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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 spacious bedroom is characterized by exposed brick walls and wooden beams overhead. A large bed with a dark duvet is positioned centrally, accompanied by a rustic wooden table and an antique chair. Soft, natural light filters in, enhancing the authentic medieval ambiance.
Home in Lucca
4.99 out of 5 average rating, 77 reviews

Medieval Tower House in the Historic Center

Discover the charm of an 11th-century medieval tower in the historic center, originally home to the architects of the Cathedral of San Martino and then home to the bell ringer. Furnished with original furniture and equipped with every modern comfort (air conditioning, fast Wi-Fi, high-quality towels and sheets), it offers views of the Cathedral and the walls, a small outdoor space at the foot of the bell tower and large Italian handmade beds for a perfect rest. Private parking in front of the house.

Top Guest favourite
Villa in Fosciandora
4.98 out of 5 average rating, 87 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
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano
4.99 out of 5 average rating, 259 reviews

Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

Top Guest favourite
A modern kitchen features mint green cabinetry and a marble countertop. A gas stove is positioned under a wooden shelf adorned with decorative dishware. Natural light streams through a window, illuminating a red chair placed nearby.
Apartment in Lucca
4.93 out of 5 average rating, 204 reviews

Charming Anfiteatro Apartment

L'appartamento è situato in una delle piazze più caratteristiche del mondo: la piazza dell'Anfiteatro Romano, dove in periodi successivi, sulle sue rovine sono stati ricostruiti appartamenti. Fino agli anni sessanta del secolo scorso, la piazza era sede del mercato ortofrutticolo all'ingrosso ed era considerato un quartiere molto povero. Nel corso degli anni ha recuperato il suo splendore per diventare una delle zone più ambite, sia per la magnifica collocazione che per la tranquillità.

Top Guest favourite
A bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.
Home in Vaiano
5 out of 5 average rating, 259 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

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.
Apartment in Pievepelago
4.92 out of 5 average rating, 25 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 in Greve in Chianti
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
An expansive outdoor pool is surrounded by a stone patio, offering a serene view of the lush green hills and valleys. The pool area is shaded by a covered seating space, and sun loungers are positioned nearby for relaxation.
Farm stay in Sillico
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!

Top Guest favourite
An elegantly decorated room showcases a high ceiling adorned with classic frescoes. A grand chandelier hangs above, while a black grand piano is positioned near a seating area. An inviting patterned rug is placed on the tiled floor, complementing framed artwork on the walls.
Holiday home in Lucca
5 out of 5 average rating, 25 reviews

Dimora Leone, large historic apartment in Lucca

Dimora Leone is ideal for a unique experience in the heart of Lucca, a spacious charming apartment, embellished with frescoes and antique furniture. It has an elegant entrance from which you can access the living room. In the master bedroom, there is a king-size bed and a single bed. The second bedroom leads to a walk-in closet and bathroom. On the other side of the house are a dining room, equipped kitchen, a third double bedroom and a full bathroom.

Top Guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 163 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

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 in Barga
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.

Guest favourite
A tranquil outdoor space features a clear swimming pool surrounded by lush greenery. Tall cypress trees line the perimeter, offering natural shade. The gently rolling hills in the background create a serene landscape, illuminated by soft morning light.
Home in Montegufoni
4.95 out of 5 average rating, 20 reviews

Villa of the Hydrangeas

Tuscan Elegance: Private Villa with Exclusive Pool Discover the ultimate Tuscan retreat at Villa delle Ortensie. Nestled in the heart of the rolling hills, this elegant country home offers an exclusive escape where refined design meets the timeless beauty of the countryside. The interiors are tastefully curated — chic, sophisticated, and filled with natural light.

Popular amenities for Sant'Annapelago holiday rentals

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Modena
  5. Sant'Annapelago