We have put together an exclusive selection of luxury villas and stylish holiday homes and apartments in Tuscany
The Tuscan countryside is characterized by rolling hills, vineyards, olive groves, cypress avenues and picturesque villages. As a guide to authentic and especially beautiful places to stay, we have taken great care to select holiday homes and self-catering vacation rentals that stand out for their tasteful decoration, unique surroundings and location. You will find a choice that ranges from inexpensive, but beautifully decorated holiday apartments in Tuscany to elegant luxury villas that make all your dreams come true. You will find charming rural country houses, architecturally spectacular design villas with a modern flair in Tuscany or rustic and remote mountain chalets for people seeking peace and a connection with nature. Let us inspire you with our handpicked selection of exceptional holiday homes and villas for a truly special escape, without losing that homely feeling.
Our most recent list of charming small hotels, romantic bed & breakfasts and beautiful holiday homes in Tuscany:
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Borgo Lucignanello Bandini
Holiday Apartments- Italy
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- Tuscany
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- Siena
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- San Giovanni D'Asso
Authentic vacation homes in a historic Tuscan village. Masterfully restored, they offer modern comfort, rustic charm and panoramic views. Ideal for romantic getaways and weddings. The pool and Casale Sarageto are best suited for larger groups. An unforgettable Tuscan experience!- Countryside
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- 6 properties
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- from 129 EUR
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Palazzo di San Niccolo
Holiday ApartmentsThe San Niccolò apartments have been furnished with extreme attention to detail with a mix of luxury vintage and modern decor. An incredible atmosphere that will make it difficult to leave.- City
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- 11 properties
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- from 180 EUR
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Residence Hilda
Hotel & Self-CateringResidence Hilda: Charming small hotel in the heart of Florence. Perfect location, modern suites and apartments with first class service. Discover Tuscany from the comfort of your home away from home.- Historic Quarters
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- 4 rooms
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- from 280 EUR
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Art-Hangar
Holiday home villa- Italy
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- Tuscany
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- Siena
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- Montalcino
This design villa in Tuscany is a modern work of art surrounded by nature. With 2 bedrooms, a swimming pool, a sauna and original artworks, it offers a contemporary style and maximum comfort. Ideal for art and nature lovers.- Countryside
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- 4 people
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- from 260 EUR
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Arte in Paradiso
Holiday home villa"Arte in Paradiso" is a fascinating vacation home surrounded by Tuscan nature with art, swimming pool and tranquillity. Ideal for 5 people, it offers creative space, a sun terrace and excursions to nearby towns and the sea. Enjoy the Tuscan way of life.- Countryside
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- 5 people
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- from 95 EUR
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B & B Le Due Volpi
Bed and Breakfast & self-cateringB&B Hotel Le Due Volpi is a peaceful rural retreat in the Tuscan countryside, just 30 km from Florence. With four colourful rooms, spacious gardens and warm hospitality, it is ideal for a harmonious city and country vacation.- Countryside
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- 4 rooms
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- from 80 EUR
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Casa Capanni Cortona
Holiday home villaThe Casa Capanni Cortona is the perfect place to regain your inner balance. It´s located in a small Italian village in the heart of Tuscany, surrounded by soothing tranquility. The owners – a group of friends from the Netherlands - fulfilled th...- Countryside
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- 18 people
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- from 1300 EUR
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Castello di Bibbione
Holiday ApartmentsThe historic Castello di Bibbione in the Chianti region offers beautiful self-catering apartments. The property, surrounded by vineyards and olive trees, houses apartments with authentic charm. Enjoy the local Tuscan countryside, renovated interiors, and the opportunity to explore the region's cuisine.- Countryside
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- 12 properties
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- from 130 EUR
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Castello di Fonterutoli
Hotel & Self-CateringThe charming country hotel in the heart of Chianti, near Siena, offers 4 rustic apartments for relaxing stays. Experience the timelessness of Tuscany amidst vineyards and olive groves, surrounded by traditional flair and tranquillity.- Countryside
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- 4 rooms
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- from 85 EUR
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Castello di Vicarello
Hotel & Self-CateringDiscover understated luxury in this beautiful small hotel in picturesque Tuscany. Castello di Vicarello promises authentic charm, culinary delights and rest amidst its surrounding hills, olive groves and vineyards. Ideal for a break from your daily routine.- Countryside
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- 11 rooms
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- from 690 EUR
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Costalmandorlo
CottagesCostalmandorlo is an authentic Tuscan retreat, offering charming small vacation homes set amidst enchanting hills. These lodges combine comfort, nature and spectacular panoramas for a perfect vacation.- Countryside
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- 2 properties
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- from 320 EUR
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Fattoria Barbialla Nuova
Holiday ApartmentsFattoria Barbialla Nuova offers modern apartments and a cosy farm stay. This is an organic farm that combines conservation, comfort and authenticity. Just ideal for a vacation in touch with nature.- Countryside
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- 9 properties
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- from 86 EUR
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Fattoria Tregole
Holiday home villaThe 16th century Fattoria Tregole winery in Chianti is a Tuscan-style villa. Ideally located with a garden, swimming pool and close to Castellina. Experience authentic Tuscany and relax in the heart of picturesque vineyards.- Countryside
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- 4 properties
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- from 180 EUR
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Il Borgo degli Agrumi
Holiday ApartmentsThe peaceful Il Borgo degli Agrumi, with six thoughtfully designed charming apartments, offers modern comforts amidst natural beauty. Ideal for hiking and biking lovers and cultural excursions to nearby Tuscan towns.- Village
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- 6 properties
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- from 80 EUR
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Monsignor della Casa
Hotel & Self-CateringExperience privacy and Tuscan charm while staying in vacation apartments at Monsignor della Casa Country Resort. Historic country estate with modern comforts, wellness, sports facilities and nature experiences. Perfect end: dinner at the hotel restaurant with excellent wine.- Countryside
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- 26 rooms
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- from 150 EUR
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Palazzo Belfiore
Holiday ApartmentsLovely, charming vacation apartments in a 15th century house in a quiet, yet central location close to lots of excellent restaurants in Florence. Here rustic comfort meets modern amenities – a place to feel at home.- City
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- 8 properties
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- from 190 EUR
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Palazzo Passerini
Holiday homes villasThis charming villa suitable for up to 6 people. You will be warmly welcomed with snacks and local products. The villa is located near great bars and restaurants in Cortona.- Historic Quarters
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- 6 people
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- from 675 EUR
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Pieve di Caminino
Holiday Apartments- Italy
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- Tuscany
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- Grosseto
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- Roccatederighi
Spend authentic Tuscan vacations in Pieve di Caminino. Antique furniture and a centuries-old atmosphere await you in these charming vacation apartments. Surrounded by 11th century monastery walls, you will experience the true essence of Tuscan history and nature.- Countryside
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- 7 rooms
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- from 160 EUR
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Sasso al Melo
Holiday Apartments- Italy
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- Tuscany
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- Pistoia
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- Cutigliano
Sasso al Melo offers you the perfect modern vacation apartment surrounded by the beautiful Tuscan nature. The apartments are stylishly furnished, offer comfort and are ideal for families and pets. Enjoy hiking trails, an outdoor pool and proximity to charming villages.- Mountain
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- 8 properties
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- from 105 EUR
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The Butterflies
Holiday homes villas"The Butterflies" is a luxury villa in Lucca with ecological awareness. An architectural jewel in the middle of nature can accommodate up to 6 people. Panoramic view, Jacuzzi, pool shared with the owner. Awarded by "National Geographic" and "EXPO STONE AWARD 2015."- Countryside
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- 2 properties
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- from 1500 EUR
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Umamma
Holiday Apartment- Italy
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- Tuscany
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- Pisa
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- San Miniato
Umamma is a small 16th century villa, offers a unique retreat among the Florentine hills. This loft with modern industrial style and panoramic views combines history with innovation. The highlight is a secret plunge pool in a cave. San Miniato and nearby towns are easily accessible.- Historic Quarters
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- 4 people
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- from 1100 EUR
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Villa Montanare
Apartments or whole VillaThe beautiful romantic Villa Montanare in Cortona offers stunning panoramic views, a cosy atmosphere and an exclusive experience surrounded by Tuscan nature. Ideal for romantic weddings and vacation dreams.- Countryside
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- 2 properties
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- from 500 EUR
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Villa Moresca
Holiday home villa- Italy
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- Tuscany
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- Grosseto
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- Monte Argentario
Enjoy great luxury and comfort in this stunning coastal villa right above the ocean on the beautiful Argentario peninsula with infinity pool and Jacuzzi, gorgeous saloons and many pampering extras such as a private chef, wine tastings, massages and much more...- Seaside (ocean front)
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- 15 people
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- from 3737 EUR
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Villa Sassolini
Country HotelThe elegant Villa Sassolini is a charming country hotel in Tuscany, perfect for a relaxing getaway. The 10 rooms offer traditional architecture with modern elegance, and the location is ideal for exploring nearby Siena, Cortona, and San Gimignano. The on-site pool and the scent of lavender promise relaxation.- Village
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- 19 rooms
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- from 245 EUR
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Villa Torre a Cona
Hotel & Self-CateringAn enchanting small hotel offering rural happiness in the midst of the Tuscan hills. Thoroughly renovated, still traditional and authentic self-catering apartments, handily situated close to Florence, Siena, Lucca and Pisa – and first class wine.- Countryside
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- 7 rooms
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- from 249 EUR
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Villa Vetrichina
Bed and Breakfast or whole VillaThe dreamlike villa in the middle of the Tuscan countryside offers space for 14 people, a modern pool and an in-house restaurant. Discover the beauty of San Casciano dei Bagni and enjoy the Italian dream.- Countryside
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- 6 rooms
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- from 250 EUR
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Villa Vigna
Holiday home villa- Italy
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- Tuscany
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- Florence
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- Montespertoli
Villa Vigna, a luxury vacation home in the Tuscan hills, combines elegance, authenticity and modern design. With a private pool and proximity to the most beautiful cities of Tuscany, it is the ideal retreat for unforgettable vacation experiences.- Countryside
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- 10 people
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- from 1714 EUR
