
Holiday rentals in Sant'Annapelago
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Top-rated holiday rentals in Sant'Annapelago
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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.

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.

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.

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.

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.

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.

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.

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!

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.

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.

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.

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
Other great holiday rentals in Sant'Annapelago

Tuscan mountain home with a modern rustic feel.

Eagle's nest - House with pool

Big Apartment / swimming pool

Church of the Vaioni

Angelio - Luxury Apartment

La Lucertola Pisa/Lucca, Pool, Tower & Sea Views

Splendid Liberty villa with pool

Guinigi apartment with AC
Destinations to explore
- Cinque Terre
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Piazza Maggiore
- Bologna Center Town
- Le 5 Terre La Spezia
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Vernazza Beach
- Porta Elisa
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Piazza della Signoria




