Waterfront holiday rentals in Siena

Gora XV Segreto - house on the water.

Beyond the pier, there is a place where the ancient and silent canal flows between factories and traces of almost a thousand years of history, still visible in the stone walls. A relaxation room almost belongs to the water: here its sound slows down time. Water is part of the house. Outside, the city. Inside, a secluded corner where time seems to follow a different rhythm. An unconventional place for those who love to live in places with a history to discover. People come here to sleep in the history of water.

Safari tent in Tuscany nature, peace and culture.

Our amazing safari tents are unique in this region! Camping in style! At the safari tent, you have running water through your own sink. The sanitary building is just a few steps away. Equipped with family games and outdoor toys including badminton set and table tennis set! And a folder FULL of outings! Strategically located in the middle of Arezzo, Siena and Florence. Here you will find peace, nature and culture. Medieval villages, great churches and beautiful estates and farms full of wine and olives.

Hospitality · Value · Family

Secluded Tuscan Estate | Near Siena By TripCare

Sessina is a private Tuscan estate in the heart of Chianti, just 15 minutes north of Siena. Surrounded by vineyards, olive groves, and cypress trees, the beautifully restored historic villa can accommodate up to 10 guests. Enjoy stunning views of the rolling Tuscan hills from the spectacular saltwater infinity pool. With no immediate neighbors, Sessina offers complete privacy, tranquility, and authentic Tuscan charm, while Siena, Florence, and many cultural treasures are nearby.

The Cassiopeia Apartment

This charming 2b/2b apartment is nestled directly on the border of Tuscany and Umbria, offering lovely views of Lake Montepulciano. Cassiopeia is designed for comfort and relaxation, featuring a kitchen equipped with the staples, allowing you to enjoy home-cooked meals while soaking in the picturesque surroundings. With amenities like laundry facilities, swimming pool, and access to scenic hiking and biking trails, there's plenty to enjoy right outside your door.

Pool · Family · Quiet

Tuscany Villa With Pool & Magnificent Garden

This traditional Tuscan farmhouse, dating back to 1868, is situated on a small hill overlooking Castello Banfi and other large Brunello wineries and has a 360° view of the surrounding countryside of the Orcia Valley. The house is in a secluded location at the end of a well-maintained gravel road. You can use the house, garden and pool alone in an absolutely quiet location and enjoy a unique level of privacy. The sunsets are a special kind of experience!

River · View · Pool

Cignella Four-Room Olive

Located between the Val d'Orcia and the Val di Chiana, the Cignella Resort is located in one of the most beautiful locations in the province of Siena. The complex is equipped with: - equipped swimming pool (open from May to October) surrounded by a lawn - reception - free wi-fi - free parking - bar with breakfast service (on request, payment on site) - wine bar (on request, payment on site) - garden

View · Indoor spaces · Breakfast

Cignella Villa Aquila CXL

Located between the Val d'Orcia and the Val di Chiana, the Cignella Resort is located in one of the most beautiful locations in the province of Siena. The complex is equipped with: - equipped swimming pool (open from May to October) surrounded by a lawn - reception - free wi-fi - free parking - bar with breakfast service (on request, payment on site) - wine bar (on request, payment on site) - garden

Cignella Villa Aquila

Located between the Val d'Orcia and the Val di Chiana, the Cignella Resort is located in one of the most beautiful locations in the province of Siena. The complex is equipped with: - equipped swimming pool (open from May to October) surrounded by a lawn - reception - free wi-fi - free parking - bar with breakfast service (on request, payment on site) - wine bar (on request, payment on site) - garden

Laghetto on La Spugna - Relaxation & Enjoyment

Enjoy and relax with your family and/or friends on this beautiful, perfectly maintained property. All rooms in the Laghetto, a wonderful panoramic terrace under a mulberry tree, the charcoal grill and the swimming pond can be used. The apartment building "La Spugna" invites you to linger, enjoy, relax, walk, swim, recharge your batteries & sunbathe, barbecue, and much more. CIN: IT052023C2KA63JW4Q

View · Hospitality · Comfort

Villa Dolce Vita, Apartment 2

Welcome to the Napoli Suite, a stylish, recently renovated two-bedroom apartment nestled in the Tuscan countryside and part of our villa. Designed to offer comfort and style, this spacious suite combines classic elegance with modern amenities, making it perfect for families, couples, or small groups looking for a peaceful getaway.

View · Beach · Kitchen

ÖKO-URLAUB Mulino Piermaggiore No. 3

In the heart of Tuscany, just north of Siena, lies the medieval mill, nestled between hills with olive groves and vineyards. A small ecosystem, located on the river Arbia, with a swimming spot, bamboo grove and enchanted corners.

River · View · Amenities

House on two floors private terrace and pool

The house faces southwest so we enjoy the sun and stunning sunsets all year round. We are situated in a rural location on a rough road between the stately home of La Foce and the medieval hamlet of Castiglioncello del Trinoro.

View · Cleanliness · Getting around