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Vacation rentals in Tuscany/Elba

Find your perfect holiday home in Tuscany/Elba with HelloApartment

Tuscany/Elba

Italy

Explore vibrant neighborhoods, savor local cuisine, and immerse yourself in the culture of Europe’s most beloved destinations.

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1245

properties found

Villa La Chicca - Tenuta Cantona
Villa La Chicca - Tenuta Cantona

Guests

3

Bathrooms

1

Bedrooms

2

Apartment

Price from €

249

per night

Price not yet available

Villa La Casa di Bohaz - Tenuta Cantona
Villa La Casa di Bohaz - Tenuta Cantona
Ground floor: (open kitchen(Mixer, Sofa, Barbecue center, TV, TV, TV, dining table, hob, electric kettle, toaster, coffee machine, oven, dishwasher, fridge, freezer, hot tub, washing machine, air conditioning))\n\nOn the 2nd floor: (hallway(Mirror), bedroom(Bed Linen, Wardrobe, double bed, air conditioning), bedroom(Bed Linen, Wardrobe, single bed, air conditioning), bathroom(Mirror, toilet, shower, washbasin, bidet, air conditioning))\n\nFire Alarm, veranda(garden furniture), Internet access, First Aid, washing machine, heating, parking, ironing board, iron, drying cabinet, Alarm

Guests

3

Bathrooms

1

Bedrooms

2

Apartment

Price from €

260

per night

Price not yet available

Villa Tenuta Cantona
Villa Tenuta Cantona
Ground floor: (open kitchen(Armchair, Sofa, Tea Towels, TV, TV, TV, hob, electric kettle, toaster, coffee machine, oven, dishwasher, fridge, freezer, air conditioning), bathroom(Mirror, toilet, shower, washbasin, bidet))\n\nOn the 1st floor: (bedroom(Bed Linen, Wardrobe, double bed, TV, TV, TV, air conditioning), bathroom(Mirror, toilet, shower, washbasin, bidet, hairdryer))\n\nAttic: (bedroom(Bed Linen, Wardrobe, double bed, TV, TV, TV, air conditioning), bathroom(Mirror, shower, washbasin, bidet, hairdryer))\n\nFire Alarm, Hot Water, Internet Access DSL, Safe, Vacuum Cleaner, veranda(Barbecue center, grill, hot tub, garden furniture, swimming pool), Internet access, Internet access, First Aid, tumble dryer, washing machine, heating, parking, ironing board, iron, Laundry Package for a fee, Alarm

Guests

4

Bathrooms

3

Bedrooms

2

Apartment

Price from €

293

per night

Price not yet available

La Casa di Jakin - Tenuta Cantona
La Casa di Jakin - Tenuta Cantona
La Casa di Jakin is distinguished by its elegant architecture and refined design. The upper floors feature two spacious bedrooms, each with its own en-suite bathroom for maximum comfort. The bright living area includes a fully equipped kitchen – ideal for cooking and entertaining. A charming terrace on the ground floor invites you to relax outdoors. With three luxurious bathrooms and access to a shared outdoor pool, every detail has been carefully considered to guarantee an unforgettable stay – a perfect blend of elegance, functionality, and relaxation.

Guests

4

Bathrooms

3

Bedrooms

2

Apartment

Price from €

316

per night

Price not yet available

Villa with private pool in Piancastagnaio
Villa with private pool in Piancastagnaio
San Giuseppe is located between the towns of Radicofani and Pitigliano within the Val d'Orcia Natural Park close to the slopes of Monte Amiata. The complex can be reached along a dirt road that leads into the middle of the countryside. At its entrance, the complex is divided into six stupendous villas renovated according to Tuscan aesthetic canons. The swimming pool is the added value of San Giuseppe, with its incomparable view that rotates 360° among the colors and scents of the Tuscan countryside, it offers breakfasts and barbecues in all naturalness. This independent villa can host a large group of friends or families. The centre is 3.5 km away from where you can shop. Enjoy delicious meals from the restaurants located 5 km away. There are many interesting tourist attractions worth visiting. This spacious villa has a well-equipped kitchen for preparing delicious meals. The bedrooms are comfortable and perfect for a peaceful sleep. There is a washing machine for your convenience so make sure to pack light. After a swim, you can enjoy the views sitting on the sun loungers. Parking and bicycles are available here.
Ground floor: (Living room(double sofa bed, double sofa bed, seating area), Large kitchen(dining table, hob, hood, oven, dishwasher, washbasin), bedroom(double bed), bedroom(single bed, single bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(single bed, single bed), bedroom(single bed, single bed), bedroom(small double bed), bedroom(double bed), bedroom(double bed), bedroom(double bed or 2 single beds), bedroom(double bed or 2 single beds), bathroom(bath tub, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\ndining table, washing machine, washing machine, patio, garden, garden furniture, sun loungers, BBQ, parking, swimming pool(private, 12 x 6 m., opened from May upto and including Oct), bicycles available

Guests

24

Bathrooms

8

Bedrooms

10

Holiday home

Price from €

788

per night

Price not yet available

Group Retreat with Garden in Tuscany
Group Retreat with Garden in Tuscany
Nestled in the peaceful countryside near Lake Chiusi, this charming Tuscan farmhouse is an inviting retreat for families and groups of friends seeking rest, space, and an authentic Italian atmosphere. The home comfortably accommodates up to 7 guests and is pet-friendly, making it ideal for both families and animal lovers. Indoors, the warm living-dining room features a decorative fireplace, comfortable seating, and rustic details that reflect the region’s character. The well-equipped kitchen includes an oven, hob, and fridge-freezer, making shared cooking a pleasure. The ground floor offers a cozy single bedroom and a bathroom, while upstairs you’ll find three bright bedrooms- two with double beds and one with twin beds - along with a second bathroom with a shower. Outside, you'll be surrounded by rolling greenery. The property offers a private garden, a refreshing swimming pool, sun loungers, and a shaded veranda - perfect for long outdoor meals and sunset evenings. Located in San Giovanni d’Asso, the farmhouse is perfectly placed for discovering medieval villages, local wineries, and scenic walking routes. Enjoy leisurely picnics by Lake Chiusi, day trips to nearby cultural towns, or simply unwind in total privacy. With free Wi-Fi, private parking, and a barbecue area, this home blends traditional Tuscan charm with everyday comfort for a truly memorable stay.
Ground floor: (open kitchen(hob, oven, fridge-freezer, washbasin), Living/diningroom(dining table, decorative fireplace, seating area), bedroom(single bed), bathroom(washbasin, toilet), veranda(dining table))\n\nOn the 1st floor: (bedroom(double bed), bedroom(single bed, single bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\ngarden, sun loungers, BBQ, parking, swimming pool(private, 6 x 4 m., opened from May upto and including Oct)

Guests

7

Bathrooms

2

Bedrooms

4

Holiday home

Price from €

196

per night

Price not yet available

Elegant Castle Stay with Pool
Elegant Castle Stay with Pool
Stay in this remarkable castle, a rare and character-filled retreat designed to bring large groups of friends or families together in a truly memorable setting. The independent residence is thoughtfully divided into six separate apartments, offering both shared moments and private space. Designed with group stays in mind for up to 26 guests, the castle combines historic charm with modern comforts. On the ground floor, a spacious common room with a kitchenette allows everyone to gather for meals or celebrations, while practical amenities such as an oven, dishwasher, washing machine, and on-site parking ensure an easy stay. The shared pool area, at the heart of the estate, includes a wood-burning oven and barbecue for convivial outdoor dining, complemented by Wi-Fi available both indoors and outdoors. With a ping-pong table, children’s play area, football field, and air conditioning in all bedrooms, this exceptional castle offers space, comfort, and endless possibilities for an unforgettable group holiday. The castle is set within an expansive park shaded by tall, mature trees, creating a peaceful and scenic environment that invites leisurely walks and outdoor relaxation. The grounds feature comfortable outdoor furniture around the pool area, making it an ideal spot to unwind with a book or enjoy conversations under the open sky. Despite its tranquil surroundings, the property is conveniently located just 2 km from the town centre, where you can shop for daily essentials, dine in local restaurants, and soak up the atmosphere. The region is rich in attractions, offering plenty of opportunities for day trips and sightseeing.
Ground floor: (open kitchen(hob, hood, oven, dishwasher, fridge-freezer, washbasin), bedroom(double bed), bedroom(single bed, single bed), bedroom(double bed or 2 single beds), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), hall(TV, fireplace, seating area))\n\nOn the 1st floor: (open kitchen(hob, oven, dishwasher, fridge-freezer, washbasin), bedroom(double bed), bedroom(single bed, single bed), bedroom(single bed, single bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), hall(double sofa bed, fireplace))\n\nOn the 2nd floor: (open kitchen(hob, hood, oven, dishwasher, fridge-freezer, washbasin), bedroom(double bed), bedroom(double bed), bedroom(single bed, single bed), bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin), hall)\n\ndining table, air conditioning, garden, garden furniture, sun loungers, BBQ, swimming pool(private, 12 x 6 m., opened from 1/2 Apr upto and including 1/2 Sep), play equipment, table tennis table

Guests

26

Bathrooms

6

Bedrooms

12

Castle

Price from €

706

per night

Price not yet available

Villa in Cortona with  pool
Villa in Cortona with pool
Nestled in the scenic countryside near Cortona, this charming Tuscan villa offers a peaceful retreat surrounded by rolling hills, olive groves and classic Italian landscapes. The main living area on the second-floor welcomes guests with a bright living room featuring comfortable seating, a fireplace, TV and air conditioning perfect for relaxing after a day of exploring Tuscany. The same floor also includes a spacious kitchen with a dining table, hob, oven and fridge, ideal for preparing homemade Italian meals. Step outside onto the private covered terrace (15 m²) to enjoy tranquil views and quiet outdoor moments. The villa offers several comfortable sleeping spaces designed for families or groups. On the second floor there are two bedrooms with double beds, including one bedroom with a private bathroom featuring shower, washbasin, toilet and bidet, along with an additional shared bathroom. A cozy mezzanine accessible via fairly steep stairs provides a small double bed. For added privacy, the annex includes another double bedroom with its own bathroom and a veranda seating area, along with air conditioning and a terrace. Outdoor living is equally inviting with a private garden, sun loungers, BBQ and a private swimming pool (6 x 3 m) open from June to October. Guests can also enjoy a dedicated relaxation area in the guest house on the first floor featuring a bathtub and fitness equipment. A Turkish steam bath is available here for an additional charge, offering a spa-like experience. Private parking and additional sanitary facilities in the garden area complete the villa, creating a comfortable base to explore Cortona and the surrounding Tuscan countryside.
On the 2nd floor: (Living room(TV, fireplace, seating area, air conditioning), Large kitchen(dining table, hob, hood, oven, fridge, washbasin), bedroom(double bed), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), mezzanine(via fairly steep stairs)(small double bed), heating, terrace(private, roofed, 15 m2))\n\nAnnex: (Bedroom with bathroom(double bed, shower, washbasin, toilet), veranda(seating area), heating, air conditioning, terrace)\n\nGuest house on the 1st floor: (relaxation area(bath tub), Turkish steambath(paid, 1 m2)(washbasin, toilet, fitness equipment))\n\nsanitary facility(shower, toilet, bidet), garden(private), garden furniture, sun loungers, BBQ, parking, swimming pool(private, outside, 6 x 3 m., opened from Jun upto and including Oct)

Guests

6

Bathrooms

3

Bedrooms

3

Villa

Price from €

222

per night

Price not yet available

Stone house villa with Spa in Cortona
Stone house villa with Spa in Cortona
Perched above Lake Trasimeno, Villa Letizia is a peaceful, pet-friendly stone house designed for comfort, charm, and unforgettable views. Accommodating up to 6 guests, it’s the perfect retreat for families or friends seeking a true Tuscan experience. Just a short drive from Cortona, the home combines rustic beauty with modern wellness features, including WiFi and private parking. Inside, the villa showcases a welcoming living room with air conditioning and a large, well-equipped kitchen. Three bedrooms and two bathrooms provide comfort and functionality, while the antique furnishings add warmth and character. Step into the annex to enjoy the private hot tub, Turkish steam bath (paid), and fitness area. A log cabin with a private sauna (paid) completes the wellness offering. Outdoors, unwind in the lush private garden (200 m²) with a pool, bubble bath, barbecue, hammock, and patio for al fresco dining. Enjoy sunlit mornings, and calm evenings under the Tuscan sky. With wineries, historical landmarks, and the shores of Lake Trasimeno nearby, Villa Serena offers a perfect blend of relaxation and discovery.
On the 1st floor: (Living room(dining table, decorative fireplace, seating area, air conditioning), Large kitchen(dining table, hob, cooker, fridge-freezer, washbasin), bedroom(double bed), bedroom(8 m2)(small double bed), bedroom(10 m2)(small double bed), bathroom(shower(unit), washbasin, washbasin, toilet, bidet), toilet(washbasin, toilet), washing machine, heating)\n\nAnnex: (relaxation area(bath tub), Turkish steambath(paid, 1 m2), washbasin, toilet, fitness equipment)\n\nLog cabin: (sauna(private, paid, 3 persons))\n\nsanitary facility(shower, toilet, bidet), Bubble bath(private, outside, 5 persons), patio, garden(private, 200 m2), garden furniture, BBQ, parking, swimming pool(private, outside, 6 x 3 m.), hammock

Guests

6

Bathrooms

1

Bedrooms

3

Villa

Price from €

218

per night

Price not yet available

Farmhouse in Tuscany with Pool and Hill Views
Farmhouse in Tuscany with Pool and Hill Views
This 7-bedroom holiday home is a fully restored farmhouse close to the Etruscan city of Cortona in Tuscany. It has an attached private swimming pool and it is surrounded by a manicured garden to enjoy the hill view near Tuscany. It is a countryside farmhouse amid large meadows and grasslands. Lake Trasimeno can also be visited in the neighbouring town - Umbria, for an enjoyable day out. Cities like Florence, Arezzo, Siena, Assisi, Perugia are also nearby, which can be visited to explore the history and culture of Italy. There is garden furniture and barbeque at the farmhouse to enjoy. Heating facilities are also available at the holiday home. You can indulge yourself in naturistic walks around the large meadows. Enough parking space is also provided at the premises. You will be greeted by the family on check-in with sweet treats and drinks,
On the 1st floor: (Living room(TV), dining room, Kitchen(cooker(4 ring stoves), coffee machine(filter), oven, microwave, dishwasher, fridge), Bedroom with bathroom(single bed, single bed, double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(single bed, double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nOn the 2nd floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nGuest house ground floor: (Bedroom with bathroom(single bed, single bed, double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nwashing machine, heating, air conditioning, terrace, garden(illuminated), garden furniture, BBQ, parking, swimming pool(private, 10 x 5 m., opened from May upto and including Sep)

Guests

19

Bathrooms

7

Bedrooms

7

Villa

Price from €

1031

per night

Price not yet available

At HelloApartment you will discover carefully selected vacation rentals across Europe, from charming country cottages in Tuscany to chic city apartments in Paris and coastal villas in Greece. Our platform connects travelers with unique, local accommodations, offering authentic and comfortable stays in any destination. Whether you're planning a romantic getaway, a family trip or a solo adventure, our user-friendly site will help you find the perfect home away from home. Verified offers, transparent pricing and dedicated customer service ensure a seamless booking experience across Europe.
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