Vacation rentals in Pelago

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property nestled in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship 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 heart. We look forward to welcoming you!

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

Tuscan Country house with panoramic pool

Old stone Country House located on the top of an uncontaminated hill in a secluded atmosphere, with stunning 360° panoramas over the hills and the Arno river. Surrounded by private olives grooves, the accommodation offers an ideal mix between peaceful relaxation and opportunities for outdoor activities. With easy access to Florence (18 km) and major arts sites of Tuscan region such as Siena, San Gimignano, Pisa, Lucca, the wine Chianti area and many others landscaping or trekking attractions.

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a historic, family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. 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 unique sunsets.

Stone farmhouse, exclusive private pool

Podere Montebono is located in the hills of Reggello just 30 km from Florence. Ideal for cities of art and naturalistic places. The farmhouse is isolated on a hill, surrounded by nature, surrounded by olive trees, garden and forest. The guest house is an independent wing of the large two-storey farmhouse: 3 bedrooms, a kitchen, a living room, and a bathroom. The private pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. BBQ area. Total privacy.

​Villa Fonticina: Private Pool & Secluded Woods

Cozy and chic, late 19th-century stone villa, originally built as a farmhouse with an adjoining stable and barn. It has since been expertly renovated to create a single space, respecting the original layout and Tuscan tradition, while preserving original elements such as the attached wood-burning oven. Nestled in a large fully fenced garden in the Chianti hills of Tuscany, it is surrounded by olive trees and woodland with an exclusive-use pool, just 15 km from Florence.

The Castle of Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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.

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

Tower Penthouse in small castle near Florence

900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Villa with swimming pool on the Florentine hills

180sqm villa on 3 floors, private pool, 40.000sqm land of olive trees "Poggio Secondo" is a private historic villa built in 1700 and entirely renovated in 2012 in full respect of its history, original design and materials. It is a short drive away from Florence (25Km distance), located on the hills of the Tuscan countryside. The villa comes with a private 40.000sqm olive tree garden and a state-of-the-art swimming pool to relax.

Family farmhouse - Colonica Peroni

80-square-meter apartment in a large farmhouse. First floor, two bedrooms, two bathrooms, large living room and kitchen, panoramic terrace. Accessible by any type of car but surrounded by nature and away from busy roads. Ideal for children who want to run outdoors and for families traveling with dogs... you will have 6 hectares of meadows and olive groves at your disposal for walks and outdoor lunches!