Family-friendly vacation rentals in San Vincenzo

House at Gianni - Olmo

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Medieval Tower experience with Panoramic Rooftop

If you are looking for a unique experience in the heart of San Gimignano, this is the place for you. With its 42 mt of height, Torre Salvucci Maggiore is one of the medieval town's famous towers and today the only one turned into a vertically-spread accommodation divided into 11 floors for a total of 143 steps. A magical setting unlike any other. The tower can hosts couples or small groups of up to 3 people. At the top, the panoramic terrace awaits for you with an axtraordinary 360° city view.

Casa del Capitano | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Apartment for 9 people Agriturismo Villa Oliveta

In San Vincenzo on the Tuscan coast in a slightly hilly area – 1.3 km from the beach – between the green olive trees and cultivated fields. The Villa Oliveta agriturismo offers a large apartment for 9 people with a beautiful view that ranges from the countryside to the sea. From the house, which is slightly on a hill, you can enjoy a wonderful view that embraces all the hills up to the sea and the surrounding islands. The center and beaches can be reached in just a few minutes.

Luxury Medieval Tower • Exclusive Chianti Stay

Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxury comforts come together in a unique experience. An oasis of tranquility with a private garden, glass annex, Wi-Fi, and smart working area. Extra services: private chef, tastings in the cellar, wellness treatments and tours of the most beautiful villages in Tuscany.

[Sea view] Charming apartment with pool

Villa Bellavista is located in San Vincenzo, in a quiet and panoramic residential area, 1 km from the center and the sea. This elegant apartment, CasaGioia, is located on the first floor, with a charming sea view. It is ideal for families, couples and small groups of friends, it offers a charming vacation with a pool and large garden. Enjoy relaxing moments in the greenery, fun barbecues and refreshing dives, for an unforgettable stay full of comfort and serenity.

Peggy's House

The house has an internal surface of 100 square meters plus terraces and it is located a few meters from the beach (around 50m). It has an internal private parking for 2 cars accessible through an automatic gate 260cm wide, a non-negligible feature considering the fact that, in the summertime, it is difficult to find a parking spot. The distance from Corso Italia/Via Vittorio Emanuele II (the street of shops, ice cream parlors, bars ...) is about 600 meters away.

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

A stone's throw from the port and the sea

Welcome to the heart of San Vincenzo! This newly renovated apartment combines modern comfort with typical Tuscan charm, with terracotta ceilings and wooden beams. Located on the pedestrian promenade, among shops and restaurants, with the marina in front and the sandy beaches just a 5-minute walk away. The accommodation is ideal for couples of friends, 4 adults or large families who want to experience San Vincenzo with the utmost comfort, forgetting the car.

Cosy little flat with all comforts

Nice flat at the first floor in a house of 4 flats. Living room with kitchen-corner and a Sofa-double-bed, room with double-bed, bathroom with shower and a balcony. Equipped with washing machine, air conditioning and a fast Wifi connection. Beach and tourist center at walking distance. There are a lot of shops and services nearby. San Vincenzo and the surrounding area offer multiple possibilities for recreation, gastronomy, landscape and culture.