San Leo Bastia Vacation Rentals with Guest Reviews
Results 81 - 100 of 144
Collina dei Fiori
Unique private holiday rental with private pool, WIFI, A/C, TV and pets allowed, close to Arezzo
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Description
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Description
La Casa nel Borgo is located in the ancient hamlet of Cantalena Alta and is now part of an almost completely restored rural complex consisting of 6 small houses, where efforts have been made to keep alive the ancient traditions and times gone by, using stone in the restoration along with original reclaimed materials.
A road that climbs through green woods and breathtaking views will lead you to La Casa nel Borgo. The first time it may seem a little challenging, but as soon as you arrive at your destination you will be rewarded with absolute peace, stunning views, unspoilt spaces and unforgettable sunsets. The place is your paradise if you are a nature lover, surrounded by cool green forests and inhabited by local wildlife. It is not difficult, on summer evenings, to come across friendly hares, porcupines, roe deer or fallow deer.
The small hamlet has a beautiful panoramic swimming pool (10x5 mt, depth 1.20-1.60 mt - open from 17 May to 27 September) completely fenced and with a Roman steps, which is about 100 metres from your house and in common use with the other guests. In the solarium you will have your own private area with 4 sun beds and a sun umbrella, where you can spend your lazy days by the pool. The house also has a private, shaded area with a table and chairs, where you can enjoy your meals in the peace of the cobbled alley.
The house is equipped with all the necessary comforts, furnished in rustic style, reminiscent of the rural homes of our grandparents, the beamed ceilings (the size of some of the doors are quite small), the terracotta floors, the old marble sink... we can assure you that spending your holiday here will be a real plunge into the past!
The little house, in our opinion, is ideal for couples, even with children; if you wish to get away from it all, it will become your favourite place, you will only be disturbed by birdsong, and in the morning you will wake up to a wonderful view to greet you. At Casa nel Borgo quiet, tranquillity and the slow, lazy flow of the days will be the watchwords of your holiday. The nearest shops are in Castiglion Fiorentino, about 15 km away. And about 9 km away, in the lttle village of Santa Cristina, you will find a small grocery shop and a Tuscan restaurant. Castiglion Fiorentino is a town that, in addition to having all the necessary services, will invite you to spend pleasant evenings, in a typical restaurant, in a bar for an aperitif, or simply strolling through the alleys and small lovely squares. La Casa nel Borgo
Casale San Martino
Unique private property with private pool, WIFI, A/C, TV and panoramic view, close to Cortona
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Description
Beautiful villa among the rolling hills surrounding Cortona.
The position of the villa is close to Cortona and the larger cities that both Tuscany and Umbria have to offer: Montepulciano, Siena, Florence, Assisi, Perugia, Montalcino, as well as Lake Trasimeno. Outside guests can enjoy a shaded area with barbecue and woodburing oven.
The property owners live nearby and while they are very friendly and welcoming people, at all times they respect the privacy of guests staying at the villa.
Available to guests: Private swimming pool (12 x 6 m – max. depth 2 m – min. depth 1.3 m), outisde area furnished for dining al fresco. The house has a laundry room, Wi-Fi internet connection and parking availability. Table tennis.
Pets are welcome, strictly upon request (at an extra charge)
Distances: Camucia with a wide variety of shops (bank, supermarket, statrain station) - 4.2 km, Cortona – 3.6 km, Arezzo - 30 km, Perugia - 55 km, Siena - 70 km, Florence - 70 km, Florence airport - 120 km.
Please carefully check if there are any extra costs to be paid on site! Casale San Martino
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
Vacation rental Appartamento Luna is a beautiful stone building (90 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. Appartamento Luna is located in the centre of Cortona, Italy and only 30 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings".
Important: The owners live on the second floor and will be available to respond to any needs which may arise during your stay, in any case, they will leave you your privacy.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your pleasure you will find a private garden where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan 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: Arezzo 30 km (18 mi), Montepulciano 31 km (19 mi), Perugia 53 km (33 mi), Montalcino 65 km (40 mi) and Gubbio 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 215 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Venice 372 km (231 mi) and Milan 415 km (258 mi).
Additional Information
Check-In Time: 14:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (84 mi), Pisa (psa) 196 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service when you arrive.
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.
Appartamento Luna
Villa Ivana - Cortona
Amazing private holiday home with private pool, WIFI, hot tub, A/C, TV, patio, near Cortona
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Description
Villa Ivana - Cortona is a lovely holiday home (1052 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 18 people comfortably in nine bedrooms with ten bathrooms. Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property perfect for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outside you will also find a barbecue grill and patio.
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: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
Book your vacation for the period from 09 April 2026 to 09 May 2026 and save 5% (minimum 7 nights). Offer valid until 28 February 2026.
Book your vacation for the period from 15 August 2026 to 26 September 2026 and save 5% (minimum 7 nights). Offer valid until 28 February 2026.
Book your vacation for the period from 03 October 2026 to 14 November 2026 and save 5% (minimum 7 nights). Offer valid until 28 February 2026.
La Salciaia
Independent Villa rental with A/C, private pool, WIFI, TV, patio, panoramic view, near Arezzo
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Description
Property Summary
This beautiful farm house known as 'Il Borghetto' with a characteristic pigeon-loft has been recently renovated and is perfect for a relaxing vacation rental. It offers total privacy as the annex next to it is not for residential use. The interiors are evocative of a period house with a spacious living room with fireplace, big dining table, terracotta floorings, and high beamed ceilings. You will find amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking on the property.
Outdoors
The property is enclosed by automatic gates and surrounded by meadows. It has a 6 ha area and a 2,000 m2 fenced garden with lawn. The swimming pool is fenced (6 x 12 m, depth 120 - 230 cm, seasonal availability: 06.Apr. - 05.Oct.) with internal staircase. There is also an outdoor shower, table tennis, arbour, garden furniture, barbecue, and children's playground (slide). The villa has large outdoor areas with a wood burning oven, a gazebo, and a porch with a barbecue, pizza oven, dishwasher, and a working top for eating al fresco near the swimming pool.
Other Information
The villa is located in a sunny position in the countryside, 3 km from the centre of Monte San Savino and 7 km from the centre of Lucignano. It was built in 1814 and renovated. The house comes with table tennis, central heating system, washing machine, and heating, which is available only from 01.11. to 07.04. and must be paid on the spot. Room cleaning and cook are available on request for an extra fee.
Distances and Attractions
The location of the villa is perfect for visiting the most important towns in Tuscany as it is only 2 km from the motorway access (800 m flying distance). The nearest railway station is ''Monte San Savino'' 3 km away, and the thermal baths ''Serre di Rapolano'' are 34 km away. The villa is suitable for events and is also near many attractions, such as Arezzo (12 km), Montepulciano (33 km), Pienza (39 km), Siena (40 km), Cortona (42 km), and Montalcino (46 km). Just an example: The villa has internet wifi, making it perfect for those who need to stay connected while on a holiday rental. La Salciaia
Case Sant'Anna 14
Private Property with private pool, WIFI, A/C, hot tub, TV, patio, panoramic view, close to Cortona
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Description
Case Sant'anna 14 is located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Holiday rental Case Sant'anna 14 is a beautiful property (230 sq m) that includes private pool, WiFi internet and hot tub. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing 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 Tuscany. Outside you will also find a barbecue grill, hot tub and patio. 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 patio 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: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna 14
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| Casa Vittoria 2 | 2 | 1 | 1 |
Description
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval town of Cortona. These 3 accommodations offer beautiful views over the surrounding landscape and enjoy use of a nice swimming-pool (accessible by some steps). All of the 3 villas are tastefully furnished and can be rented together in order to have an independent property with private swimming-pool. The access to the property is via 100 m of an unpaved but well-maintained road.
Distances: Cortona with all kinds of shops 1,5 km away, Camucia (railway station) 4 km, Arezzo 30 km. Lake Trasimaneno is approx. 15 km away.
At guests’ disposal: terraced garden, swimming-pool (9 x 4 m – maximum depth 1,4 m – open from 15/05 to 30/09) to be shared among the 3 units, barbecue. Telephone and outside laundry available. Villa Vittoria provides WI-FI internet connection (free of charge).
Parking within the grounds.
Extra services: Baby bed available on request at € 26,- / per week (to be paid locally). Extra bed available on request at € 52,- / per week (payment on site). Maid service by arrangement (€ 15,- / per hour payable on the spot). Cook service available on request. Small pets are allowed by paying an extra charge of € 50,- / per week.
Check-in on Saturdays between 16.00 and 19.00.
Please carefully check if there are any extra costs to be paid on site! Vittoria
Castelletto Weddings and Events
Wonderful private villa with private pool, internet, TV and veranda, close to Montepulciano
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Description
The Orcia Valley is truly one of the most picture-perfect landscapes in the world and is, furthermore, home to the equally stunning and top wedding location Castelletto, located 5km from Sinalunga. This gorgeous Tuscan villa is set within extensive, beautifully groomed, leafy grounds with a classic Italian garden and boasts three swimming pools and six separate apartments that can accommodate up to 36 guests in total with 14 bedrooms and 12 bathrooms comfortably. A truly perfect wedding venue in the Tuscan region, this gem is the ideal place to get married in Tuscany (including the wedding ceremony and reception), to house your friends and families, to allow for some truly stunning wedding photography, and to make unforgettable memories as you start your new life together...
If you have been considering a destination wedding in the Tuscan countryside, then Castelletto is just perfect and if you're looking for a romantic wedding venue then it is ideal. Located in a perfect position from which to explore the rest of Tuscany, you will have endless options nearby to get stunning wedding photography to commemorate your unforgettable wedding in Tuscany. The venue can comfortably accommodate all sorts of Italian weddings with a spacious and pretty indoor dining space looking out onto the Italian garden that can seat a wedding of around 120 people as well as extensive grounds where an area for the wedding ceremony, multiple tables for the meal, a dancefloor and bands, and more can be set up for outdoor weddings if you want to have more guests.
In addition to being a top wedding venue, Castelletto also provides a lovely accommodation space for your guests, friends, and families with bright, spacious, airy, elegant interiors in this lovely wedding villa in Tuscany. The property is composed of 6 self-catering accommodations, plus 2 bedrooms, as follows:
Archi - max capacity 6: bedrooms 2, bathrooms 2
Mandorlo - max capacity 6: bedrooms 3 bathrooms 2
Paulonia - max capacity 4: bedrooms 2 bathrooms 1
Villa Dei Limoni - max capacity 14: bedrooms 6, bathrooms 5
Lilla - max capacity 2: bedrooms 1, bathrooms 1
Cottage - max capacity 4 : bedrooms 1, bathrooms 1
In the main villa - max capacity 4 : bedrooms 2, bathrooms 2
Those staying at the villa can also make use of the three pools on the property, explore the extensive grounds of the estate, savour a coffee while reading in the Italian garden or stretch out on a sun lounger by the pool, discover the wine cellars, use the tennis court, and venture out into the surrounding area to take in the beauty of this part of the Tuscan Countryside.
Make your dream wedding in Tuscany happen and get in touch with us to start planning it all today...
Additional Information and Services:
Il Castelletto would be a good choice for your wedding in Tuscany and Il Castelletto will take care to organise all the details of your special day. In fact the owners offer a full package including not only the accommodation and venue fee but also the wedding meal and various other meals such as a pizza party, a brunch and breakfast.
Catering - The client may choose from a wide range of menu alternatives for meals, events and weddings. The owner can propose personalised proposals according to client's preferences. Third-party caterers are not allowed and the events can be arranged only if previously agreed upon and organized by the property's staff.
Nearest Airports - (distances as the crow flies): Firenze Peretola (Flr) 125 km (77 mi), Pisa (Psa) 185 km (115 mi), Bologna (Blq) 205 km (128 mi), Roma Ciampino (Cia) 208 km (129 mi) and Roma Fiumicino (Fco) 221 km (137 mi). Castelletto Weddings And Events
Monte San Savino 880
Multi-unit holiday villa with WIFI, pool, TV, terrace, pets allowed, panoramic view, close to Arezzo
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| Casale Il Giglio 880.1 | 6 | 3 | 3 | ||
| Casale Il Giglio 880.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 10 | 5 | 5 |
Description
Civitella In Val Di Chiana, Italy
Property Summary
Casale il Giglio is a recently renovated, cozy holiday rental cottage that is perfect for families and seniors. The property is divided into two spacious parts, each with its private garden of 400 m2. You will enjoy amenities such as a swimming pool, yard, internet WiFi, parking, and the option of an installment plan. The interiors are well-kept, featuring terracotta and parquet flooring, beamed ceilings, stone archways, and bedrooms with ceiling fans and wrought iron beds.
Outdoors
You will have access to a shared 11 x 5 m swimming pool with a salt-electrolysis pool-cleaning system, an unconventional pool shape, and an outdoor hot water shower. Enjoy outdoor activities such as table tennis and boccia in the private, fenced garden with garden furniture. The complex also offers table football, bicycles, and WiFi access for guests.
Other Information
The property is located on a working farm known as "Casale il Giglio," which was renovated in 2004. The owner lives on the same property, and there is another house available for rent within the complex. Heating is available between November 1 and April 15 and is to be paid on-site. A car is recommended when staying at this property.
Distances and Attractions
The property is located 5 km from the center of Monte San Savino, 19 km from the center of Arezzo, and 30 km from the center of Terme di Rapolano. Nearby attractions include the famous Gargonza Castle, where you can witness breathtaking sunsets over the Tuscan landscape. Siena is 50 km away, Florence is 60 km away, and Rome is approximately 2 hours away by car. The nearest shop, restaurant, café, and Monte San Savino railway station are all 5 km away, and there is a riding stable located 10 km from the property. Monte San Savino 880
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| Lucia 190.1 | 6 | 3 | 2 | ||
| Martina 190.2 | 6 | 3 | 2 | ||
| All 2 Accommodations | 12 | 6 | 4 |
Description
Property Summary
Casale Della Valana is a breathtaking countryside property that offers panoramic views of Cortona, Italy. This rustic and comfortable working farm, built in 2006, comprises two independent houses surrounded by picturesque fields in the hamlet of Camucia, just 5 km from the center of Cortona. The vacation rental boasts a shared garden, a fenced swimming pool (5 x 12 m, depth 120 - 220 cm, available seasonally from June 1 to September 30), a shower/WC in the pool area, and a barbecue area for guests to enjoy. Additionally, it features a private patio (15 m2) and terrace, as well as the option to have a cook on request (extra). Amenities include Internet WiFi, parking facilities, and electric gates, ensuring a convenient and comfortable stay.
Outdoors
Guests can immerse themselves in the serene outdoor spaces of this vacation rental. The property features a shared garden, providing a tranquil oasis to relax and unwind. The fenced swimming pool (5 x 12 m, depth 120 - 220 cm) is a highlight, offering refreshing dips during the summer months (seasonal availability: June 1 - September 30). A shower/WC in the pool area and a barbecue area further enhance the outdoor experience. For added privacy, guests can enjoy their own private patio (15 m2) and terrace.
Other Information
This charming vacation rental offers additional conveniences for guests. The owner lives on the same property, ensuring a personal touch and assistance if needed. Guests are advised to have a car for easy exploration of the area. The property is secured with electric gates, providing peace of mind during your stay. Furthermore, the option to have a cook on request (extra) is available for those seeking a truly indulgent culinary experience.
Distances and Attractions
Casale Della Valana is perfectly situated for exploring the surrounding attractions. A supermarket is conveniently located just 2.6 km away, and a restaurant is within a short 450 m distance from the property. The nearby Camucia railway station is only 2 km away, offering easy access to explore further afield. For beach enthusiasts, the sandy La Merangola beach and the picturesque Trasimeno bathing lake are both just 20 km away. Nearby towns and cities worth visiting include Castiglion Fiorentino (11 km), Foiano Della Chiana (18 km), Castiglion Del Lago (19 km), Passignano Sul Trasimeno (22 km), Arezzo (32 km), and Rapolano Terme (43 km), each offering its own unique charm and attractions. Cortona 190
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Description
Vacation rental Villa San Leo is a lovely stone building (250 sq m) that includes private pool and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Villa San Leo is located 4 km (2 mi) from San Leo Bastia, Italy and only 30 km (19 mi) from Cortona.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Umbria. 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. Dining with friends and family is a huge part of the Italian culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the beautiful Italian weather.
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: Cortona 30 km (19 mi), Perugia 48 km (30 mi), Gubbio 52 km (32 mi), Montepulciano 55 km (34 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 156 km (97 mi), Viareggio 242 km (150 mi), Forte Dei Marmi 249 km (155 mi), Rome 237 km (147 mi), Venice 363 km (226 mi) and Milan 423 km (263 mi).
Additional Information
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 161 km (100 mi), Bologna (blq) 222 km (138 mi), Pisa (psa) 223 km (139 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Betta
Description
The Architects House is a beautiful stone building (200 sq m) with WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (17 mi) from Arezzo.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the city ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private garden where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day.
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: Arezzo 28 km (17 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (41 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 211 km (131 mi), Venice 358 km (223 mi) and Milan 406 km (252 mi).
Additional Information
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 125 km (77 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (144 mi).
Special Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the additional cost and how to organize this service.
The Architects House
Villa Crispinino
Independent Villa with WIFI, A/C, private pool, patio, pets allowed, panoramic view, close to Arezzo
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Description
This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.
Please carefully check if there are any extra costs to be paid on site! Villa Crispinino
Book your vacation for the period from 04 April 2026 to 30 May 2026 and save 10% (minimum 7 nights).
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Angela
Superb independent villa with private pool, WIFI, A/C, TV, balcony and pets allowed, near Cortona
- 8
- 3
- 3
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
Villa Rubino
Private House with private pool, WIFI, A/C, TV, terrace, panoramic view, close to Cortona
- 10
- 5
- 3
Description
Holiday rental Villa Rubino is a nice stone building that includes private pool, WiFi internet and air conditioning. The property can accommodate up to ten guests comfortably in five bedrooms with three bathrooms. Conveniently located 6 km (4 mi) from Lisciano Niccone, Italy in the tourist area "Cortona And Surroundings" and only 20 km (13 mi) from Cortona.
The Villa is composed of two independent apartments but they are rented together.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views ofthe lake and the hills perfect for a splendid vacation in Umbria. 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. Sharing a meal with friends and family is a big 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Italian, the fully furnished balcony is the perfect setting to enjoy food, family and the beautiful Italian weather.
Visit the Area
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: Cortona 20 km (13 mi), Montepulciano 39 km (24 mi), Perugia 43 km (27 mi), Gubbio 57 km (35 mi) and Assisi 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 226 km (140 mi), Forte Dei Marmi 233 km (145 mi), Rome 221 km (137 mi), Venice 382 km (238 mi) and Milan 426 km (264 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Rubino. 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: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 146 km (91 mi), Pisa (psa) 207 km (129 mi), Bologna (blq) 227 km (141 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 243 km (151 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Italian cooking, inquire about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while learning the techniques vital to master Italian cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Villa Rubino
Villa del Sole
Private Property with hot tub, sauna, A/C, pool, WIFI, TV, terrace, panoramic view, near Cortona
- 10
- 4
- 5
Description
Villa Del Sole is located 1 km (4276 ft) from Torreone, Italy and only 4 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings". Villa Del Sole is a nice stone building (280 sq m) with air conditioning and WiFi internet. The property can sleep up to ten people comfortably in four bedrooms with five bathrooms.
On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.
Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains ideal for a splendid holiday in Tuscany. For your pleasure you will find a shared pool where you can relax while enjoying a nice cold beverage after a busy 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 ten people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
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: Cortona 4 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (77 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Venice 374 km (233 mi) and Milan 418 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Del Sole. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 138 km (86 mi), Pisa (psa) 199 km (124 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Del Sole. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Del Sole
Vineyard'S Cottage with Pool, Ac, Wifi - Siena
Pretty private villa with A/C, WIFI, private pool, TV, patio, panoramic view, near Montepulciano
- 4
- 1
- 1
Description
Holiday rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a lovely stone building (100 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to four guests comfortably. Vineyard’s Cottage With Pool, Ac, Wifi - Siena is located 7 km (4 mi) from Sinalunga, Italy and only 22 km (14 mi) from Montepulciano in the tourist area "Orcia Valley".
The property is fully fenced with dog-proof enclosure.
The Experience
After arriving at Vineyard’s Cottage With Pool, Ac, Wifi - Siena you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing 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 shopping. Outside you will also find a barbecue grill and patio. Dining with friends and family is a big 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 22 km (14 mi), Montalcino 36 km (22 mi), Arezzo 38 km (23 mi), Cortona 39 km (24 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (77 mi), Viareggio 210 km (130 mi), Forte Dei Marmi 217 km (135 mi), Rome 205 km (127 mi), Milan 410 km (255 mi) and Naples 396 km (246 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 129 km (80 mi), Pisa (psa) 191 km (119 mi), Roma Ciampino (cia) 214 km (133 mi), Bologna (blq) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Special Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Vineyard’s Cottage With Pool, Ac, Wifi - Siena
Villa Adelfa
Unique private holiday rental with A/C, WIFI, private pool, TV, veranda and panoramic view
- 8
- 3
- 4
Description
Villa Adelfa is located 4 km (2 mi) from Cortona, Italy and only 30 km (19 mi) from Arezzo in the tourist area "Cortona And Surroundings". Property Villa Adelfa is a lovely stone building (250 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight guests comfortably in three bedrooms with four bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect 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 unwind at the end the day.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 30 km (19 mi), Montepulciano 33 km (20 mi), Perugia 54 km (34 mi), Montalcino 67 km (42 mi) and Assisi 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 208 km (129 mi), Forte Dei Marmi 215 km (133 mi), Rome 213 km (132 mi), Venice 364 km (226 mi) and Milan 406 km (252 mi).
Additional Information
Pool Open: 1 March - 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) 127 km (79 mi), Pisa (psa) 189 km (117 mi), Bologna (blq) 213 km (132 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Adelfa
- 4
- 2
- 1
Description
Villa Gioiosa is an old stone house that once belonged to the nearby Benedictine monastery and was used by the monks as a chestnut dryer, of which the surrounding woods are rich. Today the house has been completely restored, maintaining the characteristics of the old Tuscan farmhouse, both in the architectural features and in the furnishings, enriched with local antiques.
A few kilometres away is the village of Monte San Savino, famous for its ceramics and its beautiful alleyways and buildings, offering shops, supermarkets, restaurants and services of all kinds.
In the large garden adorned with medicinal plants, flowers and olive trees, there is on one side a beautiful swimming pool with a Roman staircase (size m. 5 x 10, depth m. 1.50 - open from 01st May to 30th September), and on the other a large barbecue and wood-burning oven in a beautiful wooden gazebo furnished with table and chairs, where you can spend enjoyable evenings in the company of family and friends. In the garden there are many relaxing corners where you will be spoilt for choice, whether reading a book under the porch, sunbathing by the pool or taking long, relaxing walks through the woods and cultivated fields within the property, which extends over several hectares.
Villa Gioiosa offers a holiday in a cosy and genuine atmosphere combining the uniqueness of a Tuscan farmhouse with the comforts of modern life such as air conditioning and Wi-Fi internet access.
To reach the house you have to drive about 1 km of unpaved road, well maintained but not recommended for sports cars; but don't let that scare you because when you get to the house you will know that it is really worth it. Villa Gioiosa
