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Holiday rentals in Sant'Annapelago

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Top-rated holiday rentals in Sant'Annapelago

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Top guest favourite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home
4.98 out of 5 average rating, 200 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

Guest favourite
The stone exterior of the house is framed by lush greenery and flowering plants. A covered entryway is visible, with a chair placed alongside. Large windows allow natural light to fill the interior, while the surrounding landscape features mountains in the background.
Villa
4.91 out of 5 average rating, 47 reviews

Villa Buriconti - Peaceful Countryside Retreat

Villa Buriconti is nestled in the Tuscan countryside, surrounded by woods that offer peace and privacy. From the house, enjoy open views of the valley and mountains, with the Apuan Alps on one side and the Apennines on the other. It has an authentic charm, with historic furnishings and details that tell the story of this land’s tradition. It’s the perfect retreat for those seeking tranquility, a connection with nature, and moments of peace. Here, time slows down, surrounded by nature and calm.

Top guest favourite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home
4.98 out of 5 average rating, 222 reviews

The Chianti Classico Sunset

Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Top guest favourite
Villa
4.98 out of 5 average rating, 89 reviews

Tuscany Villa in Lucca With Private Infinity Pool

Experience the charm of Villa Herb & Stone, a beautifully restored stone farmhouse featuring an award-winning infinity saltwater pool, a vineyard, interiors styled by London-based designers, and strong Wi-Fi. Set in the wild beauty of Tuscany’s Garfagnana region, it’s the perfect base to explore Barga, Lucca, and Florence. Enjoy curated experiences like wine tastings, organic catering, pizza classes, and massages. Every detail is crafted for relaxation, culture, and a connection to Tuscany.

Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat
4.99 out of 5 average rating, 162 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Guest favourite
A spacious sleeping area is furnished with a large bed, accented by patterned pillows. There are two nightstands, each with a lamp, providing soft lighting. A full-length mirror reflects the room's decor, and a minimal landscape artwork is mounted above the bed.
Flat
4.92 out of 5 average rating, 26 reviews

Pievepelago-Modern and spacious apartment

Located in the center of the village, you can easily walk to bars, restaurants, shops and all services (ATM, pharmacy, etc.). The apartment, located on the third floor, modern and bright, is equipped with all the comforts, the spaces are large and tastefully furnished. A beautiful terrace allows you to enjoy outdoor meals or a simple aperitif or coffee. Equipped with a washing machine, dishwasher, TV, kettle with a choice of teas and herbal teas, and a coffee machine with pods.

Top guest favourite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Top guest favourite
Farm stay
4.98 out of 5 average rating, 164 reviews

Romantic stay where Tuscany meets the sky!

The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!

Guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home
4.99 out of 5 average rating, 286 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Superhost
The infinity pool extends towards the horizon, merging with a panoramic view of the rolling hills and valleys. Lush greenery surrounds the area, creating a serene atmosphere under a clear blue sky. Gentle ripples in the water reflect the scenic landscape.
Farm stay
4.98 out of 5 average rating, 66 reviews

Amazing view on the Val di Nievole

This charming country house (fully covered by blossoming wisterias in April) is part of an isolated olive farm surrounded by woods on the ridge of a hill. You'll enjoy a large private panoramic terrace and a 15m infinity pool with a spectacular view on the Val di Nievole. Ideal place for walking, biking and bird watching. Easy visit of the surroundings (13min. from the highway A11).

Top guest favourite
A private terrace is showcased with wooden beams and climbing plants, offering views of the surrounding hills. A vintage trunk is positioned under the shelter, and greenery fills the space, providing a serene natural setting.
Farm stay
4.89 out of 5 average rating, 141 reviews

Al Benefizio Agritourism - "La Stalla" Apartment

Private self-catering apartment with private terrace, in a historic rural farmhouse surrounded by the greenery of Tuscany, swimming pool and panoramic views of the village of Barga, 2.5 km away. At our Agritourism, we also offer private cooking lessons and beekeeping lessons with a tasting of our honeys. Here you can buy our honey and different types of local food and wine products.

Top guest favourite
An outdoor dining area features a spacious wooden table surrounded by dark wooden benches. The space is partially shaded by a terracotta-tiled roof, and greenery can be seen in the background, creating a natural setting for meals or gatherings.
Cottage
4.92 out of 5 average rating, 112 reviews

Tuscan Cottage with Pool Pet Friendly

Typical Tuscan farmhouse, created as a refuge for pilgrims of the Via Francigena in the distant 1032 AD. Cozy and warm, ideal for 4 people but also suitable for 6, it welcomes your four-legged friends! Located in a strategic area, a stone's throw from the SP1, a road that connects Camaiore to Lucca. Very easy to reach, from here you can visit all of Tuscany!

Popular amenities for Sant'Annapelago holiday rentals

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