Vacation rentals in Pelago

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Location · Value · Check-in

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

Family · Value · Comfort

Tuscan house private heated pool

Podere Benedettino of 1700, recently renovated in full respect of its history, located on the slopes of the natural reserve of Vallombrosa, immersed in the woods, just 29 km from Florence. The portion of farmhouse dedicated to rent has about 110 square meters of property with three bedrooms, kitchen, hall, entrance hall and two bathrooms. Podere Gualpoli is the place to rediscover your peace and relax immersed in a unique setting, where you can enjoy a charming private garden with infinitypool

Location · Getting around · Amenities

Bellavista Tuscany 1- pool and garden

🏡Well-furnished apartment, near Florence, among olive groves 🪔and Tuscan vineyards🍷. From your terrace and garden 🌱you can admire the beautiful ancient village of Pelago and the Tuscan countryside🌻. In the house, you will find everything you need for cooking, etc., and Guendalina is ready to welcome you with tips and suggestions to make your stay unforgettable✨️. From April 2026, a private pool shared with Bellavista Tuscany 2 will be available in the summer months.

Location · Value · Comfort

Il Castello di 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.

Location · Value · Grill

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.

Family · Value · Grill

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property 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 This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Location · Family · Bathroom

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

Family · Value · Comfort

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.

Value · Location · Backyard

Fienile

Located in Fontisterni, a small village in Pelago near Pontassieve, the Fienile holiday apartment offers a relaxing stay. The 50 m² property has a living room with sofa bed for 2, a fully equipped kitchen, 1 bedroom, and 2 bathrooms, accommodating up to 4 guests. The open-plan layout uses partial walls to provide some privacy. Amenities include fast Wi-Fi (suitable for video calls) with workspace, TV, washing machine, baby cot, and air conditioning.

Location · Family · Grill

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 · Location · Checkout

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!

Family · Value · Wifi